Uruguay is 290 times larger than Chicago.
Area: 176,215 km2 World Factbook
Population: 3,332,972 (July 2014) World Factbook
Uruguay, EWR-ə-gwy; officially the Oriental Republic of Uruguay or the Eastern Republic of Uruguay or the Republic East of the Uruguay, is a country in the southeastern region of South America. Wikipedia
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