Stadium: Grandstand Round: 54 Ground: Clay
| ITF - M15 Orange Park | 2019/04/16 14:00 | Hamilton, Grey v Mantilla, Felipe | 2-6,4-6 |
| ITF - M15 Sunrise | 2019/04/08 15:00 | Johnson, Janmagnus v Hamilton, Grey | 6-2,7-5 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/17 20:30 | Hamilton, Grey v Antoine Bellier | 3-6,3-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/16 19:00 | Hamilton, Grey v Kohen, Alan | 6-3,7-5 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/15 19:20 | Gonzalo Lama v Hamilton, Grey | 6-1,5-7,2-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/14 16:00 | Christian Langmo v Hamilton, Grey | 4-6,0-6 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/13 16:00 | Hamilton, Grey v Pervolarakis, Michail | 3-6,6-4,6-4 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/12 17:30 | Hamilton, Grey v Gergely Madarasz | 7-5,6-1 |
| Arcadia, Singles Qualifying M-ITF-USA-09A | 2019/03/11 17:00 | Lovett, Korey v Rapp, Austin | 2-6,2-6 |
| ITF USA F35 | 2018/12/02 15:00 | Alex Hernandez v Lovett, Korey | 7-5,6-3 |
| ITF USA F32 | 2018/11/10 18:00 | Lovett, Korey v Peter Bertran | 4-6,4-6 |
| ITF USA F29 | 2018/10/27 16:30 | Jeremy Gschwendtner v Lovett, Korey | 7-6,7-6 |
| ITF USA F29 | 2018/10/26 20:30 | Ronald Hohmann v Lovett, Korey | 7-5,1-6,4-6 |
| ITF USA F26 | 2018/09/26 19:45 | Lovett, Korey v Strong Kirchheimer | 5-7,3-6 |
| ITF USA F25 | 2018/09/20 18:15 | Lovett, Korey v Maxime Cressy | 4-6,1-6 |
| ITF USA F25 | 2018/09/19 17:00 | Joao Lucas Reis da Silva v Lovett, Korey | 6-3,3-6,5-7 |