| ATP - World Tour Finals | 11/22 18:00 | 29 | [4] Daniil Medvedev v Dominic Thiem [3] | 4-6,7-6,6-4 | |
| ATP - World Tour Finals | 11/21 20:05 | 28 | [4] Daniil Medvedev v Rafael Nadal [2] | 3-6,7-6,6-3 | |
| ATP - World Tour Finals | 11/20 20:00 | 1 | Daniil Medvedev v Diego Schwartzman | 6-3,6-3 | |
| ATP - World Tour Finals | 11/18 20:00 | 1 | [1] Novak Djokovič v Daniil Medvedev [4] | 3-6,3-6 | |
| ATP - World Tour Finals | 11/16 20:00 | 1 | [4] Daniil Medvedev v Alexander Zverev [7] | 6-3,6-4 | |
| ATP Paris | 11/08 14:00 | 29 | [7] Alexander Zverev v Daniil Medvedev [5] | 7-5,4-6,1-6 | |
| ATP Paris | 11/07 13:00 | 28 | [5] Daniil Medvedev v Milos Raonic [17] | 6-4,7-6 | |
| ATP Paris | 11/06 13:00 | 27 | [9] Diego Schwartzman v Daniil Medvedev [5] | 3-6,1-6 | |
| ATP Paris | 11/05 11:20 | 26 | [25] Alex De Minaur v Daniil Medvedev [5] | 7-5,2-6,2-6 | |
| ATP Paris | 11/04 10:00 | 25 | [86] Kevin Anderson v Daniil Medvedev [5] | Retired | |
| ATP Vienna | 10/30 13:00 | 27 | [111] Kevin Anderson v Daniil Medvedev [6] | 6-4,7-6 | |
| ATP Vienna | 10/29 15:00 | 26 | [81] Vasek Pospisil v Daniil Medvedev [6] | 6-4,3-6,2-6 |