Stadium: Court 6 Round: 25 Ground: Hardcourt outdoor
| Challenger Rio De Janeiro | 2021/12/14 13:00 | Johan Nikles v Luca Castelnuovo | 6-2,6-4 |
| Challenger Rio De Janeiro | 2021/12/13 14:15 | Roy Smith v Luca Castelnuovo | 6-7,6-3,2-6 |
| Challenger Rio De Janeiro | 2021/12/12 14:00 | Fernando Romboli v Luca Castelnuovo | 4-6,6-7 |
| Challenger Florianopolis | 2021/12/05 12:30 | Luca Castelnuovo v Federico Zeballos | 3-6,1-6 |
| Challenger Brasilia | 2021/11/22 13:00 | Luca Castelnuovo v Tomas Lipovsek Puches | 7-5,6-7,5-7 |
| Challenger Brasilia | 2021/11/21 14:35 | Gonzalo Villanueva v Luca Castelnuovo | 6-7,6-3,3-6 |
| ITF M15 Cundinamarca | 2021/11/16 19:25 | Mateo Gomez v Luca Castelnuovo | 1-6,6-2,7-5 |
| Challenger Lima | 2021/10/24 16:00 | Luca Castelnuovo v Alexandar Lazarov | 4-6,5-7 |
| ITF M15 Antalya | 2021/12/13 09:50 | Obrad Markovski v Leonardo Rossi | 6-3,2-6,10-8 |
| ITF M15 Antalya | 2021/12/12 06:30 | David Hough v Leonardo Rossi | 6-3,6-7,7-10 |
| ITF M15 Benicarlo | 2021/11/08 11:00 | Vladislav Ivanov v Leonardo Rossi | 6-3,6-2 |
| ITF M15 Benicarlo | 2021/11/07 12:30 | Leonardo Rossi v Valentino De Pellegrin | 3-6,6-1,11-9 |
| ITF M15 Platja D'Aro | 2021/10/03 08:00 | Florent Bax v Leonardo Rossi | 6-3,6-2 |
| ITF M15 Ulcinj | 2021/09/22 08:00 | Leonardo Rossi v Antonio Massara | 6-7,3-6 |
| ITF M15 Ulcinj | 2021/09/20 11:30 | Leonardo Rossi v Flemming Peters | 6-3,6-2 |
| ITF M15 Ulcinj | 2021/09/20 08:00 | Lior Goldenberg v Leonardo Rossi | 1-6,1-6 |