Chicago is about 4.5 times bigger than Long Beach.

Long Beach is approximately 131 sq km, while Chicago is approximately 590 sq km, making Chicago 349% larger than Long Beach.
Tip: This to-scale comparison of Long Beach vs. Chicago 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.