Name: Grigor Dimitrov
Country: Bulgaria
Birthdate: 16.05.91, 32 years
ATP ranking: 10
TOP ranking's position: 3 (15.01.18, 4990 points)
Points: 3640
Prize money: 25135270 $
Matches total: 949
Win: 593
%: 62.49 %
Country: Bulgaria
Birthdate: 16.05.91, 32 years
ATP ranking: 10
TOP ranking's position: 3 (15.01.18, 4990 points)
Points: 3640
Prize money: 25135270 $
Matches total: 949
Win: 593
%: 62.49 %
| year | summary | Hard | Clay | I. hard | Carpet | Grass | Acrylic |
| 2024 | 22/6 | 14/3 | 2/1 | 6/2 | 0/0 | 0/0 | 0/0 |
| 2023 | 44/22 | 17/10 | 10/6 | 10/4 | 0/0 | 7/2 | 0/0 |
| 2022 | 26/22 | 10/11 | 10/5 | 5/4 | 0/0 | 1/2 | 0/0 |
| 2021 | 24/18 | 18/10 | 3/5 | 2/2 | 0/0 | 1/1 | 0/0 |
| 2020 | 21/14 | 8/5 | 8/5 | 5/4 | 0/0 | 0/0 | 0/0 |
| 2019 | 25/21 | 13/10 | 7/6 | 5/3 | 0/0 | 0/2 | 0/0 |
| 2018 | 25/19 | 11/9 | 7/5 | 6/3 | 0/0 | 1/2 | 0/0 |
| 2017 | 49/19 | 24/8 | 4/5 | 15/3 | 0/0 | 6/3 | 0/0 |
| 2016 | 40/26 | 31/15 | 4/5 | 3/3 | 0/0 | 2/3 | 0/0 |
| 2015 | 33/22 | 13/10 | 10/5 | 7/5 | 0/0 | 3/2 | 0/0 |
| 2014 | 51/20 | 21/11 | 13/4 | 7/4 | 0/0 | 10/1 | 0/0 |
| 2013 | 37/23 | 10/11 | 11/6 | 14/4 | 0/0 | 2/2 | 0/0 |
| 2012 | 36/25 | 9/9 | 13/7 | 8/6 | 0/0 | 6/3 | 0/0 |
| 2011 | 33/27 | 14/11 | 4/6 | 11/6 | 0/0 | 4/4 | 0/0 |
| 2010 | 60/19 | 18/6 | 31/5 | 10/4 | 0/2 | 1/2 | 0/0 |
| 2009 | 26/29 | 12/9 | 5/8 | 2/8 | 2/0 | 5/4 | 0/0 |
| 2008 | 37/19 | 16/1 | 14/13 | 1/2 | 0/2 | 6/1 | 0/0 |
| 2007 | 4/5 | 4/3 | 0/2 | 0/0 | 0/0 | 0/0 | 0/0 |
| TOTAL | 593/356 | 263/152 | 156/99 | 117/67 | 2/4 | 55/34 | 0/0 |
| perc. % | 62.49 % | 63.37 % | 61.18 % | 63.59 % | 33.33 % | 61.8 % | 0 % |
Grigor Dimitrov / scheduled / last
| no matches found |
Grigor Dimitrov form / surface: Hard
Grigor Dimitrov / surface: Hard
| 31.03.24 | fin | Jannik Sinner | Grigor Dimitrov | 6-3, 6-1 |  | match details |  Miami | Hard |
| 29.03.24 | 1/2 | Grigor Dimitrov | Alexander Zverev | 6-4, 6-74, 6-4 |  | match details | ||
| 28.03.24 | 1/4 | Grigor Dimitrov | Carlos Alcaraz | 6-2, 6-4 | | match details | ||
| 26.03.24 | 4th round | Grigor Dimitrov | Hubert Hurkacz | 3-6, 6-3, 7-63 | | match details | ||
| 25.03.24 | 3rd round | Grigor Dimitrov | Yannick Hanfmann | 6-1, 6-0 | | match details | ||
| 24.03.24 | 2nd round | Grigor Dimitrov | Alejandro Tabilo | 6-75, 7-65, 6-2 | | match details | ||
| 13.03.24 | 4th round | Daniil Medvedev | Grigor Dimitrov | 6-4, 6-4 | | match details | Indian Wells | Hard |
| 11.03.24 | 3rd round | Grigor Dimitrov | Adrian Mannarino | 6-3, 6-3 | | match details | ||
| 09.03.24 | 2nd round | Grigor Dimitrov | Alexandre Muller | 7-5, 6-2 | | match details | ||
| 20.01.24 | 3rd round | Nuno Borges | Grigor Dimitrov | 6-73, 6-4, 6-2, 7-66 | | match details |  Melbourne | Hard |
| 18.01.24 | 2nd round | Grigor Dimitrov | Thanasi Kokkinakis | 6-3, 6-2, 4-6, 6-4 | | match details | ||
| 16.01.24 | 1st round | Grigor Dimitrov | Marton Fucsovics | 4-6, 6-3, 7-61, 6-2 | | match details | ||
| 07.01.24 | fin | Grigor Dimitrov | Holger Rune | 7-65, 6-4 | | match details | Brisbane | Hard |
| 06.01.24 | 1/2 | Grigor Dimitrov | Jordan Thompson | 6-3, 7-5 | | match details | ||
| 05.01.24 | 1/4 | Grigor Dimitrov | Rinky Hijikata | 6-1, 6-4 | | match details | ||
| 04.01.24 | 2nd round | Grigor Dimitrov | Daniel Altmaier | 6-1, 6-2 | | match details | ||
| 01.01.24 | 1st round | Grigor Dimitrov | Andy Murray | 4-6, 7-5, 6-2 | | match details | ||
| 14.10.23 | 1/2 | Andrey Rublev | Grigor Dimitrov | 7-67, 6-3 | | match details |  Shanghai | Hard |
| 13.10.23 | 1/4 | Grigor Dimitrov | Nicolas Jarry | 7-62, 6-4 | | match details | ||
| 11.10.23 | 4th round | Grigor Dimitrov | Carlos Alcaraz | 5-7, 6-2, 6-4 | | match details | ||
| 09.10.23 | 3rd round | Grigor Dimitrov | Karen Khachanov | 7-66, 6-4 | | match details | ||
| 08.10.23 | 2nd round | Grigor Dimitrov | Aleksandar Vukic | 6-4, 6-3 | | match details | ||
| 02.10.23 | 1/4 | Jannik Sinner | Grigor Dimitrov | 6-4, 3-6, 6-2 | | match details | Beijing | Hard |
| 01.10.23 | 2nd round | Grigor Dimitrov | Holger Rune | 6-3, 7-5 | | match details | ||
| 29.09.23 | 1st round | Grigor Dimitrov | Mackenzie Mcdonald | 2-6, 7-64, 6-1 | | match details | ||
| 25.09.23 | 1/2 | Alexander Zverev | Grigor Dimitrov | 6-3, 7-62 | | match details | Chengdu | Hard |
| 24.09.23 | 1/4 | Grigor Dimitrov | Christopher O'Connell | 6-4, 6-1 | | match details | ||
| 23.09.23 | 2nd round | Grigor Dimitrov | Juan Pablo Varillas | 6-3, 6-4 | | match details | ||
| 02.09.23 | 3rd round | Alexander Zverev | Grigor Dimitrov | 6-72, 7-68, 6-1, 6-1 | | match details | New York | Hard |
| 31.08.23 | 2nd round | Grigor Dimitrov | Andy Murray | 6-3, 6-4, 6-1 | | match details | ||
| 29.08.23 | 1st round | Grigor Dimitrov | Alex Molcan | 6-79, 6-75, 6-1, 7-5, 7-69 | | match details | ||
| 15.08.23 | 1st round | Alexander Zverev | Grigor Dimitrov | 6-2, 6-2 | | match details | Cincinnati | Hard |
| 05.08.23 | 1/2 | Daniel Evans | Grigor Dimitrov | 6-3, 7-64 | | match details | Washington | Hard |
| 04.08.23 | 1/4 | Grigor Dimitrov | Ugo Humbert | Ugo Humbert - walk over | | match details | ||
| 03.08.23 | 3rd round | Grigor Dimitrov | Emil Ruusuvuori | 6-4, 6-3 | | match details | ||
| 01.08.23 | 2nd round | Grigor Dimitrov | Mackenzie Mcdonald | 7-66, 6-2 | | match details | ||
| 26.03.23 | 3rd round | Jannik Sinner | Grigor Dimitrov | 6-3, 6-4 | | match details | Miami | Hard |
| 24.03.23 | 2nd round | Grigor Dimitrov | Jan-Lennard Struff | 4-6, 7-65, 6-4 | | match details | ||
