| ATP Stuttgart | 06/10 09:00 | 25 | [52] Sebastian Ofner v Jack Draper [40] | 6-7,6-7 | |
| Open de Francia | 05/26 10:50 | 23 | [39] Jack Draper v Jesper De Jong [176] | 5-7,4-6,7-6,6-3,3-6 | |
| ATP Ginebra | 05/21 11:45 | 25 | [44] Tomas Machac v Jack Draper [35] | 7-6,6-1 | |
| ATP Roma | 05/11 13:00 | 24 | [40] Jack Draper v Daniil Medvedev [4] | 5-7,4-6 | |
| ATP Roma | 05/09 16:15 | 23 | [40] Jack Draper v Borna Coric [55] | 7-5,6-1 | |
| ATP Madrid | 04/26 13:30 | 24 | [9] Hubert Hurkacz v Jack Draper [43] | 6-1,7-5 | |
| ATP Madrid | 04/24 14:40 | 23 | [93] Thanasi Kokkinakis v Jack Draper [43] | 3-6,6-3,5-7 | |
| ATP Múnich | 04/19 09:00 | 27 | [15] Taylor Fritz v Jack Draper [46] | 4-6,6-3,7-6 | |
| ATP Múnich | 04/17 09:00 | 26 | [179] Rudolf Molleker v Jack Draper [46] | 6-4,1-6,1-6 | |
| ATP Múnich | 04/15 12:30 | 25 | [119] Vit Kopriva v Jack Draper [46] | 1-6,7-5,4-6 | |
| ATP Monte-Carlo | 04/09 12:35 | 24 | [8] Hubert Hurkacz v Jack Draper [39] | 6-4,3-6,7-6 | |
| 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 | |
| Open de Australia | 01/18 04:20 | 24 | [14] Tommy Paul v Jack Draper [55] | 6-2,3-6,6-3,7-5 | |
| Open de Australia | 01/16 03:10 | 23 | [66] Marcos Giron v Jack Draper [55] | 4-6,6-3,6-4,0-6,2-6 | |
| ATP Adelaida | 01/13 05:30 | 29 | [62] Jack Draper v Jiri Lehecka [32] | 6-4,4-6,3-6 | |
| ATP Adelaida | 01/12 08:00 | 28 | [62] Jack Draper v Alexander Bublik [31] | 7-6,6-4 | |
| ATP Adelaida | 01/11 08:00 | 27 | [14] Tommy Paul v Jack Draper [62] | 1-6,4-6 | |
| ATP Adelaida | 01/10 02:00 | 26 | [55] Miomir Kecmanovic v Jack Draper [62] | 7-5,6-7,6-7 | |
| ATP Adelaida | 01/08 05:35 | 25 | Jack Draper v Sebastian Baez | 6-1,6-3 | |
| ATP Adelaida | 01/07 02:10 | 14 | Jack Draper v James McCabe | Cancelled | |
| Copa Davis | 11/23 17:10 | 27 | [55] Miomir Kecmanovic v Jack Draper [60] | 7-6,7-6 | |
| ATP Sofía | 11/11 13:00 | 29 | [82] Jack Draper v Adrian Mannarino [25] | 6-7,6-2,3-6 | |
| ATP Sofía | 11/10 14:00 | 28 | [82] Jack Draper v Jan-Lennard Struff [28] | 6-3,6-4 |
Jack Draper (nació el 22 de diciembre de 2001) es un tenista británico. Fue subcampeón en el Campeonato de Wimbledon masculino individual junior de 2018, logrando un ranking junior el número 7.