Chicago is about 4.2 times bigger than West Palm Beach.

West Palm Beach (map shows its 34 named neighbourhoods; the area covers the whole city) is approximately 140 sq km, while Chicago is approximately 590 sq km, making Chicago 323% larger than West Palm Beach.
Tip: This to-scale comparison of West Palm Beach vs. Chicago uses the Mercator projection, which distorts the size of regions near the poles.
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