Stadium: Estadio Round: 25 Ground: Hardcourt outdoor
| Davis Cup | 2019/02/01 21:00 | Santiago Giraldo v Elias Ymer | 6-2,6-4 |
| Challenger Newport Beach | 2019/01/22 19:20 | Jason Jung v Santiago Giraldo | 7-6,7-6 |
| Challenger Newport Beach | 2019/01/21 20:30 | Santiago Giraldo v Roberto Marcora | 6-3,7-6 |
| Challenger Columbus | 2019/01/10 16:00 | Santiago Giraldo v Scott Griekspoor | 1-6,4-6 |
| Challenger Columbus | 2019/01/09 16:00 | Santiago Giraldo v Evan King | 6-4,6-4 |
| Challenger Guayaquil | 2018/11/03 01:00 | Guido Andreozzi v Santiago Giraldo | 6-4,7-6 |
| Challenger Guayaquil | 2018/11/02 01:10 | Juan Ignacio Londero v Santiago Giraldo | 7-5,6-7,6-7 |
| Challenger Guayaquil | 2018/10/31 16:00 | Santiago Giraldo v Miljan Zekic | 7-5,7-5 |
| Challenger Morelos | 2019/02/18 18:55 | Michael Redlicki v Tak Khunn Wang | 4-6,6-2,7-5 |
| Challenger Dallas | 2019/02/05 22:55 | Brayden Schnur v Michael Redlicki | 7-6,6-4 |
| Challenger Dallas | 2019/02/05 00:35 | Goncalo Oliveira v Michael Redlicki | 2-6,6-4,1-6 |
| 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 |