Bulgaria is 182 times larger than Chicago.
Area: 110,879 km2 World Factbook
Population: 6,924,716 (July 2014) World Factbook
Bulgaria, officially the Republic of Bulgaria, is a country in southeastern Europe. It is bordered by Romania to the north, Serbia and Macedonia to the west, Greece and Turkey to the south, and the Black Sea to the east. 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