| World Tennis League, Men Singles | 12/24 15:30 | - | Medvedev D / Rublev A v Dimitrov/Harris | 5-3 | |
| World Tennis League, Men Singles | 12/24 15:00 | - | Medvedev D / Rublev A v Harris/Dimitrov | 6-3 | |
| World Tennis League, Men Singles | 12/24 15:00 | - | Medvedev D / Rublev A v Tsitsipas/Dimitrov | CANC | |
| World Tennis League, Men Singles | 12/23 12:00 | - | Medvedev D / Rublev A v Fritz/Nagal | 6-4 | |
| World Tennis League, Men Singles | 12/22 16:55 | - | Medvedev D / Rublev A v Hurkacz/Ruud | 7-6 | |
| World Tennis League, Men Singles | 12/21 16:00 | - | Tsitsipas/Dimitrov v Medvedev D / Rublev A | 6-7 | |
| ATP Moscow MD | 10/22 12:00 | 28 | Medvedev D / Rublev A v Knowle J / Melzer J | 6-7,6-3,2-10 | |
| ATP Moscow MD | 10/22 07:30 | 27 | Carreno-Busta P / Granollers M v Medvedev D / Rublev A | Walkover | |
| ATP Moscow MD | 10/17 15:50 | 26 | Medvedev D / Rublev A v Donskoy/Gabashvili | 6-2,6-4 |