[1] St Raphael Women 6-3,6-4 Stefanos Tsitsipas [6] 2020-01-25 15:00
Stadium: Centre Court Round: 29 Ground: Hardcourt outdoor
Head to Head
| Mubadala World Tennis Championship | 2019/12/20 13:00 | Novak Djokovic v Stefanos Tsitsipas | 6-3,6-7,4-6 |
| ATP Paris | 2019/11/01 14:50 | Novak Djokovic v Stefanos Tsitsipas | 6-1,6-2 |
| 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
| Australian Open | 2020/01/24 04:40 | Yoshihito Nishioka v Novak Djokovic | 3-6,2-6,2-6 |
| Australian Open | 2020/01/22 03:25 | Tatsuma Ito v Novak Djokovic | 1-6,4-6,2-6 |
| Australian Open | 2020/01/20 10:00 | Jan-Lennard Struff v Novak Djokovic | 6-7,2-6,6-2,1-6 |
| ATP Cup | 2020/01/12 09:30 | Novak Djokovic v Rafael Nadal | 6-2,7-6 |
| ATP Cup | 2020/01/11 02:10 | Novak Djokovic v Daniil Medvedev | 6-1,5-7,6-4 |
| ATP Cup | 2020/01/10 01:05 | Novak Djokovic v Denis Shapovalov | 4-6,6-1,7-6 |
| ATP Cup | 2020/01/08 02:00 | Novak Djokovic v Cristian Garin | 6-3,6-3 |
| ATP Cup | 2020/01/06 10:00 | Novak Djokovic v Gael Monfils | 6-3,6-2 |
Away History
| Australian Open | 2020/01/24 08:00 | Stefanos Tsitsipas v Milos Raonic | 5-7,4-6,6-7 |
| Australian Open | 2020/01/20 08:00 | Stefanos Tsitsipas v Salvatore Caruso | 6-0,6-2,6-3 |
| Kooyong Classic | 2020/01/16 03:20 | Stefanos Tsitsipas v Matteo Berrettini | 7-6,7-6 |
| ATP Cup | 2020/01/07 10:20 | Stefanos Tsitsipas v Nick Kyrgios | 6-7,7-6,6-7 |
| ATP Cup | 2020/01/05 09:30 | Alexander Zverev v Stefanos Tsitsipas | 1-6,4-6 |
| ATP Cup | 2020/01/03 01:35 | Stefanos Tsitsipas v Denis Shapovalov | 6-7,6-7 |
| Mubadala World Tennis Championship | 2019/12/21 15:00 | Rafael Nadal v Stefanos Tsitsipas | 6-7,7-5,7-6 |
| Mubadala World Tennis Championship | 2019/12/20 13:00 | Novak Djokovic v Stefanos Tsitsipas | 6-3,6-7,4-6 |