
| Date | Tournament | Round | Surface | Winner | Score |
|---|---|---|---|---|---|
| 2024-07-29 | Paris Olympics | R32 | clay | Novak Djokovic | 6-1 6-4 |
| 2022-05-23 | Roland Garros | QF | clay | Rafael Nadal | 6-2 4-6 6-2 7-6(4) |
| 2021-05-31 | Roland Garros | SF | clay | Novak Djokovic | 3-6 6-3 7-6(4) 6-2 |
| 2021-05-10 | Rome Masters | F | clay | Rafael Nadal | 7-5 1-6 6-3 |
| 2020-09-28 | Roland Garros | F | clay | Rafael Nadal | 6-0 6-2 7-5 |
| 2020-01-06 | Atp Cup | F | hard | Novak Djokovic | 6-2 7-6(4) |
| 2019-05-13 | Rome Masters | F | clay | Rafael Nadal | 6-0 4-6 6-1 |
| 2019-01-14 | Australian Open | F | hard | Novak Djokovic | 6-3 6-2 6-3 |
| 2018-05-14 | Rome Masters | SF | clay | Rafael Nadal | 7-6(4) 6-3 |
| 2017-05-08 | Madrid Masters | SF | clay | Rafael Nadal | 6-2 6-4 |
| 2016-05-09 | Rome Masters | QF | clay | Novak Djokovic | 7-5 7-6(4) |
| 2016-03-07 | Indian Wells Masters | SF | hard | Novak Djokovic | 7-6(5) 6-2 |
| 2016-01-04 | Doha | F | hard | Novak Djokovic | 6-1 6-2 |
| 2015-11-15 | Tour Finals | SF | hard | Novak Djokovic | 6-3 6-3 |
| 2015-10-05 | Beijing | F | hard | Novak Djokovic | 6-2 6-2 |
| 2015-05-24 | Roland Garros | QF | clay | Novak Djokovic | 7-5 6-3 6-1 |
| 2015-04-12 | Monte Carlo Masters | SF | clay | Novak Djokovic | 6-3 6-3 |
| 2014-05-26 | Roland Garros | F | clay | Rafael Nadal | 3-6 7-5 6-2 6-4 |
| 2014-05-11 | Rome Masters | F | clay | Novak Djokovic | 4-6 6-3 6-3 |
| 2014-03-19 | Miami Masters | F | hard | Novak Djokovic | 6-3 6-3 |
Averages from each player's recent completed matches (20 vs 20). ATP, WTA & Challenger.