2016 Charlottesville Men's Pro Challenger – Singles

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.

Seeds
• # 🇺🇸 Frances Tiafoe (second round)

• # 🇺🇸 Jared Donaldson (quarterfinals)

• # 🇺🇸 Bjorn Fratangelo (second round)

• # 🇺🇸 Denis Kudla (quarterfinals)

• # 🇺🇸 Tim Smyczek (quarterfinals)

• # Henri Laaksonen (semifinals)

• # 🇨🇦 Peter Polansky (quarterfinals)

• # 🇺🇸 Dennis Novikov (first round)