| WTA Montevideo | 12/04 17:30 | 19 | [424] Gabriela Lee v Gleason, Quinn [108] | 6-3,6-3 | |
| WTA - Cluj-Napoca | 10/14 09:00 | 14 | [209] Ipek Oz v Gleason, Quinn [95] | 6-4,6-2 | |
| WTA Seoul | 10/07 05:25 | 14 | [97] Gleason, Quinn v Ya-Hsuan Lee [382] | 6-2,6-7,4-6 | |
| WTA Ningbo | 09/23 04:00 | 14 | [103] Gleason, Quinn v Arianne Hartono [169] | 3-6,4-6 | |
| WTA Chicago | 08/23 22:30 | 26 | [110] Gleason, Quinn v Lucia Bronzetti [82] | 6-7,2-6 | |
| WTA Chicago | 08/22 20:30 | 25 | [96] Jodie Burrage v Gleason, Quinn [110] | 7-5,3-6,6-7 | |
| WTA Chicago | 08/21 15:00 | 19 | [72] Hozumi, Eri v Gleason, Quinn [110] | 2-6,2-6 | |
| WTA Palermo | 07/15 20:50 | 45 | [177] Nuria Brancaccio v Gleason, Quinn [152] | 6-2,6-0 | |
| ITF W100 Ilkley | 06/18 11:10 | 54 | Alice Robbe v Gleason, Quinn | Cancelled | |
| ITF W60 Biarritz | 06/12 08:00 | 54 | [160] Gleason, Quinn v Nina Radovanovic [496] | 3-6,3-6 | |
| ITF W100 Surbiton | 06/04 15:05 | 54 | [196] Magali Kempen v Gleason, Quinn [162] | 6-3,2-6,6-4 | |
| ITF W60 Brescia | 05/29 06:55 | 54 | Gleason, Quinn v Deborah Chiesa | 1-6,1-6 | |
| ITF W60 Grado | 05/23 12:55 | 25 | [170] Gleason, Quinn v Hailey Baptiste [244] | 1-6,7-5,2-6 | |
| ITF W60 Grado | 05/22 12:05 | 54 | Maileen Nuudi v Gleason, Quinn | 4-6,6-2,2-6 | |
| ITF W60 Naples | 05/10 17:50 | 25 | Tamira Paszek v Gleason, Quinn | 7-6,6-1 | |
| ITF W60 Charlottesville | 04/25 16:55 | 54 | [307] En Shuo Liang v Gleason, Quinn [161] | 6-4,6-2 | |
| ITF W60 Charlottesville | 04/24 19:50 | 54 | [161] Gleason, Quinn v Fanni Stollar [428] | 6-4,6-4 | |
| ITF W100 Charleston | 04/17 15:00 | 54 | [195] Storm Hunter v Gleason, Quinn [169] | 6-4,6-2 | |
| WTA - San Luis Potosi | 03/27 19:50 | 19 | [280] Hailey Baptiste v Gleason, Quinn [194] | 6-1,6-4 | |
| ITF W25 Fredericton | 03/07 17:45 | 25 | [205] Gleason, Quinn v Jessie Aney [364] | 6-4,3-6,2-6 | |
| ITF W60 Irapuato | 02/13 21:30 | 54 | [253] Weronika Falkowska v Gleason, Quinn [187] | 6-2,6-3 | |
| ITF W60 Irapuato | 02/12 18:30 | 54 | [184] Gleason, Quinn v Adriana Reami [373] | 4-6,6-4,7-6 | |
| ITF W60 Orlando | 02/08 19:20 | 25 | [184] Gleason, Quinn v Maria Lourdes Carle [155] | 1-6,1-6 | |
| WTA Cali | 01/30 20:45 | 25 | [215] Raluka Serban v Gleason, Quinn [217] | 5-7,6-1,7-6 | |
| WTA Cali | 01/29 17:55 | 19 | [247] Gleason, Quinn v Amina Anshba [437] | 4-6,6-4,6-2 | |
| WTA Cali | 01/28 18:50 | 14 | [379] Luisa Meyer Auf Der Heide v Gleason, Quinn [247] | 1-6,1-6 | |
| ITF W60 Vero Beach | 01/19 15:55 | 26 | [247] Gleason, Quinn v Elvina Kalieva [235] | 4-6,5-7 | |
| ITF W60 Vero Beach | 01/18 20:10 | 25 | [247] Gleason, Quinn v Hina Inoue [362] | 7-5,6-2 | |
| ITF W60 Vero Beach | 01/17 16:00 | 54 | Gleason, Quinn v Maria Kononova | 6-3,3-6,7-6 | |
| ITF W60 Vero Beach | 01/16 20:00 | 54 | Gleason, Quinn v Renaud, Johnnise | 6-4,6-4 |