| Winter Springs to Siloam Springs (Arkansas) | 929.28 mi (1,495.53 km) |
| Winter Springs to Silver Firs (Washington) | 2,541.05 mi (4,089.43 km) |
| Winter Springs to Silver Spring (Maryland) | 752.94 mi (1,211.73 km) |
| Winter Springs to Silver Springs Shores (Florida) | 53.72 mi (86.45 km) |
| Winter Springs to Silverdale (Washington) | 2,561.07 mi (4,121.64 km) |
| Winter Springs to Silverton (Oregon) | 2,521.31 mi (4,057.66 km) |
| Winter Springs to Simi Valley (California) | 2,229.09 mi (3,587.37 km) |
| Winter Springs to Simpsonville (South Carolina) | 421.31 mi (678.04 km) |
| Winter Springs to Sioux City (Iowa) | 1,273.34 mi (2,049.25 km) |
| Winter Springs to Sioux Falls (South Dakota) | 1,336.08 mi (2,150.21 km) |
| Winter Springs to Skokie (Illinois) | 990.85 mi (1,594.61 km) |
| Winter Springs to Sleepy Hollow (New York) | 953.21 mi (1,534.04 km) |
| Winter Springs to Slidell (Louisiana) | 523.62 mi (842.68 km) |
| Winter Springs to Smithfield (North Carolina) | 501.48 mi (807.05 km) |
| Winter Springs to Smithfield (Utah) | 1,933.93 mi (3,112.36 km) |
