Jacksonville is around the same size as Santiago.

Santiago (area of the 32 comunas of Santiago Province) is approximately 2,030 sq km, while Jacksonville (map shows its 197 named neighbourhoods; the area covers the whole city) is approximately 1,935 sq km, making Jacksonville 95.33% the size of Santiago.
Tip: This to-scale comparison of Santiago vs. Jacksonville 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.