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On average, a flight to Chicago O'Hare Intl Airport costs $356. The cheapest price found on KAYAK in the last 2 weeks cost $33 and departed from Dallas/Fort Worth Airport. The most popular routes on KAYAK are Boston to Chicago O'Hare Intl Airport which costs $306 on average, and New York to Chicago O'Hare Intl Airport, which costs $279 on average.
Use Google Flights to find cheap departing flights to Chicago and to track prices for specific travel dates for your next getaway.
Find flights to Chicago from $24. Fly from the United States on Spirit Airlines, Frontier and more. Fly from Dallas from $24, from Boston from $25, from Orlando from $32 or from Los Angeles from $37. Search for Chicago flights on KAYAK now to find the best deal.
Book Cheap Nonstop & Direct Flights to Chicago: Search and compare airfares on Tripadvisor to find the best nonstop and direct flights for your trip to Chicago. Choose the best airline for you by reading reviews and viewing hundreds of ticket rates for non stop and direct flights going to and from your destination.
If traveling to Chicago Midway Airport, the cheapest city to fly from in the last 3 days was Atlanta, with flights as low as $41 one-way and $45 round-trip. Flights from Dallas are the most searched and start at $48 for a return trip.
Find your vacation package to Chicago with United Packages. Book cheap flights to Chicago (ORD) with United Airlines. Enjoy all the in-flight perks on your Chicago flight, including speed Wi-Fi.