| Winter Park to Baraboo (Wisconsin) | 1,127.94 mi (1,815.25 km) |
| Winter Park to Barberton (Ohio) | 857.61 mi (1,380.20 km) |
| Winter Park to Bardstown (Kentucky) | 679.62 mi (1,093.74 km) |
| Winter Park to Barrington (Illinois) | 1,010.51 mi (1,626.25 km) |
| Winter Park to Barstow (California) | 2,130.62 mi (3,428.90 km) |
| Winter Park to Bartlesville (Oklahoma) | 1,016.63 mi (1,636.11 km) |
| Winter Park to Bartlett (Illinois) | 1,001.43 mi (1,611.65 km) |
| Winter Park to Bartlett (Tennessee) | 675.64 mi (1,087.34 km) |
| Winter Park to Bartow (Florida) | 57.14 mi (91.95 km) |
| Winter Park to Batavia (Illinois) | 995.40 mi (1,601.94 km) |
| Winter Park to Batavia (New York) | 1,010.39 mi (1,626.07 km) |
| Winter Park to Batesville (Arkansas) | 778.05 mi (1,252.15 km) |
| Winter Park to Baton Rouge (Louisiana) | 601.83 mi (968.55 km) |
| Winter Park to Battle Creek (Michigan) | 971.19 mi (1,562.97 km) |
| Winter Park to Battle Ground (Washington) | 2,522.27 mi (4,059.20 km) |