| 10.03.23 | 2nd round | Jason Murray Kubler | Grigor Dimitrov | 2-6, 7-65, 3-0, Grigor Dimitrov - retired | | match details | Indian Wells | Hard |
| 21.01.23 | 3rd round | Novak Djokovic | Grigor Dimitrov | 7-67, 6-3, 6-4 | | match details | Melbourne | Hard |
| 19.01.23 | 2nd round | Grigor Dimitrov | Laslo Djere | 6-3, 6-2, 6-0 | | match details | ||
| 17.01.23 | 1st round | Grigor Dimitrov | Aslan Karatsev | 7-63, 7-5, 6-2 | | match details | ||
| 31.12.22 | Grigor Dimitrov | David Goffin | 6-4, 7-5 | | match details | Australia | Hard | |
| 29.12.22 | Stefanos Tsitsipas | Grigor Dimitrov | 4-6, 6-2, 7-64 | | match details | |||
| 01.09.22 | 2nd round | Brandon Nakashima | Grigor Dimitrov | 7-65, 7-5, 6-3 | | match details | New York | Hard |
| 30.08.22 | 1st round | Grigor Dimitrov | Steve Johnson | 6-3, 6-2, 6-2 | | match details | ||
| 23.08.22 | 2nd round | Dominic Thiem | Grigor Dimitrov | 0-6, 4-2, Grigor Dimitrov - retired | | match details | Winston-Salem | Hard |
| 15.08.22 | 1st round | Denis Shapovalov | Grigor Dimitrov | 7-64, 6-3 | | match details | Cincinnati | Hard |
| 10.08.22 | 2nd round | Alex De Minaur | Grigor Dimitrov | 7-64, 7-5 | | match details |  Montreal | Hard |
| 09.08.22 | 1st round | Grigor Dimitrov | Alexis Galarneau | 6-4, 7-5 | | match details | ||
| 05.08.22 | 3rd round | Sebastian Korda | Grigor Dimitrov | 4-6, 6-1, 6-2 | | match details | Washington | Hard |
| 03.08.22 | 2nd round | Grigor Dimitrov | Adrian Mannarino | 6-1, 3-6, 7-5 | | match details | ||
| 25.03.22 | 2nd round | Mackenzie Mcdonald | Grigor Dimitrov | 6-1, 6-4 | | match details | Miami | Hard |
| 18.03.22 | 1/4 | Andrey Rublev | Grigor Dimitrov | 7-5, 6-2 | | match details | Indian Wells | Hard |
| 16.03.22 | 4th round | Grigor Dimitrov | John Isner | 6-3, 7-66 | | match details | ||
| 15.03.22 | 3rd round | Grigor Dimitrov | Alexander Bublik | 6-3, 6-4 | | match details | ||
| 13.03.22 | 2nd round | Grigor Dimitrov | Jordan Thompson | 7-63, 6-2 | | match details | ||
| 21.02.22 | 1st round | Stefan Kozlov | Grigor Dimitrov | 7-68, 5-7, 6-3 | | match details |  Acapulco | Hard |
| 18.02.22 | 1/4 | John Millman | Grigor Dimitrov | 6-4, 6-4 | | match details | Delray Beach | Hard |
| 17.02.22 | 2nd round | Grigor Dimitrov | Mitchell Krueger | 7-64, 6-3 | | match details | ||
| 20.01.22 | 2nd round | Benoit Paire | Grigor Dimitrov | 6-4, 6-4, 6-74, 7-62 | | match details | Melbourne | Hard |
| 18.01.22 | 1st round | Grigor Dimitrov | Jiri Lehecka | 6-4, 4-6, 6-3, 7-5 | | match details | ||
| 08.01.22 | 1/2 | Maxime Cressy | Grigor Dimitrov | 7-5, 7-69 | | match details | Melbourne | Hard |
| 07.01.22 | 1/4 | Grigor Dimitrov | Botic Van De Zandschulp | 6-75, 6-0, 7-5 | | match details | ||
| 06.01.22 | 2nd round | Grigor Dimitrov | Facundo Bagnis | 5-7, 7-63, 6-3 | | match details | ||
| 16.10.21 | 1/2 | Cameron Norrie | Grigor Dimitrov | 6-2, 6-4 | | match details | Indian Wells | Hard |
| 14.10.21 | 1/4 | Grigor Dimitrov | Hubert Hurkacz | 3-6, 6-4, 7-62 | | match details | ||
| 13.10.21 | 4th round | Grigor Dimitrov | Daniil Medvedev | 4-6, 6-4, 6-3 | | match details | ||
| 11.10.21 | 3rd round | Grigor Dimitrov | Reilly Opelka | 6-3, 6-4 | | match details | ||
| 09.10.21 | 2nd round | Grigor Dimitrov | Daniel Altmaier | 6-4, 6-2 | | match details | ||
| 02.10.21 | 1/2 | Casper Ruud | Grigor Dimitrov | 6-4, 4-6, 6-4 | | match details | San Diego | Hard |
| 01.10.21 | 1/4 | Grigor Dimitrov | Aslan Karatsev | 6-1, 1-6, 6-2 | | match details | ||
| 30.09.21 | 2nd round | Grigor Dimitrov | August Holmgren | 6-1, 6-1 | | match details | ||
| 28.09.21 | 1st round | Grigor Dimitrov | Marton Fucsovics | 6-3, 1-6, 7-5 | | match details | ||
| 01.09.21 | 2nd round | Alexei Popyrin | Grigor Dimitrov | 7-64, 7-64, 4-0, Grigor Dimitrov - retired | | match details | New York | Hard |
| 30.08.21 | 1st round | Grigor Dimitrov | Sam Riffice | 6-1, 7-63, 6-3 | | match details | ||
| 19.08.21 | 3rd round | Daniil Medvedev | Grigor Dimitrov | 6-3, 6-3 | | match details | Cincinnati | Hard |
| 18.08.21 | 2nd round | Grigor Dimitrov | Alexander Bublik | 6-3, 7-5 | | match details | ||
| 17.08.21 | 1st round | Grigor Dimitrov | Roberto Bautista Agut | 6-3, 6-4 | | match details | ||
| 10.08.21 | 2nd round | Reilly Opelka | Grigor Dimitrov | 6-3, 6-4 | | match details | Toronto | Hard |
| 04.08.21 | 2nd round | Ilya Ivashka | Grigor Dimitrov | 6-2, 7-64 | | match details | Washington | Hard |
| 26.03.21 | 2nd round | Cameron Norrie | Grigor Dimitrov | 7-5, 7-5 | | match details | Miami | Hard |
| 18.03.21 | 1/4 | Lorenzo Musetti | Grigor Dimitrov | 6-4, 7-63 | | match details | Acapulco | Hard |
| 17.03.21 | 2nd round | Grigor Dimitrov | Miomir Kecmanovic | 6-4, 6-2 | | match details | ||
| 16.03.21 | 1st round | Grigor Dimitrov | Adrian Mannarino | 6-4, 3-0, Adrian Mannarino - retired | | match details | ||
| 16.02.21 | 1/4 | Aslan Karatsev | Grigor Dimitrov | 2-6, 6-4, 6-1, 6-2 | | match details | Melbourne | Hard |
| 14.02.21 | 4th round | Grigor Dimitrov | Dominic Thiem | 6-4, 6-4, 6-0 | | match details | ||
| 12.02.21 | 3rd round | Grigor Dimitrov | Pablo Carreno-Busta | 6-0, 1-0, Pablo Carreno-Busta - retired | | match details | ||
| 10.02.21 | 2nd round | Grigor Dimitrov | Alex Bolt | 7-61, 6-1, 6-2 | | match details | ||
| 08.02.21 | 1st round | Grigor Dimitrov | Marin Cilic | 6-4, 6-2, 7-65 | | match details | ||
