| Winter Garden to Hutchinson (Kansas) | 1,146.21 mi (1,844.65 km) |
| Winter Garden to Hutchinson (Minnesota) | 1,329.04 mi (2,138.88 km) |
| Winter Garden to Hutto (Texas) | 967.66 mi (1,557.29 km) |
| Winter Garden to Hyattsville (Maryland) | 767.39 mi (1,235.00 km) |
| Winter Garden to Hybla Valley (Virginia) | 751.19 mi (1,208.93 km) |
| Winter Garden to Idaho Falls (Idaho) | 1,973.25 mi (3,175.63 km) |
| Winter Garden to Idylwood (Virginia) | 757.90 mi (1,219.73 km) |
| Winter Garden to Ilchester (Maryland) | 787.62 mi (1,267.55 km) |
| Winter Garden to Immokalee (Florida) | 146.63 mi (235.99 km) |
| Winter Garden to Imperial (California) | 2,031.60 mi (3,269.54 km) |
| Winter Garden to Imperial Beach (California) | 2,121.90 mi (3,414.87 km) |
| Winter Garden to Independence (Kentucky) | 738.79 mi (1,188.97 km) |
| Winter Garden to Independence (Missouri) | 1,030.82 mi (1,658.95 km) |
| Winter Garden to Indian Trail (North Carolina) | 454.47 mi (731.39 km) |
| Winter Garden to Indiana (Pennsylvania) | 846.01 mi (1,361.53 km) |
