Monaco: Monte Carlo - Singles - Main |
| 1/8-finals | Rune H. | Dimitrov G. | 2:1 (7:69, 3:6, 7:62) | details | 11.04.2024 |
| 1/16-finals | Kecmanovic M. | Dimitrov G. | 0:2 (4:6, 3:6) | details | 11.04.2024 |
| 1/32-finals | Vacherot V. | Dimitrov G. | 0:2 (5:7, 2:6) | details | 08.04.2024 |
USA: Miami - Singles - Main |
| Final | Dimitrov G. | Sinner J. | 0:2 (3:6, 1:6) | details | 31.03.2024 |
| Semi-finals | Dimitrov G. | Zverev A. | 2:1 (6:4, 64:7, 6:4) | details | 30.03.2024 |
| Quarter-finals | Alcaraz C. | Dimitrov G. | 0:2 (2:6, 4:6) | details | 29.03.2024 |
| 1/8-finals | Dimitrov G. | Hurkacz H. | 2:1 (3:6, 6:3, 7:63) | details | 26.03.2024 |
| 1/16-finals | Dimitrov G. | Hanfmann Y. | 2:0 (6:1, 6:0) | details | 26.03.2024 |
USA: Indian Wells - Singles - Main |
| 1/8-finals | Medvedev D. | Dimitrov G. | 2:0 (6:4, 6:4) | details | 13.03.2024 |
| 1/16-finals | Mannarino A. | Dimitrov G. | 0:2 (3:6, 3:6) | details | 12.03.2024 |
| 1/32-finals | Muller A. | Dimitrov G. | 0:2 (5:7, 2:6) | details | 09.03.2024 |
Netherlands: Rotterdam - Singles - Main |
| Semi-finals | Dimitrov G. | De Minaur A. | 0:2 (4:6, 3:6) | details | 17.02.2024 |
| Quarter-finals | Dimitrov G. | Shevchenko A. | 2:1 (7:62, 3:6, 6:4) | details | 16.02.2024 |
| 1/8-finals | Dimitrov G. | Fucsovics M. | 2:0 (6:3, 7:5) | details | 15.02.2024 |
| 1/16-finals | Dimitrov G. | Sonego L. | 2:0 (7:64, 6:3) | details | 14.02.2024 |
France: Marseille - Singles - Main |
| Final | Humbert U. | Dimitrov G. | 2:0 (6:4, 6:3) | details | 11.02.2024 |
| Semi-finals | Khachanov K. | Dimitrov G. | 1:2 (7:63, 4:6, 65:7) | details | 10.02.2024 |
| Quarter-finals | Rinderknech A. | Dimitrov G. | 0:2 (3:6, 63:7) | details | 09.02.2024 |
| 1/8-finals | Korda S. | Dimitrov G. | 0:2 (1:6, 65:7) | details | 08.02.2024 |
Australia: Australian Open - Singles - Main |
| 1/16-finals | Dimitrov G. | Borges N. | 1:3 (7:63, 4:6, 2:6, 66:7) | details | 20.01.2024 |
| 1/32-finals | Dimitrov G. | Kokkinakis T. | 3:1 (6:3, 6:2, 4:6, 6:4) | details | 18.01.2024 |
| 1/64-finals | Dimitrov G. | Fucsovics M. | 3:1 (4:6, 6:3, 7:61, 6:2) | details | 16.01.2024 |
Australia: Brisbane - Singles - Main |
| Final | Rune H. | Dimitrov G. | 0:2 (65:7, 4:6) | details | 07.01.2024 |
| Semi-finals | Thompson J. | Dimitrov G. | 0:2 (3:6, 5:7) | details | 06.01.2024 |
| Quarter-finals | Hijikata R. | Dimitrov G. | 0:2 (1:6, 4:6) | details | 05.01.2024 |
| 1/8-finals | Altmaier D. | Dimitrov G. | 0:2 (1:6, 2:6) | details | 04.01.2024 |
| 1/16-finals | Murray A. | Dimitrov G. | 1:2 (6:4, 5:7, 2:6) | details | 01.01.2024 |
United Arab Emirates: World Tennis League - Singles - Main |
| | Rublev A. | Dimitrov G. | 0:1 (3:6, 1:1) | details | 24.12.2023 |
| | Ruud C. | Dimitrov G. | 1:0 (6:4) | details | 23.12.2023 |
| | Fritz T. | Dimitrov G. | 0:1 (3:6) | details | 22.12.2023 |
| | Dimitrov G. | Rublev A. | 0:1 (3:6) | details | 21.12.2023 |
France: Paris - Singles - Main |
| Final | Djokovic N. | Dimitrov G. | 2:0 (6:4, 6:3) | details | 05.11.2023 |
| Semi-finals | Dimitrov G. | Tsitsipas S. | 2:1 (6:3, 61:7, 7:63) | details | 04.11.2023 |
| Quarter-finals | Hurkacz H. | Dimitrov G. | 1:2 (1:6, 6:4, 4:6) | details | 03.11.2023 |
| 1/8-finals | Bublik A. | Dimitrov G. | 0:2 (2:6, 2:6) | details | 02.11.2023 |
| 1/16-finals | Dimitrov G. | Medvedev D. | 2:1 (6:3, 64:7, 7:62) | details | 01.11.2023 |
Austria: Vienna - Singles - Main |
| 1/8-finals | Medvedev D. | Dimitrov G. | 2:1 (3:6, 6:2, 6:4) | details | 26.10.2023 |
| 1/16-finals | Dimitrov G. | Musetti L. | 2:0 (6:3, 6:4) | details | 24.10.2023 |