| Poughkeepsie to Smolyan | 4,770.04 mi (7,676.64 km) |
| Poughkeepsie to Sofia | 4,667.48 mi (7,511.58 km) |
| Poughkeepsie to Sopot | 4,727.10 mi (7,607.53 km) |
| Poughkeepsie to Sozopol | 4,855.05 mi (7,813.44 km) |
| Poughkeepsie to Sredets | 4,838.08 mi (7,786.14 km) |
| Poughkeepsie to Stamboliyski | 4,740.05 mi (7,628.37 km) |
| Poughkeepsie to Stara Zagora | 4,772.50 mi (7,680.59 km) |
| Poughkeepsie to Svilengrad | 4,823.14 mi (7,762.10 km) |
| Poughkeepsie to Svishtov | 4,710.49 mi (7,580.81 km) |
| Poughkeepsie to Targovishte | 4,774.91 mi (7,684.47 km) |
| Poughkeepsie to Teteven | 4,696.43 mi (7,558.18 km) |
| Poughkeepsie to Troyan | 4,715.96 mi (7,589.61 km) |
| Poughkeepsie to Tryavna | 4,748.09 mi (7,641.31 km) |
| Poughkeepsie to Tutrakan | 4,742.12 mi (7,631.71 km) |
| Poughkeepsie to Varna | 4,828.83 mi (7,771.26 km) |
