| ATP Brisbane | 01/02 01:00 | 26 | [185] Yasutaka Uchiyama v Kyle Edmund [14] | 7-6,6-4 | |
| ATP Paris | 10/30 11:20 | 25 | Kyle Edmund v Karen Khachanov | Cancelled | |
| ATP Vienna | 10/25 12:20 | 26 | [14] Kyle Edmund v Fernando Verdasco [30] | 4-6,6-3,3-6 | |
| ATP Vienna | 10/24 12:50 | 25 | [14] Kyle Edmund v Diego Schwartzman [17] | 6-3,7-6 | |
| ATP Antwerp | 10/21 13:00 | 29 | [15] Kyle Edmund v Gael Monfils [38] | 3-6,7-6,7-6 | |
| ATP Antwerp | 10/20 15:30 | 28 | [15] Kyle Edmund v Richard Gasquet [28] | 6-3,6-4 | |
| ATP Antwerp | 10/19 18:35 | 27 | Kyle Edmund v Ilya Ivashka | Walkover | |
| ATP Antwerp | 10/18 20:10 | 26 | [15] Kyle Edmund v Albert Ramos-Vinolas [64] | 6-0,6-2 | |
| ATP Shanghai | 10/12 05:00 | 27 | [14] Kyle Edmund v Alexander Zverev [5] | 4-6,4-6 | |
| ATP Shanghai | 10/11 05:00 | 26 | [48] Nicolas Jarry v Kyle Edmund [14] | 6-7,3-6 | |
| ATP Shanghai | 10/10 05:00 | 25 | [47] Andreas Seppi v Kyle Edmund [14] | 3-6,4-6 | |
| ATP Shanghai | 10/09 07:10 | 24 | [35] Filip Krajinovic v Kyle Edmund [14] | 5-7,3-6 | |
| ATP Beijing | 10/06 13:15 | 28 | [16] Kyle Edmund v Nikoloz Basilashvili [34] | 6-7,4-6 | |
| ATP Beijing | 10/05 08:30 | 27 | [16] Kyle Edmund v Dusan Lajovic [55] | 6-3,7-6 | |
| ATP Beijing | 10/03 06:30 | 26 | [16] Kyle Edmund v Matteo Berrettini [58] | 7-5,6-7,7-5 | |
| ATP Beijing | 10/01 08:00 | 25 | [16] Kyle Edmund v Peter Gojowczyk [70] | 3-6,6-1,6-2 | |
| Laver Cup | 09/21 19:30 | 44 | [16] Kyle Edmund v Jack Sock [17] | 6-4,5-7,10-6 | |
| US Open | 08/27 15:00 | 23 | [94] Paolo Lorenzi v Kyle Edmund [16] | 4-6,6-4,7-5,6-1 | |
| ATP Winston-Salem | 08/23 19:00 | 27 | [34] Steve Johnson v Kyle Edmund [16] | 6-1,6-2 | |
| ATP Winston-Salem | 08/22 19:00 | 26 | Roberto Carballes Baena v Kyle Edmund | 5-7,5-7 | |
| ATP Winston-Salem | 08/21 23:10 | 25 | [41] Leonardo Mayer v Kyle Edmund [16] | 3-6,3-6 | |
| ATP Cincinnati | 08/15 01:55 | 25 | [32] Denis Shapovalov v Kyle Edmund [16] | 6-4,7-5 | |
| ATP Cincinnati | 08/12 23:00 | 24 | [83] Mackenzie McDonald v Kyle Edmund [16] | 3-6,2-6 | |
| ATP Toronto | 08/06 23:00 | 24 | [12] Diego Schwartzman v Kyle Edmund [16] | 6-1,6-2 | |
| ATP Washington | 08/01 20:35 | 25 | Andy Murray v Kyle Edmund | 7-6,1-6,6-4 | |
| Wimbledon | 07/07 16:00 | 25 | [17] Kyle Edmund v Novak Djokovic [21] | 6-4,3-6,2-6,4-6 | |
| Wimbledon | 07/05 16:20 | 24 | [17] Kyle Edmund v Bradley Klahn [168] | 6-4,7-6,6-2 | |
| Wimbledon | 07/03 12:00 | 23 | [17] Kyle Edmund v Alex Bolt [204] | 6-2,6-3,7-5 | |
| ATP Eastbourne | 06/28 15:30 | 27 | [90] Mikhail Kukushkin v Kyle Edmund [18] | 5-7,6-3,6-1 | |
| ATP Eastbourne | 06/27 16:05 | 26 | [156] Andy Murray v Kyle Edmund [18] | 4-6,4-6 |