[5] Stefanos Tsitsipas 7-6,4-6,3-6 Grigor Dimitrov [20] 2020-10-29 18:50
Stadium: Center Court Round: 26 Ground: Hardcourt indoor
Head to Head
| French Open | 2020/10/05 10:45 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,6-7,2-6 |
| Boodles Challenge | 2018/06/26 13:30 | Grigor Dimitrov v Stefanos Tsitsipas | 7-6,6-1 |
Home History
| ATP Vienna | 2020/10/28 14:25 | Stefanos Tsitsipas v Jan-Lennard Struff | 6-7,6-3,6-4 |
| French Open | 2020/10/09 16:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,6-2,5-7,4-6,6-1 |
| French Open | 2020/10/07 14:05 | Andrey Rublev v Stefanos Tsitsipas | 5-7,2-6,3-6 |
| French Open | 2020/10/05 10:45 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,6-7,2-6 |
| French Open | 2020/10/01 14:25 | Pablo Cuevas v Stefanos Tsitsipas | 1-6,4-6,2-6 |
| French Open | 2020/09/29 15:20 | Jaume Munar v Stefanos Tsitsipas | 6-4,6-2,1-6,4-6,4-6 |
| ATP Hamburg | 2020/09/27 10:00 | Andrey Rublev v Stefanos Tsitsipas | 6-4,3-6,7-5 |
| ATP Hamburg | 2020/09/26 13:30 | Cristian Garin v Stefanos Tsitsipas | 5-7,6-3,4-6 |
Away History
| ATP Vienna | 2020/10/27 13:00 | Grigor Dimitrov v Karen Khachanov | 7-6,6-3 |
| ATP Antwerp | 2020/10/24 17:00 | Alex De Minaur v Grigor Dimitrov | 7-6,6-7,6-4 |
| ATP Antwerp | 2020/10/21 16:35 | Grigor Dimitrov v Pablo Andujar | 4-6,6-3,6-4 |
| French Open | 2020/10/05 10:45 | Grigor Dimitrov v Stefanos Tsitsipas | 3-6,6-7,2-6 |
| French Open | 2020/10/01 10:50 | Andrej Martin v Grigor Dimitrov | 4-6,6-7,1-6 |
| French Open | 2020/09/29 17:25 | Gregoire Barrere v Grigor Dimitrov | 3-6,2-6,2-6 |
| ATP Rome | 2020/09/19 17:40 | Denis Shapovalov v Grigor Dimitrov | 6-2,3-6,6-2 |
| ATP Rome | 2020/09/18 09:00 | Grigor Dimitrov v Jannik Sinner | 4-6,6-4,6-4 |