| Winter Garden to Blue Island (Illinois) | 968.60 mi (1,558.81 km) |
| Winter Garden to Blue Springs (Missouri) | 1,024.27 mi (1,648.41 km) |
| Winter Garden to Bluffdale (Utah) | 1,901.33 mi (3,059.89 km) |
| Winter Garden to Bluffton (Indiana) | 866.90 mi (1,395.15 km) |
| Winter Garden to Bluffton (South Carolina) | 256.75 mi (413.19 km) |
| Winter Garden to Blythe (California) | 1,976.75 mi (3,181.28 km) |
| Winter Garden to Blytheville (Arkansas) | 704.02 mi (1,133.02 km) |
| Winter Garden to Boca Raton (Florida) | 175.34 mi (282.18 km) |
| Winter Garden to Boerne (Texas) | 1,036.29 mi (1,667.74 km) |
| Winter Garden to Bogalusa (Louisiana) | 519.72 mi (836.40 km) |
| Winter Garden to Boiling Springs (South Carolina) | 449.86 mi (723.98 km) |
| Winter Garden to Boise (Idaho) | 2,174.21 mi (3,499.06 km) |
| Winter Garden to Bolingbrook (Illinois) | 979.24 mi (1,575.94 km) |
| Winter Garden to Bolivar (Missouri) | 926.21 mi (1,490.59 km) |
| Winter Garden to Bon Air (Virginia) | 662.41 mi (1,066.05 km) |
