Stadium: Court 3 Round: 27 Ground: Hardcourt outdoor
| Challenger Charlottesville | 2018/10/31 17:30 | Jelle Sels v Petros Chrysochos | 6-1,7-6 |
| Challenger Charlottesville | 2018/10/30 14:00 | Petros Chrysochos v Lloyd Harris | 6-1,6-3 |
| Challenger Charlottesville | 2018/10/29 14:00 | Tommy Paul v Petros Chrysochos | 6-3,3-6,4-6 |
| Challenger Charlottesville | 2018/10/28 16:00 | Petros Chrysochos v Stefan Kozlov | 1-6,6-3,6-2 |
| Challenger Charlottesville | 2018/10/27 14:00 | Petros Chrysochos v Oliver Crawford | 7-5,3-6,6-3 |
| Challenger Las Vegas | 2018/10/20 19:20 | Evan King v Petros Chrysochos | 6-3,6-2 |
| Challenger Cary | 2018/09/09 17:30 | Thai-Son Kwiatkowski v Petros Chrysochos | 6-1,6-2 |
| Challenger Cary | 2018/09/08 21:10 | Petros Chrysochos v Robert Maciag | 6-2,6-1 |
| ITF M15 Sunrise | 2019/04/08 15:00 | Felix Corwin v Rowland Phillips | 1-6,6-2,6-10 |
| ITF M15 Cancun | 2019/03/28 18:45 | Felix Corwin v Gerardo L Villasenor | 3-6,2-6 |
| ITF M15 Cancun | 2019/03/26 14:30 | Adrian Andreev v Felix Corwin | 6-2,2-6,2-6 |
| ITF M15 Cancun | 2019/03/19 22:25 | Felix Corwin v Emil Ruusuvuori | 2-6,2-6 |
| ITF M25 Trento | 2019/02/27 15:15 | Antoine Cornut-Chauvinc v Felix Corwin | 4-6,7-6,6-3 |
| ITF M25 Trento | 2019/02/25 17:30 | Felix Corwin v Raphael Baltensperger | 6-3,6-4 |
| ITF M25 Trento | 2019/02/25 09:00 | Felix Corwin v Giacomo Dambrosi | 3-6,6-1,10-5 |
| ITF M25 Glasgow | 2019/02/21 10:00 | Felix Corwin v Jeremy Jahn | 6-2,6-7,4-6 |