| Singles | |
|---|---|
| 2023 Fairfield Challenger | |
| Champion |  Zachary Svajda |
| Runner-up | Nishesh Basavareddy |
| Score | 6–4, 6–1 |
Michael Mmoh was the defending champion [1] but chose not to defend his title.
Zachary Svajda won the title after defeating Nishesh Basavareddy 6–4, 6–1 in the final.
Alex Michelsen (quarterfinals) Nicolas Moreno de Alboran (first round) Denis Kudla (first round) Zachary Svajda (champion)
Alexis Galarneau (first round)
Adam Walton (first round) Tennys Sandgren (second round)
Alexander Ritschard (semifinals)| Semifinals | Final | ||||||||||||
| Nishesh Basavareddy | 3 | 7 | 6 | ||||||||||
| Steve Johnson | 6 | 5 | 3 | ||||||||||
| Nishesh Basavareddy | 4 | 1 | |||||||||||
| 4 | Zachary Svajda | 6 | 6 | ||||||||||
| 4 | Zachary Svajda | 6 | 6 | ||||||||||
| 8 | Alexander Ritschard | 3 | 1 | ||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | A Michelsen | 2 | 77 | 6 | |||||||||||||||||||||||
 A Dougaz | 6 | 65 | 0 | 1 | A Michelsen | 6 | 6 | ||||||||||||||||||||
| WC | T-S Kwiatkowski | 6 | 6 | WC | T-S Kwiatkowski | 3 | 4 | ||||||||||||||||||||
| WC | O Baris | 4 | 4 | 1 | A Michelsen | 3 | 3 | ||||||||||||||||||||
| E Spizzirri | 6 | 3 | 3 | N Basavareddy | 6 | 6 | |||||||||||||||||||||
| LL |  FA Gómez | 3 | 6 | 6 | LL | FA Gómez | 0 | 0r | |||||||||||||||||||
| N Basavareddy | 6 | 7 | N Basavareddy | 6 | 1 | ||||||||||||||||||||||
| 6 | A Walton | 3 | 5 | N Basavareddy | 3 | 7 | 6 | ||||||||||||||||||||
| 3 | D Kudla | 3 | 4 | S Johnson | 6 | 5 | 3 | ||||||||||||||||||||
| T Schoolkate | 6 | 6 | T Schoolkate | 64 | 3 | ||||||||||||||||||||||
| B Tomic | 3 | 6 | 1 | S Johnson | 77 | 6 | |||||||||||||||||||||
| S Johnson | 6 | 1 | 6 | S Johnson | 6 | 6 | |||||||||||||||||||||
| PR | C Harrison | 6 | 6 | PR | C Harrison | 1 | 2 | ||||||||||||||||||||
| Q |  A Holmgren | 4 | 4 | PR | C Harrison | 5 | 6 | 6 | |||||||||||||||||||
 M Lajal | 6 | 64 | 1 | 7 | T Sandgren | 7 | 0 | 3 | |||||||||||||||||||
| 7 | T Sandgren | 1 | 77 | 6 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 5 | A Galarneau | 69 | 0 | ||||||||||||||||||||||||
| B Holt | 711 | 6 | B Holt | 6 | 5 | 77 | |||||||||||||||||||||
| Alt | Christian Langmo | 6 | 6 | Alt | C Langmo | 3 | 7 | 63 | |||||||||||||||||||
| Q | S Kirchheimer | 4 | 4 | B Holt | 4 | 2 | |||||||||||||||||||||
| Alt | S Mansouri | 1 | 6 | 6 | 4 | Z Svajda | 6 | 6 | |||||||||||||||||||
| V Pospisil | 6 | 1 | 3 | Alt | S Mansouri | 5 | 6 | 2 | |||||||||||||||||||
| Q | Stefan Dostanic | 3 | 7 | 64 | 4 | Z Svajda | 7 | 0 | 6 | ||||||||||||||||||
| 4 | Z Svajda | 6 | 5 | 77 | 4 | Z Svajda | 6 | 6 | |||||||||||||||||||
| 8 | A Ritschard | 77 | 77 | 8 | A Ritschard | 3 | 1 | ||||||||||||||||||||
| Q | K Smith | 63 | 64 | 8 | A Ritschard | 7 | 6 | ||||||||||||||||||||
| P Kypson | 6 | 63 | 64 | WC | A Mayo | 5 | 3 | ||||||||||||||||||||
| WC | Aidan Mayo | 3 | 77 | 77 | 8 | A Ritschard | 6 | 6 | |||||||||||||||||||
| M Krueger | 78 | 6 | M Krueger | 3 | 3 | ||||||||||||||||||||||
| Q | A Perez | 66 | 2 | M Krueger | 6 | 6 | |||||||||||||||||||||
| Q | L Tien | 6 | 69 | 6 | Q | L Tien | 4 | 3 | |||||||||||||||||||
| 2 | N Moreno de Alboran | 2 | 711 | 4 | |||||||||||||||||||||||
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