| Chicago to Racale | 5,123.31 mi (8,245.18 km) |
| Chicago to Racconigi | 4,501.50 mi (7,244.47 km) |
| Chicago to Raffadali | 5,053.57 mi (8,132.94 km) |
| Chicago to Ragusa | 5,125.19 mi (8,248.19 km) |
| Chicago to Ramacca | 5,103.22 mi (8,212.83 km) |
| Chicago to Randazzo | 5,091.03 mi (8,193.22 km) |
| Chicago to Rapallo | 4,580.29 mi (7,371.27 km) |
| Chicago to Ravanusa | 5,077.94 mi (8,172.16 km) |
| Chicago to Ravenna | 4,694.80 mi (7,555.55 km) |
| Chicago to Recanati | 4,790.95 mi (7,710.28 km) |
| Chicago to Recco | 4,576.29 mi (7,364.82 km) |
| Chicago to Reggello | 4,699.38 mi (7,562.91 km) |
| Chicago to Reggio di Calabria | 5,109.38 mi (8,222.76 km) |
| Chicago to Reggio Emilia | 4,621.43 mi (7,437.47 km) |
| Chicago to Reggiolo | 4,619.68 mi (7,434.65 km) |
