| Winter Springs to Southchase (Florida) | 22.60 mi (36.37 km) |
| Winter Springs to Southern Pines (North Carolina) | 462.47 mi (744.28 km) |
| Winter Springs to Southfield (Michigan) | 959.09 mi (1,543.51 km) |
| Winter Springs to Southgate (Michigan) | 940.11 mi (1,512.96 km) |
| Winter Springs to Southlake (Texas) | 986.07 mi (1,586.92 km) |
| Winter Springs to Spanaway (Washington) | 2,538.90 mi (4,085.96 km) |
| Winter Springs to Spanish Fork (Utah) | 1,890.43 mi (3,042.35 km) |
| Winter Springs to Spanish Lake (Missouri) | 865.37 mi (1,392.68 km) |
| Winter Springs to Spanish Springs (Nevada) | 2,301.92 mi (3,704.57 km) |
| Winter Springs to Sparks (Nevada) | 2,303.67 mi (3,707.39 km) |
| Winter Springs to Spartanburg (South Carolina) | 433.90 mi (698.30 km) |
| Winter Springs to Spearfish (South Dakota) | 1,650.06 mi (2,655.51 km) |
| Winter Springs to Speedway (Indiana) | 817.87 mi (1,316.24 km) |
| Winter Springs to Spencer (Iowa) | 1,261.77 mi (2,030.63 km) |
| Winter Springs to Spokane (Washington) | 2,329.34 mi (3,748.71 km) |
