Round: 25 Ground: Grass
| ATP Stuttgart MD | 2021/06/13 12:05 | Demoliner/Gonzalez v Behar/Escobar | 4-6,6-3,10-8 |
| ATP Stuttgart MD | 2021/06/12 10:00 | Demoliner/Gonzalez v Gonzalez/Molteni | 7-6,6-7,10-6 |
| ATP Stuttgart MD | 2021/06/11 09:00 | Demoliner/Gonzalez v Hurkacz/Kubot | 6-4,6-4 |
| ATP Stuttgart MD | 2021/06/10 11:10 | Murray/Soares v Demoliner/Gonzalez | 2-6,6-3,7-10 |
| French Open MD | 2021/06/02 09:00 | Marach/Qureshi v Demoliner/Gonzalez | 3-6,7-5,6-2 |
| ATP Belgrade MD | 2021/05/26 11:00 | Bambridge/Inglot v Demoliner/Gonzalez | 6-4,6-4 |
| ATP Belgrade MD | 2021/05/25 11:45 | Medjedovic/Tepavac v Demoliner/Gonzalez | 6-7,6-3,9-11 |
| ATP Lyon MD | 2021/05/22 09:45 | Herbert/Mahut v Demoliner/Gonzalez | 7-5,7-6 |
| ATP Lyon MD | 2021/05/19 10:45 | Ebden/Smith v Tsitsipas/Tsitsipas | 7-6,6-3 |
| ATP Rome MD | 2021/05/11 12:20 | Tsitsipas/Tsitsipas v Kubot/Skugor | 6-7,3-6 |
| ATP Madrid MD | 2021/05/04 14:55 | Koolhof/Kubot v Tsitsipas/Tsitsipas | 6-4,5-7,10-6 |
| ATP Monte Carlo MD | 2021/04/14 12:10 | Tsitsipas/Tsitsipas v Garin/Pella | 4-6,4-6 |
| ATP Monte Carlo MD | 2021/04/13 15:00 | Krawietz/Tecau v Tsitsipas/Tsitsipas | 6-7,6-3,9-11 |
| ATP Marseille MD | 2021/03/10 15:30 | Tsitsipas/Tsitsipas v Glasspool/Heliovaara | 5-7,1-6 |
| ATP Rotterdam MD | 2021/03/05 18:00 | Kontinen/Roger-Vasselin v Tsitsipas/Tsitsipas | 6-2,7-6 |
| ATP Rotterdam MD | 2021/03/03 16:10 | Gille/Vliegen v Tsitsipas/Tsitsipas | 2-6,3-6 |