Stadium: Stadium Round: 28 Ground: Hardcourt outdoor
| ATP Winston-Salem MD | 2023/08/25 18:00 | Demoliner/Middelkoop v Arneodo/Behar | 6-2,7-5 |
| ATP Winston-Salem MD | 2023/08/21 21:10 | Demoliner/Middelkoop v Haase/Mektic | 6-4,7-6 |
| ATP Gstaad MD | 2023/07/23 12:15 | Demoliner/Middelkoop v Stricker/Wawrinka | 6-7,2-6 |
| ATP Gstaad MD | 2023/07/22 10:00 | Demoliner/Middelkoop v Olivetti/Vega Hernandez | 7-5,6-2 |
| ATP Gstaad MD | 2023/07/20 11:10 | Demoliner/Middelkoop v Balaji/Zhang | 6-4,4-6,12-10 |
| ATP Gstaad MD | 2023/07/19 11:35 | Demoliner/Middelkoop v Brunold/Feldbausch | 6-3,6-2 |
| Wimbledon MD | 2023/07/06 13:30 | Mektic/Pavic v Demoliner/Middelkoop | 7-6,6-4 |
| ATP St Petersburg MD | 2020/10/18 10:30 | Demoliner/Middelkoop v Melzer/Roger-Vasselin | 2-6,6-7 |
| ATP Winston-Salem MD | 2023/08/24 19:20 | Ebden/Smith v Glasspool/Skupski | 5-7,6-4,9-11 |
| ATP Winston-Salem MD | 2023/08/21 18:00 | Moroni/Thomson v Glasspool/Skupski | 6-7,2-6 |