| Chicago Heights to Smolyan | 5,311.79 mi (8,548.49 km) |
| Chicago Heights to Sofia | 5,207.68 mi (8,380.95 km) |
| Chicago Heights to Sopot | 5,261.87 mi (8,468.16 km) |
| Chicago Heights to Sozopol | 5,378.89 mi (8,656.49 km) |
| Chicago Heights to Sredets | 5,364.50 mi (8,633.33 km) |
| Chicago Heights to Stamboliyski | 5,279.00 mi (8,495.74 km) |
| Chicago Heights to Stara Zagora | 5,304.94 mi (8,537.48 km) |
| Chicago Heights to Svilengrad | 5,357.50 mi (8,622.06 km) |
| Chicago Heights to Svishtov | 5,236.52 mi (8,427.37 km) |
| Chicago Heights to Targovishte | 5,298.17 mi (8,526.58 km) |
| Chicago Heights to Teteven | 5,231.46 mi (8,419.23 km) |
| Chicago Heights to Troyan | 5,249.37 mi (8,448.05 km) |
| Chicago Heights to Tryavna | 5,278.38 mi (8,494.72 km) |
| Chicago Heights to Tutrakan | 5,260.01 mi (8,465.17 km) |
| Chicago Heights to Varna | 5,346.61 mi (8,604.54 km) |
