Stadium: National Bank Court Round: 29 Ground: Hardcourt indoor
| ITF W60 Toronto | 2022/10/28 16:05 | Urszula Radwanska v Robin Montgomery | 7-6,6-4 |
| ITF W25 Nottingham | 2022/04/21 09:00 | Urszula Radwanska v Robin Montgomery | 6-7,2-6 |
| ITF W60 Calgary | 2022/11/12 22:00 | Jamie Loeb v Robin Montgomery | 4-6,6-1,6-7 |
| ITF W60 Calgary | 2022/11/12 01:00 | Sabine Lisicki v Robin Montgomery | 6-7,6-7 |
| ITF W60 Calgary | 2022/11/10 20:25 | Mia Kupres v Robin Montgomery | 3-6,6-7 |
| ITF W60 Calgary | 2022/11/08 17:00 | Ji-Hee Choi 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 Calgary | 2022/11/12 22:00 | Urszula Radwanska v Eudice Chong | 2-6,6-4,6-3 |
| ITF W60 Calgary | 2022/11/11 20:35 | Urszula Radwanska v Ana Sofia Sanchez | 6-1,7-6 |
| ITF W60 Calgary | 2022/11/09 19:05 | Urszula Radwanska v Layne Sleeth | 6-7,6-2,6-1 |
| ITF W60 Calgary | 2022/11/07 21:40 | Catherine Harrison v Urszula Radwanska | 2-6,1-6 |
| ITF W60 Toronto | 2022/10/29 15:00 | Su Jeong Jang v Urszula Radwanska | 7-6,6-3 |
| ITF W60 Toronto | 2022/10/28 16:05 | Urszula Radwanska v Robin Montgomery | 7-6,6-4 |
| ITF W60 Toronto | 2022/10/27 13:55 | Urszula Radwanska v Sarah Beth Grey | 6-0,6-2 |
| ITF W60 Toronto | 2022/10/26 17:45 | Louisa Chirico v Urszula Radwanska | 3-6,6-3,1-6 |