| Chicago to Mauldin (South Carolina) | 567.88 mi (913.92 km) |
| Chicago to Maumee (Ohio) | 208.33 mi (335.28 km) |
| Chicago to Maumelle (Arkansas) | 545.83 mi (878.43 km) |
| Chicago to Mayagüez (Puerto Rico) | 2,032.44 mi (3,270.89 km) |
| Chicago to Mayfield Heights (Ohio) | 322.36 mi (518.78 km) |
| Chicago to Mays Chapel (Maryland) | 601.45 mi (967.94 km) |
| Chicago to Maywood (California) | 1,738.17 mi (2,797.32 km) |
| Chicago to Maywood (Illinois) | 8.62 mi (13.87 km) |
| Chicago to McAlester (Oklahoma) | 647.39 mi (1,041.87 km) |
| Chicago to McAllen (Texas) | 1,234.31 mi (1,986.43 km) |
| Chicago to McCalla (Alabama) | 590.81 mi (950.82 km) |
| Chicago to McComb (Mississippi) | 747.95 mi (1,203.72 km) |
| Chicago to McDonough (Georgia) | 611.48 mi (984.08 km) |
| Chicago to McFarland (California) | 1,741.93 mi (2,803.37 km) |
| Chicago to McHenry (Illinois) | 46.55 mi (74.91 km) |
