| Winter Park to Bound Brook (New Jersey) | 912.34 mi (1,468.27 km) |
| Winter Park to Bountiful (Utah) | 1,915.89 mi (3,083.32 km) |
| Winter Park to Bourbonnais (Illinois) | 944.31 mi (1,519.71 km) |
| Winter Park to Bowie (Maryland) | 762.51 mi (1,227.15 km) |
| Winter Park to Bowling Green (Kentucky) | 649.49 mi (1,045.25 km) |
| Winter Park to Bowling Green (Ohio) | 892.42 mi (1,436.20 km) |
| Winter Park to Box Elder (South Dakota) | 1,606.91 mi (2,586.06 km) |
| Winter Park to Boynton Beach (Florida) | 162.65 mi (261.76 km) |
| Winter Park to Bozeman (Montana) | 1,998.70 mi (3,216.60 km) |
| Winter Park to Bradenton (Florida) | 107.28 mi (172.65 km) |
| Winter Park to Bradfordville (Florida) | 219.46 mi (353.19 km) |
| Winter Park to Bradley (Illinois) | 942.39 mi (1,516.64 km) |
| Winter Park to Bradley Gardens (New Jersey) | 909.48 mi (1,463.67 km) |
| Winter Park to Brainerd (Minnesota) | 1,410.71 mi (2,270.32 km) |
| Winter Park to Brambleton (Virginia) | 749.73 mi (1,206.58 km) |