Minneapolis is about 4.2 times smaller than Chicago.

Chicago is approximately 590 sq km, while Minneapolis is approximately 140 sq km, making Minneapolis 23.71% the size of Chicago.
Tip: This to-scale comparison of Chicago vs. Minneapolis uses the Mercator projection, which distorts the size of regions near the poles.
Our free app, MapSize by MyLifeElsewhere — compare any two places, to scale on your mobile device.