Stadium: National Bank Court Round: 26 Ground: Hardcourt indoor
| ITF W60 Calgary | 2022/11/08 21:50 | Elysia Bolton v Kupres, Mia | 6-7,3-6 |
| ITF W25 Fredericton | 2022/10/13 15:15 | Shaffer, Kennedy v Kupres, Mia | 7-5,2-6,6-4 |
| ITF W25 Fredericton | 2022/10/11 13:00 | Jada Bui v Kupres, Mia | 6-0,4-6,0-6 |
| ITF W15 Cancun | 2022/09/22 22:05 | Thaisa Grana Pedretti v Kupres, Mia | 7-5,6-1 |
| ITF W15 Cancun | 2022/09/21 17:40 | Weedon, Kirsten-Andrea v Kupres, Mia | 3-6,1-6 |
| ITF W15 Cancun | 2022/09/15 19:55 | Kupres, Mia v Jessica Hinojosa Gomez | 5-7,4-6 |
| ITF W15 Cancun | 2022/09/13 17:20 | Kupres, Mia v Esther Vyrlan | 2-6,6-4,6-1 |
| ITF W25 Saskatoon | 2022/07/18 21:25 | Madison Sieg v Kupres, Mia | 4-6,6-1,6-3 |
| ITF W60 Calgary | 2022/11/08 17:00 | Choi, Ji-Hee v Robin Montgomery | 3-6,1-6 |
| WTA Midland | 2022/11/01 14:00 | Robin Montgomery v Katherine Sebov | 6-7,7-5,3-6 |
| WTA Midland | 2022/10/31 15:30 | Diana Shnaider v Robin Montgomery | 3-6,2-6 |
| WTA Midland | 2022/10/30 19:05 | Michaela Bayerlova v Robin Montgomery | 2-6,1-6 |
| ITF W60 Toronto | 2022/10/28 16:05 | Urszula Radwanska v Robin Montgomery | 7-6,6-4 |
| ITF W60 Toronto | 2022/10/27 14:50 | Olivia Lincer v Robin Montgomery | 4-6,2-6 |
| ITF W60 Toronto | 2022/10/26 16:15 | Robin Montgomery v Arianne Hartono | 6-0,6-0 |
| WTA - San Diego | 2022/10/12 02:50 | Robin Montgomery v Gauff, Cori | 3-6,3-6 |