| Winter Park to Rosolini | 5,381.68 mi (8,660.97 km) |
| Winter Park to Rossano | 5,376.89 mi (8,653.27 km) |
| Winter Park to Rottofreno | 4,890.62 mi (7,870.70 km) |
| Winter Park to Rovato | 4,897.94 mi (7,882.47 km) |
| Winter Park to Roverbella | 4,940.25 mi (7,950.57 km) |
| Winter Park to Rovereto | 4,936.77 mi (7,944.96 km) |
| Winter Park to Rovigo | 4,991.37 mi (8,032.84 km) |
| Winter Park to Rozzano | 4,864.33 mi (7,828.39 km) |
| Winter Park to Rubano | 4,981.41 mi (8,016.80 km) |
| Winter Park to Rubiera | 4,957.24 mi (7,977.91 km) |
| Winter Park to Ruffano | 5,439.63 mi (8,754.24 km) |
| Winter Park to Russi | 5,021.33 mi (8,081.05 km) |
| Winter Park to Rutigliano | 5,346.35 mi (8,604.12 km) |
| Winter Park to Ruvo di Puglia | 5,321.24 mi (8,563.72 km) |
| Winter Park to Sabaudia | 5,153.87 mi (8,294.35 km) |