| 05.02.21 | 3rd round | Grigor Dimitrov | Alexei Popyrin | 6-4, 6-75, 6-3 | | match details | Melbourne | Hard |
| 05.02.21 | 1/4 | Corentin Moutet | Grigor Dimitrov | 7-5, 6-2 | | match details | ||
| 03.02.21 | 2nd round | Grigor Dimitrov | Andrew Harris | 6-3, 6-3 | | match details | ||
| 03.09.20 | 2nd round | Marton Fucsovics | Grigor Dimitrov | 6-75, 7-64, 3-6, 6-4, 6-1 | | match details | New York | Hard |
| 01.09.20 | 1st round | Grigor Dimitrov | Tommy Paul | 6-4, 6-3, 6-1 | | match details | ||
| 24.08.20 | 2nd round | Marton Fucsovics | Grigor Dimitrov | 7-5, 4-6, 6-2 | | match details | New York | Hard |
| 23.08.20 | 1st round | Grigor Dimitrov | Ugo Humbert | 6-3, 6-4 | | match details | ||
| 28.02.20 | 1/2 | Rafael Nadal | Grigor Dimitrov | 6-3, 6-2 | | match details | Acapulco | Hard |
| 27.02.20 | 1/4 | Grigor Dimitrov | Stan Wawrinka | 6-4, 6-4 | | match details | ||
| 26.02.20 | 2nd round | Grigor Dimitrov | Adrian Mannarino | 6-78, 6-2, 7-62 | | match details | ||
| 25.02.20 | 1st round | Grigor Dimitrov | Damir Dzumhur | 6-3, 6-3 | | match details | ||
| 22.01.20 | 2nd round | Tommy Paul | Grigor Dimitrov | 6-4, 7-66, 3-6, 6-73, 7-63 | | match details | Melbourne | Hard |
| 20.01.20 | 1st round | Grigor Dimitrov | Juan Ignacio Londero | 4-6, 6-2, 6-0, 6-4 | | match details | ||
| 07.01.20 | David Goffin | Grigor Dimitrov | 4-6, 6-2, 6-2 | | match details | Brisbane Perth | Hard | |
| 05.01.20 | Grigor Dimitrov | Radu Albot | 6-2, 6-3 | | match details | |||
| 03.01.20 | Grigor Dimitrov | Daniel Evans | 2-6, 6-4, 6-1 | | match details | |||
| 30.09.19 | 1st round | Andrey Rublev | Grigor Dimitrov | 6-2, 7-5 | | match details | Beijing | Hard |
| 27.09.19 | 1/4 | Alexander Bublik | Grigor Dimitrov | 5-7, 7-69, 7-63 | | match details | Chengdu | Hard |
| 26.09.19 | 2nd round | Grigor Dimitrov | Daniel Evans | 7-5, 7-5 | | match details | ||
| 06.09.19 | 1/2 | Daniil Medvedev | Grigor Dimitrov | 7-65, 6-4, 6-3 | | match details | New York | Hard |
| 03.09.19 | 1/4 | Grigor Dimitrov | Roger Federer | 3-6, 6-4, 3-6, 6-4, 6-2 | | match details | ||
| 01.09.19 | 4th round | Grigor Dimitrov | Alex De Minaur | 7-5, 6-3, 6-4 | | match details | ||
| 30.08.19 | 3rd round | Grigor Dimitrov | Kamil Majchrzak | 7-5, 7-68, 6-2 | | match details | ||
| 28.08.19 | 2nd round | Grigor Dimitrov | Borna Coric | Borna Coric - walk over | | match details | ||
| 26.08.19 | 1st round | Grigor Dimitrov | Andreas Seppi | 6-1, 6-72, 6-4, 6-3 | | match details | ||
| 13.08.19 | 1st round | Stan Wawrinka | Grigor Dimitrov | 5-7, 6-4, 7-64 | | match details | Cincinnati | Hard |
| 05.08.19 | 1st round | Stan Wawrinka | Grigor Dimitrov | 6-4, 6-4 | | match details | Montreal | Hard |
| 31.07.19 | 2nd round | Guido Pella | Grigor Dimitrov | 6-4, 6-2 | | match details | Los Cabos | Hard |
| 30.07.19 | 1st round | Grigor Dimitrov | Steve Johnson | 7-64, 4-6, 7-65 | | match details | ||
| 23.07.19 | 1st round | Kevin King | Grigor Dimitrov | 7-5, 6-4 | | match details | Atlanta | Hard |
| 25.03.19 | 3rd round | Jordan Thompson | Grigor Dimitrov | 7-5, 7-5 | | match details | Miami | Hard |
| 23.03.19 | 2nd round | Grigor Dimitrov | Feliciano Lopez | 6-1, 6-3 | | match details | ||
| 20.01.19 | 4th round | Frances Tiafoe | Grigor Dimitrov | 7-5, 7-66, 6-71, 7-5 | | match details | Melbourne | Hard |
| 18.01.19 | 3rd round | Grigor Dimitrov | Thomas Fabbiano | 7-65, 6-4, 6-4 | | match details | ||
| 16.01.19 | 2nd round | Grigor Dimitrov | Pablo Cuevas | 6-3, 6-75, 6-3, 7-5 | | match details | ||
| 14.01.19 | 1st round | Grigor Dimitrov | Janko Tipsarevic | 4-6, 6-3, 6-1, 6-4 | | match details | ||
| 03.01.19 | 1/4 | Kei Nishikori | Grigor Dimitrov | 7-5, 7-5 | | match details | Brisbane | Hard |
| 02.01.19 | 2nd round | Grigor Dimitrov | John Millman | 6-3, 6-4 | | match details | ||
| 31.12.18 | 1st round | Grigor Dimitrov | Yoshihito Nishioka | 6-3, 6-4 | | match details | ||
| 03.10.18 | 2nd round | Dusan Lajovic | Grigor Dimitrov | 6-4, 2-6, 6-4 | | match details | Beijing | Hard |
| 02.10.18 | 1st round | Grigor Dimitrov | Tennys Sandgren | 7-5, 6-3 | | match details | ||
| 27.08.18 | 1st round | Stan Wawrinka | Grigor Dimitrov | 6-3, 6-2, 7-5 | | match details | New York | Hard |
| 17.08.18 | 3rd round | Novak Djokovic | Grigor Dimitrov | 2-6, 6-3, 6-4 | | match details | Cincinnati | Hard |
| 15.08.18 | 2nd round | Grigor Dimitrov | Mischa Zverev | 7-65, 7-5 | | match details | ||
| 10.08.18 | 1/4 | Kevin Anderson | Grigor Dimitrov | 6-2, 6-2 | | match details | Toronto | Hard |
| 09.08.18 | 3rd round | Grigor Dimitrov | Frances Tiafoe | 7-61, 3-6, 7-64 | | match details | ||
| 07.08.18 | 2nd round | Grigor Dimitrov | Fernando Verdasco | 4-6, 6-2, 7-65 | | match details | ||
| 25.03.18 | 3rd round | Jeremy Chardy | Grigor Dimitrov | 6-4, 6-4 | | match details | Miami | Hard |
| 23.03.18 | 2nd round | Grigor Dimitrov | Maximilian Marterer | 4-6, 6-2, 6-1 | | match details | ||
| 10.03.18 | 2nd round | Fernando Verdasco | Grigor Dimitrov | 7-64, 4-6, 6-3 | | match details | Indian Wells | Hard |
| 27.02.18 | 1st round | Malek Jaziri | Grigor Dimitrov | 4-6, 7-5, 6-4 | | match details |  Dubai | Hard |
| 23.01.18 | 1/4 | Kyle Edmund | Grigor Dimitrov | 6-4, 3-6, 6-3, 6-4 | | match details | Melbourne | Hard |
| 21.01.18 | 4th round | Grigor Dimitrov | Nick Kyrgios | 7-63, 7-64, 4-6, 7-64 | | match details | ||
