| Valparaiso to Smolyan | 5,291.80 mi (8,516.32 km) |
| Valparaiso to Sofia | 5,187.73 mi (8,348.85 km) |
| Valparaiso to Sopot | 5,242.21 mi (8,436.52 km) |
| Valparaiso to Sozopol | 5,359.81 mi (8,625.77 km) |
| Valparaiso to Sredets | 5,345.28 mi (8,602.40 km) |
| Valparaiso to Stamboliyski | 5,259.14 mi (8,463.77 km) |
| Valparaiso to Stara Zagora | 5,285.41 mi (8,506.04 km) |
| Valparaiso to Svilengrad | 5,337.89 mi (8,590.50 km) |
| Valparaiso to Svishtov | 5,217.28 mi (8,396.40 km) |
| Valparaiso to Targovishte | 5,279.08 mi (8,495.86 km) |
| Valparaiso to Teteven | 5,211.78 mi (8,387.55 km) |
| Valparaiso to Troyan | 5,229.77 mi (8,416.50 km) |
| Valparaiso to Tryavna | 5,258.94 mi (8,463.44 km) |
| Valparaiso to Tutrakan | 5,241.17 mi (8,434.84 km) |
| Valparaiso to Varna | 5,327.81 mi (8,574.28 km) |
