Stadium: Court 3 Round: 25 Ground: Hardcourt indoor
| Challenger Ortisei | 2021/11/13 11:25 | Oscar Otte v Jack Draper | 7-6,6-4 |
| Challenger Ortisei | 2021/11/12 11:45 | Jack Draper v Federico Gaio | 6-7,7-6,6-2 |
| Challenger Ortisei | 2021/11/10 12:10 | Jack Draper v Lucas Miedler | 6-4,7-6 |
| Challenger Ortisei | 2021/11/08 13:00 | Emilio Gomez v Jack Draper | 4-6,2-6 |
| Challenger Eckental | 2021/11/02 11:50 | Tomas Machac v Jack Draper | 7-6,4-6,6-4 |
| Challenger Seville | 2021/09/07 09:00 | Michael Geerts v Jack Draper | 3-6,2-6 |
| Challenger Como | 2021/08/31 10:30 | Jack Draper v Andrea Vavassori | 4-6,6-2,3-6 |
| Challenger Barletta | 2021/08/23 15:15 | Mohamed Aziz Dougaz v Jack Draper | 6-3,6-2 |
| Challenger Ismaning | 2021/10/28 11:00 | Oscar Otte v Julian Lenz | 6-3,6-4 |
| Challenger Ismaning | 2021/10/26 11:20 | Cem Ilkel v Julian Lenz | 7-6,5-7,1-6 |
| Challenger Ismaning | 2021/10/25 11:25 | Mischa Zverev v Julian Lenz | 5-7,6-7 |
| Challenger Ismaning | 2021/10/24 12:40 | Julian Lenz v Geoffrey Blancaneaux | 6-4,7-5 |
| Challenger Santiago | 2021/10/11 14:00 | Juan Manuel Cerundolo v Julian Lenz | 6-3,6-3 |
| Challenger Santiago | 2021/10/07 14:00 | Julian Lenz v Juan Pablo Varillas | 2-6,4-6 |
| Challenger Santiago | 2021/10/05 16:25 | Victor Nunez v Julian Lenz | 0-6,2-6 |
| Challenger Lima | 2021/09/30 15:00 | Camilo Ugo Carabelli v Julian Lenz | 7-5,6-3 |