| 19.01.18 | 3rd round | Grigor Dimitrov | Andrey Rublev | 6-3, 4-6, 6-4, 6-4 | | match details | ||
| 17.01.18 | 2nd round | Grigor Dimitrov | Mackenzie Mcdonald | 4-6, 6-2, 6-4, 0-6, 8-6 | | match details | ||
| 15.01.18 | 1st round | Grigor Dimitrov | Dennis Novak | 6-3, 6-2, 6-1 | | match details | ||
| 06.01.18 | 1/2 | Nick Kyrgios | Grigor Dimitrov | 3-6, 6-1, 6-4 | | match details | Brisbane | Hard |
| 05.01.18 | 1/4 | Grigor Dimitrov | Kyle Edmund | 6-3, 6-73, 6-4 | | match details | ||
| 04.01.18 | 2nd round | Grigor Dimitrov | John Millman | 4-6, 7-68, 6-3 | | match details | ||
| 13.10.17 | 1/4 | Rafael Nadal | Grigor Dimitrov | 6-4, 6-74, 6-3 | | match details | Shanghai | Hard |
| 12.10.17 | 3rd round | Grigor Dimitrov | Sam Querrey | 6-3, 7-63 | | match details | ||
| 11.10.17 | 2nd round | Grigor Dimitrov | Ryan Harrison | 3-6, 6-3, 7-66 | | match details | ||
| 07.10.17 | 1/2 | Rafael Nadal | Grigor Dimitrov | 6-3, 4-6, 6-1 | | match details | Beijing | Hard |
| 06.10.17 | 1/4 | Grigor Dimitrov | Roberto Bautista Agut | 7-65, 4-6, 6-2 | | match details | ||
| 04.10.17 | 2nd round | Grigor Dimitrov | Juan Martin Del Potro | 7-66, 7-5 | | match details | ||
| 03.10.17 | 1st round | Grigor Dimitrov | Damir Dzumhur | 6-1, 3-6, 6-3 | | match details | ||
| 31.08.17 | 2nd round | Andrey Rublev | Grigor Dimitrov | 7-5, 7-63, 6-3 | | match details | New York | Hard |
| 30.08.17 | 1st round | Grigor Dimitrov | Vaclav Safranek | 6-1, 6-4, 6-2 | | match details | ||
| 20.08.17 | fin | Grigor Dimitrov | Nick Kyrgios | 6-3, 7-5 | | match details | Cincinnati | Hard |
| 19.08.17 | 1/2 | Grigor Dimitrov | John Isner | 7-64, 7-610 | | match details | ||
| 18.08.17 | 1/4 | Grigor Dimitrov | Yuichi Sugita | 6-2, 6-1 | | match details | ||
| 17.08.17 | 3rd round | Grigor Dimitrov | Juan Martin Del Potro | 6-3, 7-5 | | match details | ||
| 16.08.17 | 2nd round | Grigor Dimitrov | Feliciano Lopez | 7-65, 6-4 | | match details | ||
| 10.08.17 | 3rd round | Robin Haase | Grigor Dimitrov | 7-63, 4-6, 6-1 | | match details | Montreal | Hard |
| 09.08.17 | 2nd round | Grigor Dimitrov | Mischa Zverev | 6-3, 3-6, 6-3 | | match details | ||
| 03.08.17 | 3rd round | Daniil Medvedev | Grigor Dimitrov | 6-4, 6-2 | | match details | Washington | Hard |
| 02.08.17 | 2nd round | Grigor Dimitrov | Kyle Edmund | 7-5, 4-6, 6-3 | | match details | ||
| 24.03.17 | 2nd round | Guido Pella | Grigor Dimitrov | 6-3, 7-64 | | match details | Miami | Hard |
| 14.03.17 | 3rd round | Jack Sock | Grigor Dimitrov | 3-6, 6-3, 7-67 | | match details | Indian Wells | Hard |
| 12.03.17 | 2nd round | Grigor Dimitrov | Mikhail Youzhny | 6-4, 6-0 | | match details | ||
| 27.01.17 | 1/2 | Rafael Nadal | Grigor Dimitrov | 6-3, 5-7, 7-65, 6-74, 6-4 | | match details | Melbourne | Hard |
| 25.01.17 | 1/4 | Grigor Dimitrov | David Goffin | 6-3, 6-2, 6-4 | | match details | ||
| 23.01.17 | 4th round | Grigor Dimitrov | Denis Istomin | 2-6, 7-62, 6-2, 6-1 | | match details | ||
| 21.01.17 | 3rd round | Grigor Dimitrov | Richard Gasquet | 6-3, 6-2, 6-4 | | match details | ||
| 19.01.17 | 2nd round | Grigor Dimitrov | Hyeon Chung | 1-6, 6-4, 6-4, 6-4 | | match details | ||
| 17.01.17 | 1st round | Grigor Dimitrov | Christopher O'Connell | 7-62, 6-3, 6-3 | | match details | ||
| 08.01.17 | fin | Grigor Dimitrov | Kei Nishikori | 6-2, 2-6, 6-3 | | match details | Brisbane | Hard |
| 07.01.17 | 1/2 | Grigor Dimitrov | Milos Raonic | 7-67, 6-2 | | match details | ||
| 06.01.17 | 1/4 | Grigor Dimitrov | Dominic Thiem | 6-3, 4-6, 6-3 | | match details | ||
| 05.01.17 | 2nd round | Grigor Dimitrov | Nicolas Mahut | 6-2, 6-4 | | match details | ||
| 02.01.17 | 1st round | Grigor Dimitrov | Steve Johnson | 6-2, 6-3 | | match details | ||
| 12.10.16 | 2nd round | Vasek Pospisil | Grigor Dimitrov | 7-5, 7-62 | | match details | Shanghai | Hard |
| 11.10.16 | 1st round | Grigor Dimitrov | Richard Gasquet | 6-4, 6-4 | | match details | ||
| 09.10.16 | fin | Andy Murray | Grigor Dimitrov | 6-4, 7-62 | | match details | Beijing | Hard |
| 08.10.16 | 1/2 | Grigor Dimitrov | Milos Raonic | Milos Raonic - walk over | | match details | ||
| 07.10.16 | 1/4 | Grigor Dimitrov | Rafael Nadal | 6-2, 6-4 | | match details | ||
| 06.10.16 | 2nd round | Grigor Dimitrov | Lucas Pouille | 6-73, 7-60, 6-4 | | match details | ||
| 05.10.16 | 1st round | Grigor Dimitrov | Steve Johnson | 7-5, 6-79, 6-4 | | match details | ||
| 01.10.16 | 1/2 | Albert Ramos-Vinolas | Grigor Dimitrov | 7-66, 1-6, 7-63 | | match details | Chengdu | Hard |
| 30.09.16 | 1/4 | Grigor Dimitrov | Diego Sebastian Schwartzman | 4-6, 6-4, 6-3 | | match details | ||
| 28.09.16 | 2nd round | Grigor Dimitrov | Dusan Lajovic | 7-61, 6-4 | | match details | ||
| 05.09.16 | 4th round | Andy Murray | Grigor Dimitrov | 6-1, 6-2, 6-2 | | match details | New York | Hard |
| 03.09.16 | 3rd round | Grigor Dimitrov | Joao Sousa | 6-4, 6-1, 3-6, 6-2 | | match details | ||
| 01.09.16 | 2nd round | Grigor Dimitrov | Jeremy Chardy | 4-6, 6-4, 3-6, 6-4, 6-2 | | match details | ||
| 30.08.16 | 1st round | Grigor Dimitrov | Inigo Cervantes | 6-2, 6-4, 7-67 | | match details | ||
| 20.08.16 | 1/2 | Marin Cilic | Grigor Dimitrov | 4-6, 6-3, 7-5 | | match details | Cincinnati | Hard |
| 19.08.16 | 1/4 | Grigor Dimitrov | Steve Johnson | 7-68, 6-2 | | match details | ||
| 18.08.16 | 3rd round | Grigor Dimitrov | Stan Wawrinka | 6-4, 6-4 | | match details | ||
