| Singles | |
|---|---|
| 2016 Charlottesville Men's Pro Challenger | |
| Champion |
|
| Runner-up |
|
| Final score | 6–4, 2–6, 7–6(7–5) |
Noah Rubin was the defending champion but lost in the first round to Peter Polansky.
Reilly Opelka won the title after defeating Ruben Bemelmans 6–2, 4–6, 7–6(7–5) in the final.