[1] Novak Djokovic 6-3,5-7,3-6 Stefanos Tsitsipas [7] 2019-10-11 06:20
Stadium: Center Court 1 Round: 27 Ground: Hardcourt outdoor
Head to Head
| 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 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 |
| ATP Tokyo | 2019/10/02 07:20 | Novak Djokovic v Go Soeda | 6-3,7-5 |
| ATP Tokyo | 2019/10/01 06:10 | Novak Djokovic v Alexei Popyrin | 6-4,6-2 |
| US Open | 2019/08/31 00:45 | Novak Djokovic v Denis Kudla | 6-3,6-4,6-2 |
Away History
| ATP Shanghai | 2019/10/10 09:00 | Hubert Hurkacz v Stefanos Tsitsipas | 5-7,6-3,6-7 |
| ATP Shanghai | 2019/10/09 04:30 | Felix Auger Aliassime v Stefanos Tsitsipas | 6-7,6-7 |
| ATP Beijing | 2019/10/06 11:30 | Dominic Thiem v Stefanos Tsitsipas | 3-6,6-4,6-1 |
| ATP Beijing | 2019/10/05 14:00 | Stefanos Tsitsipas v Alexander Zverev | 7-6,6-4 |
| ATP Beijing | 2019/10/04 08:50 | John Isner v Stefanos Tsitsipas | 6-7,3-6 |
| ATP Beijing | 2019/10/03 08:30 | Nikoloz Basilashvili v Stefanos Tsitsipas | 6-4,3-6,2-6 |
| ATP Beijing | 2019/10/01 07:55 | Dusan Lajovic v Stefanos Tsitsipas | 6-4,3-6,4-6 |
| Laver Cup | 2019/09/20 17:00 | Stefanos Tsitsipas v Taylor Fritz | 6-2,1-6,10-7 |