| Wimbledon | 06/29 13:10 | 24 | [36] Oscar Otte v Christian Harrison [251] | Retired | |
| Wimbledon | 06/28 12:30 | 23 | [156] Jay Clarke v Christian Harrison [251] | 6-7,1-6,6-7 | |
| Wimbledon | 06/23 10:00 | 19 | [248] Christian Harrison v Daniel Masur [221] | 4-6,6-3,5-7,6-4,6-1 | |
| Wimbledon | 06/22 11:15 | 19 | [184] Dalibor Svrcina v Christian Harrison [248] | 6-0,3-6,6-7 | |
| Wimbledon | 06/20 13:45 | 14 | Anton Matusevich v Christian Harrison | 3-6,4-6 | |
| Challenger Orlando | 06/09 14:00 | 26 | Yibing Wu v Christian Harrison | 7-6,6-0 | |
| Challenger Orlando | 06/07 14:00 | 25 | [263] Christian Harrison v Gonzalo Villanueva [302] | 6-4,6-2 | |
| Challenger Little Rock | 06/01 01:30 | 25 | Ben Shelton v Christian Harrison | 7-6,6-4 | |
| ITF M25 Nottingham | 05/13 09:30 | 27 | Christian Harrison v Edan Leshem | Retired | |
| ITF M25 Nottingham | 05/12 08:55 | 26 | Christian Harrison v Giles Hussey | 6-2,6-3 | |
| ITF M25 Nottingham | 05/11 10:25 | 25 | Christian Harrison v Sean Hodkin | 6-1,6-3 | |
| Challenger Savannah | 05/01 16:00 | 29 | [307] Christian Harrison v Jack Sock [139] | 4-6,1-6 |