| Winter Springs to Home Gardens (California) | 2,158.50 mi (3,473.77 km) |
| Winter Springs to Homer Glen (Illinois) | 968.07 mi (1,557.96 km) |
| Winter Springs to Homestead (Florida) | 228.33 mi (367.46 km) |
| Winter Springs to Homewood (Alabama) | 464.80 mi (748.02 km) |
| Winter Springs to Homewood (Illinois) | 959.05 mi (1,543.44 km) |
| Winter Springs to Homosassa Springs (Florida) | 77.33 mi (124.45 km) |
| Winter Springs to Honeygo (Maryland) | 790.29 mi (1,271.85 km) |
| Winter Springs to Honolulu (Hawaii) | 4,742.17 mi (7,631.78 km) |
| Winter Springs to Hoover (Alabama) | 460.64 mi (741.32 km) |
| Winter Springs to Hopatcong (New Jersey) | 925.96 mi (1,490.19 km) |
| Winter Springs to Hope Mills (North Carolina) | 454.71 mi (731.78 km) |
| Winter Springs to Hopewell (Virginia) | 637.21 mi (1,025.49 km) |
| Winter Springs to Hopkins (Minnesota) | 1,304.04 mi (2,098.66 km) |
| Winter Springs to Hopkinsville (Kentucky) | 668.26 mi (1,075.46 km) |
| Winter Springs to Horizon City (Texas) | 1,499.31 mi (2,412.91 km) |
