| Winter Springs to Santa Paula (California) | 2,247.10 mi (3,616.36 km) |
| Winter Springs to Santa Rosa (California) | 2,456.59 mi (3,953.50 km) |
| Winter Springs to Santaquin (Utah) | 1,895.79 mi (3,050.98 km) |
| Winter Springs to Santee (California) | 2,129.56 mi (3,427.20 km) |
| Winter Springs to Sapulpa (Oklahoma) | 1,000.84 mi (1,610.69 km) |
| Winter Springs to Saraland (Alabama) | 435.85 mi (701.44 km) |
| Winter Springs to Sarasota (Florida) | 121.37 mi (195.33 km) |
| Winter Springs to Sarasota Springs (Florida) | 120.38 mi (193.73 km) |
| Winter Springs to Saratoga (California) | 2,415.76 mi (3,887.79 km) |
| Winter Springs to Saratoga Springs (New York) | 1,077.24 mi (1,733.65 km) |
| Winter Springs to Saratoga Springs (Utah) | 1,908.69 mi (3,071.75 km) |
| Winter Springs to Sartell (Minnesota) | 1,366.00 mi (2,198.37 km) |
| Winter Springs to Satellite Beach (Florida) | 53.80 mi (86.58 km) |
| Winter Springs to Sauk Rapids (Minnesota) | 1,362.96 mi (2,193.48 km) |
| Winter Springs to Sault Ste. Marie (Michigan) | 1,240.78 mi (1,996.84 km) |
