| Winter Garden to Hickory Hills (Illinois) | 975.80 mi (1,570.41 km) |
| Winter Garden to Hicksville (New York) | 959.95 mi (1,544.89 km) |
| Winter Garden to Hidalgo (Texas) | 1,034.86 mi (1,665.44 km) |
| Winter Garden to High Point (North Carolina) | 523.09 mi (841.84 km) |
| Winter Garden to Highland (California) | 2,123.30 mi (3,417.12 km) |
| Winter Garden to Highland (Illinois) | 844.51 mi (1,359.11 km) |
| Winter Garden to Highland (Indiana) | 957.24 mi (1,540.53 km) |
| Winter Garden to Highland (Utah) | 1,893.24 mi (3,046.87 km) |
| Winter Garden to Highland City (Florida) | 43.50 mi (70.01 km) |
| Winter Garden to Highland Park (Illinois) | 1,004.63 mi (1,616.80 km) |
| Winter Garden to Highland Park (New Jersey) | 920.70 mi (1,481.72 km) |
| Winter Garden to Highland Springs (Virginia) | 669.56 mi (1,077.56 km) |
| Winter Garden to Highland Village (Texas) | 968.79 mi (1,559.12 km) |
| Winter Garden to Highlands Ranch (Colorado) | 1,532.17 mi (2,465.78 km) |
| Winter Garden to Hillcrest (California) | 2,226.73 mi (3,583.57 km) |
