San Francisco is about 3.9 times bigger than San Mateo.

San Mateo is approximately 31 sq km, while San Francisco (including the city proper only) is approximately 121 sq km, making San Francisco 285% larger than San Mateo.
Tip: This to-scale comparison of San Mateo vs. San Francisco 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.