| Singles | |
|---|---|
| 2018 Charlottesville Men's Pro Challenger | |
| Champion |  Tommy Paul |
| Runner-up |  Peter Polansky |
| Final score | 6–2, 6–2 |
Tim Smyczek was the defending champion but lost in the second round to Thai-Son Kwiatkowski.
Tommy Paul won the title after defeating Peter Polansky 6–2, 6–2 in the final.
Bradley Klahn (semifinals) Michael Mmoh (quarterfinals)
Ivo Karlović (quarterfinals)
Lloyd Harris (first round) Tim Smyczek (second round)
Jason Jung (first round) Noah Rubin (first round) Peter Polansky (final)| Semifinals | Final | ||||||||||||
| 1/WC | Bradley Klahn | 3 | 3 | ||||||||||
| LL | Tommy Paul | 6 | 6 | ||||||||||
| LL | Tommy Paul | 6 | 6 | ||||||||||
| 8 | Peter Polansky | 2 | 2 | ||||||||||
| 8 | Peter Polansky | 6 | 77 | ||||||||||
| WC | Thai-Son Kwiatkowski | 2 | 64 | ||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 1/WC | B Klahn | 6 | 2 | 6 | |||||||||||||||||||||||
| Q |  D Yevseyev | 3 | 6 | 3 | 1/WC | B Klahn | 6 | 6 | |||||||||||||||||||
 J Ward | 6 | 6 | J Ward | 1 | 2 | ||||||||||||||||||||||
| C Eubanks | 1 | 4 | 1/WC | B Klahn | 6 | 6 | |||||||||||||||||||||
| N Serdarušić | 6 | 6 | B Fratangelo | 3 | 3 | ||||||||||||||||||||||
 M Arévalo | 4 | 2 | N Serdarušić | 6 | 4 | 2 | |||||||||||||||||||||
| B Fratangelo | 6 | 6 | B Fratangelo | 3 | 6 | 6 | |||||||||||||||||||||
| 6 | J Jung | 4 | 1 | 1/WC | B Klahn | 3 | 3 | ||||||||||||||||||||
| 3 | I Karlović | 7 | 4 | 6 | LL | T Paul | 6 | 6 | |||||||||||||||||||
| M Krueger | 5 | 6 | 3 | 3 | I Karlović | 77 | 6 | ||||||||||||||||||||
| Q | M Giron | 6 | 6 | Q | M Giron | 64 | 3 | ||||||||||||||||||||
| WC | C Altamirano | 4 | 4 | 3 | I Karlović | 65 | 4 | ||||||||||||||||||||
 K Majchrzak | 6 | 6 | LL | T Paul | 77 | 6 | |||||||||||||||||||||
 H Laaksonen | 0 | 3 | K Majchrzak | 2 | 1 | ||||||||||||||||||||||
| LL | T Paul | 6 | 6 | LL | T Paul | 6 | 6 | ||||||||||||||||||||
| 7 | N Rubin | 2 | 1 | ||||||||||||||||||||||||
| First round | Second round | Quarterfinals | Semifinals | ||||||||||||||||||||||||
| 8 | P Polansky | 6 | 7 | ||||||||||||||||||||||||
| LL | Jared Hiltzik | 2 | 5 | 8 | P Polansky | 7 | 7 | ||||||||||||||||||||
 T Kamke | 6 | 3 | 6 | T Kamke | 5 | 5 | |||||||||||||||||||||
| D Köpfer | 1 | 6 | 1 | 8 | P Polansky | 78 | 6 | ||||||||||||||||||||
| Alt |  J Sels | 6 | 5 | 7 | Alt | J Sels | 66 | 4 | |||||||||||||||||||
| JC Aragone | 3 | 7 | 5 | Alt | J Sels | 6 | 77 | ||||||||||||||||||||
| Q |  P Chrysochos | 6 | 6 | Q | P Chrysochos | 1 | 64 | ||||||||||||||||||||
| 4 | L Harris | 1 | 3 | 8 | P Polansky | 6 | 77 | ||||||||||||||||||||
| 5 | T Smyczek | 6 | 7 | WC | T-S Kwiatkowski | 2 | 64 | ||||||||||||||||||||
 B Rola | 4 | 5 | 5 | T Smyczek | 2 | 7 | 2 | ||||||||||||||||||||
| WC | T-S Kwiatkowski | 6 | 2 | WC | T-S Kwiatkowski | 6 | 5 | 6 | |||||||||||||||||||
| Q | L Glasspool | 2 | 3r | WC | T-S Kwiatkowski | 3 | 6 | 6 | |||||||||||||||||||
 T Kokkinakis | 4 | 7 | 3 | 2/WC | M Mmoh | 6 | 3 | 4 | |||||||||||||||||||
 E Karlovskiy | 6 | 5 | 6 | E Karlovskiy | 2 | 5 | |||||||||||||||||||||
 D King | 3 | 4 | 2/WC | M Mmoh | 6 | 7 | |||||||||||||||||||||
| 2/WC | M Mmoh | 6 | 6 | ||||||||||||||||||||||||
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