| Charlottesville to Smolyan | 5,117.26 mi (8,235.43 km) |
| Charlottesville to Sofia | 5,014.91 mi (8,070.71 km) |
| Charlottesville to Sopot | 5,074.95 mi (8,167.35 km) |
| Charlottesville to Sozopol | 5,203.61 mi (8,374.40 km) |
| Charlottesville to Sredets | 5,186.48 mi (8,346.84 km) |
| Charlottesville to Stamboliyski | 5,087.54 mi (8,187.60 km) |
| Charlottesville to Stara Zagora | 5,120.51 mi (8,240.66 km) |
| Charlottesville to Svilengrad | 5,170.97 mi (8,321.87 km) |
| Charlottesville to Svishtov | 5,058.99 mi (8,141.66 km) |
| Charlottesville to Targovishte | 5,123.55 mi (8,245.55 km) |
| Charlottesville to Teteven | 5,044.29 mi (8,118.00 km) |
| Charlottesville to Troyan | 5,063.93 mi (8,149.61 km) |
| Charlottesville to Tryavna | 5,096.28 mi (8,201.67 km) |
| Charlottesville to Tutrakan | 5,091.08 mi (8,193.31 km) |
| Charlottesville to Varna | 5,177.76 mi (8,332.80 km) |
