Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Waco, Singles M-ITF-USA-41A | 2019/10/17 16:00 | Nick Chappell v Caruana, Liam | 6-4,6-4 |
| Waco, Singles M-ITF-USA-41A | 2019/10/18 16:00 | Nick Chappell v Michael Geerts | 7-6,1-6,2-6 |
| Waco, Singles M-ITF-USA-41A | 2019/10/17 16:00 | Nick Chappell v Caruana, Liam | 6-4,6-4 |
| Waco, Singles M-ITF-USA-41A | 2019/10/16 19:35 | Lebedev, Alexander v Nick Chappell | 5-7,3-6 |
| ITF M25 Norman | 2019/10/03 17:50 | Nick Chappell v Michael Geerts | 3-6,3-6 |
| ITF M25 Norman | 2019/10/02 15:00 | Khan, Zane v Nick Chappell | 6-7,7-6,2-6 |
| ITF M15 Cancun | 2019/09/27 15:10 | Nick Chappell v Astorga, Mauricio | 3-6,2-6 |
| ITF M15 Cancun | 2019/09/26 15:15 | Nick Chappell v Agustin Maria Gascia | 6-3,6-0 |
| ITF M15 Cancun | 2019/09/25 19:00 | Nick Chappell v Alberto Odiseo Alvarado Berrospi | 6-0,6-1 |
| Waco, Singles M-ITF-USA-41A | 2019/10/17 16:00 | Nick Chappell v Caruana, Liam | 6-4,6-4 |
| Waco, Singles M-ITF-USA-41A | 2019/10/16 14:45 | Caruana, Liam v Zachary Svajda | 6-3,6-3 |
| ITF M25 Harlingen | 2019/09/28 01:00 | Alex Rybakov v Caruana, Liam | 7-5,6-4 |
| ITF M25 Harlingen | 2019/09/27 00:35 | Nathan Ponwith v Caruana, Liam | 4-6,6-4,4-10 |
| ITF M25 Harlingen | 2019/09/25 14:55 | Caruana, Liam v Mark Whitehouse | 6-3,6-7,6-3 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/22 16:15 | Caruana, Liam v Hugo Gaston | 1-6,3-6 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/21 16:00 | Caruana, Liam v Sarkissian, Alexander | 6-2,6-0 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/20 17:00 | Caruana, Liam v Ronald Hohmann | 7-6,7-5 |