| Winter Garden to San Clemente (California) | 2,148.94 mi (3,458.39 km) |
| Winter Garden to San Diego (California) | 2,121.59 mi (3,414.36 km) |
| Winter Garden to San Diego Country Estates (California) | 2,101.89 mi (3,382.66 km) |
| Winter Garden to San Dimas (California) | 2,160.14 mi (3,476.40 km) |
| Winter Garden to San Fernando (California) | 2,196.02 mi (3,534.14 km) |
| Winter Garden to San Francisco (California) | 2,426.62 mi (3,905.27 km) |
| Winter Garden to San Gabriel (California) | 2,176.72 mi (3,503.10 km) |
| Winter Garden to San Germán (Puerto Rico) | 1,170.59 mi (1,883.89 km) |
| Winter Garden to San Jacinto (California) | 2,113.22 mi (3,400.90 km) |
| Winter Garden to San Jose (California) | 2,392.43 mi (3,850.25 km) |
| Winter Garden to San Juan (Puerto Rico) | 1,206.53 mi (1,941.73 km) |
| Winter Garden to San Juan (Texas) | 1,027.89 mi (1,654.23 km) |
| Winter Garden to San Juan Capistrano (California) | 2,151.45 mi (3,462.42 km) |
| Winter Garden to San Leandro (California) | 2,410.90 mi (3,879.96 km) |
| Winter Garden to San Lorenzo (California) | 2,409.31 mi (3,877.42 km) |
