Stadium: Centre Court Round: 28 Ground: Hardcourt indoor
| ATP Antwerp MD | 2023/10/18 10:15 | Tsitsipas/Tsitsipas v Middelkoop/Mies | 7-5,6-3 |
| ATP Antwerp MD | 2023/10/17 10:30 | Reyes-Varela/Vega Hernandez v Tsitsipas/Tsitsipas | 6-7,6-7 |
| Davis Cup | 2023/09/17 08:00 | Tsitsipas/Tsitsipas v Klein/Zelenay | 3-6,7-6,3-6 |
| US Open MD | 2023/09/02 16:00 | Tsitsipas/Tsitsipas v Dodig/Krajicek | 5-7,7-6,4-6 |
| US Open MD | 2023/08/31 15:00 | Tsitsipas/Tsitsipas v Reyes-Varela/Vega Hernandez | 7-6,6-4 |
| Wimbledon MD | 2023/07/07 18:30 | Tsitsipas/Tsitsipas v Fils/Van Assche | 7-6,4-6,2-6 |
| The Boodles | 2023/07/01 15:00 | Tsitsipas/Tsitsipas v Cash/Johnson | 6-7,6-4,1-0 |
| French Open MD | 2023/05/30 12:40 | Tsitsipas/Tsitsipas v Arevalo/Rojer | 3-6,6-3,6-7 |
| ATP Antwerp MD | 2023/10/19 14:15 | Haase/Oswald v Arneodo/Weissborn | 4-6,5-7 |
| ATP Antwerp MD | 2023/10/18 18:05 | Arneodo/Weissborn v Krawietz/Puetz | 6-4,4-6,10-8 |
| Challenger Bratislava MD | 2023/10/12 14:15 | Arneodo/Weissborn v Balaji/Begemann | 6-7,6-3,8-10 |
| Challenger Bratislava MD | 2023/10/10 17:05 | Arneodo/Weissborn v Niklas-Salminen/Stevens | 1-6,6-3,10-6 |
| ATP Astana MD | 2023/10/01 07:15 | Pavic/Peers v Arneodo/Weissborn | 7-6,6-4 |
| Challenger Saint-Tropez MD | 2023/09/22 14:30 | Added/Olivetti v Arneodo/Weissborn | 6-3,7-5 |
| Challenger Saint-Tropez MD | 2023/09/22 09:00 | Malige/Paris v Arneodo/Weissborn | 5-7,0-6 |
| Challenger Saint-Tropez MD | 2023/09/21 09:30 | Johnson/Patten v Arneodo/Weissborn | 4-6,7-6,6-10 |