| Singles | |
|---|---|
| 2023 Charlottesville Men's Pro Challenger | |
| Champion |  Beibit Zhukayev |
| Runner-up |  Aidan Mayo |
| Score | 6–3, 6–4 |
Ben Shelton was the defending champion [1] but chose not to defend his title.
Beibit Zhukayev won the title after defeating Aidan Mayo 6–3, 6–4 in the final.
Michael Mmoh (second round) Alex Michelsen (first round)
Benoît Paire (quarterfinals) Zachary Svajda (first round) Emilio Nava (second round)
Adam Walton (first round) Denis Kudla (second round) Tennys Sandgren (first round)| Semifinals | Final | ||||||||||||
| Q | Aidan Mayo | 3 | 6 | 6 | |||||||||
| Q | Ethan Quinn | 6 | 4 | 3 | |||||||||
| Q | Aidan Mayo | 3 | 4 | ||||||||||
| Beibit Zhukayev | 6 | 6 | |||||||||||
| Beibit Zhukayev | 6 | 77 | |||||||||||
| Patrick Kypson | 4 | 64 | |||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1 | M Mmoh | 78 | 7 | ||||||||||||||||||||||||
| S Johnson | 66 | 5 | 1 | M Mmoh | 3 | 65 | |||||||||||||||||||||
 A Ritschard | 6 | 6 | A Ritschard | 6 | 77 | ||||||||||||||||||||||
 A McHugh | 4 | 4 | A Ritschard | 3 | 4 | ||||||||||||||||||||||
| Q | A Mayo | 7 | 6 | Q | A Mayo | 6 | 6 | ||||||||||||||||||||
| Q | Alafia Ayeni | 5 | 2 | Q | A Mayo | w/o | |||||||||||||||||||||
| WC | R Opelka | 6 | 7 | WC | R Opelka | ||||||||||||||||||||||
| 8 | T Sandgren | 4 | 5 | Q | A Mayo | 3 | 6 | 6 | |||||||||||||||||||
| 3 | B Paire | 77 | 6 | Q | E Quinn | 6 | 4 | 3 | |||||||||||||||||||
| Q |  D King | 63 | 2 | 3 | B Paire | w/o | |||||||||||||||||||||
| Alt |  Lucas Gerch | 6 | 5 | 77 | Alt | L Gerch | |||||||||||||||||||||
| Q | S Kozlov | 2 | 7 | 65 | 3 | B Paire | 65 | 2 | |||||||||||||||||||
| Q | E Quinn | 3 | 77 | 6 | Q | E Quinn | 77 | 6 | |||||||||||||||||||
| M Krueger | 6 | 62 | 4 | Q | E Quinn | 6 | 6 | ||||||||||||||||||||
| B Tomic | 6 | 61 | 5 | 5 | Em Nava | 3 | 1 | ||||||||||||||||||||
| 5 | Em Nava | 2 | 77 | 7 | |||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 6 | A Walton | 2 | 6 | 64 | |||||||||||||||||||||||
| Q |  I Montes de la Torre | 6 | 3 | 77 | Q | I Montes de la Torre | 4 | 68 | |||||||||||||||||||
| WC | T-S Kwiatkowski | 6 | 63 | 63 | B Zhukayev | 6 | 710 | ||||||||||||||||||||
| B Zhukayev | 4 | 77 | 77 | B Zhukayev | 6 | 6 | |||||||||||||||||||||
| E Spizzirri | 1 | 6 | 4 |  N Serdarušić | 3 | 4 | |||||||||||||||||||||
| N Serdarušić | 6 | 2 | 6 | N Serdarušić | 77 | 3 | 6 | ||||||||||||||||||||
| M Damm | 2 | 6 | 77 | M Damm | 65 | 6 | 1 | ||||||||||||||||||||
| 4 | Z Svajda | 6 | 3 | 63 | B Zhukayev | 6 | 77 | ||||||||||||||||||||
| 7 | D Kudla | 77 | 6 | P Kypson | 4 | 64 | |||||||||||||||||||||
| WC |  C Rodesch | 65 | 1 | 7 | D Kudla | 1 | 3 | ||||||||||||||||||||
| P Kypson | 6 | 7 | P Kypson | 6 | 6 | ||||||||||||||||||||||
| G Debru | 4 | 5 | P Kypson | 6 | 6 | ||||||||||||||||||||||
 E Gómez | 2 | 2 | B Holt | 1 | 4 | ||||||||||||||||||||||
| B Holt | 6 | 6 | B Holt | 6 | 6 | ||||||||||||||||||||||
| C Kingsley | 7 | 6 | C Kingsley | 4 | 4 | ||||||||||||||||||||||
| 2 | A Michelsen | 5 | 3 | ||||||||||||||||||||||||
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