USA: Miami - Singles - Main |
| 1/32-finals | Shapovalov D. | Tsitsipas S. | 2:0 (6:2, 6:4) | details | 23.03.2024 |
USA: Indian Wells - Singles - Main |
| 1/8-finals | Lehecka J. | Tsitsipas S. | 2:0 (6:2, 6:4) | details | 12.03.2024 |
| 1/16-finals | Tiafoe F. | Tsitsipas S. | 0:2 (3:6, 3:6) | details | 10.03.2024 |
| 1/32-finals | Pouille L. | Tsitsipas S. | 0:2 (3:6, 2:6) | details | 08.03.2024 |
Mexico: Acapulco - Singles - Main |
| Quarter-finals | De Minaur A. | Tsitsipas S. | 2:1 (1:6, 6:3, 6:3) | details | 01.03.2024 |
| 1/8-finals | Cobolli F. | Tsitsipas S. | 0:2 (3:6, 66:7) | details | 29.02.2024 |
| 1/16-finals | Safiullin R. | Tsitsipas S. | 0:2 (3:6, 4:6) | details | 28.02.2024 |
Mexico: Los Cabos - Singles - Main |
| Semi-finals | Ruud C. | Tsitsipas S. | 2:0 (6:4, 7:64) | details | 24.02.2024 |
| Quarter-finals | Kovacevic A. | Tsitsipas S. | 0:2 (61:7, 3:6) | details | 23.02.2024 |
| 1/8-finals | Vukic A. | Tsitsipas S. | 0:2 (3:6, 0:6) | details | 22.02.2024 |
World: Davis Cup - World Group I - Singles - Preliminary |
| | Tsitsipas S. | Ionel N. D. | CAN. | details | 04.02.2024 |
| | Tsitsipas S. | Copil M. | 2:0 (6:3, 6:4) | details | 03.02.2024 |
Australia: Australian Open - Singles - Main |
| 1/8-finals | Fritz T. | Tsitsipas S. | 3:1 (7:63, 5:7, 6:3, 6:3) | details | 21.01.2024 |
| 1/16-finals | van Assche L. | Tsitsipas S. | 0:3 (3:6, 0:6, 4:6) | details | 19.01.2024 |
| 1/32-finals | Thompson J. | Tsitsipas S. | 1:3 (6:4, 66:7, 2:6, 64:7) | details | 17.01.2024 |
| 1/64-finals | Bergs Z. | Tsitsipas S. | 1:3 (7:5, 1:6, 1:6, 3:6) | details | 15.01.2024 |
| 1/64-finals | Berrettini M. | Tsitsipas S. | CAN. | details | 15.01.2024 |
Australia: United Cup - Singles - Play Offs |
| | Tsitsipas S. | Zverev A. | 0:2 (4:6, 4:6) | details | 05.01.2024 |
Australia: United Cup - Singles - Main |
| | Tsitsipas S. | Diez S. | 2:0 (6:2, 6:3) | details | 03.01.2024 |
| | Tsitsipas S. | Auger-Aliassime F. | CAN. | details | 03.01.2024 |
| | Tsitsipas S. | Jarry N. | CAN. | details | 02.01.2024 |
World: Finals - Turin - Singles - Main |
| Group A | Djokovic N. | Tsitsipas S. | CAN. | details | 16.11.2023 |
| Group A | Tsitsipas S. | Rune H. | 0:0 RET. (1:2) | details | 14.11.2023 |
| Group A | Sinner J. | Tsitsipas S. | 2:0 (6:4, 6:4) | details | 12.11.2023 |
France: Paris - Singles - Main |
| Semi-finals | Dimitrov G. | Tsitsipas S. | 2:1 (6:3, 61:7, 7:63) | details | 04.11.2023 |
| Quarter-finals | Tsitsipas S. | Khachanov K. | 2:0 (6:3, 6:4) | details | 03.11.2023 |
| 1/8-finals | Tsitsipas S. | Zverev A. | 2:0 (7:62, 6:4) | details | 02.11.2023 |
| 1/16-finals | Tsitsipas S. | Auger-Aliassime F. | 2:0 (6:3, 7:64) | details | 01.11.2023 |
Austria: Vienna - Singles - Main |
| Semi-finals | Medvedev D. | Tsitsipas S. | 2:0 (6:4, 7:66) | details | 28.10.2023 |
| Quarter-finals | Tsitsipas S. | Gojo B. | 2:0 (7:64, 7:5) | details | 27.10.2023 |
| 1/8-finals | Tsitsipas S. | Machac T. | 2:1 (6:3, 4:6, 7:5) | details | 26.10.2023 |
| 1/16-finals | Tsitsipas S. | Thiem D. | 2:0 (7:65, 6:4) | details | 24.10.2023 |