| 17.08.16 | 2nd round | Grigor Dimitrov | Feliciano Lopez | 5-7, 6-3, 7-66 | | match details | ||
| 15.08.16 | 1st round | Grigor Dimitrov | Gilles Simon | 6-1, 6-3 | | match details | ||
| 06.08.16 | 1st round | Marin Cilic | Grigor Dimitrov | 6-1, 6-4 | | match details |  Rio de | Hard |
| 29.07.16 | 1/4 | Kei Nishikori | Grigor Dimitrov | 6-3, 3-6, 6-2 | | match details | Toronto | Hard |
| 28.07.16 | 3rd round | Grigor Dimitrov | Ivo Karlovic | 6-3, 7-5 | | match details | ||
| 27.07.16 | 2nd round | Grigor Dimitrov | Denis Shapovalov | 6-4, 6-3 | | match details | ||
| 25.07.16 | 1st round | Grigor Dimitrov | Yuichi Sugita | 5-7, 7-65, 6-4 | | match details | ||
| 19.07.16 | 2nd round | Daniel Evans | Grigor Dimitrov | 6-4, 6-4 | | match details | Washington | Hard |
| 29.03.16 | 4th round | Gael Monfils | Grigor Dimitrov | 6-75, 6-3, 6-3 | | match details | Miami | Hard |
| 28.03.16 | 3rd round | Grigor Dimitrov | Andy Murray | 6-71, 6-4, 6-3 | | match details | ||
| 26.03.16 | 2nd round | Grigor Dimitrov | Federico Delbonis | 7-68, 4-6, 6-4 | | match details | ||
| 13.03.16 | 2nd round | Alexander Zverev | Grigor Dimitrov | 6-4, 3-6, 7-5 | | match details | Indian Wells | Hard |
| 25.02.16 | 1/4 | Dominic Thiem | Grigor Dimitrov | 7-5, 6-2 | | match details | Acapulco | Hard |
| 24.02.16 | 2nd round | Grigor Dimitrov | Donald Young | 6-3, 6-4 | | match details | ||
| 23.02.16 | 1st round | Grigor Dimitrov | Denis Kudla | 7-5, 6-1 | | match details | ||
| 20.02.16 | 1/2 | Rajeev Ram | Grigor Dimitrov | 6-4, 6-3 | | match details | Delray Beach | Hard |
| 19.02.16 | 1/4 | Grigor Dimitrov | Adrian Mannarino | 6-4, 7-5 | | match details | ||
| 17.02.16 | 2nd round | Grigor Dimitrov | Damir Dzumhur | 4-6, 6-4, 6-3 | | match details | ||
| 15.02.16 | 1st round | Grigor Dimitrov | Dudi Sela | 6-4, 6-2 | | match details | ||
| 22.01.16 | 3rd round | Roger Federer | Grigor Dimitrov | 6-4, 3-6, 6-1, 6-4 | | match details | Melbourne | Hard |
| 20.01.16 | 2nd round | Grigor Dimitrov | Marco Trungelliti | 6-3, 4-6, 6-2, 7-5 | | match details | ||
| 18.01.16 | 1st round | Grigor Dimitrov | Paolo Lorenzi | 6-3, 7-68, 6-3 | | match details | ||
| 16.01.16 | fin | Viktor Troicki | Grigor Dimitrov | 2-6, 6-1, 7-67 | | match details | Sydney | Hard |
| 15.01.16 | 1/2 | Grigor Dimitrov | Gilles Muller | 6-2, 7-64 | | match details | ||
| 15.01.16 | 1/4 | Grigor Dimitrov | Alexandr Dolgopolov | 4-6, 6-3, 6-4 | | match details | ||
| 13.01.16 | 2nd round | Grigor Dimitrov | Pablo Cuevas | 7-62, 6-4 | | match details | ||
| 08.01.16 | 1/4 | Roger Federer | Grigor Dimitrov | 6-4, 6-74, 6-4 | | match details | Brisbane | Hard |
| 07.01.16 | 2nd round | Grigor Dimitrov | Viktor Troicki | 5-7, 7-66, 6-2 | | match details | ||
| 04.01.16 | 1st round | Grigor Dimitrov | Gilles Simon | 6-3, 7-610 | | match details | ||
| 06.10.15 | 1st round | Benoit Paire | Grigor Dimitrov | 6-4, 3-6, 6-1 | | match details |  Tokyo | Hard |
| 02.09.15 | 2nd round | Mikhail Kukushkin | Grigor Dimitrov | 6-3, 7-62, 2-6, 4-6, 6-4 | | match details | New York | Hard |
| 31.08.15 | 1st round | Grigor Dimitrov | Matthew Ebden | 6-4, 6-2, 6-4 | | match details | ||
| 20.08.15 | 3rd round | Andy Murray | Grigor Dimitrov | 4-6, 7-63, 7-5 | | match details | Cincinnati | Hard |
| 18.08.15 | 2nd round | Grigor Dimitrov | Vasek Pospisil | 7-64, 7-65 | | match details | ||
| 16.08.15 | 1st round | Grigor Dimitrov | Lukas Rosol | 6-2, 3-6, 6-3 | | match details | ||
| 12.08.15 | 2nd round | Jack Sock | Grigor Dimitrov | 5-7, 7-65, 7-5 | | match details | Montreal | Hard |
| 11.08.15 | 1st round | Grigor Dimitrov | Alexandr Dolgopolov | 6-4, 7-5 | | match details | ||
| 06.08.15 | 3rd round | Steve Johnson | Grigor Dimitrov | 6-3, 1-6, 6-3 | | match details | Washington | Hard |
| 05.08.15 | 2nd round | Grigor Dimitrov | Guido Pella | 7-61, 6-4 | | match details | ||
| 30.03.15 | 3rd round | John Isner | Grigor Dimitrov | 7-62, 6-2 | | match details | Miami | Hard |
| 28.03.15 | 2nd round | Grigor Dimitrov | Vasek Pospisil | 6-2, 6-2 | | match details | ||
| 17.03.15 | 3rd round | Tommy Robredo | Grigor Dimitrov | 6-4, 1-6, 7-5 | | match details | Indian Wells | Hard |
| 15.03.15 | 2nd round | Grigor Dimitrov | Nick Kyrgios | 7-62, 3-6, 7-64 | | match details | ||
| 25.02.15 | 2nd round | Ryan Harrison | Grigor Dimitrov | 7-5, 4-6, 6-0 | | match details | Acapulco | Hard |
| 24.02.15 | 1st round | Grigor Dimitrov | Filip Krajinovic | 6-3, 5-7, 6-0 | | match details | ||
| 25.01.15 | 4th round | Andy Murray | Grigor Dimitrov | 6-4, 6-75, 6-3, 7-5 | | match details | Melbourne | Hard |
| 23.01.15 | 3rd round | Grigor Dimitrov | Marcos Baghdatis | 4-6, 6-3, 3-6, 6-3, 6-3 | | match details | ||
| 21.01.15 | 2nd round | Grigor Dimitrov | Lukas Lacko | 6-3, 6-710, 6-3, 6-3 | | match details | ||
| 19.01.15 | 1st round | Grigor Dimitrov | Dustin Brown | 6-2, 6-3, 6-2 | | match details | ||
| 10.01.15 | 1/2 | Roger Federer | Grigor Dimitrov | 6-2, 6-2 | | match details | Brisbane | Hard |
| 09.01.15 | 1/4 | Grigor Dimitrov | Martin Klizan | 6-3, 6-4 | | match details | ||
| 07.01.15 | 2nd round | Grigor Dimitrov | Jeremy Chardy | 3-6, 6-4, 7-68 | | match details | ||
| 08.10.14 | 2nd round | Julien Benneteau | Grigor Dimitrov | 7-5, 6-3 | | match details | Shanghai | Hard |
| 06.10.14 | 1st round | Grigor Dimitrov | Denis Istomin | 6-3, 6-3 | | match details | ||
