City size comparison

compared to

Chicago is about 1.4 times smaller than San Diego.

San Diego is approximately 844 sq km, while Chicago is approximately 590 sq km, making Chicago 69.88% the size of San Diego.
Tip: This to-scale comparison of San Diego vs. Chicago uses the Mercator projection, which distorts the size of regions near the poles.
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Compare further: Chicago vs. San Diego
Flip Comparison · See true size
See Chicago on top of San Diego
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Cost of Living Comparison · 7 categories - 2026 data
San Diego is 5.8% more expensive than Chicago
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