| Winona to Oakleaf Plantation (Florida) | 1,099.73 mi (1,769.84 km) |
| Winona to Oakley (California) | 1,610.36 mi (2,591.62 km) |
| Winona to Oakton (Virginia) | 823.35 mi (1,325.06 km) |
| Winona to Oakville (Missouri) | 393.37 mi (633.07 km) |
| Winona to Oatfield (Oregon) | 1,511.52 mi (2,432.56 km) |
| Winona to Ocala (Florida) | 1,153.31 mi (1,856.08 km) |
| Winona to Ocean Acres (New Jersey) | 940.34 mi (1,513.32 km) |
| Winona to Ocean City (New Jersey) | 938.74 mi (1,510.76 km) |
| Winona to Ocean Pines (Maryland) | 941.36 mi (1,514.98 km) |
| Winona to Ocean Pointe (Hawaii) | 4,047.93 mi (6,514.51 km) |
| Winona to Ocean Springs (Mississippi) | 955.66 mi (1,537.99 km) |
| Winona to Oceanside (California) | 1,563.67 mi (2,516.49 km) |
| Winona to Oceanside (New York) | 948.54 mi (1,526.53 km) |
| Winona to Ocoee (Florida) | 1,206.50 mi (1,941.67 km) |
| Winona to Oconomowoc (Wisconsin) | 171.89 mi (276.64 km) |
