Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| ITF M15 Marbella | 2021/05/27 09:35 | Imanol L Morillo v Benjamin Winter Lopez | 6-4,6-3 |
| ITF M15 Marbella | 2021/05/26 12:35 | Benjamin Winter Lopez v Rayane Roumane | 6-3,7-5 |
| ITF M25 Vic | 2021/05/20 13:10 | Yan Bondarevskiy v Benjamin Winter Lopez | 6-3,4-6,6-4 |
| ITF M25 Vic | 2021/05/19 10:20 | Nikolas Sanchez Izquierdo v Benjamin Winter Lopez | 3-6,3-6 |
| ITF M25 Vic | 2021/05/18 08:00 | Pol Toledo Bague v Benjamin Winter Lopez | 2-6,2-6 |
| ITF M25 Vic | 2021/05/17 09:00 | Ian Luca Cervantes Tomas v Benjamin Winter Lopez | 1-6,2-6 |
| ITF M15 Valldoreix | 2021/05/10 10:00 | Rishab Agarwal v Benjamin Winter Lopez | 6-1,5-7,10-8 |
| ITF M15 Valldoreix | 2021/05/09 14:00 | Ilya Snitari v Benjamin Winter Lopez | 6-7,6-3,3-10 |
| Challenger – Nottingham – kval | 2021/06/13 12:00 | Zhizhen Zhang v Mark Whitehouse | 6-4,7-6 |
| ITF M15 Irákleio | 2021/06/01 10:30 | Mark Whitehouse v Daniel Little | 4-6,1-6 |
| ITF M15 Irákleio | 2021/05/25 08:00 | Mark Whitehouse v Petros Chrysochos | 5-7,4-6 |
| ITF M15 Irákleio | 2021/05/19 09:45 | Takuto Niki v Mark Whitehouse | 6-3,6-3 |
| ITF M15 Shymkent | 2021/04/14 07:00 | Mark Whitehouse v Dostanbek Tashbulatov | 4-6,4-6 |
| ITF M15 Shymkent | 2021/04/07 05:40 | Dostanbek Tashbulatov v Mark Whitehouse | 6-4,6-4 |
| UK Pro League | 2021/03/21 16:00 | Anton Matusevich v Mark Whitehouse | 6-2,6-7,10-6 |
| UK Pro League | 2021/03/20 15:00 | Mark Whitehouse v Daniel Cox | 7-6,1-6,10-3 |