| Winter Garden to Winchester (Virginia) | 760.17 mi (1,223.38 km) |
| Winter Garden to Winder (Georgia) | 396.86 mi (638.69 km) |
| Winter Garden to Windsor (California) | 2,449.53 mi (3,942.13 km) |
| Winter Garden to Windsor (Colorado) | 1,555.39 mi (2,503.16 km) |
| Winter Garden to Winfield (Kansas) | 1,073.44 mi (1,727.53 km) |
| Winter Garden to Winnetka (Illinois) | 998.46 mi (1,606.86 km) |
| Winter Garden to Winona (Minnesota) | 1,207.23 mi (1,942.85 km) |
| Winter Garden to Winston-Salem (North Carolina) | 528.17 mi (850.01 km) |
| Winter Garden to Winter Gardens (California) | 2,110.23 mi (3,396.09 km) |
| Winter Garden to Winter Haven (Florida) | 37.19 mi (59.85 km) |
| Winter Garden to Winter Park (Florida) | 15.82 mi (25.45 km) |
| Winter Garden to Winter Springs (Florida) | 22.24 mi (35.80 km) |
| Winter Garden to Winterville (North Carolina) | 541.57 mi (871.58 km) |
| Winter Garden to Winton (California) | 2,325.25 mi (3,742.12 km) |
| Winter Garden to Wisconsin Rapids (Wisconsin) | 1,185.26 mi (1,907.49 km) |
