Stadium: Court 1 Round: 27 Ground: Hardcourt outdoor
| Challenger Houston | 2018/11/14 18:10 | Paolo Lorenzi v Thai-Son Kwiatkowski | 4-6,4-6 |
| Challenger Houston | 2018/11/13 19:30 | Thai-Son Kwiatkowski v Mitchell Krueger | 7-6,4-6,6-4 |
| Challenger Charlottesville | 2018/11/03 17:00 | Peter Polansky v Thai-Son Kwiatkowski | 6-2,7-6 |
| Challenger Charlottesville | 2018/11/02 18:25 | Thai-Son Kwiatkowski v Michael Mmoh | 3-6,6-3,6-4 |
| Challenger Charlottesville | 2018/11/01 19:30 | Tim Smyczek v Thai-Son Kwiatkowski | 2-6,7-5,2-6 |
| Challenger Las Vegas | 2018/10/24 19:40 | Blaz Rola v Thai-Son Kwiatkowski | 6-3,6-4 |
| Challenger Las Vegas | 2018/10/23 19:35 | Thai-Son Kwiatkowski v Evan Song | 6-4,6-4 |
| Challenger Las Vegas | 2018/10/22 18:00 | Jelle Sels v Thai-Son Kwiatkowski | 4-6,6-7 |
| Challenger Houston | 2018/11/14 16:00 | Roy Smith v Harrison Adams | 6-3,6-4 |
| Challenger Houston | 2018/11/13 19:45 | Darian King v Roy Smith | 3-6,6-3,6-7 |
| ITF USA F28B | 2018/10/26 17:40 | Roy Smith v Jonathan Chang | 6-2,6-2 |
| ITF USA F28B | 2018/10/25 21:15 | Roy Smith v Maxime Cressy | 6-3,6-2 |
| ITF USA F28B | 2018/10/25 16:00 | Ronnie Schneider v Roy Smith | 6-2,1-6,3-6 |
| ITF USA F28B | 2018/10/23 15:00 | Roy Smith v Julian Bradley | 6-7,7-5,6-4 |
| Challenger Calgary | 2018/10/13 16:00 | Laurent Lokoli v Roy Smith | 6-3,7-5 |
| ITF Great Britain F6 | 2018/09/26 13:50 | Manuel Guinard v Roy Smith | 6-3,3-6,7-6 |