| Winona to Siloam Springs (Arkansas) | 564.05 mi (907.76 km) |
| Winona to Silver Firs (Washington) | 1,477.63 mi (2,378.02 km) |
| Winona to Silver Spring (Maryland) | 832.52 mi (1,339.80 km) |
| Winona to Silver Springs Shores (Florida) | 1,160.84 mi (1,868.19 km) |
| Winona to Silverdale (Washington) | 1,502.75 mi (2,418.45 km) |
| Winona to Silverton (Oregon) | 1,524.51 mi (2,453.46 km) |
| Winona to Simi Valley (California) | 1,590.86 mi (2,560.25 km) |
| Winona to Simpsonville (South Carolina) | 815.77 mi (1,312.86 km) |
| Winona to Sioux City (Iowa) | 260.64 mi (419.45 km) |
| Winona to Sioux Falls (South Dakota) | 254.91 mi (410.23 km) |
| Winona to Skokie (Illinois) | 242.28 mi (389.92 km) |
| Winona to Sleepy Hollow (New York) | 926.29 mi (1,490.72 km) |
| Winona to Slidell (Louisiana) | 956.42 mi (1,539.22 km) |
| Winona to Smithfield (North Carolina) | 918.85 mi (1,478.75 km) |
| Winona to Smithfield (Utah) | 1,028.35 mi (1,654.96 km) |
