Stadium: Court 7 Round: 14 Ground: Clay
| Challenger Rome | 2021/04/27 09:30 | Danilo Petrovic v Igor Sijsling | 6-1,7-6 |
| Challenger Rome | 2021/04/26 11:15 | Zizou Bergs v Igor Sijsling | 6-7,1-6 |
| Challenger Rome Qual | 2021/04/25 11:05 | Igor Sijsling v Alexey Vatutin | 6-3,6-0 |
| Challenger Belgrade | 2021/04/11 13:20 | Igor Sijsling v Marco Trungelliti | 3-6,3-6 |
| Challenger Oeiras | 2021/04/02 12:00 | Marco Trungelliti v Igor Sijsling | 6-3,6-4 |
| Challenger Oeiras | 2021/03/31 10:00 | Igor Sijsling v Gian Marco Moroni | 6-2,6-2 |
| Challenger Oeiras | 2021/03/30 09:00 | Manuel Guinard v Igor Sijsling | 1-6,5-7 |
| Challenger Zadar | 2021/03/23 10:45 | Gianluca Mager v Igor Sijsling | 6-4,4-6,6-4 |
| Challenger Salinas 2 | 2021/04/27 16:15 | Adrian Menendez-Maceiras v Diego Hidalgo | 7-5,6-0 |
| Challenger Salinas | 2021/04/20 15:50 | Diego Hidalgo v Nicolas Mejia | 3-6,6-1,5-7 |
| ITF M25 Naples | 2021/02/26 15:55 | Corentin Denolly v Diego Hidalgo | 6-2,6-2 |
| ITF M25 Naples | 2021/02/25 18:10 | Diego Hidalgo v Louis Wessels | 6-2,6-4 |
| ITF M25 Naples | 2021/02/24 14:50 | Diego Hidalgo v Nick Chappell | 6-3,1-6,6-4 |
| Challenger Concepcion | 2021/02/14 18:35 | Rafael Matos v Diego Hidalgo | 7-5,6-1 |
| ITF M15 Antalya | 2021/02/04 07:50 | Hamad Medjedovic v Diego Hidalgo | 7-5,6-3 |
| ITF M15 Antalya | 2021/02/03 14:05 | Vladimir Korolev v Diego Hidalgo | 1-6,1-6 |