| Difficult Run to Rosolini | 4,797.14 mi (7,720.25 km) |
| Difficult Run to Rossano | 4,767.44 mi (7,672.45 km) |
| Difficult Run to Rottofreno | 4,262.25 mi (6,859.43 km) |
| Difficult Run to Rovato | 4,265.00 mi (6,863.86 km) |
| Difficult Run to Roverbella | 4,307.64 mi (6,932.48 km) |
| Difficult Run to Rovereto | 4,299.34 mi (6,919.12 km) |
| Difficult Run to Rovigo | 4,357.65 mi (7,012.96 km) |
| Difficult Run to Rozzano | 4,234.58 mi (6,814.90 km) |
| Difficult Run to Rubano | 4,345.34 mi (6,993.15 km) |
| Difficult Run to Rubiera | 4,328.83 mi (6,966.58 km) |
| Difficult Run to Ruffano | 4,822.44 mi (7,760.97 km) |
| Difficult Run to Russi | 4,391.81 mi (7,067.93 km) |
| Difficult Run to Rutigliano | 4,726.93 mi (7,607.26 km) |
| Difficult Run to Ruvo di Puglia | 4,701.82 mi (7,566.84 km) |
| Difficult Run to Sabaudia | 4,543.08 mi (7,311.38 km) |
