| Winona to Isabela (Puerto Rico) | 2,269.63 mi (3,652.62 km) |
| Winona to Iselin (New Jersey) | 916.66 mi (1,475.22 km) |
| Winona to Isla Vista (California) | 1,638.72 mi (2,637.26 km) |
| Winona to Issaquah (Washington) | 1,473.44 mi (2,371.27 km) |
| Winona to Ithaca (New York) | 770.13 mi (1,239.40 km) |
| Winona to Ives Estates (Florida) | 1,405.38 mi (2,261.73 km) |
| Winona to Jackson (Michigan) | 386.76 mi (622.43 km) |
| Winona to Jackson (Mississippi) | 814.60 mi (1,310.98 km) |
| Winona to Jackson (Missouri) | 472.84 mi (760.96 km) |
| Winona to Jackson (Tennessee) | 599.20 mi (964.31 km) |
| Winona to Jackson (Wyoming) | 952.12 mi (1,532.29 km) |
| Winona to Jacksonville (Alabama) | 775.21 mi (1,247.58 km) |
| Winona to Jacksonville (Arkansas) | 634.05 mi (1,020.40 km) |
| Winona to Jacksonville (Florida) | 1,093.95 mi (1,760.54 km) |
| Winona to Jacksonville (Illinois) | 307.57 mi (494.98 km) |
