Stadium: Court 5 Round: 26 Ground: Hardcourt outdoor
| ITF M25 Waco | 2019/10/16 19:35 | Alexander Lebedev 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 | Zane Khan v Nick Chappell | 6-7,7-6,2-6 |
| ITF M15 - Cancun | 2019/09/27 15:10 | Nick Chappell v Mauricio Astorga | 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 |
| ITF - M15 Fayetteville | 2019/09/22 15:00 | Rinky Hijikata v Nick Chappell | 2-6,6-2,6-1 |
| ITF - M15 Fayetteville | 2019/09/20 18:00 | Trent Bryde v Nick Chappell | 2-6,2-6 |
| 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 |
| ITF M25 Houston | 2019/09/22 16:15 | Liam Caruana v Hugo Gaston | 1-6,3-6 |
| ITF M25 Houston | 2019/09/21 16:00 | Liam Caruana v Alexander Sarkissian | 6-2,6-0 |
| ITF M25 Houston | 2019/09/20 17:00 | Liam Caruana v Ronald Hohmann | 7-6,7-5 |
| ITF M25 Houston | 2019/09/20 00:00 | Tadeas Paroulek v Liam Caruana | 1-6,1-6 |