| Winter Park to Beverly Hills (California) | 2,207.22 mi (3,552.17 km) |
| Winter Park to Beverly Hills (Florida) | 70.75 mi (113.86 km) |
| Winter Park to Beverly Hills (Michigan) | 967.82 mi (1,557.55 km) |
| Winter Park to Bexley (Ohio) | 790.51 mi (1,272.20 km) |
| Winter Park to Biddeford (Maine) | 1,191.64 mi (1,917.77 km) |
| Winter Park to Big Bear City (California) | 2,115.11 mi (3,403.94 km) |
| Winter Park to Big Lake (Minnesota) | 1,340.52 mi (2,157.36 km) |
| Winter Park to Big Spring (Texas) | 1,223.84 mi (1,969.59 km) |
| Winter Park to Billings (Montana) | 1,895.13 mi (3,049.92 km) |
| Winter Park to Biloxi (Mississippi) | 474.66 mi (763.90 km) |
| Winter Park to Binghamton (New York) | 981.35 mi (1,579.34 km) |
| Winter Park to Birmingham (Alabama) | 469.02 mi (754.82 km) |
| Winter Park to Birmingham (Michigan) | 969.21 mi (1,559.80 km) |
| Winter Park to Bismarck (North Dakota) | 1,637.29 mi (2,634.97 km) |
| Winter Park to Bithlo (Florida) | 14.57 mi (23.45 km) |
