Stadium: Court 5 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Monastir | 2021/02/20 10:00 | Oliver Crawford v Mohamed Aziz Dougaz | 6-3,3-6,2-6 |
| ITF M15 Monastir | 2021/02/19 12:20 | Oliver Crawford v Stuart Parker | 3-6,6-2,6-3 |
| ITF M15 Monastir | 2021/02/18 09:35 | Mateus Alves v Oliver Crawford | 4-6,2-6 |
| ITF M15 Monastir | 2021/02/17 08:00 | Oliver Crawford v Alexander Kotzen | 2-6,6-1,6-3 |
| ITF M15 Monastir | 2021/02/11 09:30 | Benjamin Pietri v Oliver Crawford | 6-4,6-0 |
| ITF M15 Monastir | 2021/02/10 12:00 | Oliver Crawford v Alexandre Ruscica | 6-2,6-0 |
| ITF M15 Monastir | 2021/02/02 10:25 | Oliver Crawford v Gabriel Petit | 4-6,6-1,0-6 |
| ITF M15 Santo Domingo | 2020/12/13 15:00 | Nick Hardt v Oliver Crawford | 6-4,6-0 |
| ITF M15 Nur-Sultan | 2021/02/11 04:55 | Yaraslav Shyla v Enrico Dalla Valle | 6-3,6-4 |
| ITF M15 Nur-Sultan | 2021/02/10 03:55 | Wojciech Marek v Enrico Dalla Valle | 4-6,2-6 |
| ITF M15 Nur-Sultan | 2021/02/03 08:30 | Enrico Dalla Valle v Aleksandre Metreveli | 3-6,6-7 |
| ITF M15 Caslano | 2020/09/02 15:20 | Remy Bertola v Enrico Dalla Valle | 7-6,6-4 |
| ITF M15 Anif | 2020/08/27 08:00 | Timofey Skatov v Enrico Dalla Valle | 6-3,5-7,6-3 |
| ITF M15 Anif | 2020/08/26 10:00 | Jakob Aichhorn v Enrico Dalla Valle | 2-6,2-6 |
| Challenger Todi | 2020/08/15 11:10 | Enrico Dalla Valle v Andrea Vavassori | 4-6,2-6 |
| Italian Umbrian Open | 2020/06/24 12:45 | Giovanni Fonio v Enrico Dalla Valle | 6-2,6-2 |