Staten Island is about 4 times smaller than Chicago.

Chicago is approximately 590 sq km, while Staten Island is approximately 149 sq km, making Staten Island 25.26% the size of Chicago.
Tip: This to-scale comparison of Chicago vs. Staten Island 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.