| Winter Springs to St. Petersburg (Florida) | 105.07 mi (169.09 km) |
| Winter Springs to St. Simons (Georgia) | 172.08 mi (276.94 km) |
| Winter Springs to Stafford (Texas) | 864.42 mi (1,391.14 km) |
| Winter Springs to Stallings (North Carolina) | 445.01 mi (716.18 km) |
| Winter Springs to Stamford (Connecticut) | 961.70 mi (1,547.70 km) |
| Winter Springs to Stanford (California) | 2,423.90 mi (3,900.89 km) |
| Winter Springs to Stanton (California) | 2,186.21 mi (3,518.37 km) |
| Winter Springs to Star (Idaho) | 2,198.13 mi (3,537.54 km) |
| Winter Springs to Starkville (Mississippi) | 555.44 mi (893.89 km) |
| Winter Springs to State College (Pennsylvania) | 858.13 mi (1,381.03 km) |
| Winter Springs to Staten Island (New York) | 915.30 mi (1,473.03 km) |
| Winter Springs to Statesboro (Georgia) | 260.74 mi (419.62 km) |
| Winter Springs to Statesville (North Carolina) | 490.79 mi (789.85 km) |
| Winter Springs to Staunton (Virginia) | 666.56 mi (1,072.73 km) |
| Winter Springs to Steamboat Springs (Colorado) | 1,657.38 mi (2,667.30 km) |
