ATP Miami 03/23 18:00 24 [23] Nicolas Jarry v Jack Draper [42] 7-6,4-6,7-6
ATP Miami 03/20 16:55 23 [42] Jack Draper v Taro Daniel [78] 6-3,6-2
ATP Indian Wells 03/06 19:00 23 [66] Christopher O'Connell v Jack Draper [37] 1-6,6-3,6-2
ATP Acapulco 03/02 01:00 28 [50] Jack Draper v Alex De Minaur [9] Retired
ATP Acapulco 03/01 00:00 27 [53] Miomir Kecmanovic v Jack Draper [50] 2-6,2-6
ATP Acapulco 02/29 00:00 26 [82] Yoshihito Nishioka v Jack Draper [50] 3-6,0-6
ATP Acapulco 02/27 00:00 25 [51] Jack Draper v Tommy Paul [14] 6-0,6-4
ATP Los Cabos 02/20 03:50 25 [79] Thanasi Kokkinakis v Jack Draper [51] 4-6,7-6,6-4
Australian Open 01/18 04:20 24 [14] Tommy Paul v Jack Draper [55] 6-2,3-6,6-3,7-5
Australian Open 01/16 03:10 23 [66] Marcos Giron v Jack Draper [55] 4-6,6-3,6-4,0-6,2-6
ATP Adelaide 01/13 05:30 29 [62] Jack Draper v Jiri Lehecka [32] 6-4,4-6,3-6
ATP Adelaide 01/12 08:00 28 [62] Jack Draper v Alexander Bublik [31] 7-6,6-4
ATP Adelaide 01/11 08:00 27 [14] Tommy Paul v Jack Draper [62] 1-6,4-6
ATP Adelaide 01/10 02:00 26 [55] Miomir Kecmanovic v Jack Draper [62] 7-5,6-7,6-7
ATP Adelaide 01/08 05:35 25 Jack Draper v Sebastian Baez 6-1,6-3
ATP Adelaide 01/07 02:10 14 Jack Draper v James McCabe Cancelled
Davis Cup 11/23 17:10 27 [55] Miomir Kecmanovic v Jack Draper [60] 7-6,7-6
ATP Sofia 11/11 13:00 29 [82] Jack Draper v Adrian Mannarino [25] 6-7,6-2,3-6
ATP Sofia 11/10 14:00 28 [82] Jack Draper v Jan-Lennard Struff [28] 6-3,6-4
ATP Sofia 11/09 13:15 27 [82] Jack Draper v Cem Ilkel [259] 6-2,6-2
ATP Sofia 11/08 17:05 26 [27] Lorenzo Musetti v Jack Draper [82] 5-7,2-6
ATP Sofia 11/07 20:35 25 [82] Jack Draper v Maximilian Marterer [97] 6-3,6-2
Challenger Bergamo 11/05 15:35 29 [91] Jack Draper v David Goffin [110] 1-6,7-6,6-3
Challenger Bergamo 11/04 15:30 28 [91] Jack Draper v Brandon Nakashima [151] 6-1,3-6,7-5
Challenger Bergamo 11/03 18:00 27 [91] Jack Draper v Billy Harris [234] 6-2,6-3
Challenger Bergamo 11/02 17:50 26 [91] Jack Draper v Andrea Vavassori [158] 6-3,6-4
Challenger Bergamo 10/31 19:00 25 [91] Jack Draper v Francesco Maestrelli [218] 6-4,6-4
ATP Tokyo 10/17 02:00 25 [13] Alex De Minaur v Jack Draper [88] 4-6,7-6,7-6
ATP Tokyo 10/15 05:00 19 [92] Jack Draper v Jurij Rodionov [100] 6-1,6-0
ATP Tokyo 10/14 02:00 14 [92] Jack Draper v Yuta Shimizu [246] 6-4,6-4