Stadium: Atlantic Radiology Court Round: 25 Ground: Clay
| ITF M25 Prostejov | 2021/08/19 08:15 | Alex Rybakov v Nick Chappell | 6-2,7-6 |
| Challenger Tallahassee | 2023/04/18 16:40 | Nick Chappell v Dmitry Popko | 3-6,4-6 |
| Challenger Leon | 2023/04/11 23:50 | Nick Chappell v Giovanni Mpetshi Perricard | 1-6,6-4,2-6 |
| Challenger Leon | 2023/04/10 18:00 | Dominik Palan v Nick Chappell | 3-6,6-7 |
| Challenger Leon | 2023/04/09 19:30 | Ajeet Rai v Nick Chappell | 4-6,7-5,2-6 |
| Challenger San Luis Potosi | 2023/04/04 20:00 | Nick Chappell v Tomas Barrios Vera | 6-7,1-6 |
| Challenger San Luis Potosi | 2023/04/03 20:45 | Nick Chappell v Ajeet Rai | 6-4,6-2 |
| 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 Tallahassee | 2023/04/18 19:40 | Tung-Lin Wu v Alex Rybakov | 6-4,6-4 |
| Challenger Sarasota | 2023/04/12 20:30 | Alex Rybakov v Zhizhen Zhang | 4-6,6-7 |
| Challenger Sarasota | 2023/04/10 21:25 | Bruno Kuzuhara v Alex Rybakov | 7-5,3-6,4-6 |
| Challenger Sarasota | 2023/04/09 22:00 | Lawrence Sciglitano v Alex Rybakov | 0-6,0-6 |
| Challenger Puerto Vallarta | 2023/03/06 23:45 | Alex Rybakov v Illya Marchenko | 6-7,6-7 |
| Challenger Puerto Vallarta | 2023/03/05 20:30 | Alex Rybakov v Enzo Frances Tessari | 7-6,6-1 |
| Challenger Waco | 2023/02/26 22:45 | Alex Rybakov v Yuta Shimizu | 6-2,4-6,4-6 |
| Challenger Rome GA | 2023/02/20 18:25 | Alex Rybakov v Patrick Kypson | 6-4,6-7,5-7 |