| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2023-01-02 | Adelaide 1 | QF | hard | Novak Djokovic | 6-3 6-4 |
| 2021-06-28 | Wimbledon | SF | grass | Novak Djokovic | 7-6(3) 7-5 7-5 |
| 2020-01-06 | Atp Cup | QF | hard | Novak Djokovic | 4-6 6-1 7-6(4) |
| 2019-10-28 | Paris Masters | F | hard | Novak Djokovic | 6-3 6-4 |
| 2019-10-07 | Shanghai Masters | R32 | hard | Novak Djokovic | 6-3 6-3 |
| 2019-05-13 | Rome Masters | R32 | clay | Novak Djokovic | 6-1 6-3 |
| 2019-01-14 | Australian Open | R32 | hard | Novak Djokovic | 6-3 6-4 4-6 6-0 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.