[1] Novak Djokovic 6-1,6-2 Stefanos Tsitsipas [7] 2019-11-01 14:50
Stadium: Court Central Round: 27 Ground: Hardcourt indoor
Head to Head
| ATP Shanghai | 2019/10/11 06:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,5-7,3-6 |
| ATP Madrid | 2019/05/12 16:30 | Novak Djokovic v Stefanos Tsitsipas | 6-3,6-4 |
| ATP Toronto | 2018/08/09 17:50 | Stefanos Tsitsipas v Novak Djokovic | 6-3,6-7,6-3 |
Home History
| ATP Paris | 2019/10/31 14:15 | Novak Djokovic v Kyle Edmund | 7-6,6-1 |
| ATP Paris | 2019/10/30 16:20 | Novak Djokovic v Corentin Moutet | 7-6,6-4 |
| ATP Shanghai | 2019/10/11 06:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,5-7,3-6 |
| ATP Shanghai | 2019/10/10 07:00 | Novak Djokovic v John Isner | 7-5,6-3 |
| ATP Shanghai | 2019/10/09 10:30 | Novak Djokovic v Denis Shapovalov | 6-3,6-3 |
| ATP Tokyo | 2019/10/06 06:30 | Novak Djokovic v John Millman | 6-3,6-2 |
| ATP Tokyo | 2019/10/05 06:00 | Novak Djokovic v David Goffin | 6-3,6-4 |
| ATP Tokyo | 2019/10/04 05:15 | Novak Djokovic v Lucas Pouille | 6-1,6-2 |
Away History
| ATP Paris | 2019/10/31 13:15 | Alex De Minaur v Stefanos Tsitsipas | 3-6,4-6 |
| ATP Paris | 2019/10/30 13:00 | Taylor Fritz v Stefanos Tsitsipas | 6-7,3-6 |
| ATP Basel | 2019/10/26 15:20 | Roger Federer v Stefanos Tsitsipas | 6-4,6-4 |
| ATP Basel | 2019/10/25 18:00 | Stefanos Tsitsipas v Filip Krajinovic | 3-6,6-4,6-4 |
| ATP Basel | 2019/10/24 15:05 | Stefanos Tsitsipas v Ricardas Berankis | 6-7,6-2,6-4 |
| ATP Basel | 2019/10/22 17:00 | Stefanos Tsitsipas v Albert Ramos-Vinolas | 6-3,7-6 |
| ATP Shanghai | 2019/10/12 08:30 | Stefanos Tsitsipas v Daniil Medvedev | 6-7,5-7 |
| ATP Shanghai | 2019/10/11 06:20 | Novak Djokovic v Stefanos Tsitsipas | 6-3,5-7,3-6 |