Stadium: Court 1 Round: 24 Ground: Hardcourt indoor
| Challenger Cleveland | 2019/01/30 20:00 | Goncalo Oliveira v Marcos Giron | 6-4,1-6,2-6 |
| Challenger Cleveland | 2019/01/29 15:00 | Goncalo Oliveira v Evan King | 6-2,5-7,6-3 |
| Challenger Newport Beach | 2019/01/21 22:50 | Goncalo Oliveira v Marcos Giron | 7-6,3-6,3-6 |
| Challenger Koblenz | 2019/01/16 09:00 | Alexey Vatutin v Goncalo Oliveira | 3-6,7-6,6-2 |
| Challenger Koblenz | 2019/01/15 09:00 | Goncalo Oliveira v Bastien Presuhn | 6-2,6-2 |
| Challenger Columbus | 2019/01/09 17:55 | Bernabe Zapata Miralles v Goncalo Oliveira | 1-6,7-6,7-5 |
| Challenger Columbus | 2019/01/08 16:00 | Joao Souza v Goncalo Oliveira | 4-6,1-6 |
| Challenger Orlando | 2019/01/02 15:00 | Roberto Cid Subervi v Goncalo Oliveira | 6-3,6-3 |
| Challenger Cleveland | 2019/01/29 00:25 | Michael Redlicki v Borna Gojo | 3-6,7-6,4-6 |
| Challenger Orlando | 2019/01/05 19:50 | Darian King v Michael Redlicki | 6-4,6-2 |
| 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 |