| Winter Springs to Hickory Hills (Illinois) | 973.02 mi (1,565.93 km) |
| Winter Springs to Hicksville (New York) | 942.16 mi (1,516.26 km) |
| Winter Springs to Hidalgo (Texas) | 1,055.55 mi (1,698.74 km) |
| Winter Springs to High Point (North Carolina) | 509.98 mi (820.74 km) |
| Winter Springs to Highland (California) | 2,138.60 mi (3,441.74 km) |
| Winter Springs to Highland (Illinois) | 846.35 mi (1,362.06 km) |
| Winter Springs to Highland (Indiana) | 954.17 mi (1,535.58 km) |
| Winter Springs to Highland (Utah) | 1,904.15 mi (3,064.43 km) |
| Winter Springs to Highland City (Florida) | 62.29 mi (100.24 km) |
| Winter Springs to Highland Park (Illinois) | 1,001.55 mi (1,611.84 km) |
| Winter Springs to Highland Park (New Jersey) | 903.39 mi (1,453.86 km) |
| Winter Springs to Highland Springs (Virginia) | 653.27 mi (1,051.34 km) |
| Winter Springs to Highland Village (Texas) | 983.24 mi (1,582.38 km) |
| Winter Springs to Highlands Ranch (Colorado) | 1,542.37 mi (2,482.20 km) |
| Winter Springs to Hillcrest (California) | 2,241.35 mi (3,607.10 km) |
