Chicago is 4.2 times larger than Saint Paul, Minnesota.
Area: 608 km2 calculated
Chicago is the third most populous city in the United States, after New York City and Los Angeles. With 2.7 million residents, it is the most populous city in both the U.S. state of Illinois and the American Midwest. Wikipedia
Area: 145 km2 calculated
Saint Paul is the capital and second-most populous city of the state of Minnesota. As of 2013, the city's estimated population was 294,873. Saint Paul is the county seat of Ramsey County, the smallest and most densely populated county in Minnesota. Wikipedia