| 03.10.14 | 1/4 | Novak Djokovic | Grigor Dimitrov | 6-2, 6-4 | | match details | Beijing | Hard |
| 02.10.14 | 2nd round | Grigor Dimitrov | Pablo Andujar | 6-4, 6-4 | | match details | ||
| 29.09.14 | 1st round | Grigor Dimitrov | Fernando Verdasco | 6-1, 3-6, 6-3 | | match details | ||
| 02.09.14 | 4th round | Gael Monfils | Grigor Dimitrov | 7-5, 7-66, 7-5 | | match details | New York | Hard |
| 31.08.14 | 3rd round | Grigor Dimitrov | David Goffin | 0-6, 6-3, 6-4, 6-1 | | match details | ||
| 29.08.14 | 2nd round | Grigor Dimitrov | Dudi Sela | 6-1, 6-2, 6-2 | | match details | ||
| 27.08.14 | 1st round | Grigor Dimitrov | Ryan Harrison | 6-2, 7-64, 6-2 | | match details | ||
| 13.08.14 | 2nd round | Jerzy Janowicz | Grigor Dimitrov | 6-4, 3-6, 6-3 | | match details | Cincinnati | Hard |
| 09.08.14 | 1/2 | Jo-Wilfried Tsonga | Grigor Dimitrov | 6-4, 6-3 | | match details | Toronto | Hard |
| 08.08.14 | 1/4 | Grigor Dimitrov | Kevin Anderson | 5-7, 7-5, 7-66 | | match details | ||
| 07.08.14 | 3rd round | Grigor Dimitrov | Tommy Robredo | 7-5, 5-7, 6-4 | | match details | ||
| 06.08.14 | 2nd round | Grigor Dimitrov | Donald Young | 4-6, 6-2, 6-3 | | match details | ||
| 23.03.14 | 3rd round | Kei Nishikori | Grigor Dimitrov | 7-61, 7-5 | | match details | Miami | Hard |
| 21.03.14 | 2nd round | Grigor Dimitrov | Albert Montanes | 6-1, 6-75, 6-3 | | match details | ||
| 11.03.14 | 3rd round | Ernests Gulbis | Grigor Dimitrov | 2-6, 6-1, 7-5 | | match details | Indian Wells | Hard |
| 09.03.14 | 2nd round | Grigor Dimitrov | Robin Haase | 6-4, 6-3 | | match details | ||
| 01.03.14 | fin | Grigor Dimitrov | Kevin Anderson | 7-61, 3-6, 7-65 | | match details | Acapulco | Hard |
| 28.02.14 | 1/2 | Grigor Dimitrov | Andy Murray | 4-6, 7-65, 7-63 | | match details | ||
| 27.02.14 | 1/4 | Grigor Dimitrov | Ernests Gulbis | 4-6, 7-62, 7-5 | | match details | ||
| 26.02.14 | 2nd round | Grigor Dimitrov | Marcos Baghdatis | 6-1, 6-4 | | match details | ||
| 25.02.14 | 1st round | Grigor Dimitrov | Marinko Matosevic | 7-5, 6-1 | | match details | ||
| 22.01.14 | 1/4 | Rafael Nadal | Grigor Dimitrov | 3-6, 7-63, 7-67, 6-2 | | match details | Melbourne | Hard |
| 20.01.14 | 4th round | Grigor Dimitrov | Roberto Bautista Agut | 6-3, 3-6, 6-2, 6-4 | | match details | ||
| 18.01.14 | 3rd round | Grigor Dimitrov | Milos Raonic | 6-3, 3-6, 6-4, 7-610 | | match details | ||
| 16.01.14 | 2nd round | Grigor Dimitrov | Yen-Hsun Lu | 6-3, 6-3, 7-611 | | match details | ||
| 14.01.14 | 1st round | Grigor Dimitrov | Bradley Klahn | 6-77, 6-4, 6-4, 6-3 | | match details | ||
| 09.01.14 | 2nd round | Fernando Verdasco | Grigor Dimitrov | 6-4, 6-2 | | match details | Kooyong | Hard |
| 08.01.14 | 1st round | Kei Nishikori | Grigor Dimitrov | 7-6, 6-4 | | match details | ||
| 01.01.14 | 2nd round | Marin Cilic | Grigor Dimitrov | 7-5, 7-5 | | match details | Brisbane | Hard |
| 30.12.13 | 1st round | Grigor Dimitrov | Robin Haase | 6-2, 6-3 | | match details | ||
| 08.10.13 | 1st round | Kei Nishikori | Grigor Dimitrov | 6-3, 6-4 | | match details | Shanghai | Hard |
| 30.09.13 | 1st round | Roberto Bautista Agut | Grigor Dimitrov | 6-4, 6-2 | | match details | Beijing | Hard |
| 27.08.13 | 1st round | Joao Sousa | Grigor Dimitrov | 3-6, 6-3, 6-4, 5-7, 6-2 | | match details | New York | Hard |
| 15.08.13 | 3rd round | Rafael Nadal | Grigor Dimitrov | 6-2, 5-7, 6-2 | | match details | Cincinnati | Hard |
| 13.08.13 | 2nd round | Grigor Dimitrov | Brian Baker | 6-3, 6-2 | | match details | ||
| 12.08.13 | 1st round | Grigor Dimitrov | Nicolas Almagro | 7-63, 6-4 | | match details | ||
| 06.08.13 | 1st round | Marcel Granollers | Grigor Dimitrov | 6-4, 6-4 | | match details | Montreal | Hard |
| 02.08.13 | 1/4 | Tommy Haas | Grigor Dimitrov | 7-65, 7-63 | | match details | Washington | Hard |
| 01.08.13 | 3rd round | Grigor Dimitrov | Sam Querrey | 6-3, 6-2 | | match details | ||
| 30.07.13 | 2nd round | Grigor Dimitrov | Xavier Malisse | 7-64, 6-4 | | match details | ||
| 25.03.13 | 3rd round | Andy Murray | Grigor Dimitrov | 7-63, 6-3 | | match details | Miami | Hard |
| 23.03.13 | 2nd round | Grigor Dimitrov | Simone Bolelli | 6-4, 1-1, Simone Bolelli - retired | | match details | ||
| 12.03.13 | 3rd round | Novak Djokovic | Grigor Dimitrov | 7-64, 6-1 | | match details | Indian Wells | Hard |
| 10.03.13 | 2nd round | Grigor Dimitrov | Matthew Ebden | 6-4, 6-4 | | match details | ||
| 14.01.13 | 1st round | Julien Benneteau | Grigor Dimitrov | 6-4, 6-2, 6-4 | | match details | Melbourne | Hard |
| 08.01.13 | 1st round | Fabio Fognini | Grigor Dimitrov | 6-3, 6-1 | | match details | Sydney | Hard |
| 06.01.13 | fin | Andy Murray | Grigor Dimitrov | 7-60, 6-4 | | match details | Brisbane | Hard |
| 05.01.13 | 1/2 | Grigor Dimitrov | Marcos Baghdatis | 6-3, 5-7, 7-65 | | match details | ||
| 04.01.13 | 1/4 | Grigor Dimitrov | Jurgen Melzer | 6-3, 6-2 | | match details | ||
| 03.01.13 | 2nd round | Grigor Dimitrov | Milos Raonic | 6-3, 6-4 | | match details | ||
| 01.01.13 | 1st round | Grigor Dimitrov | Brian Baker | 6-3, 7-68 | | match details | ||
| 10.10.12 | 2nd round | Novak Djokovic | Grigor Dimitrov | 6-3, 6-2 | | match details | Shanghai | Hard |
| 08.10.12 | 1st round | Grigor Dimitrov | Pablo Andujar | 7-5, 6-3 | | match details | ||
| 03.10.12 | 1st round | Juan Monaco | Grigor Dimitrov | 6-2, 6-1 | | match details | Tokyo | Hard |
| 30.09.12 | qual. | Grigor Dimitrov | Vasek Pospisil | 6-4, 6-75, 6-2 | | match details | ||
