Stadium: Court 4 Round: 45 Ground: Hardcourt outdoor
| ATP Delray Beach | 2019/02/16 20:05 | Alexei Popyrin v Preston Brown | 6-4,6-3 |
| ITF M15 Claremont | 2019/02/05 20:30 | Preston Brown v Lucas Renard | 4-6,2-6 |
| ITF M25 Weston | 2019/01/29 16:35 | Adrian Obert v Preston Brown | 3-6,6-4,10-2 |
| ITF M25 Weston | 2019/01/28 14:30 | Preston Brown v Fernando Yamacita | 7-6,2-6,10-6 |
| Challenger Punta del Este | 2019/01/21 18:50 | Joao Souza v Preston Brown | 6-2,6-4 |
| ITF M15 Monastir | 2019/01/15 10:15 | Luca Giacomini v Preston Brown | 6-2,6-3 |
| ITF M15 Monastir | 2019/01/08 08:45 | Hendrik Jebens v Preston Brown | 6-3,6-0 |
| ITF M15 Monastir | 2019/01/07 15:00 | Preston Brown v Tobias Brutscher | 6-1,6-2 |
| ITF M15 Monastir | 2019/02/11 13:00 | Adelchi Virgili v Georgii Kravchenko | 6-3,7-6 |
| ITF M15 Monastir | 2019/02/11 08:00 | Georgii Kravchenko v Damien Bayard | 6-4,6-4 |
| ITF M15 Monastir | 2019/02/04 14:30 | Georgii Kravchenko v Dominik Palan | 6-2,5-7,5-10 |
| ITF M15 Monastir | 2019/02/04 10:00 | Georgii Kravchenko v Melik Feler | 6-2,6-1 |
| ITF M15 Monastir | 2019/01/23 11:00 | Georgii Kravchenko v Emiliano Maggioli | 4-6,6-7 |
| ITF M15 Monastir | 2019/01/21 12:15 | Lukas H Lilleengen v Georgii Kravchenko | 1-6,1-6 |
| ITF M15 Monastir | 2019/01/21 08:30 | Joseph W. Van Meter v Georgii Kravchenko | 2-6,6-3,2-10 |
| ITF M15 Monastir | 2019/01/17 11:20 | Georgii Kravchenko v Riccardo Balzerani | 6-1,2-6,1-6 |