| Winter Garden to Steiner Ranch (Texas) | 987.80 mi (1,589.71 km) |
| Winter Garden to Stephenville (Texas) | 1,021.67 mi (1,644.22 km) |
| Winter Garden to Sterling (Colorado) | 1,478.60 mi (2,379.57 km) |
| Winter Garden to Sterling (Illinois) | 1,022.67 mi (1,645.83 km) |
| Winter Garden to Sterling (Virginia) | 761.71 mi (1,225.85 km) |
| Winter Garden to Sterling Heights (Michigan) | 973.29 mi (1,566.35 km) |
| Winter Garden to Steubenville (Ohio) | 818.66 mi (1,317.51 km) |
| Winter Garden to Stevens Point (Wisconsin) | 1,187.81 mi (1,911.59 km) |
| Winter Garden to Stevenson Ranch (California) | 2,204.71 mi (3,548.14 km) |
| Winter Garden to Stillwater (Minnesota) | 1,296.45 mi (2,086.43 km) |
| Winter Garden to Stillwater (Oklahoma) | 1,042.75 mi (1,678.14 km) |
| Winter Garden to Stockbridge (Georgia) | 377.91 mi (608.18 km) |
| Winter Garden to Stockton (California) | 2,365.80 mi (3,807.38 km) |
| Winter Garden to Stone Ridge (Virginia) | 754.08 mi (1,213.58 km) |
| Winter Garden to Stonecrest (Georgia) | 385.72 mi (620.75 km) |
