| Winona to Seymour (Indiana) | 462.02 mi (743.55 km) |
| Winona to Seymour (Tennessee) | 702.05 mi (1,129.84 km) |
| Winona to Shady Hills (Florida) | 1,192.79 mi (1,919.61 km) |
| Winona to Shafter (California) | 1,568.33 mi (2,523.99 km) |
| Winona to Shaker Heights (Ohio) | 542.84 mi (873.62 km) |
| Winona to Shakopee (Minnesota) | 102.33 mi (164.68 km) |
| Winona to Sharon (Pennsylvania) | 599.49 mi (964.79 km) |
| Winona to Sharonville (Ohio) | 498.64 mi (802.48 km) |
| Winona to Shasta Lake (California) | 1,575.61 mi (2,535.70 km) |
| Winona to Shawnee (Kansas) | 383.81 mi (617.69 km) |
| Winona to Shawnee (Oklahoma) | 663.25 mi (1,067.39 km) |
| Winona to Sheboygan (Wisconsin) | 197.16 mi (317.30 km) |
| Winona to Shelby (North Carolina) | 808.81 mi (1,301.65 km) |
| Winona to Shelbyville (Indiana) | 434.93 mi (699.95 km) |
| Winona to Shelbyville (Kentucky) | 524.37 mi (843.89 km) |
