Stadium: Court 3 Round: 26 Ground: Hardcourt outdoor
| Challenger Houston | 2018/11/13 17:35 | Paolo Lorenzi v Stefan Kozlov | 6-4,3-6,6-4 |
| Challenger Montevideo | 2018/11/08 17:00 | Carlos Berlocq v Paolo Lorenzi | 3-6,6-2,7-5 |
| Challenger Montevideo | 2018/11/06 15:00 | Federico Coria v Paolo Lorenzi | 6-3,0-6,6-7 |
| Challenger Guayaquil | 2018/10/31 18:00 | Paolo Lorenzi v Pedja Krstin | 6-7,2-6 |
| Challenger Guayaquil | 2018/10/30 20:35 | Paolo Lorenzi v Martin Cuevas | 6-4,6-7,7-6 |
| Challenger Lima | 2018/10/24 19:20 | Facundo Arguello v Paolo Lorenzi | 6-4,7-6 |
| Challenger Lima | 2018/10/23 17:30 | Gerald Melzer v Paolo Lorenzi | 6-7,6-7 |
| Challenger Santo Domingo | 2018/10/11 22:00 | Paolo Lorenzi v Federico Delbonis | 5-7,5-7 |
| 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 Las Vegas | 2018/10/21 18:00 | Pavel Krainik v Thai-Son Kwiatkowski | 4-6,2-6 |