Stadium: Court 2 South Round: 25 Ground: Hardcourt indoor
| 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 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/20 00:00 | Paroulek, Tadeas v Caruana, Liam | 1-6,1-6 |
| Challenger Cary | 2019/09/10 17:50 | Caruana, Liam v Christopher Eubanks | 1-6,5-7 |
| Challenger Tiburon | 2019/09/23 19:00 | Gomez-Herrera, Carlos v Sebastian Fanselow | 6-4,4-6,6-2 |
| Houston, Singles Qualifying M-ITF-USA-28A | 2019/09/18 19:00 | Sebastian Fanselow v Paroulek, Tadeas | 5-7,6-3,4-6 |
| L'Aquila, Italie | 2019/08/19 12:30 | Sebastian Fanselow v Torebko, Peter | 5-7,3-6 |
| Challenger Meerbusch | 2019/08/12 09:35 | Sebastian Fanselow v Griekspoor, Scott | 3-6,4-6 |
| Challenger Amersfoort | 2019/07/18 13:20 | Sebastian Fanselow v Igor Sijsling | 5-7,3-6 |
| Challenger Amersfoort | 2019/07/17 16:30 | Tallon Griekspoor v Sebastian Fanselow | 6-1,4-6,3-6 |
| Challenger Amersfoort | 2019/07/15 16:30 | Ryan Nijboer v Sebastian Fanselow | 4-6,2-6 |
| Ludwigshafen, Allemagne | 2019/07/03 16:00 | Brown, Dustin v Sebastian Fanselow | 6-3,6-2 |