| Winter Garden to Southchase (Florida) | 16.84 mi (27.11 km) |
| Winter Garden to Southern Pines (North Carolina) | 477.14 mi (767.89 km) |
| Winter Garden to Southfield (Michigan) | 967.25 mi (1,556.64 km) |
| Winter Garden to Southgate (Michigan) | 948.28 mi (1,526.12 km) |
| Winter Garden to Southlake (Texas) | 971.44 mi (1,563.38 km) |
| Winter Garden to Spanaway (Washington) | 2,530.84 mi (4,072.99 km) |
| Winter Garden to Spanish Fork (Utah) | 1,879.32 mi (3,024.47 km) |
| Winter Garden to Spanish Lake (Missouri) | 862.98 mi (1,388.83 km) |
| Winter Garden to Spanish Springs (Nevada) | 2,289.71 mi (3,684.93 km) |
| Winter Garden to Sparks (Nevada) | 2,291.41 mi (3,687.67 km) |
| Winter Garden to Spartanburg (South Carolina) | 442.76 mi (712.56 km) |
| Winter Garden to Spearfish (South Dakota) | 1,644.26 mi (2,646.19 km) |
| Winter Garden to Speedway (Indiana) | 821.29 mi (1,321.74 km) |
| Winter Garden to Spencer (Iowa) | 1,259.28 mi (2,026.62 km) |
| Winter Garden to Spokane (Washington) | 2,322.30 mi (3,737.39 km) |
