| Sheboygan to Smolyan | 5,207.17 mi (8,380.13 km) |
| Sheboygan to Sofia | 5,102.92 mi (8,212.36 km) |
| Sheboygan to Sopot | 5,155.68 mi (8,297.27 km) |
| Sheboygan to Sozopol | 5,269.92 mi (8,481.11 km) |
| Sheboygan to Sredets | 5,256.14 mi (8,458.94 km) |
| Sheboygan to Stamboliyski | 5,173.78 mi (8,326.40 km) |
| Sheboygan to Stara Zagora | 5,198.11 mi (8,365.54 km) |
| Sheboygan to Svilengrad | 5,251.00 mi (8,450.67 km) |
| Sheboygan to Svishtov | 5,128.36 mi (8,253.29 km) |
| Sheboygan to Targovishte | 5,189.24 mi (8,351.27 km) |
| Sheboygan to Teteven | 5,125.41 mi (8,248.55 km) |
| Sheboygan to Troyan | 5,142.89 mi (8,276.68 km) |
| Sheboygan to Tryavna | 5,171.10 mi (8,322.07 km) |
| Sheboygan to Tutrakan | 5,149.96 mi (8,288.06 km) |
| Sheboygan to Varna | 5,236.35 mi (8,427.09 km) |
