Stadium: Court 2 Round: 25 Ground: Hardcourt outdoor
| Challenger Champaign | 2018/11/12 19:10 | Peter Polansky v Patrick Kypson | 7-5,6-2 |
| Challenger Knoxville | 2018/11/05 15:00 | Patrick Kypson v Evan Song | 4-6,6-3,3-6 |
| Challenger Knoxville | 2018/11/04 15:00 | Jack Draper v Patrick Kypson | 4-6,2-6 |
| ITF USA F28 | 2018/10/18 15:30 | Ryan Peniston v Patrick Kypson | 6-4,7-6 |
| ITF USA F28 | 2018/10/16 15:00 | Patrick Kypson v Joao Pedro Sorgi | 6-3,6-1 |
| ITF USA F27 | 2018/10/12 16:00 | Patrick Kypson v Ryan Peniston | 6-7,1-6 |
| ITF USA F27 | 2018/10/11 22:00 | Andrew Watson v Patrick Kypson | 3-6,3-6 |
| ITF USA F27 | 2018/10/09 15:00 | Harrison Adams v Patrick Kypson | 2-6,0-6 |
| ITF USA F35 | 2018/12/06 17:00 | Jordi Arconada v Felix Corwin | 3-6,6-1,6-2 |
| ITF USA F35 | 2018/12/05 19:30 | Felix Corwin v Jumpei Yamasaki | 6-4,3-6,6-4 |
| ITF USA F31 | 2018/11/13 19:40 | Evan Zhu v Felix Corwin | 4-6,6-0,6-3 |
| ITF Thailand F7 | 2018/10/31 03:50 | Konstantin Kravchuk v Felix Corwin | 6-3,6-7,7-5 |
| ITF Thailand F7 | 2018/10/30 07:05 | Lucas Gerch v Felix Corwin | 4-6,6-0,5-7 |
| ITF Thailand F6 | 2018/10/11 03:00 | Felix Corwin v Manish Sureshkumar | 6-3,4-6,4-6 |
| ITF Thailand F6 | 2018/10/10 04:55 | Nitin Kumar Sinha v Felix Corwin | 1-6,3-6 |
| ITF Thailand F6 | 2018/10/09 07:15 | Felix Corwin v Adrian Andrzejczuk | 1-6,6-3,6-1 |