| Bolingbrook to Smolyan | 5,320.14 mi (8,561.94 km) |
| Bolingbrook to Sofia | 5,215.99 mi (8,394.33 km) |
| Bolingbrook to Sopot | 5,269.86 mi (8,481.02 km) |
| Bolingbrook to Sozopol | 5,386.24 mi (8,668.31 km) |
| Bolingbrook to Sredets | 5,371.99 mi (8,645.39 km) |
| Bolingbrook to Stamboliyski | 5,287.22 mi (8,508.96 km) |
| Bolingbrook to Stara Zagora | 5,312.78 mi (8,550.10 km) |
| Bolingbrook to Svilengrad | 5,365.43 mi (8,634.82 km) |
| Bolingbrook to Svishtov | 5,244.05 mi (8,439.48 km) |
| Bolingbrook to Targovishte | 5,305.52 mi (8,538.41 km) |
| Bolingbrook to Teteven | 5,239.48 mi (8,432.13 km) |
| Bolingbrook to Troyan | 5,257.29 mi (8,460.80 km) |
| Bolingbrook to Tryavna | 5,286.11 mi (8,507.18 km) |
| Bolingbrook to Tutrakan | 5,267.09 mi (8,476.56 km) |
| Bolingbrook to Varna | 5,353.64 mi (8,615.86 km) |
