Stadium: Court 1 Round: 25 Ground: Clay
| Wimbledon | 2021/06/22 11:40 | Enzo Couacaud v Juan Manuel Cerundolo | 4-6,6-2,6-3 |
| Challenger Bratislava | 2021/06/09 15:05 | Juan Manuel Cerundolo v Martin Klizan | 7-6,3-6,5-7 |
| Challenger Bratislava | 2021/06/07 10:30 | Juan Manuel Cerundolo v Milos Karol | 6-4,6-2 |
| French Open | 2021/05/28 12:45 | Henri Laaksonen v Juan Manuel Cerundolo | 6-7,6-3,7-6 |
| French Open | 2021/05/27 08:30 | Mohamed Safwat v Juan Manuel Cerundolo | 1-6,2-6 |
| French Open | 2021/05/25 15:50 | Andrea Collarini v Juan Manuel Cerundolo | 4-6,6-0,5-7 |
| Challenger Zagreb | 2021/05/14 08:00 | Juan Manuel Cerundolo v Botic Van De Zandschulp | 6-4,6-7,6-2 |
| Challenger Zagreb | 2021/05/12 10:00 | Federico Coria v Juan Manuel Cerundolo | 6-7,2-6 |
| Challenger Milan | 2021/06/21 09:00 | Michael Vrbensky v Giulio Zeppieri | 5-7,2-6 |
| Challenger Prostejov | 2021/06/16 08:30 | Michael Vrbensky v Hugo Dellien | 1-6,2-6 |
| Challenger Prostejov | 2021/06/14 10:25 | Goncalo Oliveira v Michael Vrbensky | 3-6,6-2,4-6 |
| Challenger Lyon | 2021/06/06 09:30 | Michael Vrbensky v Evan King | 4-6,2-6 |
| ITF M25 Most | 2021/05/26 08:00 | Michael Vrbensky v Lucas Bouquet | 7-5,3-6,4-6 |
| ITF M25 Jablonec Nad Nisou | 2021/05/19 10:00 | Jack Draper v Michael Vrbensky | 4-6,7-6,6-2 |
| Challenger Prague | 2021/05/08 09:00 | Michael Vrbensky v Oscar Otte | 3-6,3-6 |
| Challenger Prague | 2021/05/07 09:00 | Vit Kopriva v Michael Vrbensky | 1-6,4-6 |