| Winona to Odenton (Maryland) | 845.71 mi (1,361.03 km) |
| Winona to Odessa (Texas) | 1,020.46 mi (1,642.28 km) |
| Winona to Ogden (Utah) | 1,047.24 mi (1,685.37 km) |
| Winona to Oildale (California) | 1,561.83 mi (2,513.53 km) |
| Winona to Ojus (Florida) | 1,406.38 mi (2,263.36 km) |
| Winona to Okemos (Michigan) | 375.86 mi (604.89 km) |
| Winona to Oklahoma City (Oklahoma) | 668.93 mi (1,076.55 km) |
| Winona to Okmulgee (Oklahoma) | 626.50 mi (1,008.26 km) |
| Winona to Olathe (Kansas) | 392.46 mi (631.60 km) |
| Winona to Old Jamestown (Missouri) | 367.10 mi (590.79 km) |
| Winona to Oldsmar (Florida) | 1,212.57 mi (1,951.45 km) |
| Winona to Olean (New York) | 681.04 mi (1,096.03 km) |
| Winona to Olive Branch (Mississippi) | 635.44 mi (1,022.64 km) |
| Winona to Olivehurst (California) | 1,573.58 mi (2,532.43 km) |
| Winona to Olney (Maryland) | 825.29 mi (1,328.18 km) |
