Stadium: Court 1 Round: 25 Ground: Hardcourt outdoor
| Challenger Zadar | 2021/03/21 13:35 | Nikolas Sanchez Izquierdo v Flavio Cobolli | 6-2,7-6 |
| Challenger Braga | 2021/09/20 09:00 | Nikolas Sanchez Izquierdo v Sebastian Fanselow | 6-4,1-6,6-3 |
| Challenger Braga | 2021/09/19 11:50 | Nikolas Sanchez Izquierdo v Henrique Rocha | 6-2,7-5 |
| ITF M25 Madrid | 2021/09/18 12:30 | Luca Nardi v Nikolas Sanchez Izquierdo | 7-5,6-3 |
| ITF M25 Madrid | 2021/09/17 10:45 | Nikolas Sanchez Izquierdo v Filip Misolic | 6-3,6-2 |
| ITF M25 Madrid | 2021/09/16 10:20 | Nikolas Sanchez Izquierdo v Arnaud Bovy | 7-5,6-3 |
| ITF M25 Madrid | 2021/09/15 10:20 | Facundo Diaz Acosta v Nikolas Sanchez Izquierdo | 3-6,3-6 |
| ITF M25 Madrid | 2021/09/14 09:05 | Nikolas Sanchez Izquierdo v Constantinos Koshis | 6-2,6-2 |
| ITF M25 Madrid | 2021/09/13 09:00 | Nikolas Sanchez Izquierdo v Vojtech Vlkovsky | 6-4,6-4 |
| Challenger Bucharest | 2021/09/21 07:00 | Flavio Cobolli v Ivan Gakhov | 7-5,6-7,6-1 |
| Challenger Seville | 2021/09/09 15:00 | Flavio Cobolli v Pedro Martinez | 4-6,2-6 |
| Challenger Seville | 2021/09/08 11:00 | Flavio Cobolli v Pablo Llamas Ruiz | 6-3,7-5 |
| Challenger Seville | 2021/09/06 17:00 | Lorenzo Giustino v Flavio Cobolli | 0-6,2-6 |
| Challenger Como | 2021/09/02 12:30 | Flavio Cobolli v Nino Serdarusic | 4-6,0-6 |
| Challenger Barletta | 2021/08/29 17:00 | Flavio Cobolli v Giulio Zeppieri | 1-6,6-3,3-6 |
| Challenger Barletta | 2021/08/28 18:50 | Thiago Agustin Tirante v Flavio Cobolli | 1-6,6-1,5-7 |
| Challenger Barletta | 2021/08/27 16:00 | Flavio Cobolli v Mohamed Aziz Dougaz | 6-3,6-3 |