| Date: | 28 October – 3 November |
| Edition: | 11th |
| Surface: | Indoor Hard |
| Location: | Charlottesville, United States |
| Champs: |  Vasek Pospisil |
| Champd: |  Mitchell Krueger / Blaž Rola |
| After Year: | 2021 |
The 2019 Charlottesville Men's Pro Challenger was a professional tennis tournament played on indoor hard courts. It was the eleventh edition of the tournament which was part of the 2019 ATP Challenger Tour, taking place in Charlottesville, United States from October 28 to November 3, 2019.
| Country | Player | Rank1 | Seed | |
|---|---|---|---|---|
| Canada | Brayden Schnur | 98 | 1 | |
| Ivo Karlović | 102 | 2 | ||
| Denis Kudla | 109 | 3 | ||
 Japan | Taro Daniel | 110 | 4 | |
| Marcos Giron | 125 | 5 | ||
| Blaž Rola | 132 | 6 | ||
 Australia | Christopher O'Connell | 138 | 7 | |
| Canada | Peter Polansky | 160 | 8 | |
| Darian King | 163 | 9 | ||
| Canada | Vasek Pospisil | 168 | 10 | |
 France | Maxime Janvier | 184 | 12 | |
 Russian Federation | Alexey Vatutin | 198 | 14 | |
| Mitchell Krueger | 200 | 15 | ||
 Kazakhstan | Dmitry Popko | 208 | 16 |
The following players received wildcards into the singles main draw:
The following players received entry into the singles main draw as alternates:
Gianni Ross Evan SongThe following players received entry from the qualifying draw:
Liam Caruana Jacob DunbarThe following player received entry as a lucky loser:
See main article: 2019 Charlottesville Men's Pro Challenger – Singles.
Vasek Pospisil def. Brayden Schnur 7–6(7–2), 3–6, 6–2.See main article: 2019 Charlottesville Men's Pro Challenger – Doubles.
Mitchell Krueger / Blaž Rola def. Sekou Bangoura / Blaž Kavčič 6–4, 6–1.