Stadium: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Setubal | 2021/10/06 10:00 | Tim Heger v Henrique Rocha | 2-6,6-4,2-6 |
| Challenger Lisbon | 2021/09/26 14:20 | Henrique Rocha v Benjamin Hassan | 4-6,2-6 |
| Challenger Braga | 2021/09/19 11:50 | Nikolas Sanchez Izquierdo v Henrique Rocha | 6-2,7-5 |
| ITF M25 Sintra | 2021/09/13 13:10 | Henrique Rocha v Martim Simoes | 6-4,3-6,6-10 |
| ITF M25 Sintra | 2021/09/07 13:40 | Henrique Rocha v Rio Noguchi | 4-6,4-6 |
| ITF M25 Idanha-A-Nova | 2021/07/18 08:00 | Garrett Johns v Henrique Rocha | 6-3,6-1 |
| Challenger Oeiras | 2021/04/05 12:05 | Henrique Rocha v Pedro Cachin | 6-4,2-6,4-6 |
| Challenger Oeiras Qual | 2021/04/04 15:10 | Nick Chappell v Henrique Rocha | 4-6,2-6 |
| Challenger Como | 2021/08/31 09:05 | Federico Gaio v Petros Chrysochos | 6-1,3-6,6-3 |
| Challenger Como | 2021/08/30 09:00 | Petros Chrysochos v Alexey Vatutin | 1-6,6-3,6-4 |
| Challenger Como | 2021/08/29 10:00 | Alexander Ritschard v Petros Chrysochos | 6-3,4-6,5-7 |
| Challenger Barletta | 2021/08/23 13:15 | Thiago Agustin Tirante v Petros Chrysochos | 6-1,4-6,6-2 |
| Challenger Verona | 2021/08/16 09:00 | Nerman Fatic v Petros Chrysochos | 6-7,6-3,6-3 |
| Challenger Verona | 2021/08/15 09:00 | Petros Chrysochos v Hernan Casanova | 4-6,6-4,6-1 |
| ITF M25 Decatur | 2021/08/05 16:30 | Aidan Mchugh v Petros Chrysochos | 4-6,7-6,6-0 |
| ITF M25 Decatur | 2021/08/04 20:30 | Gonzalo Villanueva v Petros Chrysochos | 1-6,3-6 |