Stadium: Court 1 Round: 54 Ground: Hardcourt outdoor
| ITF W60 Las Vegas | 2019/11/04 20:05 | Gleason, Quinn v Beatrice Gumulya | 6-1,6-2 |
| ITF W60 Toronto | 2019/10/30 13:55 | Gleason, Quinn v Murray Sharan, S. | 2-6,4-6 |
| ITF W60 Saguenay | 2019/10/24 15:40 | Gleason, Quinn v Bibiane Schoofs | 3-6,1-6 |
| ITF W60 Saguenay | 2019/10/23 16:00 | Gleason, Quinn v Rutuja Bhosale | 6-1,1-1 |
| ITF W60 Charleston | 2019/10/02 16:10 | Usue Maitane Arconada v Gleason, Quinn | 1-6,6-4,7-6 |
| ITF W60 Templeton | 2019/09/24 20:30 | Jovic, J. v Gleason, Quinn | 7-5,6-1 |
| ITF W25 Redding | 2019/09/11 17:00 | Douglas, Ellie v Gleason, Quinn | 2-6,6-3,6-1 |
| New Haven, USA | 2019/09/04 14:00 | Gleason, Quinn v Brady, Jennifer | 2-6,5-7 |
| ITF W60 Las Vegas | 2019/11/04 17:00 | Dalayna Hewitt v Whittle, Sophia | 2-6,6-4,10-7 |
| ITF W60 Toronto | 2019/10/30 19:20 | Dalayna Hewitt v Di Lorenzo, Francesca | 6-7,4-6 |
| ITF W60 Toronto | 2019/10/29 14:50 | AL Nabhani, Fatma v Dalayna Hewitt | 2-6,3-6 |
| ITF W60 Toronto | 2019/10/28 17:35 | Verner, Holly v Dalayna Hewitt | 3-6,2-6 |
| ITF W60 Saguenay | 2019/10/22 16:50 | Dalayna Hewitt v Marina Stakusic | 6-2,6-7,6-10 |
| Claremont, Singles Qualifying W-ITF-USA-48A | 2019/10/09 21:50 | Tori Kinard v Dalayna Hewitt | 6-3,6-3 |
| ITF W15 Norman | 2019/10/06 15:00 | Dalayna Hewitt v Anna Turati | 2-6,3-6 |
| ITF W15 Norman | 2019/10/05 18:05 | Amy Zhu v Dalayna Hewitt | 3-6,2-6 |