| Toledo to Smolyan | 1,501.96 mi (2,417.17 km) |
| Toledo to Sofia | 1,427.52 mi (2,297.38 km) |
| Toledo to Sopot | 1,499.73 mi (2,413.58 km) |
| Toledo to Sozopol | 1,650.62 mi (2,656.42 km) |
| Toledo to Sredets | 1,625.55 mi (2,616.08 km) |
| Toledo to Stamboliyski | 1,490.55 mi (2,398.80 km) |
| Toledo to Stara Zagora | 1,546.25 mi (2,488.45 km) |
| Toledo to Svilengrad | 1,577.90 mi (2,539.39 km) |
| Toledo to Svishtov | 1,528.36 mi (2,459.66 km) |
| Toledo to Targovishte | 1,590.77 mi (2,560.09 km) |
| Toledo to Teteven | 1,474.62 mi (2,373.17 km) |
| Toledo to Troyan | 1,497.45 mi (2,409.92 km) |
| Toledo to Tryavna | 1,537.13 mi (2,473.77 km) |
| Toledo to Tutrakan | 1,591.34 mi (2,561.02 km) |
| Toledo to Varna | 1,657.93 mi (2,668.17 km) |
