| ITF W25 Saskatoon | 07/22 15:55 | 27 | [442] Jessie Aney v Elysia Bolton [288] | 3-6,3-6 | |
| ITF W25 Saskatoon | 07/21 17:50 | 26 | Jessie Aney v Isabelle Boulais | 6-4,6-7,6-2 | |
| ITF W25 Saskatoon | 07/19 16:00 | 25 | Jessie Aney v Daria Kuczer | 1-6,6-4,6-1 | |
| ITF W100 Charleston | 06/30 12:50 | 25 | [137] Alycia Parks v Jessie Aney [448] | 4-6,6-2,6-4 | |
| ITF W60 Poertschach | 06/06 09:30 | 54 | [447] Jessie Aney v Julia Riera [482] | 3-6,6-3,8-10 | |
| ITF W60 Poertschach | 06/05 14:10 | 54 | [447] Jessie Aney v Julieta Lara Estable [471] | 6-3,6-4 | |
| ITF W25 Annenheim | 06/02 09:45 | 26 | [447] Jessie Aney v Robin Montgomery [376] | 2-6,6-2,3-6 | |
| ITF W25 Annenheim | 06/01 08:00 | 25 | [406] Johana Markova v Jessie Aney [447] | 2-6,6-7 | |
| ITF W25 Annenheim | 05/31 08:00 | 54 | [447] Jessie Aney v Maria Paulina Perez Garcia [384] | 6-3,7-5 | |
| ITF W15 Krsko | 05/28 08:00 | 28 | Aneta Kucmova v Jessie Aney | 6-1,6-3 | |
| ITF W15 Krsko | 05/27 08:00 | 27 | Bojana Klincov v Jessie Aney | 2-6,2-6 | |
| ITF W15 Krsko | 05/26 09:35 | 26 | Jana Bojovic v Jessie Aney | 2-6,1-6 | |
| ITF W15 Krsko | 05/25 08:00 | 25 | Vivian Wolff v Jessie Aney | Cancelled | |
| ITF W15 Krsko | 05/24 10:55 | 25 | Vivian Wolff v Jessie Aney | 4-6,4-6 | |
| ITF W60 Rome | 05/19 08:30 | 26 | [322] Jessie Aney v Timea Babos [263] | 5-7,7-6,4-6 | |
| ITF W60 Rome | 05/18 09:00 | 25 | Giulia Crescenzi v Jessie Aney | 1-6,0-6 | |
| ITF W60 Rome | 05/17 09:45 | 54 | [469] Oana Gavrila v Jessie Aney [322] | 6-4,1-6,9-11 | |
| ITF W60 Rome | 05/16 14:00 | 54 | Federica Bilardo v Jessie Aney | 6-1,3-6,8-10 | |
| ITF W25 Osijek | 05/14 10:00 | 28 | [320] Jessie Aney v Antonia Ruzic [321] | 3-6,3-6 | |
| ITF W25 Osijek | 05/13 10:30 | 27 | [486] Veronika Erjavec v Jessie Aney [320] | 5-7,4-6 | |
| ITF W25 Osijek | 05/12 09:05 | 26 | [475] Ziva Falkner v Jessie Aney [320] | 4-6,1-6 | |
| ITF W25 Osijek | 05/11 15:00 | 25 | [320] Jessie Aney v Nefisa Berberovic [309] | 6-3,2-6,6-2 | |
| ITF W25 Osijek | 05/09 14:50 | 62 | Jessie Aney v Andjela Lazarevic | 6-1,6-0 | |
| ITF W25 Osijek | 05/09 10:20 | 62 | Jessie Aney v Aneta Kulhankova | 6-0,6-0 | |
| ITF W60 Koper | 05/04 10:05 | 25 | [159] Olga Danilovic v Jessie Aney [320] | 6-4,6-2 | |
| ITF W60 Koper | 05/02 13:10 | 54 | [364] Nina Potocnik v Jessie Aney [320] | 1-6,3-6 | |
| ITF W60 Koper | 05/01 14:00 | 54 | Angelika Shapovalova v Jessie Aney | 1-6,0-6 | |
| ITF W25 Santa Margherita | 04/28 12:00 | 26 | [74] Arantxa Rus v Jessie Aney [320] | 6-3,6-2 | |
| ITF W25 Santa Margherita | 04/26 15:45 | 25 | [320] Jessie Aney v Nika Radisic [479] | 6-4,6-3 | |
| ITF W25 Santa Margherita | 04/22 20:40 | 26 | [467] Melania Delai v Jessie Aney [321] | 6-1,6-4 |