| Winter Garden to Smithville (Missouri) | 1,053.75 mi (1,695.84 km) |
| Winter Garden to Smyrna (Delaware) | 817.84 mi (1,316.19 km) |
| Winter Garden to Smyrna (Georgia) | 406.09 mi (653.54 km) |
| Winter Garden to Smyrna (Tennessee) | 588.22 mi (946.65 km) |
| Winter Garden to Snellville (Georgia) | 393.73 mi (633.64 km) |
| Winter Garden to Snoqualmie (Washington) | 2,513.03 mi (4,044.33 km) |
| Winter Garden to Snyder (Texas) | 1,182.08 mi (1,902.38 km) |
| Winter Garden to Socastee (South Carolina) | 387.01 mi (622.83 km) |
| Winter Garden to Socorro (Texas) | 1,486.64 mi (2,392.52 km) |
| Winter Garden to Soddy-Daisy (Tennessee) | 509.09 mi (819.31 km) |
| Winter Garden to Solana Beach (California) | 2,129.14 mi (3,426.52 km) |
| Winter Garden to Soledad (California) | 2,362.26 mi (3,801.69 km) |
| Winter Garden to Solon (Ohio) | 887.51 mi (1,428.30 km) |
| Winter Garden to Somers Point (New Jersey) | 844.76 mi (1,359.51 km) |
| Winter Garden to Somerset (Kentucky) | 615.45 mi (990.47 km) |