| 29.09.12 | q 1 | Grigor Dimitrov | Hiroki Kondo | 7-5, 6-4 | | match details | ||
| 29.08.12 | 1st round | Benoit Paire | Grigor Dimitrov | 5-7, 6-3, 7-64, 6-2 | | match details | New York | Hard |
| 11.08.12 | q 1 | Rajeev Ram | Grigor Dimitrov | 7-65, 7-63 | | match details | Cincinnati | Hard |
| 04.08.12 | q 1 | Marco Chiudinelli | Grigor Dimitrov | 6-2, 5-7, 6-4 | | match details | Toronto | Hard |
| 27.03.12 | 4th round | Janko Tipsarevic | Grigor Dimitrov | 7-63, 6-2 | | match details | Miami | Hard |
| 25.03.12 | 3rd round | Grigor Dimitrov | Tomas Berdych | 6-3, 2-6, 6-4 | | match details | ||
| 23.03.12 | 2nd round | Grigor Dimitrov | Juan Ignacio Chela | 6-2, 4-6, 6-4 | | match details | ||
| 21.03.12 | 1st round | Grigor Dimitrov | Mikhail Kukushkin | 6-2, 6-2 | | match details | ||
| 11.03.12 | 2nd round | David Ferrer | Grigor Dimitrov | 6-2, 6-2 | | match details | Indian Wells | Hard |
| 09.03.12 | 1st round | Grigor Dimitrov | Ivan Dodig | 6-1, 6-4 | | match details | ||
| 18.01.12 | 2nd round | Nicolas Almagro | Grigor Dimitrov | 4-6, 6-3, 6-74, 6-4, 6-0 | | match details | Melbourne | Hard |
| 16.01.12 | 1st round | Grigor Dimitrov | Jeremy Chardy | 4-6, 6-3, 3-6, 6-4, 6-4 | | match details | ||
| 07.01.12 | q 2 | Adam Feeney | Grigor Dimitrov | 3-0, Grigor Dimitrov - retired | | match details | Sydney | Hard |
| 07.01.12 | q 1 | Grigor Dimitrov | Jurgen Zopp | 6-1, 6-76, 6-2 | | match details | ||
| 11.10.11 | 2nd round | Andy Roddick | Grigor Dimitrov | 7-63, 7-5 | | match details | Shanghai | Hard |
| 10.10.11 | 1st round | Grigor Dimitrov | Marsel Ilhan | 2-6, 6-1, 6-4 | | match details | ||
| 04.10.11 | 1st round | Jo-Wilfried Tsonga | Grigor Dimitrov | 7-65, 7-5 | | match details | Beijing | Hard |
| 29.08.11 | 1st round | Gael Monfils | Grigor Dimitrov | 7-64, 6-3, 6-4 | | match details | New York | Hard |
| 24.08.11 | 3rd round | Alexandr Dolgopolov | Grigor Dimitrov | 6-4, 1-6, 7-67 | | match details | Winston Salem | Hard |
| 23.08.11 | 2nd round | Grigor Dimitrov | Donald Young | 6-4, 2-6, 7-62 | | match details | ||
| 17.08.11 | 2nd round | David Ferrer | Grigor Dimitrov | 4-6, 6-1, 7-5 | | match details | Cincinnati | Hard |
| 15.08.11 | 1st round | Grigor Dimitrov | Marsel Ilhan | 6-3, 7-5 | | match details | ||
| 04.08.11 | 2nd round | Grigor Dimitrov | Michael Llodra | 4-3, Michael Llodra - retired | | match details | Washington | Hard |
| 04.08.11 | 3rd round | Janko Tipsarevic | Grigor Dimitrov | 6-4, 6-2 | | match details | ||
| 02.08.11 | 1st round | Grigor Dimitrov | Tim Smyczek | 4-6, 7-63, 7-63 | | match details | ||
| 28.07.11 | 2nd round | Alex Jr. Bogomolov | Grigor Dimitrov | 6-4, 6-3 | | match details | Los Angeles | Hard |
| 26.07.11 | 1st round | Grigor Dimitrov | Tommy Haas | 6-3, 6-2 | | match details | ||
| 19.07.11 | 1st round | Rajeev Ram | Grigor Dimitrov | 6-4, 6-4 | | match details | Atlanta | Hard |
| 24.03.11 | 1st round | Sergiy Stakhovsky | Grigor Dimitrov | 6-2, 6-4 | | match details | Miami | Hard |
| 22.03.11 | qual. | Grigor Dimitrov | Nicolas Massu | 6-2, 6-3 | | match details | ||
| 21.03.11 | q 1 | Grigor Dimitrov | Rik de Voest | 6-4, 7-62 | | match details | ||
| 21.02.11 | 1st round | Richard Gasquet | Grigor Dimitrov | 6-2, 6-4 | | match details | Dubai | Hard |
| 20.02.11 | qual. | Grigor Dimitrov | Rik de Voest | 6-1, 7-63 | | match details | ||
| 19.02.11 | q 1 | Grigor Dimitrov | Mahmoud-Nader Al Baloushi | 6-0, 6-3 | | match details | ||
| 19.01.11 | 2nd round | Stan Wawrinka | Grigor Dimitrov | 7-5, 6-3, 6-3 | | match details | Melbourne | Hard |
| 17.01.11 | 1st round | Grigor Dimitrov | Andrey Golubev | 6-1, 6-4, 6-2 | | match details | ||
| 16.01.11 | qual. | Grigor Dimitrov | Thomas Schoorel | 6-75, 6-3, 6-1 | | match details | ||
| 15.01.11 | q 2 | Grigor Dimitrov | Reda El Amrani | 6-3, 6-4 | | match details | ||
| 12.01.11 | q 1 | Grigor Dimitrov | Matteo Viola | 6-1, 6-1 | | match details | ||
| 25.09.10 | fin | Grigor Dimitrov | Alexander Kudryavtsev | 6-4, 6-1 | | match details |  Bangkok Challenger | Hard |
| 24.09.10 | 1/2 | Grigor Dimitrov | Go Soeda | 6-3, 6-4 | | match details | ||
| 23.09.10 | 1/4 | Grigor Dimitrov | Sebastian Rieschick | 2-6, 7-65, 6-3 | | match details | ||
| 22.09.10 | 2nd round | Grigor Dimitrov | Matthew Ebden | 6-4, 6-1 | | match details | ||
| 21.09.10 | 1st round | Grigor Dimitrov | Ivan Dodig | 4-6, 6-2, 1-0, Ivan Dodig - retired | | match details | ||
| 18.09.10 | fin | Grigor Dimitrov | Konstantin Kravchuk | 6-1, 6-4 | | match details | Bangkok Challenger | Hard |
| 17.09.10 | 1/2 | Grigor Dimitrov | Go Soeda | 6-3, 6-73, 6-0 | | match details | ||
| 16.09.10 | 1/4 | Grigor Dimitrov | Dmitry Tursunov | 7-64, 6-3 | | match details | ||
| 15.09.10 | 2nd round | Grigor Dimitrov | Evgeny Kirillov | 6-4, 6-3 | | match details | ||
| 14.09.10 | 1st round | Grigor Dimitrov | Woong-Sun Jun | 2-6, 6-0, 6-1 | | match details | ||
| 20.05.10 | 2nd round | Matthias Bachinger | Grigor Dimitrov | 6-3, 7-5 | | match details |  Cremona Challenger | Hard |
| 18.05.10 | 1st round | Grigor Dimitrov | Facundo Bagnis | 6-4, 6-1 | | match details | ||
| 04.05.10 | 1st round | Dudi Sela | Grigor Dimitrov | 6-4, 7-64 | | match details |  Ramat Hasharon | Hard |
| 03.05.10 | qual. | Grigor Dimitrov | Gal Hakak | 6-0, 6-4 | | match details | ||
| 03.05.10 | q 2 | Grigor Dimitrov | Noam Behr | 3-6, 6-3, 6-2 | | match details | ||
