| West Chicago to Smolyan | 5,314.58 mi (8,552.98 km) |
| West Chicago to Sofia | 5,210.41 mi (8,385.34 km) |
| West Chicago to Sopot | 5,264.10 mi (8,471.74 km) |
| West Chicago to Sozopol | 5,380.11 mi (8,658.45 km) |
| West Chicago to Sredets | 5,365.94 mi (8,635.65 km) |
| West Chicago to Stamboliyski | 5,281.58 mi (8,499.88 km) |
| West Chicago to Stara Zagora | 5,306.93 mi (8,540.69 km) |
| West Chicago to Svilengrad | 5,359.62 mi (8,625.48 km) |
| West Chicago to Svishtov | 5,238.03 mi (8,429.79 km) |
| West Chicago to Targovishte | 5,299.40 mi (8,528.56 km) |
| West Chicago to Teteven | 5,233.73 mi (8,422.88 km) |
| West Chicago to Troyan | 5,251.49 mi (8,451.45 km) |
| West Chicago to Tryavna | 5,280.21 mi (8,497.67 km) |
| West Chicago to Tutrakan | 5,260.82 mi (8,466.46 km) |
| West Chicago to Varna | 5,347.35 mi (8,605.72 km) |
