| Winter Garden to Rosemead (California) | 2,175.77 mi (3,501.56 km) |
| Winter Garden to Rosemont (California) | 2,371.22 mi (3,816.11 km) |
| Winter Garden to Rosemount (Minnesota) | 1,284.58 mi (2,067.34 km) |
| Winter Garden to Rosenberg (Texas) | 861.54 mi (1,386.52 km) |
| Winter Garden to Roseville (California) | 2,370.64 mi (3,815.17 km) |
| Winter Garden to Roseville (Michigan) | 967.81 mi (1,557.54 km) |
| Winter Garden to Roseville (Minnesota) | 1,302.51 mi (2,096.19 km) |
| Winter Garden to Rossmoor (California) | 2,175.74 mi (3,501.51 km) |
| Winter Garden to Rossville (Maryland) | 802.42 mi (1,291.37 km) |
| Winter Garden to Roswell (Georgia) | 413.11 mi (664.84 km) |
| Winter Garden to Roswell (New Mexico) | 1,396.00 mi (2,246.65 km) |
| Winter Garden to Round Lake (Illinois) | 1,020.73 mi (1,642.70 km) |
| Winter Garden to Round Lake Beach (Illinois) | 1,022.50 mi (1,645.55 km) |
| Winter Garden to Round Rock (Texas) | 974.73 mi (1,568.67 km) |
| Winter Garden to Rowland Heights (California) | 2,164.83 mi (3,483.96 km) |
