| Winona to Ramsey (New Jersey) | 913.58 mi (1,470.26 km) |
| Winona to Rancho Cordova (California) | 1,572.09 mi (2,530.04 km) |
| Winona to Rancho Cucamonga (California) | 1,540.06 mi (2,478.49 km) |
| Winona to Rancho Mirage (California) | 1,500.72 mi (2,415.17 km) |
| Winona to Rancho Palos Verdes (California) | 1,592.17 mi (2,562.34 km) |
| Winona to Rancho San Diego (California) | 1,564.67 mi (2,518.10 km) |
| Winona to Rancho Santa Margarita (California) | 1,560.92 mi (2,512.07 km) |
| Winona to Randallstown (Maryland) | 830.57 mi (1,336.67 km) |
| Winona to Rantoul (Illinois) | 315.21 mi (507.29 km) |
| Winona to Rapid City (South Dakota) | 573.09 mi (922.30 km) |
| Winona to Ravenna (Ohio) | 566.06 mi (910.98 km) |
| Winona to Raymondville (Texas) | 1,261.30 mi (2,029.86 km) |
| Winona to Raymore (Missouri) | 390.26 mi (628.06 km) |
| Winona to Raytown (Missouri) | 378.03 mi (608.38 km) |
| Winona to Reading (Ohio) | 500.42 mi (805.35 km) |
