| Winter Garden to Santa Paula (California) | 2,231.93 mi (3,591.95 km) |
| Winter Garden to Santa Rosa (California) | 2,443.58 mi (3,932.56 km) |
| Winter Garden to Santaquin (Utah) | 1,884.56 mi (3,032.90 km) |
| Winter Garden to Santee (California) | 2,113.59 mi (3,401.49 km) |
| Winter Garden to Sapulpa (Oklahoma) | 990.30 mi (1,593.74 km) |
| Winter Garden to Saraland (Alabama) | 421.51 mi (678.36 km) |
| Winter Garden to Sarasota (Florida) | 101.25 mi (162.94 km) |
| Winter Garden to Sarasota Springs (Florida) | 100.67 mi (162.01 km) |
| Winter Garden to Saratoga (California) | 2,402.12 mi (3,865.84 km) |
| Winter Garden to Saratoga Springs (New York) | 1,093.82 mi (1,760.34 km) |
| Winter Garden to Saratoga Springs (Utah) | 1,897.71 mi (3,054.07 km) |
| Winter Garden to Sartell (Minnesota) | 1,365.96 mi (2,198.30 km) |
| Winter Garden to Satellite Beach (Florida) | 65.50 mi (105.42 km) |
| Winter Garden to Sauk Rapids (Minnesota) | 1,362.95 mi (2,193.46 km) |
| Winter Garden to Sault Ste. Marie (Michigan) | 1,248.59 mi (2,009.42 km) |
