| Chicago to Rende | 5,075.79 mi (8,168.70 km) |
| Chicago to Resana | 4,633.99 mi (7,457.68 km) |
| Chicago to Rescaldina | 4,517.85 mi (7,270.77 km) |
| Chicago to Rezzato | 4,575.56 mi (7,363.65 km) |
| Chicago to Rho | 4,524.48 mi (7,281.44 km) |
| Chicago to Ribera | 5,038.08 mi (8,108.00 km) |
| Chicago to Riccione Marina | 4,729.97 mi (7,612.15 km) |
| Chicago to Riesi | 5,082.00 mi (8,178.69 km) |
| Chicago to Rieti | 4,806.46 mi (7,735.26 km) |
| Chicago to Rignano Flaminio | 4,800.33 mi (7,725.39 km) |
| Chicago to Rignano sull'Arno | 4,694.40 mi (7,554.91 km) |
| Chicago to Rimini | 4,724.25 mi (7,602.94 km) |
| Chicago to Rionero in Vulture | 4,983.76 mi (8,020.58 km) |
| Chicago to Riposto | 5,108.13 mi (8,220.74 km) |
| Chicago to Riva del Garda | 4,581.17 mi (7,372.68 km) |
