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Cheap round-trip flights to Chicago

These prices were available within the past 7 days. Prices quoted are per person, round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Searching for cheap flights to Chicago? No travel company presents more choices than Expedia if you're looking to compare flights to Chicago. With more airlines, cheaper flights, fewer stops, and more departure and arrival times travellers should ensure they search on Expedia before any holiday to Illinois. Expedia provides the cheapest flights to many destinations in Illinois and you may find even greater savings if you combine your flight with a hotel stay in Chicago.