Stadium: Cancha 8 Round: 19 Ground: Clay
| Challenger San Luis Potosi | 2023/04/02 22:15 | Nick Chappell v Sebastian Medica | 6-3,6-3 |
| Challenger Mexico City | 2023/03/26 17:30 | Rubin Statham v Nick Chappell | 6-7,6-3,6-4 |
| Challenger Puerto Vallarta | 2023/03/06 23:00 | Rubin Statham v Nick Chappell | 6-4,6-2 |
| Challenger Puerto Vallarta | 2023/03/05 18:20 | Esteban Estrada v Nick Chappell | 0-6,0-6 |
| ATP Acapulco | 2023/03/01 00:00 | Nuno Borges v Nick Chappell | 6-3,7-6 |
| ATP Acapulco | 2023/02/27 01:25 | Nick Chappell v Rubin Statham | 6-4,6-0 |
| ATP Acapulco | 2023/02/26 03:40 | Steve Johnson v Nick Chappell | 6-4,1-6,2-6 |
| Challenger Monterrey | 2023/02/24 02:50 | Denis Kudla v Nick Chappell | 6-3,6-4 |
| Challenger San Luis Potosi | 2023/04/02 22:35 | Colin Markes v Ajeet Rai | 6-4,3-6,0-6 |
| ITF M25 Canberra | 2023/03/15 23:00 | Ajeet Rai v Hans C B Gonzalez | 6-4,4-6,6-3 |
| ITF M25 Canberra | 2023/03/15 03:15 | Ajeet Rai v Shinnosuke Hiramatsu | 6-3,6-4 |
| ITF M25 Swan Hill | 2023/03/03 01:50 | Luke Saville v Ajeet Rai | 6-2,7-5 |
| ITF M25 Swan Hill | 2023/03/01 23:00 | Ethan Cook v Ajeet Rai | 3-6,1-6 |
| ITF M25 Swan Hill | 2023/03/01 02:40 | Stefan Vujic v Ajeet Rai | 4-6,0-6 |
| ITF M25 Swan Hill | 2023/02/25 01:35 | Tristan Schoolkate v Ajeet Rai | 7-6,6-4 |
| ITF M25 Swan Hill | 2023/02/24 01:50 | Ajeet Rai v Alexander Klintcharov | 7-5,6-4 |