Stadium: Palasport Round: 26 Ground: Hardcourt indoor
| Challenger Cary | 2018/09/08 20:35 | Aleksandar Vukic v Liam Caruana | 6-3,6-7,3-6 |
| ITF USA F23 | 2018/08/16 16:00 | Nicolas Alvarez v Liam Caruana | 6-1,6-4 |
| ITF USA F23 | 2018/08/15 17:10 | Alexander Lebedev v Liam Caruana | 0-6,3-6 |
| ITF USA F22 | 2018/08/09 14:00 | Maxime Cressy v Liam Caruana | 6-1,6-2 |
| ITF USA F22 | 2018/08/08 15:50 | Francesco Ferrari v Liam Caruana | 4-6,1-6 |
| ITF USA F21 | 2018/08/01 17:55 | Liam Caruana v Sebastian Korda | 6-4,6-7,2-6 |
| Challenger Milan Qual | 2018/06/23 09:20 | Thomaz Bellucci v Liam Caruana | 6-1,6-2 |
| Challenger L'Aquila Qual | 2018/06/17 13:30 | Johannes Haerteis v Liam Caruana | 7-6,6-0 |
| Challenger Cassis | 2018/09/04 13:05 | Oscar Otte v Sergiy Stakhovsky | 7-6,3-6,7-5 |
| Challenger Mallorca | 2018/08/30 09:30 | Kenny de Schepper v Sergiy Stakhovsky | 6-2,6-4 |
| Challenger Mallorca | 2018/08/29 10:30 | Emilio Gomez v Sergiy Stakhovsky | 4-6,6-7 |
| US Open | 2018/08/22 16:30 | Thai-Son Kwiatkowski v Sergiy Stakhovsky | 6-4,3-6,6-1 |
| Challenger Portoroz | 2018/08/09 18:00 | Sergiy Stakhovsky v Constant Lestienne | 6-3,2-6,1-6 |
| Challenger Portoroz | 2018/08/08 17:20 | Sergiy Stakhovsky v Altug Celikbilek | 7-6,6-2 |
| Challenger Portoroz | 2018/08/07 20:05 | Sergiy Stakhovsky v Christopher Heyman | 4-6,6-3,6-3 |
| Challenger Segovia | 2018/07/31 14:10 | Sergiy Stakhovsky v Matteo Viola | 3-6,6-2,6-7 |