Stadium: Court 3 Round: 60 Ground: Hardcourt outdoor
| Challenger Bangalore | 2018/11/16 12:55 | Prajnesh Gunneswaran v Brayden Schnur | 6-4,6-1 |
| Challenger Orlando | 2020/11/22 16:00 | Brandon Nakashima v Prajnesh Gunneswaran | 6-3,6-4 |
| Challenger Orlando | 2020/11/21 16:00 | Prajnesh Gunneswaran v Christopher Eubanks | 6-4,7-6 |
| Challenger Orlando | 2020/11/20 15:00 | Dmitry Popko v Prajnesh Gunneswaran | 0-6,3-6 |
| Challenger Orlando | 2020/11/17 17:00 | Sadio Doumbia v Prajnesh Gunneswaran | 3-6,5-7 |
| Challenger Cary | 2020/11/15 17:00 | Prajnesh Gunneswaran v Denis Kudla | 6-3,3-6,0-6 |
| Challenger Cary | 2020/11/13 18:20 | Prajnesh Gunneswaran v Thomaz Bellucci | 3-6,7-5,7-6 |
| Challenger Cary | 2020/11/12 17:35 | Prajnesh Gunneswaran v Jack Sock | 6-7,6-2,7-6 |
| Challenger Cary | 2020/11/10 15:30 | Prajnesh Gunneswaran v Peter Polansky | 6-2,6-2 |
| Challenger Bratislava | 2020/11/09 12:50 | Brayden Schnur v Tomas Machac | 4-6,4-6 |
| Challenger Bratislava | 2020/11/08 13:30 | Brayden Schnur v Evgeny Karlovskiy | 4-6,6-4,6-1 |
| Challenger Bratislava | 2020/11/07 13:30 | Brayden Schnur v Lukas Pokorny | 7-5,6-3 |
| Challenger Eckental | 2020/11/03 15:25 | Brayden Schnur v Alexei Popyrin | 1-6,4-6 |
| Challenger Hamburg | 2020/10/24 08:00 | Brayden Schnur v Evgeny Karlovskiy | 3-6,6-3,4-6 |
| Challenger Ismaning | 2020/10/22 11:00 | Brayden Schnur v Marc-Andrea Huesler | 5-7,6-3,3-6 |
| Challenger Ismaning | 2020/10/21 11:00 | Federico Delbonis v Brayden Schnur | 4-6,7-6,3-6 |
| French Open | 2020/09/23 15:05 | Sebastian Korda v Brayden Schnur | 6-4,6-4 |