2021 Charlottesville Men's Pro Challenger – Singles

Vasek Pospisil was the defending champion but lost in the first round to Emilio Nava.

Stefan Kozlov won the title after defeating Aleksandar Vukic 6–2, 6–3 in the final.

Seeds
• # 🇨🇦 Vasek Pospisil (first round)

• # 🇯🇵 Taro Daniel (first round)

• # 🇺🇸 Mitchell Krueger (first round)

• # 🇺🇸 Jack Sock (quarterfinals)

• # 🇰🇿 Dmitry Popko (first round)

• # Jason Jung (first round)

• # 🇺🇸 Bjorn Fratangelo (first round)

• # Blaž Rola (first round)