| ITF M15 Bucharest | 2021/05/27 09:30 | Nicolae Frunza v Oscar Jose Gutierrez | 6-4,3-6,6-4 |
| ITF M15 Bucharest | 2021/05/25 14:00 | Clement Tabur v Oscar Jose Gutierrez | 4-6,2-6 |
| ITF M25 Vic | 2021/05/19 12:10 | Michael Geerts v Oscar Jose Gutierrez | 6-2,6-3 |
| ITF M25 Vic | 2021/05/18 08:00 | Oscar Jose Gutierrez v Facundo Juarez | 2-6,3-6 |
| ITF M25 Vic | 2021/05/17 08:00 | Oscar Jose Gutierrez v Vicente O Moratalla | 6-2,6-0 |
| ITF M15 Valldoreix | 2021/05/13 07:55 | Alex M Pujolras v Oscar Jose Gutierrez | 7-5,6-2 |
| ITF M15 Valldoreix | 2021/05/12 11:30 | Miguel Damas v Oscar Jose Gutierrez | 4-6,6-7 |
| ITF M15 Monastir | 2021/05/04 10:30 | Oscar Jose Gutierrez v Erik Crepaldi | 4-6,0-6 |
| UTR Pro Tennis Series Bucharest | 2021/05/30 07:00 | Ioan Chirita v Tudor Vlad Vasilache | 6-2,6-3 |