Stadium: Stadium Round: 26 Ground: Hardcourt outdoor
| Challenger Winnipeg | 2022/07/26 19:15 | Michael Mmoh v Alafia Ayeni | 4-6,4-6 |
| Challenger Winnipeg | 2022/07/25 16:55 | Michail Pervolarakis v Alafia Ayeni | 5-7,5-7 |
| Challenger Nur-Sultan | 2022/07/21 07:40 | Roman Safiullin v Alafia Ayeni | 6-2,6-4 |
| Challenger Nur-Sultan | 2022/07/19 08:50 | Alafia Ayeni v Dostanbek Tashbulatov | 6-1,6-0 |
| Challenger Nur-Sultan | 2022/07/18 10:50 | Egor Noskin v Alafia Ayeni | 7-5,1-6,0-6 |
| Challenger Nur-Sultan | 2022/07/17 09:00 | Karl Kiur Saar v Alafia Ayeni | 7-5,6-7,4-6 |
| ITF - Nur-Sultan M25 | 2022/07/12 08:05 | Alafia Ayeni v Shintaro Imai | 2-6,7-6,4-6 |
| ITF - Ajaccio M25 | 2022/07/06 09:55 | Benjamin Lock v Alafia Ayeni | 6-3,6-3 |
| Challenger Winnipeg | 2022/07/26 18:40 | Rinky Hijikata v Kyle Edmund | 3-6,4-6 |
| Challenger Winnipeg | 2022/07/25 16:50 | Hady Habib v Kyle Edmund | 2-6,7-6,4-6 |
| ATP Wiedeń | 2020/10/24 15:00 | Kyle Edmund v Jason Jung | 7-6,4-6,2-6 |
| ATP Cologne 2 | 2020/10/19 14:05 | Yoshihito Nishioka v Kyle Edmund | 6-4,6-0 |
| ATP Cologne | 2020/10/13 17:55 | Kyle Edmund v Lloyd Harris | 5-7,6-7 |
| ATP Rzym | 2020/09/15 17:00 | Marco Cecchinato v Kyle Edmund | 3-6,7-6,6-2 |
| US Open | 2020/09/02 18:00 | Novak Djokovic v Kyle Edmund | 6-7,6-3,6-4,6-2 |
| US Open | 2020/08/31 22:15 | Kyle Edmund v Alexander Bublik | 2-6,7-5,7-5,6-0 |