| Winona to Rome (New York) | 809.63 mi (1,302.97 km) |
| Winona to Romeoville (Illinois) | 246.16 mi (396.15 km) |
| Winona to Romulus (Michigan) | 436.99 mi (703.26 km) |
| Winona to Ronkonkoma (New York) | 969.71 mi (1,560.60 km) |
| Winona to Roosevelt (New York) | 950.01 mi (1,528.90 km) |
| Winona to Rosamond (California) | 1,542.92 mi (2,483.10 km) |
| Winona to Rosaryville (Maryland) | 849.67 mi (1,367.41 km) |
| Winona to Roscoe (Illinois) | 174.72 mi (281.18 km) |
| Winona to Rose Hill (Virginia) | 835.86 mi (1,345.19 km) |
| Winona to Roseburg (Oregon) | 1,575.57 mi (2,535.63 km) |
| Winona to Rosedale (California) | 1,571.75 mi (2,529.49 km) |
| Winona to Rosedale (Maryland) | 845.95 mi (1,361.42 km) |
| Winona to Roselle (Illinois) | 230.61 mi (371.13 km) |
| Winona to Roselle (New Jersey) | 917.44 mi (1,476.47 km) |
| Winona to Roselle Park (New Jersey) | 916.80 mi (1,475.45 km) |
