Stadion: Court 3 Round: 26 Ground: Clay
| ITF - M15 - Antalya | 2021/11/16 11:30 | Oliver Crawford v Hamad Medjedovic | 6-4,7-6 |
| Challenger - Guayaquil | 2021/10/31 21:00 | Oliver Crawford v Daniel Dutra Da Silva | 4-6,3-6 |
| ITF - M25 - Guayaquil | 2021/10/29 15:00 | Oliver Crawford v Murkel Dellien | 6-3,6-4 |
| ITF - M25 - Guayaquil | 2021/10/28 15:00 | Oliver Crawford v Alvaro G Meza | 6-3,6-2 |
| ITF - M25 - Guayaquil | 2021/10/26 15:00 | Oliver Crawford v Camilo Benavides Soto | 6-0,6-0 |
| Challenger - Santiago | 2021/10/12 15:25 | Oliver Crawford v Felipe Meligeni Rodrigues Alves | 6-7,3-6 |
| Challenger - Santiago | 2021/10/11 14:00 | Alexis Galarneau v Oliver Crawford | 3-6,4-6 |
| Challenger - Santiago - Qualifikation | 2021/10/10 15:30 | Sebastian Santibanez v Oliver Crawford | 1-6,1-6 |
| ITF - M15 - Antalya | 2021/11/16 06:25 | Bogdan Ionut Apostol v Oleg Prihodko | 6-4,4-6,7-6 |
| ITF - M15 - Antalya | 2021/11/12 07:55 | Bogdan Ionut Apostol v Bastian Malla | 7-6,4-6,3-6 |
| ITF - M15 - Antalya | 2021/11/11 10:05 | Bogdan Ionut Apostol v Jannik Opitz | 6-7,7-6,7-5 |
| ITF - M15 - Antalya | 2021/11/09 08:40 | Bogdan Ionut Apostol v Jordan Correia | 7-5,6-3 |
| ITF - M15 - Antalya | 2021/11/06 07:30 | Bogdan Ionut Apostol v Andrey Chepelev | 6-7,5-7 |
| ITF - M15 - Antalya | 2021/11/05 06:50 | Fermin Tenti v Bogdan Ionut Apostol | 3-6,6-4,1-6 |
| ITF - M15 - Antalya | 2021/11/04 08:30 | Marsel Ilhan v Bogdan Ionut Apostol | 5-7,3-6 |
| ITF - M15 - Antalya | 2021/11/03 11:15 | Ezequiel Simonit v Bogdan Ionut Apostol | 2-6,3-6 |