| Winter Springs to Rockport (Texas) | 961.16 mi (1,546.83 km) |
| Winter Springs to Rockville (Maryland) | 755.74 mi (1,216.24 km) |
| Winter Springs to Rockville Centre (New York) | 933.23 mi (1,501.89 km) |
| Winter Springs to Rockwall (Texas) | 945.27 mi (1,521.27 km) |
| Winter Springs to Rocky Mount (North Carolina) | 542.04 mi (872.33 km) |
| Winter Springs to Rocky Point (New York) | 968.14 mi (1,558.07 km) |
| Winter Springs to Rocky River (Ohio) | 883.71 mi (1,422.19 km) |
| Winter Springs to Roessleville (New York) | 1,053.72 mi (1,695.79 km) |
| Winter Springs to Rogers (Arkansas) | 915.85 mi (1,473.92 km) |
| Winter Springs to Rogers (Minnesota) | 1,323.64 mi (2,130.20 km) |
| Winter Springs to Rohnert Park (California) | 2,455.67 mi (3,952.01 km) |
| Winter Springs to Rolla (Missouri) | 879.66 mi (1,415.67 km) |
| Winter Springs to Rolling Meadows (Illinois) | 999.23 mi (1,608.11 km) |
| Winter Springs to Roma (Texas) | 1,096.68 mi (1,764.93 km) |
| Winter Springs to Rome (Georgia) | 449.05 mi (722.68 km) |
