Stadium: COURT 3 Round: 28 Ground: Hardcourt outdoor
| Challenger Orlando | 2019/01/04 16:00 | Darian King v Norbert Gombos | 7-5,3-6,6-3 |
| Challenger Orlando | 2019/01/03 16:20 | Darian King v Johan Sebastien Tatlot | 6-3,6-3 |
| Challenger Orlando | 2019/01/01 18:40 | Darian King v Evan King | 6-0,6-2 |
| Challenger Houston | 2018/11/13 19:45 | Darian King v Roy Smith | 3-6,6-3,6-7 |
| Challenger Charlottesville | 2018/10/31 15:00 | Darian King v Michael Mmoh | 3-6,4-6 |
| Challenger Las Vegas | 2018/10/26 19:45 | Thanasi Kokkinakis v Darian King | 6-1,6-4 |
| Challenger Las Vegas | 2018/10/24 18:00 | Tommy Paul v Darian King | 4-6,4-6 |
| Challenger Las Vegas | 2018/10/22 20:10 | Darian King v Dominik Koepfer | 6-4,6-4 |
| Challenger Orlando | 2019/01/04 16:00 | Ulises Blanch v Michael Redlicki | 6-7,6-4,6-7 |
| Challenger Orlando | 2019/01/03 15:00 | Kevin King v Michael Redlicki | 6-2,2-6,2-6 |
| Challenger Orlando | 2019/01/02 16:20 | Michael Redlicki v JC Aragone | 1-6,6-4,6-3 |
| Challenger Orlando | 2018/12/31 23:25 | Vaclav Safranek v Michael Redlicki | 6-7,2-6 |
| ITF USA F35 | 2018/12/05 17:00 | Michael Redlicki v Ryan Peniston | 6-2,5-7,0-6 |
| ITF USA F35 | 2018/12/03 19:10 | Michael Redlicki v Enzo Le Seguillon | 6-3,6-3 |
| ITF USA F34 | 2018/11/28 20:30 | Michael Redlicki v Jenson Brooksby | 7-6,2-6,4-6 |
| ITF USA F34 | 2018/11/27 18:10 | Michael Redlicki v Kyrylo Tsygura | 6-3,3-6,6-1 |