| Winter Garden to Shoreline (Washington) | 2,539.90 mi (4,087.57 km) |
| Winter Garden to Shoreview (Minnesota) | 1,306.00 mi (2,101.80 km) |
| Winter Garden to Shorewood (Illinois) | 970.73 mi (1,562.24 km) |
| Winter Garden to Shorewood (Wisconsin) | 1,064.40 mi (1,712.99 km) |
| Winter Garden to Short Hills (New Jersey) | 937.69 mi (1,509.07 km) |
| Winter Garden to Short Pump (Virginia) | 670.19 mi (1,078.57 km) |
| Winter Garden to Show Low (Arizona) | 1,717.19 mi (2,763.55 km) |
| Winter Garden to Shreveport (Louisiana) | 774.54 mi (1,246.50 km) |
| Winter Garden to Sicklerville (New Jersey) | 860.59 mi (1,384.99 km) |
| Winter Garden to Sidney (Ohio) | 824.64 mi (1,327.13 km) |
| Winter Garden to Sierra Madre (California) | 2,173.95 mi (3,498.64 km) |
| Winter Garden to Sierra Vista (Arizona) | 1,725.19 mi (2,776.43 km) |
| Winter Garden to Sierra Vista Southeast (Arizona) | 1,719.42 mi (2,767.15 km) |
| Winter Garden to Signal Hill (California) | 2,180.77 mi (3,509.61 km) |
| Winter Garden to Sikeston (Missouri) | 739.70 mi (1,190.44 km) |
