Stadium: C Round: 54
| Challenger Stockton | 2018/09/30 22:50 | Bourchier, Harry v Patrick Kypson | 3-6,5-7 |
| Challenger Stockton | 2018/09/29 21:20 | Gojo, Borna v Patrick Kypson | 4-6,2-6 |
| ATP Washington Qual | 2018/07/28 14:00 | Patrick Kypson v Yosuke Watanuki | 5-7,3-6 |
| Challenger Gatineau Qual | 2018/07/16 14:00 | Patrick Kypson v Grills, Jacob | 3-6,1-6 |
| Challenger Gatineau Qual | 2018/07/15 19:00 | Patrick Kypson v Gojo, Borna | 7-6,6-2 |
| Challenger Gatineau Qual | 2018/07/14 18:25 | Joris De Loore v Patrick Kypson | 7-6,5-7,4-6 |
| Challenger Winnipeg Qual | 2018/07/09 18:20 | Patrick Kypson v Marc-Andrea Huesler | 2-6,4-6 |
| Challenger Winnipeg Qual | 2018/07/08 21:20 | Makoto Ochi v Patrick Kypson | 5-7,3-6 |
| Challenger Stockton | 2018/09/30 23:45 | Kelly, Dayne v Harris, Andrew | 7-5,6-7,7-6 |
| Challenger Stockton | 2018/09/29 21:40 | Marc-Andrea Huesler v Kelly, Dayne | 7-6,3-6,3-6 |
| Challenger Tiburon | 2018/09/23 18:50 | Kelly, Dayne v Steven Diez | 4-6,6-7 |
| Challenger Tiburon | 2018/09/22 20:00 | Blake Ellis v Kelly, Dayne | 3-6,5-7 |
| Challenger Shanghai | 2018/09/11 05:35 | Kelly, Dayne v Miomir Kecmanovic | 6-4,6-7,2-6 |
| Challenger Shanghai | 2018/09/10 03:00 | Jacopo Berrettini v Kelly, Dayne | 2-6,3-6 |
| Challenger Shanghai Qual | 2018/09/09 04:30 | Bourchier, Harry v Kelly, Dayne | 3-6,2-6 |
| Challenger Shanghai Qual | 2018/09/08 08:15 | Gao, Xin v Kelly, Dayne | 3-6,2-6 |