| Winter Garden to Whittier (California) | 2,172.14 mi (3,495.73 km) |
| Winter Garden to Wichita (Kansas) | 1,106.51 mi (1,780.76 km) |
| Winter Garden to Wichita Falls (Texas) | 1,065.27 mi (1,714.38 km) |
| Winter Garden to Wickliffe (Ohio) | 902.74 mi (1,452.82 km) |
| Winter Garden to Wildomar (California) | 2,128.56 mi (3,425.59 km) |
| Winter Garden to Wildwood (Florida) | 29.66 mi (47.73 km) |
| Winter Garden to Wildwood (Missouri) | 867.24 mi (1,395.69 km) |
| Winter Garden to Wilkes-Barre (Pennsylvania) | 935.19 mi (1,505.04 km) |
| Winter Garden to Wilkinsburg (Pennsylvania) | 828.14 mi (1,332.76 km) |
| Winter Garden to Williamsburg (Virginia) | 666.08 mi (1,071.96 km) |
| Winter Garden to Williamsport (Pennsylvania) | 914.22 mi (1,471.30 km) |
| Winter Garden to Williamstown (New Jersey) | 857.44 mi (1,379.91 km) |
| Winter Garden to Willimantic (Connecticut) | 1,051.96 mi (1,692.97 km) |
| Winter Garden to Williston (North Dakota) | 1,794.35 mi (2,887.73 km) |
| Winter Garden to Willmar (Minnesota) | 1,361.98 mi (2,191.90 km) |
