Spain: Madrid - Singles - Main |
| Quarter-finals | Medvedev D. | Lehecka J. | 0:1 RET. (4:6) | details | 02.05.2024 |
| 1/8-finals | Medvedev D. | Bublik A. | 2:0 (7:63, 6:4) | details | 30.04.2024 |
| 1/16-finals | Medvedev D. | Korda S. | 2:1 (5:7, 7:64, 6:3) | details | 29.04.2024 |
| 1/32-finals | Medvedev D. | Arnaldi M. | 2:1 (2:6, 6:4, 6:4) | details | 27.04.2024 |
Monaco: Monte Carlo - Singles - Main |
| 1/8-finals | Khachanov K. | Medvedev D. | 2:0 (6:3, 7:5) | details | 11.04.2024 |
| 1/16-finals | Monfils G. | Medvedev D. | 0:2 (2:6, 4:6) | details | 10.04.2024 |
USA: Miami - Singles - Main |
| Semi-finals | Medvedev D. | Sinner J. | 0:2 (1:6, 2:6) | details | 29.03.2024 |
| Quarter-finals | Jarry N. | Medvedev D. | 0:2 (2:6, 67:7) | details | 28.03.2024 |
| 1/8-finals | Koepfer D. | Medvedev D. | 0:2 (65:7, 0:6) | details | 26.03.2024 |
| 1/16-finals | Norrie C. | Medvedev D. | 0:2 (5:7, 1:6) | details | 25.03.2024 |
| 1/32-finals | Fucsovics M. | Medvedev D. | 0:2 (4:6, 2:6) | details | 23.03.2024 |
USA: Indian Wells - Singles - Main |
| Final | Medvedev D. | Alcaraz C. | 0:2 (65:7, 1:6) | details | 17.03.2024 |
| Semi-finals | Paul T. | Medvedev D. | 1:2 (6:1, 63:7, 2:6) | details | 17.03.2024 |
| Quarter-finals | Medvedev D. | Rune H. | 2:0 (7:5, 6:4) | details | 15.03.2024 |
| 1/8-finals | Medvedev D. | Dimitrov G. | 2:0 (6:4, 6:4) | details | 13.03.2024 |
| 1/16-finals | Medvedev D. | Korda S. | 2:1 (6:4, 5:7, 6:3) | details | 12.03.2024 |
| 1/32-finals | Medvedev D. | Carballes Baena R. | 2:0 (6:2, 6:3) | details | 10.03.2024 |
United Arab Emirates: Dubai - Singles - Main |
| Semi-finals | Medvedev D. | Humbert U. | 0:2 (5:7, 3:6) | details | 01.03.2024 |
| Quarter-finals | Medvedev D. | Davidovich Fokina A. | 2:0 (6:2, 6:3) | details | 29.02.2024 |
| 1/8-finals | Medvedev D. | Sonego L. | 2:1 (3:6, 6:3, 6:3) | details | 28.02.2024 |
| 1/16-finals | Medvedev D. | Shevchenko A. | 2:0 (6:3, 7:5) | details | 27.02.2024 |
Australia: Australian Open - Singles - Main |
| Final | Sinner J. | Medvedev D. | 3:2 (3:6, 3:6, 6:4, 6:4, 6:3) | details | 28.01.2024 |
| Semi-finals | Medvedev D. | Zverev A. | 3:2 (5:7, 3:6, 7:64, 7:65, 6:3) | details | 26.01.2024 |
| Quarter-finals | Hurkacz H. | Medvedev D. | 2:3 (64:7, 6:2, 3:6, 7:5, 4:6) | details | 24.01.2024 |
| 1/8-finals | Borges N. | Medvedev D. | 1:3 (3:6, 64:7, 7:5, 1:6) | details | 22.01.2024 |
| 1/16-finals | Auger-Aliassime F. | Medvedev D. | 0:3 (3:6, 4:6, 3:6) | details | 20.01.2024 |
| 1/32-finals | Ruusuvuori E. | Medvedev D. | 2:3 (6:3, 7:61, 4:6, 61:7, 0:6) | details | 18.01.2024 |
| 1/64-finals | Atmane T. | Medvedev D. | 1:2 RET. (7:5, 2:6, 4:6, 0:1) | details | 15.01.2024 |
United Arab Emirates: World Tennis League - Singles - Main |
| | Medvedev D. | Fritz T. | 0:1 (3:6, 1:0) | details | 23.12.2023 |
| | Medvedev D. | Hurkacz H. | 0:1 (64:7, 10:4) | details | 22.12.2023 |
World: Finals - Turin - Singles - Play Offs |
| Semi-finals | Sinner J. | Medvedev D. | 2:1 (6:3, 64:7, 6:1) | details | 18.11.2023 |
World: Finals - Turin - Singles - Main |
| Group B | Alcaraz C. | Medvedev D. | 2:0 (6:4, 6:4) | details | 17.11.2023 |
| Group B | Medvedev D. | Zverev A. | 2:0 (7:67, 6:4) | details | 15.11.2023 |
| Group B | Medvedev D. | Rublev A. | 2:0 (6:4, 6:2) | details | 13.11.2023 |
France: Paris - Singles - Main |
| 1/16-finals | Dimitrov G. | Medvedev D. | 2:1 (6:3, 64:7, 7:62) | details | 01.11.2023 |
Austria: Vienna - Singles - Main |
| Final | Medvedev D. | Sinner J. | 1:2 (67:7, 6:4, 3:6) | details | 29.10.2023 |
| Semi-finals | Medvedev D. | Tsitsipas S. | 2:0 (6:4, 7:66) | details | 28.10.2023 |
| Quarter-finals | Medvedev D. | Khachanov K. | 2:1 (6:3, 3:6, 6:3) | details | 27.10.2023 |
| 1/8-finals | Medvedev D. | Dimitrov G. | 2:1 (3:6, 6:2, 6:4) | details | 26.10.2023 |
| 1/16-finals | Medvedev D. | Fils A. | 2:0 (6:4, 6:2) | details | 25.10.2023 |
China: Shanghai - Singles - Main |
| 1/16-finals | Korda S. | Medvedev D. | 2:0 (7:68, 6:2) | details | 08.10.2023 |
| 1/32-finals | Garin C. | Medvedev D. | 0:2 (3:6, 3:6) | details | 07.10.2023 |