Washington is about 3.7 times smaller than Chicago.

Chicago is approximately 590 sq km, while Washington is approximately 158 sq km, making Washington 26.84% the size of Chicago.
Tip: This to-scale comparison of Chicago vs. Washington 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.