| Chicago to Sumter (South Carolina) | 674.68 mi (1,085.80 km) |
| Chicago to Sun City (Arizona) | 1,452.60 mi (2,337.74 km) |
| Chicago to Sun City Center (Florida) | 1,021.01 mi (1,643.15 km) |
| Chicago to Sun City West (Arizona) | 1,454.52 mi (2,340.82 km) |
| Chicago to Sun Lakes (Arizona) | 1,446.27 mi (2,327.55 km) |
| Chicago to Sun Prairie (Wisconsin) | 121.92 mi (196.21 km) |
| Chicago to Sun Valley (Nevada) | 1,677.58 mi (2,699.81 km) |
| Chicago to Sun Village (California) | 1,708.64 mi (2,749.78 km) |
| Chicago to Sunland Park (New Mexico) | 1,249.64 mi (2,011.09 km) |
| Chicago to Sunny Isles Beach (Florida) | 1,179.79 mi (1,898.70 km) |
| Chicago to Sunnyside (Washington) | 1,622.02 mi (2,610.39 km) |
| Chicago to Sunnyvale (California) | 1,840.98 mi (2,962.77 km) |
| Chicago to Sunrise (Florida) | 1,162.09 mi (1,870.21 km) |
| Chicago to Sunrise Manor (Nevada) | 1,513.07 mi (2,435.05 km) |
| Chicago to Sunset (Florida) | 1,190.32 mi (1,915.64 km) |
