| US Open Women Qual | 08/24 19:35 | 45 | [197] Rebecca Peterson v Destanee Aiava [152] | 6-3,6-3 | |
| US Open Women Qual | 08/23 22:15 | 44 | [211] Lina Gjorcheska v Destanee Aiava [152] | 6-4,4-6,3-6 | |
| WTA Washington Qual | 07/30 14:00 | 45 | [156] Destanee Aiava v Shilin Xu [497] | 1-6,4-6 | |
| Wimbledon Women Qual | 06/30 10:00 | 46 | [129] Marina Erakovic v Destanee Aiava [170] | 6-3,6-2 | |
| Wimbledon Women Qual | 06/29 10:00 | 45 | [170] Destanee Aiava v Barbora Krejcikova [141] | 6-2,6-1 | |
| Wimbledon Women Qual | 06/28 11:30 | 44 | [170] Destanee Aiava v Freya Christie [388] | 6-3,6-0 | |
| ITF Women Ilkley Qual | 06/19 10:00 | 54 | [173] Destanee Aiava v Caroline Dolehide [233] | 6-7,3-6 | |
| ITF Women Ilkley Qual | 06/18 10:00 | 54 | [177] Destanee Aiava v Caitlin Whoriskey [298] | 6-3,2-6,6-4 | |
| WTA Nottingham Qual | 06/11 10:00 | 46 | [139] Kristie Ahn v Destanee Aiava [182] | 7-5,6-2 | |
| WTA Nottingham Qual | 06/10 11:30 | 45 | Laura Deigman v Destanee Aiava | 3-6,4-6 | |
| French Open Women Qual | 05/23 12:30 | 44 | [176] Destanee Aiava v Rebecca Sramkova [126] | 6-7,1-6 | |
| ITF Women Saint Gaudens | 05/20 14:10 | 28 | [151] Kristie Ahn v Destanee Aiava [196] | 7-5,6-4 | |
| ITF Women Saint Gaudens | 05/19 12:20 | 27 | [196] Destanee Aiava v Su-Wei Hsieh [107] | 6-3,7-5 | |
| ITF Women Saint Gaudens | 05/18 08:00 | 26 | [130] Dalila Jakupovic v Destanee Aiava [196] | 4-6,7-6,6-7 | |
| ITF Women Saint Gaudens | 05/16 08:00 | 25 | [196] Destanee Aiava v Victoria Muntean [496] | 7-6,6-2 | |
| ITF Women Mornington | 03/31 01:45 | 27 | [262] Sherazad Reix v Destanee Aiava [210] | 6-3,6-4 | |
| ITF Women Mornington | 03/30 06:20 | 26 | Nagi Hanatani v Destanee Aiava | 3-6,2-6 | |
| ITF Women Mornington | 03/28 23:00 | 25 | Alexandra Bozovic v Destanee Aiava | 1-6,1-6 | |
| ITF Women Mornington | 03/26 00:00 | 29 | [257] Barbora Krejcikova v Destanee Aiava [210] | 2-6,6-4,2-6 | |
| ITF Women Mornington | 03/25 00:00 | 28 | [210] Destanee Aiava v Gabriella Taylor [363] | 6-1,6-1 | |
| ITF Women Mornington | 03/24 02:10 | 27 | [249] Julia Glushko v Destanee Aiava [210] | 5-7,4-6 | |
| ITF Women Mornington | 03/23 00:00 | 26 | Seone Mendez v Destanee Aiava | 1-6,0-6 | |
| ITF Women Mornington | 03/22 06:25 | 25 | [396] Ching-Wen Hsu v Destanee Aiava [210] | 6-4,1-6,3-6 | |
| ITF Women Clare | 03/04 02:00 | 28 | Beatriz Haddad Maia v Destanee Aiava | 3-6,6-1,7-5 | |
| ITF Women Clare | 03/03 01:55 | 27 | Viktoria Kuzmova v Destanee Aiava | 3-6,4-6 | |
| ITF Women Clare | 03/01 23:30 | 26 | Haruka Kaji v Destanee Aiava | 1-6,3-6 | |
| ITF Women Clare | 02/28 23:30 | 25 | Katy Dunne v Destanee Aiava | 3-6,5-7 | |
| ITF Women Perth | 02/26 03:00 | 29 | Viktoria Kuzmova v Destanee Aiava | 1-6,1-6 | |
| ITF Women Perth | 02/25 02:00 | 28 | Priscilla Hon v Destanee Aiava | 7-6,6-7,1-6 | |
| ITF Women Perth | 02/24 02:00 | 27 | Marketa Vondrousova v Destanee Aiava | 3-6,6-7 |