Stadium: Brenda Meyers Court Round: 166 Ground: Hardcourt indoor
| 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 |
| 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 |
| Challenger Columbus 3 | 2019/09/17 17:45 | Thai-Son Kwiatkowski v Cannon Kingsley | 3-6,6-4,6-3 |
| Challenger Columbus 3 | 2019/09/16 20:10 | Evan Song v Cannon Kingsley | 4-6,6-2,2-6 |
| ITF M25 Champaign | 2019/07/26 21:00 | Cannon Kingsley v Aleksandar Kovacevic | 4-6,4-6 |
| ITF M25 Champaign | 2019/07/25 17:00 | Cannon Kingsley v Michael Shabaz | 6-7,6-2,6-4 |
| ITF M25 Champaign | 2019/07/23 18:35 | Cannon Kingsley v William Bushamuka | 6-3,6-4 |
| Challenger Columbus | 2019/06/10 22:45 | Cannon Kingsley v Ji Sung Nam | 5-7,4-6 |
| Challenger - Savannah | 2019/05/01 15:15 | Cannon Kingsley v Corentin Moutet | 1-6,1-6 |
| Challenger - Savannah | 2019/04/30 14:00 | Cannon Kingsley v Johannes Haerteis | 6-2,6-2 |