[85] Christopher O'Connell 7-6,5-7,4-6 Grigor Dimitrov [33] 2023-05-25 12:10
Stadium: Center Court Round: 27 Ground: Clay
Head to Head
| Australian Open 2017 | 2017/01/17 08:00 | Grigor Dimitrov v Christopher O'Connell | 7-6,6-3,6-3 |
Home History
| ATP Geneva | 2023/05/23 09:30 | Nino Serdarusic v Christopher O'Connell | 6-7,7-6,1-6 |
| ATP Rome | 2023/05/10 15:55 | Alexei Popyrin v Christopher O'Connell | 6-2,7-6 |
| ATP Madrid | 2023/04/29 14:20 | Taylor Fritz v Christopher O'Connell | 7-6,6-4 |
| ATP Madrid | 2023/04/27 14:45 | Christopher O'Connell v Filip Krajinovic | 6-4,6-7,6-2 |
| ATP Munich | 2023/04/22 11:30 | Holger Rune v Christopher O'Connell | 6-3,6-2 |
| ATP Munich | 2023/04/21 09:00 | Christopher O'Connell v Flavio Cobolli | 7-6,4-6,6-3 |
| ATP Munich | 2023/04/20 11:05 | Alexander Zverev v Christopher O'Connell | 6-7,4-6 |
| ATP Munich | 2023/04/18 11:55 | Christopher O'Connell v Ugo Humbert | 6-4,6-4 |
Away History
| ATP Geneva | 2023/05/24 14:45 | Roberto Carballes Baena v Grigor Dimitrov | 1-6,4-6 |
| ATP Rome | 2023/05/14 12:50 | Novak Djokovic v Grigor Dimitrov | 6-3,4-6,6-1 |
| ATP Rome | 2023/05/12 12:35 | Stan Wawrinka v Grigor Dimitrov | 4-6,6-7 |
| ATP Madrid | 2023/04/30 18:00 | Carlos Alcaraz Garfia v Grigor Dimitrov | 6-2,7-5 |
| ATP Madrid | 2023/04/28 11:35 | Gregoire Barrere v Grigor Dimitrov | 6-7,6-7 |
| ATP Barcelona | 2023/04/19 09:00 | Emilio Gomez v Grigor Dimitrov | 3-6,1-6 |
| ATP Monte Carlo | 2023/04/12 11:05 | Grigor Dimitrov v Jiri Lehecka | 6-7,4-6 |
| ATP Monte Carlo | 2023/04/11 09:00 | Ben Shelton v Grigor Dimitrov | 1-6,6-3,3-6 |