| Winter Park to Brown Deer (Wisconsin) | 1,072.37 mi (1,725.81 km) |
| Winter Park to Brownsburg (Indiana) | 827.52 mi (1,331.77 km) |
| Winter Park to Brownsville (Florida) | 203.50 mi (327.50 km) |
| Winter Park to Brownsville (Texas) | 1,004.73 mi (1,616.95 km) |
| Winter Park to Brownwood (Texas) | 1,073.86 mi (1,728.21 km) |
| Winter Park to Brunswick (Georgia) | 176.08 mi (283.38 km) |
| Winter Park to Brunswick (Ohio) | 874.28 mi (1,407.01 km) |
| Winter Park to Brushy Creek (Texas) | 993.27 mi (1,598.52 km) |
| Winter Park to Bryan (Texas) | 913.54 mi (1,470.20 km) |
| Winter Park to Bryant (Arkansas) | 775.79 mi (1,248.51 km) |
| Winter Park to Bryn Mawr-Skyway (Washington) | 2,538.89 mi (4,085.95 km) |
| Winter Park to Buckeye (Arizona) | 1,875.91 mi (3,018.98 km) |
| Winter Park to Buckhall (Virginia) | 734.37 mi (1,181.86 km) |
| Winter Park to Bucyrus (Ohio) | 848.39 mi (1,365.36 km) |
| Winter Park to Buda (Texas) | 998.45 mi (1,606.84 km) |
