Stadium: Stadium Round: 27 Ground: Hardcourt outdoor
| 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 Hamburg | 2020/10/27 13:05 | Prajnesh Gunneswaran v Tobias Kamke | 6-3,4-6,1-6 |
| Challenger Ismaning | 2020/10/24 13:50 | Prajnesh Gunneswaran v Botic Van De Zandschulp | 6-7,1-6 |
| Challenger Ismaning | 2020/10/23 14:25 | Prajnesh Gunneswaran v Daniel Masur | 7-5,6-7,6-3 |
| Challenger Ismaning | 2020/10/21 18:50 | Prajnesh Gunneswaran v Lukas Lacko | 6-4,5-7,6-4 |
| Challenger Ismaning | 2020/10/19 12:30 | Prajnesh Gunneswaran v Tomas Martin Etcheverry | 6-4,3-6,7-6 |
| Challenger Parma | 2020/10/05 10:40 | Prajnesh Gunneswaran v Paolo Lorenzi | 6-7,2-6 |
| Challenger Cary | 2020/11/12 16:00 | Teymuraz Gabashvili v Thomaz Bellucci | 3-6,6-7 |
| Challenger Cary | 2020/11/10 19:00 | Thomaz Bellucci v Mohamed Safwat | 6-7,6-1,7-6 |
| Challenger Cary | 2020/11/08 15:00 | Thomaz Bellucci v Alexander Ritschard | 1-6,7-6,6-3 |
| Challenger Cary | 2020/11/07 15:00 | Thomaz Bellucci v Zane Khan | 6-2,6-3 |
| ITF M25 Pardubice | 2020/10/01 07:30 | Pedro Cachin v Thomaz Bellucci | 6-3,6-3 |
| Challenger Forli | 2020/09/23 12:30 | Thomaz Bellucci v Andreas Seppi | 5-7,3-6 |
| Challenger Forli | 2020/09/21 11:15 | Thomaz Bellucci v Elliot Benchetrit | 6-4,6-2 |
| ITF M15 Bucharest | 2020/09/09 10:30 | Franco Agamenone v Thomaz Bellucci | 6-4,6-2 |