| Winter Park to Blue Island (Illinois) | 970.01 mi (1,561.08 km) |
| Winter Park to Blue Springs (Missouri) | 1,031.64 mi (1,660.26 km) |
| Winter Park to Bluffdale (Utah) | 1,911.91 mi (3,076.93 km) |
| Winter Park to Bluffton (Indiana) | 866.53 mi (1,394.55 km) |
| Winter Park to Bluffton (South Carolina) | 250.95 mi (403.87 km) |
| Winter Park to Blythe (California) | 1,990.03 mi (3,202.64 km) |
| Winter Park to Blytheville (Arkansas) | 711.34 mi (1,144.79 km) |
| Winter Park to Boca Raton (Florida) | 171.31 mi (275.69 km) |
| Winter Park to Boerne (Texas) | 1,050.83 mi (1,691.14 km) |
| Winter Park to Bogalusa (Louisiana) | 532.94 mi (857.68 km) |
| Winter Park to Boiling Springs (South Carolina) | 446.93 mi (719.26 km) |
| Winter Park to Boise (Idaho) | 2,183.90 mi (3,514.65 km) |
| Winter Park to Bolingbrook (Illinois) | 980.96 mi (1,578.70 km) |
| Winter Park to Bolivar (Missouri) | 934.22 mi (1,503.48 km) |
| Winter Park to Bon Air (Virginia) | 653.71 mi (1,052.04 km) |
