| Chicago to River Ridge (Louisiana) | 832.75 mi (1,340.19 km) |
| Chicago to Riverbank (California) | 1,777.18 mi (2,860.10 km) |
| Chicago to Riverdale (Georgia) | 598.92 mi (963.87 km) |
| Chicago to Riverdale (Illinois) | 13.61 mi (21.90 km) |
| Chicago to Riverside (California) | 1,699.41 mi (2,734.94 km) |
| Chicago to Riverside (Ohio) | 234.25 mi (376.99 km) |
| Chicago to Riverton (Utah) | 1,261.59 mi (2,030.34 km) |
| Chicago to Riverton (Wyoming) | 1,057.48 mi (1,701.85 km) |
| Chicago to Riverview (Florida) | 1,014.76 mi (1,633.10 km) |
| Chicago to Riverview (Michigan) | 231.76 mi (372.98 km) |
| Chicago to Riviera Beach (Florida) | 1,126.16 mi (1,812.38 km) |
| Chicago to Riviera Beach (Maryland) | 614.29 mi (988.60 km) |
| Chicago to Roanoke (Virginia) | 518.01 mi (833.66 km) |
| Chicago to Roanoke Rapids (North Carolina) | 653.61 mi (1,051.89 km) |
| Chicago to Robbinsdale (Minnesota) | 358.75 mi (577.35 km) |
