San Francisco is about 7 times smaller than Chesapeake.

Chesapeake is approximately 877 sq km, while San Francisco (including the city proper only) is approximately 121 sq km, making San Francisco 13.8% the size of Chesapeake.
Tip: This to-scale comparison of Chesapeake vs. San Francisco uses the Mercator projection, which distorts the size of regions near the poles.
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