| Winter Garden to Stony Brook (New York) | 979.15 mi (1,575.79 km) |
| Winter Garden to Storm Lake (Iowa) | 1,234.75 mi (1,987.14 km) |
| Winter Garden to Storrs (Connecticut) | 1,056.13 mi (1,699.68 km) |
| Winter Garden to Stoughton (Wisconsin) | 1,080.63 mi (1,739.11 km) |
| Winter Garden to Stow (Ohio) | 873.00 mi (1,404.96 km) |
| Winter Garden to Streamwood (Illinois) | 1,001.72 mi (1,612.12 km) |
| Winter Garden to Streator (Illinois) | 960.37 mi (1,545.57 km) |
| Winter Garden to Streetsboro (Ohio) | 877.43 mi (1,412.08 km) |
| Winter Garden to Strongsville (Ohio) | 882.47 mi (1,420.20 km) |
| Winter Garden to Stuart (Florida) | 124.39 mi (200.19 km) |
| Winter Garden to Stuarts Draft (Virginia) | 671.20 mi (1,080.19 km) |
| Winter Garden to Sturgis (Michigan) | 940.78 mi (1,514.04 km) |
| Winter Garden to Suamico (Wisconsin) | 1,167.48 mi (1,878.87 km) |
| Winter Garden to Sudley (Virginia) | 745.91 mi (1,200.43 km) |
| Winter Garden to Suffern (New York) | 965.10 mi (1,553.17 km) |
