Stadion: Court 3 Round: 25 Ground: Hardcourt outdoor
| ITF - M15 - Castelo Branco | 2021/07/27 12:00 | Alafia Ayeni v Joao Lucas Reis da Silva | 4-6,4-6 |
| ITF - M25 - Idanha-A-Nova | 2021/07/23 09:00 | Simon Carr v Alafia Ayeni | 6-2,6-4 |
| ITF - M25 - Idanha-A-Nova | 2021/07/22 09:55 | Alafia Ayeni v Tiago Cacao | 7-6,6-4 |
| 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 - Trier | 2021/08/27 15:00 | Ryan Nijboer v Henri Squire | 2-6,3-6 |
| ITF - M25 - Trier | 2021/08/26 09:30 | Constantin Schmitz v Ryan Nijboer | 4-6,2-6 |
| ITF - M25 - Trier | 2021/08/25 09:00 | Tom Gentzsch v Ryan Nijboer | 3-6,4-6 |
| ITF - M15 - Oldenzaal | 2021/08/19 12:45 | Alexander Hoogmartens v Ryan Nijboer | 1-6,7-5,6-3 |
| ITF - M15 - Oldenzaal | 2021/08/18 12:45 | Alec Deckers v Ryan Nijboer | 6-3,2-6,4-6 |
| ITF - M15 - Frederiksberg | 2021/08/05 10:00 | Ryan Nijboer v Benjamin Hannestad | 1-6,6-4,2-6 |
| ITF - M15 - Frederiksberg | 2021/08/04 09:25 | Ryan Nijboer v Leyton Rivera | 6-4,6-2 |
| ITF - M15 - Vejle | 2021/07/28 12:50 | Christian Sigsgaard v Ryan Nijboer | 6-3,6-2 |