Stadion: Court 1 Round: 26 Ground: Hardcourt outdoor
| ITF - M25 - Idanha-A-Nova | 2021/07/21 09:50 | Alafia Ayeni v Luca Giacomini | 6-1,1-6,6-2 |
| ITF - M25 - Nur-Sultan | 2021/07/07 04:00 | Alafia Ayeni v Jason Kubler | 2-6,0-6 |
| ITF - M25 - Nur-Sultan | 2021/07/06 07:45 | Alafia Ayeni v Arystanbek Kaparov | 6-2,6-0 |
| ITF - M25 - Santo Domingo | 2021/06/09 12:55 | Alafia Ayeni v Noah Schachter | 5-7,6-4,5-7 |
| ITF - M25 - Santo Domingo | 2021/06/08 19:45 | Alafia Ayeni v Jordan Parker | 6-1,7-5 |
| ITF - M25 - Santo Domingo | 2021/06/08 13:00 | Alafia Ayeni v Joaquin Caballer | 6-4,6-2 |
| ITF - M25 - Santo Domingo | 2021/06/02 15:50 | Jorge Panta v Alafia Ayeni | 6-4,6-4 |
| ITF - M25 - Santo Domingo | 2021/06/01 12:55 | Alafia Ayeni v Rowland Phillips | 6-2,6-7,11-9 |
| ITF - M25 - Idanha-A-Nova | 2021/07/21 11:10 | Dhruva Mulye v Tiago Cacao | 2-6,2-6 |
| ITF - M25 - Idanha-A-Nova | 2021/07/16 09:55 | Daniel Rodrigues v Tiago Cacao | 6-3,7-5 |
| ITF - M25 - Idanha-A-Nova | 2021/07/15 13:00 | Daniel Little v Tiago Cacao | 4-6,0-6 |
| ITF - M25 - Idanha-A-Nova | 2021/07/14 11:05 | Roy Smith v Tiago Cacao | 5-7,6-3,6-7 |
| ITF - M15 - Almada | 2021/07/06 10:30 | Tiago Cacao v Fabio Coelho | 6-7,4-6 |
| ITF - M15 - Monastir | 2021/06/19 08:30 | Tiago Cacao v Luciano Darderi | 3-6,2-6 |
| ITF - M15 - Monastir | 2021/06/18 10:20 | Moez Echargui v Tiago Cacao | 5-7,3-6 |
| ITF - M15 - Monastir | 2021/06/17 08:20 | Ozan Baris v Tiago Cacao | 2-6,3-6 |