| Winter Garden to Wellington (Florida) | 154.15 mi (248.07 km) |
| Winter Garden to Wells Branch (Texas) | 975.22 mi (1,569.46 km) |
| Winter Garden to Wenatchee (Washington) | 2,443.79 mi (3,932.89 km) |
| Winter Garden to Wentzville (Missouri) | 886.54 mi (1,426.75 km) |
| Winter Garden to Weslaco (Texas) | 1,018.43 mi (1,639.01 km) |
| Winter Garden to Wesley Chapel (Florida) | 49.78 mi (80.12 km) |
| Winter Garden to West Allis (Wisconsin) | 1,061.63 mi (1,708.52 km) |
| Winter Garden to West Babylon (New York) | 961.45 mi (1,547.31 km) |
| Winter Garden to West Bend (Wisconsin) | 1,090.81 mi (1,755.49 km) |
| Winter Garden to West Carrollton (Ohio) | 783.65 mi (1,261.16 km) |
| Winter Garden to West Carson (California) | 2,187.93 mi (3,521.14 km) |
| Winter Garden to West Chester (Pennsylvania) | 859.35 mi (1,382.99 km) |
| Winter Garden to West Chicago (Illinois) | 994.82 mi (1,601.01 km) |
| Winter Garden to West Columbia (South Carolina) | 377.80 mi (608.01 km) |
| Winter Garden to West Covina (California) | 2,165.98 mi (3,485.81 km) |
