| Winter Garden to St. Petersburg (Florida) | 83.15 mi (133.82 km) |
| Winter Garden to St. Simons (Georgia) | 182.53 mi (293.75 km) |
| Winter Garden to Stafford (Texas) | 846.25 mi (1,361.91 km) |
| Winter Garden to Stallings (North Carolina) | 457.03 mi (735.52 km) |
| Winter Garden to Stamford (Connecticut) | 979.30 mi (1,576.03 km) |
| Winter Garden to Stanford (California) | 2,410.35 mi (3,879.08 km) |
| Winter Garden to Stanton (California) | 2,170.75 mi (3,493.48 km) |
| Winter Garden to Star (Idaho) | 2,188.73 mi (3,522.42 km) |
| Winter Garden to Starkville (Mississippi) | 546.53 mi (879.55 km) |
| Winter Garden to State College (Pennsylvania) | 872.35 mi (1,403.90 km) |
| Winter Garden to Staten Island (New York) | 932.76 mi (1,501.13 km) |
| Winter Garden to Statesboro (Georgia) | 269.36 mi (433.49 km) |
| Winter Garden to Statesville (North Carolina) | 502.17 mi (808.17 km) |
| Winter Garden to Staunton (Virginia) | 680.32 mi (1,094.87 km) |
| Winter Garden to Steamboat Springs (Colorado) | 1,647.48 mi (2,651.36 km) |
