| ATP Atlanta | 07/29 00:00 | 27 | [19] Jack Sock v Kyle Edmund [45] | 4-6,1-6 | |
| ATP Atlanta | 07/27 20:00 | 26 | [108] Peter Gojowczyk v Kyle Edmund [45] | 6-2,4-6,5-7 | |
| ATP Atlanta | 07/25 16:00 | 25 | [75] Marcos Baghdatis v Kyle Edmund [45] | 3-6,5-7 | |
| Wimbledon | 07/06 12:00 | 24 | [14] Gael Monfils v Kyle Edmund [50] | 7-6,6-4,6-4 | |
| Wimbledon | 07/04 10:30 | 23 | Kyle Edmund v Alexander Ward | 4-6,6-3,6-2,6-1 | |
| ATP Eastbourne | 06/26 10:00 | 25 | [47] Donald Young v Kyle Edmund [48] | 6-4,3-6,6-3 | |
| ATP Queens | 06/19 14:55 | 25 | [47] Kyle Edmund v Denis Shapovalov [193] | 6-7,6-4,4-6 | |
| French Open | 06/03 09:00 | 25 | [49] Kyle Edmund v Kevin Anderson [56] | 7-6,6-7,7-5,1-6,4-6 | |
| French Open | 06/01 13:20 | 24 | [91] Renzo Olivo v Kyle Edmund [49] | 5-7,3-6,1-6 | |
| French Open | 05/30 14:40 | 23 | [49] Kyle Edmund v Gastao Elias [108] | 6-3,6-2,7-5 | |
| ATP Lyon | 05/24 13:20 | 26 | [50] Kyle Edmund v Gilles Simon [32] | 6-3,5-7,4-6 | |
| ATP Lyon | 05/23 10:30 | 25 | [95] Thiago Monteiro v Kyle Edmund [50] | 6-2,4-6,1-6 | |
| ATP Lyon Qual | 05/21 10:40 | 46 | [53] Kyle Edmund v Tennys Sandgren [115] | 6-3,6-4 | |
| ATP Lyon Qual | 05/20 14:00 | 45 | Kyle Edmund v Nils Langer | 6-3,7-5 | |
| ATP Rome | 05/17 11:40 | 25 | [53] Kyle Edmund v Juan Martin Del Potro [34] | 5-7,4-6 | |
| ATP Rome | 05/15 15:15 | 24 | [51] Joao Sousa v Kyle Edmund [53] | 3-6,4-6 | |
| ATP Estoril | 05/02 12:45 | 25 | [41] Kyle Edmund v Joao Domingues [242] | 4-6,6-3,6-7 | |
| ATP Barcelona | 04/25 09:00 | 25 | [9] Dominic Thiem v Kyle Edmund [42] | 6-1,6-4 | |
| ATP Barcelona | 04/24 09:00 | 24 | [42] Kyle Edmund v Jeremy Chardy [70] | 6-3,6-4 | |
| ATP Monte Carlo | 04/19 13:10 | 25 | [45] Kyle Edmund v Rafael Nadal [7] | 0-6,7-5,3-6 | |
| ATP Monte Carlo | 04/17 11:25 | 24 | [44] Daniel Evans v Kyle Edmund [45] | 5-7,1-6 | |
| Davis Cup | 04/09 12:30 | 27 | [68] Jeremy Chardy v Kyle Edmund [47] | 6-4,6-4 | |
| Davis Cup | 04/07 12:00 | 27 | [17] Lucas Pouille v Kyle Edmund [47] | 7-5,7-6,6-3 | |
| ATP Miami | 03/22 22:25 | 23 | [95] Jared Donaldson v Kyle Edmund [45] | 2-6,7-6,6-2 | |
| ATP Indian Wells | 03/12 23:55 | 24 | [46] Kyle Edmund v Novak Djokovic [2] | 4-6,6-7 | |
| ATP Indian Wells | 03/10 20:55 | 23 | [46] Kyle Edmund v Gastao Elias [95] | 6-1,6-3 | |
| ATP Acapulco | 02/28 23:20 | 25 | [45] Kyle Edmund v Sam Querrey [40] | 2-6,6-4,3-6 | |
| ATP Delray Beach | 02/24 23:00 | 27 | [4] Milos Raonic v Kyle Edmund [49] | 4-6,6-3,6-4 | |
| ATP Delray Beach | 02/22 23:00 | 26 | [63] Yen-Hsun Lu v Kyle Edmund [49] | 3-6,6-3,2-6 | |
| ATP Delray Beach | 02/20 17:30 | 25 | [60] Adrian Mannarino v Kyle Edmund [49] | 3-6,0-6 |