Stadium: Court 1 Round: 14 Ground: Hardcourt outdoor
| Challenger Little Rock | 2023/05/28 15:00 | Peter Gojowczyk v Alafia Ayeni | 6-7,7-6,6-0 |
| Challenger Cleveland | 2023/01/31 15:00 | Alafia Ayeni v Gabriel Diallo | 1-6,1-6 |
| Challenger Nonthaburi | 2023/01/10 04:45 | Benjamin Hassan v Alafia Ayeni | 7-5,7-5 |
| Challenger Nonthaburi | 2023/01/08 09:00 | Oleksandr Ovcharenko v Alafia Ayeni | 3-6,6-7 |
| Challenger Nonthaburi | 2023/01/04 03:00 | Alafia Ayeni v Evgeny Donskoy | 4-6,4-6 |
| Challenger Nonthaburi | 2023/01/03 03:00 | Valentin Royer v Alafia Ayeni | 4-6,6-3,2-6 |
| Challenger Nonthaburi | 2023/01/02 03:00 | Alafia Ayeni v Ji Sung Nam | 6-3,6-4 |
| Challenger Nonthaburi | 2023/01/01 03:00 | Giovanni Oradini v Alafia Ayeni | 3-6,3-6 |
| Challenger Little Rock | 2023/05/30 17:15 | Nathan Ponwith v Christian Langmo | 2-6,7-5,7-5 |
| Challenger Little Rock | 2023/05/29 16:20 | Christian Langmo v Bernard Tomic | 7-6,2-6,6-0 |
| Challenger Little Rock | 2023/05/28 17:00 | Christian Langmo v Gustavo Heide | 6-2,4-6,6-3 |
| Challenger Oeiras | 2023/05/14 09:00 | Christian Langmo v Mate Valkusz | 2-6,2-6 |
| Challenger Francavilla | 2023/05/07 13:20 | Christian Langmo v Alex Barrena | 4-6,4-6 |
| Challenger Morelos | 2023/04/22 22:00 | James Duckworth v Christian Langmo | 6-3,7-5 |
| Challenger Morelos | 2023/04/21 18:00 | Christian Langmo v Antoine Escoffier | 6-4,5-7,7-5 |
| Challenger Morelos | 2023/04/20 19:55 | Maximilian Neuchrist v Christian Langmo | 6-3,6-7,3-6 |