Stadium: Court 4 Round: 27 Ground: Clay
| ITF M25 Prague | 2021/05/13 11:50 | Thai-Son Kwiatkowski v Patrik Rikl | 4-6,7-6,6-2 |
| ITF M25 Prague | 2021/05/11 14:15 | Thai-Son Kwiatkowski v Filip Duda | 6-3,6-1 |
| Challenger Tallahassee | 2021/04/23 17:35 | Bjorn Fratangelo v Thai-Son Kwiatkowski | 7-5,6-4 |
| Challenger Tallahassee | 2021/04/22 19:30 | Thai-Son Kwiatkowski v Jason Jung | 6-3,6-2 |
| Challenger Tallahassee | 2021/04/20 16:45 | Thai-Son Kwiatkowski v Mitchell Krueger | 3-6,7-6,6-3 |
| Challenger Orlando | 2021/04/13 16:05 | Thai-Son Kwiatkowski v Altug Celikbilek | 2-6,3-6 |
| ATP Miami | 2021/03/22 17:10 | Thai-Son Kwiatkowski v Alejandro Tabilo | 3-6,4-6 |
| Challenger Cleveland | 2021/03/15 23:05 | Thai-Son Kwiatkowski v Bjorn Fratangelo | 4-6,2-6 |
| ITF M25 Prague | 2021/05/13 13:40 | Jack Draper v Jan Satral | 6-2,6-1 |
| ITF M25 Prague | 2021/05/12 07:30 | Adam Pavlasek v Jack Draper | 2-6,4-6 |
| UK Pro League | 2021/04/08 11:30 | Jack Draper v Billy Harris | 6-3,7-6 |
| UK Pro League | 2021/04/07 11:30 | Jack Draper v Julian Cash | 6-2,6-4 |
| UK Pro League | 2021/04/06 09:00 | Jack Draper v Jack Findel-Hawkins | 6-2,6-2 |
| UK Pro League | 2021/04/05 11:30 | Jack Draper v Alexis Canter | 6-1,6-1 |
| ITF M15 Sharm El Sheikh | 2021/03/04 07:30 | Jack Draper v Luca Nardi | 7-6,6-4 |
| ITF M15 Sharm El Sheikh | 2021/03/03 07:25 | Jack Draper v Rimpei Kawakami | 7-5,6-2 |