| ATP Brisbane | 01/05 09:00 | 27 | Grigor Dimitrov v Kyle Edmund | 6-3,6-7,6-4 | |
| ATP Brisbane | 01/04 05:55 | 26 | Kyle Edmund v Hyeon Chung | 7-6,5-7,6-4 | |
| ATP Brisbane | 01/02 03:50 | 25 | Denis Shapovalov v Kyle Edmund | 7-6,6-7,4-6 | |
| ATP Paris | 11/01 17:10 | 25 | [22] Jack Sock v Kyle Edmund [50] | 4-6,7-6,7-6 | |
| ATP Paris | 10/31 10:00 | 24 | [50] Kyle Edmund v Evgeny Donskoy [76] | 5-7,7-6,6-3 | |
| ATP Paris | 10/31 09:00 | 24 | Kyle Edmund v Lucas Pouille | Cancelled | |
| ATP Vienna | 10/28 12:00 | 28 | [63] Kyle Edmund v Lucas Pouille [25] | 7-6,4-6,3-6 | |
| ATP Vienna | 10/27 11:00 | 27 | Jan-Lennard Struff v Kyle Edmund | 2-6,5-7 | |
| ATP Vienna | 10/26 13:25 | 26 | Kyle Edmund v Dennis Novak | 7-6,6-7,7-6 | |
| ATP Vienna | 10/24 11:00 | 25 | [29] David Ferrer v Kyle Edmund [63] | 2-6,6-7 | |
| ATP Shanghai | 10/10 12:00 | 25 | [5] Marin Cilic v Kyle Edmund [53] | 6-3,7-6 | |
| ATP Shanghai | 10/09 09:15 | 24 | [47] Kyle Edmund v Jiri Vesely [62] | 6-3,6-2 | |
| ATP Beijing | 10/03 14:30 | 25 | [47] Kyle Edmund v Alexander Zverev [4] | 3-6,6-7 | |
| ATP Chengdu | 09/27 09:30 | 26 | [46] Kyle Edmund v Jared Donaldson [58] | 0-6,6-1,4-6 | |
| ATP Chengdu | 09/26 08:10 | 25 | [46] Kyle Edmund v Bernard Tomic [146] | 6-4,6-2 | |
| US Open | 09/01 17:00 | 25 | [69] Denis Shapovalov v Kyle Edmund [42] | Retired | |
| US Open | 08/30 23:20 | 24 | [46] Steve Johnson v Kyle Edmund [42] | 5-7,2-6,6-7 | |
| US Open | 08/28 15:00 | 23 | [42] Kyle Edmund v Robin Haase [36] | 6-3,7-5,6-3 | |
| ATP Winston-Salem | 08/25 23:00 | 28 | [45] Kyle Edmund v Damir Dzumhur [67] | 6-1,5-7,3-6 | |
| ATP Winston-Salem | 08/24 19:00 | 27 | [46] Steve Johnson v Kyle Edmund [45] | 7-5,3-6,3-6 | |
| ATP Winston-Salem | 08/23 19:00 | 26 | [45] Kyle Edmund v Marton Fucsovics [122] | 6-2,6-1 | |
| ATP Winston-Salem | 08/22 19:00 | 25 | [53] Daniil Medvedev v Kyle Edmund [45] | 6-2,2-6,6-7 | |
| ATP Winston-Salem | 08/21 20:20 | 24 | [45] Kyle Edmund v Thomas Fabbiano [81] | 6-2,6-3 | |
| ATP Winston-Salem Qual | 08/20 19:00 | - | [45] Kyle Edmund v Jonathan Eysseric [287] | 6-3,6-1 | |
| ATP Winston-Salem Qual | 08/19 16:00 | 26 | [45] Kyle Edmund v Max Purcell [342] | 7-6,6-4 | |
| ATP Cincinnati | 08/14 17:55 | 24 | [45] Kyle Edmund v Joao Sousa [54] | 3-6,6-2,3-6 | |
| ATP Montreal | 08/07 18:50 | 24 | [33] David Ferrer v Kyle Edmund [43] | 6-7,6-4,6-3 | |
| ATP Washington | 08/03 00:05 | 25 | [41] Kyle Edmund v Grigor Dimitrov [11] | 5-7,6-4,3-6 | |
| ATP Washington | 08/02 01:50 | 24 | [56] Hyeon Chung v Kyle Edmund [41] | 3-6,1-6 | |
| ATP Atlanta | 07/29 23:00 | 28 | [45] Kyle Edmund v Ryan Harrison [42] | 7-6,3-6,4-6 |