Stadion: Court 6 Round: 29 Ground: Hardcourt indoor
| ITF - M25 - Chiswick | 2019/08/11 10:00 | Jack Draper v Igor Sijsling | 6-4,2-6,6-3 |
| ITF - M25 - Sunderland | 2020/02/29 10:30 | Valentin Royer v Jack Draper | 2-6,4-6 |
| ITF - M25 - Sunderland | 2020/02/28 11:35 | Jack Draper v Dan Added | 6-4,6-2 |
| ITF - M25 - Sunderland | 2020/02/27 14:05 | Jack Draper v Evan Furness | 6-4,6-4 |
| ITF - M25 - Glasgow | 2020/02/23 12:40 | Lucas Poullain v Jack Draper | 0-6,7-5,6-3 |
| ITF - M25 - Glasgow | 2020/02/22 12:20 | Evan Hoyt v Jack Draper | 4-6,4-6 |
| ITF - M25 - Glasgow | 2020/02/21 12:25 | Wojciech Marek v Jack Draper | 2-6,4-6 |
| ITF - M25 - Glasgow | 2020/02/20 11:40 | Gleb Sakharov v Jack Draper | 1-6,2-6 |
| ITF - M25 - Glasgow | 2020/02/19 13:00 | Karl Friberg v Jack Draper | 2-6,3-6 |
| ITF - M25 - Sunderland | 2020/02/29 10:25 | Igor Sijsling v Jesper De Jong | 6-2,1-6,6-2 |
| ITF - M25 - Sunderland | 2020/02/28 10:00 | Mark Whitehouse v Igor Sijsling | 5-7,5-7 |
| ITF - M25 - Sunderland | 2020/02/27 10:00 | Aidan Mchugh v Igor Sijsling | 2-6,5-7 |
| ITF - M25 - Sunderland | 2020/02/25 11:30 | Evan Hoyt v Igor Sijsling | 2-6,5-7 |
| Challenger - Koblenz | 2020/02/18 09:00 | Kacper Zuk v Igor Sijsling | 6-4,3-6,6-7 |
| ITF - M25 - Nussloch | 2020/01/21 13:30 | Vitaliy Sachko v Igor Sijsling | 7-6,6-2 |
| ITF - M15 - Antalya | 2019/12/19 09:20 | Benjamin Dhoe v Igor Sijsling | 6-3,6-4 |
| ITF - M15 - Antalya | 2019/12/17 07:00 | Richard Zusman v Igor Sijsling | 4-6,2-6 |