| Winter Garden to Rosolini | 5,396.42 mi (8,684.70 km) |
| Winter Garden to Rossano | 5,391.30 mi (8,676.46 km) |
| Winter Garden to Rottofreno | 4,904.68 mi (7,893.32 km) |
| Winter Garden to Rovato | 4,911.92 mi (7,904.97 km) |
| Winter Garden to Roverbella | 4,954.24 mi (7,973.08 km) |
| Winter Garden to Rovereto | 4,950.67 mi (7,967.33 km) |
| Winter Garden to Rovigo | 5,005.35 mi (8,055.33 km) |
| Winter Garden to Rozzano | 4,878.37 mi (7,850.97 km) |
| Winter Garden to Rubano | 4,995.34 mi (8,039.22 km) |
| Winter Garden to Rubiera | 4,971.31 mi (8,000.55 km) |
| Winter Garden to Ruffano | 5,453.93 mi (8,777.25 km) |
| Winter Garden to Russi | 5,035.38 mi (8,103.67 km) |
| Winter Garden to Rutigliano | 5,360.60 mi (8,627.06 km) |
| Winter Garden to Ruvo di Puglia | 5,335.50 mi (8,586.65 km) |
| Winter Garden to Sabaudia | 5,168.24 mi (8,317.47 km) |