| 26.04.10 | q 2 | Ante Pavic | Grigor Dimitrov | 3-6, 6-3, 6-2 | | match details |  Rhodes Challenger | Hard |
| 28.01.10 | 2nd round | Donald Young | Grigor Dimitrov | 6-4, 7-62 | | match details | Honolulu Challenger | Hard |
| 27.01.10 | 1st round | Grigor Dimitrov | Michael Yani | 6-2, 7-63 | | match details | ||
| 25.01.10 | qual. | Grigor Dimitrov | Brian Battistone | 6-1, 6-2 | | match details | ||
| 25.01.10 | q 2 | Grigor Dimitrov | Joel Lindner | 7-5, 3-6, 7-5 | | match details | ||
| 13.01.10 | q 1 | Robert Kendrick | Grigor Dimitrov | 7-64, 3-6, 6-3 | | match details | Melbourne | Hard |
| 07.01.10 | 1/4 | David Guez | Grigor Dimitrov | 6-3, 6-2 | | match details |  Noumea Challenger | Hard |
| 06.01.10 | 2nd round | Grigor Dimitrov | Michael Yani | 6-3, 3-6, 6-3 | | match details | ||
| 05.01.10 | 1st round | Grigor Dimitrov | Alex Kuznetsov | 7-5, 6-4 | | match details | ||
| 27.08.09 | q 2 | Thomaz Bellucci | Grigor Dimitrov | 6-4, 6-3 | | match details | New York | Hard |
| 25.08.09 | q 1 | Grigor Dimitrov | Tobias Kamke | 6-3, 7-5 | | match details | ||
| 13.08.09 | 2nd round | Martin Fischer | Grigor Dimitrov | 6-4, 7-64 | | match details |  Istanbul Challenger | Hard |
| 11.08.09 | 1st round | Grigor Dimitrov | Nicolas Mahut | 4-6, 7-61, 7-64 | | match details | ||
| 07.08.09 | 1/4 | Marcel Granollers | Grigor Dimitrov | 6-4, 2-6, 7-5 | | match details |  Segovia Challenger | Hard |
| 05.08.09 | 2nd round | Grigor Dimitrov | Roko Karanusic | 6-3, 6-2 | | match details | ||
| 04.08.09 | 1st round | Grigor Dimitrov | Jesse Huta Galung | 7-5, 4-6, 7-64 | | match details | ||
| 03.08.09 | q 2 | Grigor Dimitrov | Jonathan Marray | 6-3, 6-1 | | match details | ||
| 03.08.09 | qual. | Grigor Dimitrov | Albert Ramos-Vinolas | 6-2, 6-2 | | match details | ||
| 03.08.09 | q 1 | Grigor Dimitrov | Jose Eugenio Martinez-Alcalde | 6-0, 6-1 | | match details | ||
| 20.07.09 | q 2 | Nikola Mektic | Grigor Dimitrov | 6-4, 6-2 | | match details | Recanati Challenger | Hard |
| 22.05.09 | 1/4 | Benjamin Becker | Grigor Dimitrov | 6-4, 7-5 | | match details | Cremona Challenger | Hard |
| 21.05.09 | 2nd round | Grigor Dimitrov | Blaz Kavcic | 6-4, 6-2 | | match details | ||
| 19.05.09 | 1st round | Grigor Dimitrov | Grzegorz Panfil | 7-61, 6-4 | | match details | ||
| 18.05.09 | q 2 | Grigor Dimitrov | Riccardo Maiga | 6-3, 6-1 | | match details | ||
| 18.05.09 | qual. | Grigor Dimitrov | Reda El Amrani | 3-6, 6-2, 6-4 | | match details | ||
| 05.05.09 | 1st round | Prakash Amritraj | Grigor Dimitrov | 7-63, 6-1 | | match details | Ramat Hasharon | Hard |
| 28.04.09 | 1st round | Benjamin Becker | Grigor Dimitrov | 6-2, 6-3 | | match details | Rhodes Challenger | Hard |
| 24.03.09 | 1st round | Izak van der Merwe | Grigor Dimitrov | 7-5, 6-2 | | match details | Korat Challenger | Hard |
| 17.03.09 | 2nd round | Danai Udomchoke | Grigor Dimitrov | 7-66, 7-5 | | match details | Bangkok Challenger | Hard |
| 16.03.09 | 1st round | Grigor Dimitrov | Peerakit Siributwong | 6-0, 6-3 | | match details | ||
| 15.09.08 | fin | Grigor Dimitrov | Ludovic Walter | 6-4, 6-4 | | match details | Spain F35 | Hard |
| 15.09.08 | 2nd round | Grigor Dimitrov | Artur Romanowski | 7-65, 6-2 | | match details | ||
| 15.09.08 | 1/4 | Grigor Dimitrov | Sergio Gutierrez-Ferrol | 3-6, 6-4, 7-64 | | match details | ||
| 15.09.08 | 1/2 | Grigor Dimitrov | Jose Checa-Calvo | 6-3, 6-4 | | match details | ||
| 15.09.08 | 1st round | Grigor Dimitrov | Gregoire Burquier | 7-5, 6-74, 7-613 | | match details | ||
| 08.09.08 | 1/4 | Grigor Dimitrov | Ludovic Walter | 6-3, 6-2 | | match details | Spain F34 | Hard |
| 08.09.08 | 1/2 | Grigor Dimitrov | David Canudas-Fernandez | 6-4, 6-4 | | match details | ||
| 08.09.08 | 1st round | Grigor Dimitrov | Jose-Manuel Garcia-Rodriguez | 6-1, 6-2 | | match details | ||
| 08.09.08 | fin | Grigor Dimitrov | Ignacio Coll-Riudavets | 7-63, 6-3 | | match details | ||
| 08.09.08 | 2nd round | Grigor Dimitrov | Gregoire Burquier | 6-3, 6-4 | | match details | ||
| 08.09.08 | fin | Grigor Dimitrov | Devin Britton | 6-4, 6-3 | | match details | U.S. Open | Hard |
| 08.09.08 | 1/2 | Grigor Dimitrov | Tsung-Hua Yang | 6-3, 5-7, 6-2 | | match details | ||
| 05.09.08 | 1/4 | Grigor Dimitrov | Chase Buchanan | 6-4, 6-3 | | match details | ||
| 04.09.08 | 3rd round | Grigor Dimitrov | Marcelo Arevalo | 6-3, 6-4 | | match details | ||
| 02.09.08 | 2nd round | Grigor Dimitrov | Ty Trombetta | 7-5, 6-1 | | match details | ||
| 01.09.08 | 1st round | Grigor Dimitrov | Julien Obry | 6-2, 6-2 | | match details | ||
| 05.08.08 | 1st round | Guillermo Garcia-Lopez | Grigor Dimitrov | 6-2, 6-1 | | match details | Segovia | Hard |
| 12.11.07 | 1/4 | Carlos Poch-Gradin | Grigor Dimitrov | 6-3, 6-2 | | match details | Spain F41 | Hard |
| 12.11.07 | 2nd round | Grigor Dimitrov | Dusan Karol | 7-5, 6-74, 6-0 | | match details | ||
| 12.11.07 | 1st round | Grigor Dimitrov | Narciso Reyes-Rygh | 6-4, 6-4 | | match details | ||
| 05.11.07 | 1st round | Grigor Dimitrov | David Marrero | 7-64, 6-3 | | match details | Spain F40 | Hard |
| 05.11.07 | 2nd round | Mathieu Rodrigues | Grigor Dimitrov | 1-6, 6-1, 7-5 | | match details | ||
| 04.09.07 | 2nd round | Daniel Evans | Grigor Dimitrov | 6-2, 6-3 | | match details | U.S. Open | Hard |
| 03.09.07 | 1st round | Grigor Dimitrov | Ricardo Urzua-Rivera | 6-4, 6-1 | | match details |
