Stadium: Court 4 Round: 62 Ground: Hardcourt outdoor
| ITF M25 Santo Domingo | 2021/05/31 13:00 | Alafia Ayeni v Joaquin Caballer | 3-6,6-2,10-5 |
| ITF M15 Kouvola | 2021/05/26 11:45 | Alafia Ayeni v Eero Vasa | 5-7,2-6 |
| ITF M15 Tbilisi | 2021/05/18 08:00 | Alafia Ayeni v Yanki Erel | 2-6,3-6 |
| ITF M15 Antalya | 2021/05/13 07:00 | Orlando Luz v Alafia Ayeni | 6-0,6-4 |
| ITF M15 Antalya | 2021/05/12 08:55 | Baran Cengiz v Alafia Ayeni | 6-3,4-6,2-6 |
| ITF M15 Antalya | 2021/05/11 07:00 | Vladimir Ivanov v Alafia Ayeni | 7-6,7-5 |
| ITF M15 Antalya | 2021/05/10 07:00 | Nicolas Agustin Lema v Alafia Ayeni | 2-6,0-6 |
| ITF M15 Antalya | 2021/05/09 07:00 | Dax Donders v Alafia Ayeni | 5-7,3-6 |
| ITF M25 Santo Domingo | 2021/05/31 13:00 | Aydan Gomez Osorio v Rowland Phillips | 7-6,1-6,3-10 |
| ITF M25 Santo Domingo | 2021/05/30 13:00 | Liova Ajavon v Rowland Phillips | 4-6,3-6 |
| ITF M25 Pensacola | 2021/05/19 14:30 | Rowland Phillips v Nicolas Jarry | 0-6,0-6 |
| ITF M25 Naples | 2021/02/25 17:20 | Corentin Denolly v Rowland Phillips | 7-5,6-2 |
| ITF M25 Naples | 2021/02/24 15:00 | Rowland Phillips v Clement Tabur | 6-3,6-4 |
| ITF M25 Naples | 2021/02/23 15:00 | Rowland Phillips v Rinky Hijikata | 6-3,5-7,10-8 |
| ITF M25 Naples | 2021/02/22 16:00 | Federico Zeballos v Rowland Phillips | 7-5,2-6,7-10 |
| ITF M25 Naples | 2021/02/16 16:00 | Rowland Phillips v Peter Bertran | 4-6,4-6 |