Stadium: Court 1 Round: 28 Ground: Clay
| ITF M15 Weston | 2021/07/03 14:00 | Cannon Kingsley v Gonzalo Villanueva | 4-6,7-6,2-6 |
| ITF M15 Weston | 2021/07/02 19:15 | Axel Nefve v Gonzalo Villanueva | 6-2,1-6,8-10 |
| ITF M15 Weston | 2021/07/01 21:10 | Kyle Seelig v Gonzalo Villanueva | 6-3,6-7,6-7 |
| ITF M15 Weston | 2021/07/01 15:25 | Kyle Seelig v Gonzalo Villanueva | 6-3,6-7,6-7 |
| ITF M15 Champaign | 2021/06/23 17:15 | Gonzalo Villanueva v Kweisi Kenyatte | 6-3,6-7,4-6 |
| ITF M25 Tulsa | 2021/06/17 13:55 | Gonzalo Villanueva v Gage Brymer | 4-6,3-6 |
| ITF M25 Tulsa | 2021/06/16 16:30 | Adrian Andreev v Gonzalo Villanueva | 6-2,3-6,4-6 |
| Challenger Orlando | 2021/06/06 16:10 | Adrian Andreev v Gonzalo Villanueva | 3-6,6-3,7-6 |
| ITF M15 Weston | 2021/07/02 19:40 | Liam Draxl v Jesse Witten | 6-4,6-2 |
| ITF M25 Weston | 2021/06/28 19:00 | Liam Draxl v Boris Arias | 6-3,6-2 |
| Challenger Cleveland | 2021/03/17 16:40 | Michael Redlicki v Liam Draxl | 6-3,6-3 |
| Challenger Cleveland | 2021/03/15 19:05 | Liam Draxl v Roberto Quiroz | 7-6,6-4 |
| ATP Delray Beach | 2021/01/05 20:35 | Goncalo Oliveira v Liam Draxl | 3-6,6-3,6-2 |
| ITF M15 Fayetteville | 2020/11/07 16:20 | Liam Draxl v Roberto Quiroz | 5-7,6-2,3-6 |
| ITF M15 Fayetteville | 2020/11/06 16:00 | Liam Draxl v Charles Broom | 6-2,6-4 |
| ITF M15 Fayetteville | 2020/11/05 17:30 | Aleksandar Kovacevic v Liam Draxl | 2-6,4-6 |