Stadium: Court Central Round: 26 Ground: Clay
| Challenger Porto | 2021/06/28 11:20 | Alejandro Tabilo v Peter Polansky | 6-1,1-6,2-6 |
| Challenger Orlando | 2021/06/10 14:00 | Peter Polansky v Nicolas Jarry | 3-6,3-6 |
| Challenger Orlando | 2021/06/07 17:15 | Peter Polansky v Donald Young | 6-2,6-2 |
| Challenger Little Rock | 2021/06/02 16:30 | Oliver Crawford v Peter Polansky | 7-5,6-2 |
| French Open | 2021/05/24 10:00 | Peter Polansky v Nikola Milojevic | 6-7,6-1,2-6 |
| ATP Lyon | 2021/05/16 09:40 | Peter Polansky v Alessandro Giannessi | 3-6,4-6 |
| Challenger Prague | 2021/05/02 15:15 | Denis Istomin v Peter Polansky | 6-3,7-5 |
| Challenger Ostrava | 2021/04/27 10:00 | Peter Polansky v Lukas Klein | 3-6,5-7 |
| Challenger Porto | 2021/06/29 10:00 | Goncalo Oliveira v Nuno Borges | 6-1,6-2 |
| Challenger Milan | 2021/06/20 10:30 | Goncalo Oliveira v Nerman Fatic | 6-4,5-7,3-6 |
| Challenger Prostejov | 2021/06/14 10:25 | Goncalo Oliveira v Michael Vrbensky | 3-6,6-2,4-6 |
| Challenger Little Rock | 2021/06/05 16:00 | Emilio Gomez v Goncalo Oliveira | 6-4,6-2 |
| Challenger Little Rock | 2021/06/03 17:50 | Mukund Sasikumar v Goncalo Oliveira | 6-4,4-6,2-6 |
| Challenger Little Rock | 2021/05/31 21:00 | Goncalo Oliveira v Ryan Harrison | 7-5,7-6 |
| Challenger Oeiras | 2021/05/26 14:45 | Goncalo Oliveira v Timofey Skatov | 3-6,1-6 |
| Challenger Oeiras | 2021/05/25 13:00 | Pedro Cachin v Goncalo Oliveira | 4-6,7-5,6-7 |