Stadium: Court 9 Round: 27 Ground: Hardcourt outdoor
| Honolulu, Simples W-ITF-USA-20A | 2019/07/11 22:05 | Khazaniuk, Deniz v Gleason, Quinn | 6-1,4-6,1-6 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/10 20:00 | Gleason, Quinn v AL Nabhani, Fatma | 6-3,6-0 |
| Manchester, Singles W-ITF-GBR-06A | 2019/06/10 11:25 | Emily Appleton v Gleason, Quinn | 6-3,7-6 |
| ITF - W100 Bonita Springs | 2019/05/07 17:50 | Govortsova, Olga v Gleason, Quinn | 6-0,6-4 |
| ITF - W100 Bonita Springs | 2019/05/06 18:30 | Gauff, Cori v Gleason, Quinn | 1-6,1-6 |
| Charlottesville, Simples W-ITF-USA-13A | 2019/04/26 14:00 | Gleason, Quinn v Brengle, Madison | 2-6,1-6 |
| Charlottesville, Simples W-ITF-USA-13A | 2019/04/25 17:20 | Myers, Abbie v Gleason, Quinn | 5-7,5-7 |
| Charlottesville, Simples W-ITF-USA-13A | 2019/04/24 18:25 | Gleason, Quinn v Destanee Aiava | 6-4,5-7,6-4 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/11 23:20 | Alycia Parks v Gibbs, Nicole | 2-6,2-6 |
| Honolulu, Simples W-ITF-USA-20A | 2019/07/11 00:00 | Whittle, Sophia v Gibbs, Nicole | 6-7,6-4,3-6 |
| ITF - W100 Bonita Springs | 2019/05/07 23:40 | Robin Anderson v Gibbs, Nicole | 2-6,6-4,6-1 |
| ITF W100 Charleston | 2019/05/03 18:45 | Gibbs, Nicole v Kaja Juvan | 1-6,4-6 |
| ITF W100 Charleston | 2019/05/02 17:00 | Gibbs, Nicole v Robin Anderson | 6-4,7-5 |
| ITF W100 Charleston | 2019/05/01 14:00 | Gibbs, Nicole v Karatantcheva, Sesil | 7-5,6-1 |
| Palm Harbor, Fl, Qualifications Simples W-ITF-USA-08A | 2019/04/07 16:00 | Gibbs, Nicole v Barbora Krejcikova | 0-6,1-6 |
| Palm Harbor, Fl, Qualifications Simples W-ITF-USA-08A | 2019/04/06 15:55 | Gibbs, Nicole v Kovinic, Danka | 6-1,4-6,6-2 |