| Winter Springs to Horizon West (Florida) | 26.99 mi (43.43 km) |
| Winter Springs to Hormigueros (Puerto Rico) | 1,153.94 mi (1,857.09 km) |
| Winter Springs to Horn Lake (Mississippi) | 672.45 mi (1,082.21 km) |
| Winter Springs to Hot Springs (Arkansas) | 799.96 mi (1,287.42 km) |
| Winter Springs to Hot Springs Village (Arkansas) | 800.93 mi (1,288.97 km) |
| Winter Springs to Houma (Louisiana) | 572.61 mi (921.53 km) |
| Winter Springs to Houston (Texas) | 854.03 mi (1,374.43 km) |
| Winter Springs to Howard (Wisconsin) | 1,159.60 mi (1,866.19 km) |
| Winter Springs to Huber Heights (Ohio) | 788.57 mi (1,269.08 km) |
| Winter Springs to Hudson (Florida) | 89.10 mi (143.40 km) |
| Winter Springs to Hudson (Ohio) | 867.24 mi (1,395.69 km) |
| Winter Springs to Hudson (Wisconsin) | 1,287.83 mi (2,072.56 km) |
| Winter Springs to Hueytown (Alabama) | 471.98 mi (759.58 km) |
| Winter Springs to Hugo (Minnesota) | 1,305.66 mi (2,101.25 km) |
| Winter Springs to Humacao (Puerto Rico) | 1,218.34 mi (1,960.73 km) |
