| Bosilegrad to Staro Nagoricane | 38.84 mi (62.50 km) |
| Bosilegrad to Stip | 54.77 mi (88.14 km) |
| Bosilegrad to Struga | 129.93 mi (209.10 km) |
| Bosilegrad to Strumica | 73.97 mi (119.04 km) |
| Bosilegrad to Studenicani | 62.91 mi (101.24 km) |
| Bosilegrad to Sveti Nikole | 51.62 mi (83.08 km) |
| Bosilegrad to Tearce | 78.28 mi (125.99 km) |
| Bosilegrad to Tetovo | 83.92 mi (135.05 km) |
| Bosilegrad to Valandovo | 81.90 mi (131.81 km) |
| Bosilegrad to Vasilevo | 71.33 mi (114.79 km) |
| Bosilegrad to Veles | 64.97 mi (104.56 km) |
| Bosilegrad to Vevcani | 130.13 mi (209.42 km) |
| Bosilegrad to Vinica | 42.72 mi (68.75 km) |
| Bosilegrad to Vrapciste | 93.45 mi (150.40 km) |
| Bosilegrad to Zelenikovo | 62.09 mi (99.92 km) |
