Stadium: Court 1 Round: 44 Ground: Hardcourt outdoor
| ITF M25 Porto | 2020/09/30 12:00 | Joao Monteiro v Tiago Cacao | 7-6,2-6,0-6 |
| ITF M15 Sintra | 2020/09/17 12:00 | Nicolas Alvarez Varona v Joao Monteiro | 6-2,3-6,6-4 |
| ITF M15 Sintra | 2020/09/16 12:35 | Joao Monteiro v Benjamin Lock | 6-1,4-6,6-3 |
| ITF M15 Sintra | 2020/09/10 10:20 | Joao Monteiro v Ricardo Ojeda Lara | 6-4,4-6,6-4 |
| ITF M15 Sintra | 2020/09/08 08:30 | Joao Monteiro v Fermin Tenti | 6-3,6-7,6-2 |
| FPT Portugal Series | 2020/07/18 13:30 | Nuno Borges v Joao Monteiro | 4-6,6-3,5-4 |
| FPT Portugal Series | 2020/07/17 12:00 | Joao Monteiro v Gastao Elias | 6-2,6-5 |
| FPT Portugal Series | 2020/07/16 15:00 | Joao Monteiro v Duarte Vale | 6-7,7-6,6-3 |
| ITF M25 Porto | 2020/09/27 16:30 | Lucas Gerch v George Loffhagen | 6-3,6-0 |
| ITF M25 Plaisir | 2020/09/17 14:40 | George Loffhagen v Johan Sebastien Tatlot | 6-4,6-7,1-6 |
| ITF M25 Plaisir | 2020/09/16 15:40 | Kenneth Raisma v George Loffhagen | 6-3,6-7,6-7 |
| ITF M25 Plaisir | 2020/09/14 13:00 | Jonathan Eysseric v George Loffhagen | 3-6,1-6 |
| ITF M25 Plaisir | 2020/09/14 08:00 | Lilian Breut v George Loffhagen | 4-6,0-6 |
| ITF M25 Plaisir | 2020/09/13 10:30 | Bradley Paliska v George Loffhagen | 1-6,2-6 |
| ITF M15 Bucharest | 2020/09/07 10:30 | George Loffhagen v Vladimir Filip | 2-6,2-6 |
| ITF M15 Novomoskovsk | 2020/09/03 08:35 | Bogdan Bobrov v George Loffhagen | 6-3,6-3 |