Stadium: Court 9 Round: 25 Ground: Hardcourt indoor
| ITF - M25 Edwardsville | 2019/08/08 15:00 | Jacob Dunbar v Gianni Ross | 6-2,6-0 |
| ITF - M25 Edwardsville | 2019/08/07 17:10 | Gianni Ross v Alexander Klintcharov | 6-4,6-4 |
| ITF - M25 Edwardsville | 2019/08/06 14:00 | George Goldhoff v Gianni Ross | 6-7,6-1,3-10 |
| ITF - M25 Champaign | 2019/07/23 17:05 | Gianni Ross v Preston Touliatos | 7-6,3-6,3-10 |
| ITF M25 Iowa City | 2019/07/18 14:00 | Gianni Ross v John McNally | 6-3,1-6,0-6 |
| ITF M25 Iowa City | 2019/07/17 16:35 | Gianni Ross v Alexander Brown | 7-6,6-3 |
| ITF M25 Iowa City | 2019/07/16 15:00 | Aron Hiltzik v Gianni Ross | 3-6,4-6 |
| ITF - M15 Norman | 2019/07/11 15:50 | Gianni Ross v Sumit Sarkar | 7-5,4-6,5-7 |
| Challenger - Charlottesville | 2019/10/29 14:00 | Roy Smith v Liam Caruana | 4-6,5-7 |
| Challenger - Charlottesville | 2019/10/28 14:00 | Liam Caruana v Cannon Kingsley | 6-3,7-6 |
| ITF M25 Fayetteville | 2019/10/23 18:00 | Nick Chappell v Liam Caruana | 7-5,6-4 |
| ITF M25 Waco | 2019/10/17 16:00 | Nick Chappell v Liam Caruana | 6-4,6-4 |
| ITF M25 Waco | 2019/10/16 14:45 | Liam Caruana v Zachary Svajda | 6-3,6-3 |
| ITF - M25 Harlingen | 2019/09/28 01:00 | Alex Rybakov v Liam Caruana | 7-5,6-4 |
| ITF - M25 Harlingen | 2019/09/27 00:35 | Nathan Ponwith v Liam Caruana | 4-6,6-4,4-10 |
| ITF - M25 Harlingen | 2019/09/25 14:55 | Liam Caruana v Mark Whitehouse | 6-3,6-7,6-3 |