Stadium: Court 5 Round: 62 Ground: Clay
| ITF - M15 Doboj | 2021/07/12 09:30 | Boris Butulija v Vukovic, Milos | 6-3,6-3 |
| ITF - M15 Doboj | 2021/07/11 11:00 | Vukovic, Milos v Luca Teboul | 6-0,6-3 |
| ITF M25 Belgrade | 2021/06/27 07:00 | Tadija Radovanovic v Vukovic, Milos | 6-7,6-4,10-8 |
| ITF - M15 Brcko | 2021/05/18 07:00 | Vukovic, Milos v Dusan Obradovic | 4-6,0-6 |
| ITF - M15 Brcko | 2021/05/16 11:00 | Luca Teboul v Vukovic, Milos | 1-6,1-6 |
| ITF - M15 Prijedor | 2021/05/10 09:15 | Vukovic, Milos v Ivic, Stefan | 6-7,4-6 |
| ITF - M15 Prijedor | 2021/05/09 07:00 | Hoogland, Joris v Vukovic, Milos | 2-6,2-6 |
| ITF - M15 Opatija | 2021/03/21 13:00 | Vukovic, Milos v Loncar, Stefan | 2-6,6-4,7-10 |
| UK Pro League | 2021/07/18 14:30 | Cash, Julian v Charles Broom | 6-7,6-4,10-12 |
| UK Pro League | 2021/07/17 13:00 | Lui Maxted v Charles Broom | 1-6,1-6 |
| UK Pro League | 2021/07/15 11:30 | Charles Broom v Paris, Joshua | 6-2,6-3 |
| UK Pro League | 2021/07/13 11:15 | Charles Broom v Patrick Foley | 6-2,6-2 |
| UK Pro League | 2021/07/12 11:15 | Charles Broom v Sean Hodkin | 7-6,6-3 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/15 14:00 | Charles Broom v Tristan Schoolkate | 4-6,3-6 |
| Tulsa, Singles Main, M-ITF-USA-16A | 2021/06/14 15:00 | Dane Sweeny v Charles Broom | 3-6,7-5,8-10 |
| ITF M25 Wichita | 2021/06/07 15:00 | Charles Broom v Mandlik, Mark | 5-7,4-6 |