Stadium: C Round: 46 Ground: Hardcourt outdoor
| Challenger Cary | 2018/09/08 20:35 | Aleksandar Vukic v Caruana, Liam | 6-3,6-7,3-6 |
| ITF USA F23 | 2018/08/16 16:00 | Nicolas Alvarez v Caruana, Liam | 6-1,6-4 |
| ITF USA F23 | 2018/08/15 17:10 | Lebedev, Alexander v Caruana, Liam | 0-6,3-6 |
| ITF USA F22 | 2018/08/09 14:00 | Maxime Cressy v Caruana, Liam | 6-1,6-2 |
| ITF USA F22 | 2018/08/08 15:50 | Francesco Ferrari v Caruana, Liam | 4-6,1-6 |
| ITF USA F21 | 2018/08/01 17:55 | Caruana, Liam v Sebastian Korda | 6-4,6-7,2-6 |
| Challenger Milan Qual | 2018/06/23 09:20 | Bellucci, Thomaz v Caruana, Liam | 6-1,6-2 |
| Challenger L'Aquila Qual | 2018/06/17 13:30 | Haerteis, Johannes v Caruana, Liam | 7-6,6-0 |
| Challenger Cary | 2018/09/08 18:20 | Nielsen, Frederik v Song, Evan | 2-6,6-7 |
| ITF Canada F6 | 2018/09/06 19:15 | Song, Evan v Alafia Ayeni | 4-6,3-6 |
| ITF Canada F6 | 2018/09/05 15:45 | Song, Evan v Taha Baadi | 6-2,6-1 |
| ATP Los Cabos Qual | 2018/07/29 23:10 | Gunneswaran, Prajnesh v Song, Evan | 6-3,6-1 |
| ATP Los Cabos Qual | 2018/07/29 00:20 | Hank, Tigre v Song, Evan | 4-6,2-6 |
| Challenger Binghamton Qual | 2018/07/21 14:55 | Song, Evan v Torpegaard, Mikael | 1-6,4-6 |
| Challenger Winnipeg | 2018/07/12 15:00 | Song, Evan v Granollers, Marcel | 2-6,1-6 |
| Challenger Winnipeg | 2018/07/11 16:55 | Edan Leshem v Song, Evan | 4-6,6-1,1-6 |