Stadium: Court 4 Round: 25 Ground: Hardcourt outdoor
| Challenger Houston | 2018/11/12 18:00 | Harrison Adams v Tim Smyczek | 6-3,7-5 |
| Challenger Knoxville | 2018/11/09 15:00 | Tim Smyczek v Bjorn Fratangelo | 2-6,1-6 |
| Challenger Knoxville | 2018/11/08 15:00 | Tim Smyczek v Dominik Koepfer | 6-4,7-6 |
| Challenger Knoxville | 2018/11/07 00:05 | Tim Smyczek v John-Patrick Smith | 3-6,6-3,6-2 |
| Challenger Charlottesville | 2018/11/01 19:30 | Tim Smyczek v Thai-Son Kwiatkowski | 2-6,7-5,2-6 |
| Challenger Charlottesville | 2018/10/31 16:50 | Tim Smyczek v Blaz Rola | 6-4,7-5 |
| ATP Shanghai | 2018/10/06 04:00 | Tim Smyczek v Taro Daniel | 7-6,4-6,4-6 |
| ATP Tokyo | 2018/09/29 02:00 | Yosuke Watanuki v Tim Smyczek | 6-4,6-2 |
| Challenger Andria | 2018/11/22 18:00 | Roberto Marcora v Paolo Lorenzi | 6-3,7-6 |
| Challenger Andria | 2018/11/21 19:00 | Andrea Pellegrino v Paolo Lorenzi | 4-6,2-6 |
| Challenger Houston | 2018/11/14 18:10 | Paolo Lorenzi v Thai-Son Kwiatkowski | 4-6,4-6 |
| 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 |