Charlottesville challenger 2021
ChallengerHard indoorCharlottesville, United States31 October – 7 November 2021Prize money: 52,080 USD43 matchesAltitude: 151 mCourt: Medium-fast
Champion Stefan Kozlov · Final: 7-5 6-3
Final rounds
| Final | Stefan Kozlov vs Aleksandar Vukic | 6-2 6-3 |
| Semifinal | Aleksandar Vukic vs Brayden Schnur | 6-4 6-1 |
| Semifinal | Stefan Kozlov vs Jeffrey John Wolf | 6-1 6-7(1) 6-0 |
| Quarterfinal | Aleksandar Vukic vs Jack Sock | 6-4 7-5 |
| Quarterfinal | Jeffrey John Wolf vs Thai-Son Kwiatkowski | 7-5 6-4 |
| Quarterfinal | Stefan Kozlov vs Emilio Nava | 6-4 6-2 |
| Quarterfinal | Brayden Schnur vs Prajnesh Gunneswaran | 7-5 6-3 |
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