| Challenger Champaign | 2021/11/18 21:25 | Aleksandar Vukic v Gijs Brouwer | 6-4,6-4 |
| Challenger Champaign | 2021/11/17 00:00 | Aleksandar Kovacevic v Gijs Brouwer | 5-7,6-3,6-7 |
| Challenger Champaign | 2021/11/15 16:00 | Gijs Brouwer v Sho Shimabukuro | 6-3,6-2 |
| Challenger Knoxville | 2021/11/11 16:00 | Gijs Brouwer v Bjorn Fratangelo | 3-6,6-3,3-6 |
| Challenger Knoxville | 2021/11/09 22:00 | Gijs Brouwer v JC Aragone | 5-7,6-2,7-5 |
| Challenger Knoxville | 2021/11/08 15:00 | Alexis Galarneau v Gijs Brouwer | 3-6,2-6 |
| Challenger Knoxville | 2021/11/07 16:30 | Govind Nanda v Gijs Brouwer | 3-6,6-7 |
| Challenger Charlottesville | 2021/11/01 14:00 | Christian Harrison v Gijs Brouwer | 2-6,6-3,6-2 |
| Challenger Guayaquil | 2021/11/08 00:00 | Alejandro Tabilo v Jesper De Jong | 6-1,7-5 |
| Challenger Guayaquil | 2021/11/06 22:00 | Jesper De Jong v Tomas Martin Etcheverry | 7-5,6-3 |
| Challenger Guayaquil | 2021/11/05 15:00 | Jesper De Jong v Daniel Elahi Galan | 6-2,6-7,6-3 |
| Challenger Guayaquil | 2021/11/03 18:05 | Hugo Dellien v Jesper De Jong | 1-6,0-6 |
| Challenger Lima | 2021/10/28 17:00 | Jesper De Jong v Tomas Martin Etcheverry | 5-7,4-6 |
| Challenger Lima | 2021/10/26 15:00 | Jesper De Jong v Roberto Quiroz | 2-6,7-6,7-6 |
| Challenger Bogota | 2021/10/23 20:00 | Jesper De Jong v Facundo Mena | 6-7,5-7 |
| Challenger Bogota | 2021/10/22 17:00 | Jesper De Jong v Matheus Pucinelli De Almeida | 6-2,7-5 |