Stadium: Centre Court Round: 25 Ground: Grass
| ATP Atlanta | 2017/07/29 23:00 | Kyle Edmund v Ryan Harrison | 7-6,3-6,4-6 |
| French Open | 2018/05/29 09:00 | Ryan Harrison v Maximilian Marterer | 1-6,3-6,5-7 |
| ATP Geneva | 2018/05/21 16:00 | Frances Tiafoe v Ryan Harrison | 3-6,7-6,6-4 |
| ATP Rome | 2018/05/15 20:25 | Ryan Harrison v Marin Cilic | 7-6,1-6,6-7 |
| ATP Rome | 2018/05/13 12:40 | Ryan Harrison v Yuichi Sugita | 7-6,6-3 |
| ATP Madrid | 2018/05/09 14:25 | John Isner v Ryan Harrison | 7-6,7-6 |
| ATP Madrid | 2018/05/08 16:15 | Guillermo Garcia-Lopez v Ryan Harrison | 4-6,6-7 |
| ATP Houston | 2018/04/12 18:35 | Taylor Fritz v Ryan Harrison | 3-6,6-0,6-3 |
| ATP Houston | 2018/04/10 20:35 | Miomir Kecmanovic v Ryan Harrison | 4-6,3-6 |
| French Open | 2018/06/02 09:00 | Fabio Fognini v Kyle Edmund | 6-3,4-6,3-6,6-4,6-4 |
| French Open | 2018/05/31 10:50 | Marton Fucsovics v Kyle Edmund | 0-6,6-1,2-6,3-6 |
| French Open | 2018/05/29 12:35 | Alex De Minaur v Kyle Edmund | 2-6,4-6,3-6 |
| ATP Rome | 2018/05/17 15:00 | Kyle Edmund v Alexander Zverev | 5-7,6-7 |
| ATP Rome | 2018/05/16 18:35 | Lucas Pouille v Kyle Edmund | 2-6,6-7 |
| ATP Rome | 2018/05/14 17:00 | Malek Jaziri v Kyle Edmund | 3-6,6-3,3-6 |
| ATP Madrid | 2018/05/11 17:30 | Kyle Edmund v Denis Shapovalov | 5-7,7-6,4-6 |
| ATP Madrid | 2018/05/10 10:00 | David Goffin v Kyle Edmund | 3-6,3-6 |