| ATP Queens | 06/21 12:50 | 26 | [21] Nick Kyrgios v Kyle Edmund [17] | 7-6,6-7,6-3 | |
| ATP Queens | 06/19 17:45 | 25 | [58] Ryan Harrison v Kyle Edmund [17] | 6-7,4-6 | |
| French Open | 06/02 09:00 | 25 | [18] Fabio Fognini v Kyle Edmund [17] | 6-3,4-6,3-6,6-4,6-4 | |
| French Open | 05/31 10:50 | 24 | [45] Marton Fucsovics v Kyle Edmund [17] | 0-6,6-1,2-6,3-6 | |
| French Open | 05/29 12:35 | 23 | [105] Alex De Minaur v Kyle Edmund [17] | 2-6,4-6,3-6 | |
| ATP Rome | 05/17 15:00 | 26 | [19] Kyle Edmund v Alexander Zverev [3] | 5-7,6-7 | |
| ATP Rome | 05/16 18:35 | 25 | [16] Lucas Pouille v Kyle Edmund [19] | 2-6,6-7 | |
| ATP Rome | 05/14 17:00 | 24 | [64] Malek Jaziri v Kyle Edmund [19] | 3-6,6-3,3-6 | |
| ATP Madrid | 05/11 17:30 | 27 | [22] Kyle Edmund v Denis Shapovalov [43] | 5-7,7-6,4-6 | |
| ATP Madrid | 05/10 10:00 | 26 | [10] David Goffin v Kyle Edmund [22] | 3-6,3-6 | |
| ATP Madrid | 05/09 12:00 | 25 | [22] Kyle Edmund v Novak Djokovic [12] | 6-3,2-6,6-3 | |
| ATP Madrid | 05/08 17:00 | 24 | [51] Daniil Medvedev v Kyle Edmund [22] | 4-6,0-6 | |
| ATP Estoril | 05/04 14:55 | 27 | [23] Kyle Edmund v Joao Sousa [68] | 3-6,6-1,0-6 | |
| ATP Estoril | 05/02 12:00 | 26 | [23] Kyle Edmund v Alex De Minaur [111] | 6-2,7-5 | |
| ATP Monte Carlo | 04/17 13:25 | 24 | [23] Kyle Edmund v Andreas Seppi [62] | 3-6,7-5,2-6 | |
| ATP Monte Carlo | 04/16 09:00 | - | Kyle Edmund v Alexandr Dolgopolov | Cancelled | |
| ATP Marrakech | 04/15 13:00 | 29 | [355] Pablo Andujar v Kyle Edmund [26] | 6-2,6-2 | |
| ATP Marrakech | 04/14 16:00 | 28 | [38] Richard Gasquet v Kyle Edmund [26] | 3-6,4-6 | |
| ATP Marrakech | 04/14 10:00 | 27 | [91] Malek Jaziri v Kyle Edmund [26] | 2-6,1-6 | |
| ATP Marrakech | 04/12 15:15 | 26 | [93] Radu Albot v Kyle Edmund [26] | 2-6,4-6 | |
| ATP Marrakech | 04/10 15:45 | 25 | [65] Jiri Vesely v Kyle Edmund [26] | Retired | |
| ATP Miami | 03/24 16:30 | 24 | [63] Frances Tiafoe v Kyle Edmund [26] | 7-6,4-6,7-6 | |
| ATP Indian Wells | 03/11 18:00 | 24 | Dudi Sela v Kyle Edmund | 6-4,6-4 | |
| Australian Open | 01/25 08:30 | 28 | Marin Cilic v Kyle Edmund | 6-2,7-6,6-2 | |
| Australian Open | 01/23 03:35 | 27 | Grigor Dimitrov v Kyle Edmund | 4-6,6-3,3-6,4-6 | |
| Australian Open | 01/21 05:00 | 26 | Kyle Edmund v Andreas Seppi | 6-7,7-5,6-2,6-3 | |
| Australian Open | 01/19 00:00 | 25 | Kyle Edmund v Nikoloz Basilashvili | 7-6,3-6,4-6,6-0,7-5 | |
| Australian Open | 01/17 02:20 | 24 | Kyle Edmund v Denis Istomin | 6-2,6-2,6-4 | |
| Australian Open | 01/15 00:00 | 23 | Kevin Anderson v Kyle Edmund | 7-6,3-6,6-3,3-6,4-6 | |
| ATP Auckland | 01/09 06:00 | 25 | Hyeon Chung v Kyle Edmund | Cancelled |