Stadium: Stadium Round: 19 Ground: Hardcourt outdoor
| Challenger Indianapolis | 2022/07/19 22:05 | Yibing Wu v Hady Habib | 7-6,6-2 |
| Challenger Indianapolis | 2022/07/18 14:00 | Gage Brymer v Hady Habib | 6-7,5-7 |
| Challenger Indianapolis | 2022/07/17 14:00 | Ronnie Schneider v Hady Habib | 6-7,1-6 |
| Challenger Rome GA | 2022/07/13 15:45 | Bjorn Fratangelo v Hady Habib | 6-3,5-7,6-2 |
| Challenger Rome GA | 2022/07/11 22:30 | Hady Habib v Rinky Hijikata | 6-7,6-3,7-6 |
| ITF M25 Skopje | 2022/06/09 10:00 | Illya Beloborodko v Hady Habib | 2-6,7-6,6-3 |
| ITF M25 Skopje | 2022/06/08 11:50 | Gorazd Srbljak v Hady Habib | 5-7,3-6 |
| ITF M25 Kiseljak | 2022/06/05 11:50 | Hady Habib v Joris De Loore | 4-6,7-5,3-6 |
| ATP Vienna | 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 Rome | 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 |
| ATP New York | 2020/08/22 16:35 | Kyle Edmund v Kevin Anderson | 6-7,6-4,3-6 |
| Battle of the Brits Team Tennis | 2020/08/02 12:20 | Jan Choinski v Kyle Edmund | 2-6,1-6 |