Chicago Flight Deals 7/25/23

Flight Deal Tuesday! We have done the work for you and found the top flight deals from Chicago for the month of September. Generally these flight deals are available for 24-72 hours after originally posted, but can be changed by the airline anytime. Links below take you directly to the airlines offering the best deals but if the flights have changed in price try using google flights in incognito/private browser mode (travel tip for finding cheap flights).

Best Flight Deals From Chicago September 2023

1. Chicago to Paris from $647
2. Chicago to Madrid from $597
3. Chicago to Barcelona from $593
4. Chicago to London from $655

Chicago to Paris from $647

Fly nonstop from Chicago to Paris from $647. Top Flights:

United (September 29th - October 6th): $647 Basic Economy and $763 Main Cabin

United (September 22nd - 29th): $685 Basic Economy and $796 Main Cabin

Chicago to Madrid from $597

Fly nonstop from Chicago to Madrid from $597. Top Flights:

Iberia (September 10th - September 19th): $597 Basic Economy, $767 Economy Optimal

Chicago to Barcelona from $593

Fly nonstop from Chicago to Barcelona, Spain from $593. Top Flights:

American Airlines (September 10th - September 19th): $593 Standard, $763 Main Cabin

Chicago to London from $655

Fly nonstop from Chicago to London from $655. Top Flights:

American Airlines (September 23rd - September 30th): $655 Basic Economy, $825 Main Cabin