| Chicago to Monticello (Minnesota) | 388.21 mi (624.77 km) |
| Chicago to Montrose (Colorado) | 1,087.70 mi (1,750.49 km) |
| Chicago to Moody (Alabama) | 572.94 mi (922.06 km) |
| Chicago to Moore (Oklahoma) | 693.26 mi (1,115.69 km) |
| Chicago to Moorestown-Lenola (New Jersey) | 676.20 mi (1,088.23 km) |
| Chicago to Mooresville (North Carolina) | 568.31 mi (914.60 km) |
| Chicago to Moorhead (Minnesota) | 566.05 mi (910.96 km) |
| Chicago to Moorpark (California) | 1,764.07 mi (2,838.99 km) |
| Chicago to Moraga (California) | 1,835.09 mi (2,953.30 km) |
| Chicago to Moreno Valley (California) | 1,690.17 mi (2,720.07 km) |
| Chicago to Morgan City (Louisiana) | 860.84 mi (1,385.39 km) |
| Chicago to Morgan Hill (California) | 1,827.36 mi (2,940.85 km) |
| Chicago to Morganton (North Carolina) | 530.15 mi (853.20 km) |
| Chicago to Morgantown (West Virginia) | 432.57 mi (696.16 km) |
| Chicago to Morris (Illinois) | 49.98 mi (80.44 km) |
