| Chesapeake to Smolyan | 5,086.87 mi (8,186.52 km) |
| Chesapeake to Sofia | 4,985.39 mi (8,023.21 km) |
| Chesapeake to Sopot | 5,046.97 mi (8,122.32 km) |
| Chesapeake to Sozopol | 5,178.65 mi (8,334.23 km) |
| Chesapeake to Sredets | 5,160.77 mi (8,305.46 km) |
| Chesapeake to Stamboliyski | 5,058.16 mi (8,140.32 km) |
| Chesapeake to Stara Zagora | 5,093.11 mi (8,196.58 km) |
| Chesapeake to Svilengrad | 5,142.78 mi (8,276.50 km) |
| Chesapeake to Svishtov | 5,033.86 mi (8,101.21 km) |
| Chesapeake to Targovishte | 5,099.05 mi (8,206.13 km) |
| Chesapeake to Teteven | 5,016.34 mi (8,073.02 km) |
| Chesapeake to Troyan | 5,036.43 mi (8,105.35 km) |
| Chesapeake to Tryavna | 5,069.66 mi (8,158.83 km) |
| Chesapeake to Tutrakan | 5,068.38 mi (8,156.78 km) |
| Chesapeake to Varna | 5,154.79 mi (8,295.83 km) |
