Stadium: Center Court Round: 27 Ground: Hardcourt outdoor
| ITF USA F1 | 2018/01/03 18:00 | Martin Redlicki v Patrick Kypson | 6-2,6-4 |
| ITF USA F32 | 2017/09/26 17:00 | Martin Redlicki v Patrick Kypson | 4-6,3-6 |
| 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 F34 | 2018/11/29 16:00 | Maxime Cressy v Martin Redlicki | 6-4,6-4 |
| ITF USA F34 | 2018/11/28 19:00 | Pierce Rollins v Martin Redlicki | 1-6,6-3,1-6 |
| ITF USA F34 | 2018/11/27 17:50 | Alastair Gray v Martin Redlicki | 5-7,1-6 |
| Challenger Houston | 2018/11/10 23:20 | Lucas Gomez v Martin Redlicki | 4-6,6-4,6-2 |
| Challenger Charlottesville | 2018/10/27 23:55 | Nuno Borges v Martin Redlicki | 6-2,6-4 |
| Challenger Las Vegas | 2018/10/20 17:00 | Jelle Sels v Martin Redlicki | 6-4,1-6,6-2 |
| Challenger Fairfield | 2018/10/06 18:40 | Martin Redlicki v Steven Diez | 6-7,3-6 |
| Challenger Stockton | 2018/09/29 23:45 | Martin Redlicki v Jared Hiltzik | 7-6,6-7,6-7 |