Chicago Flight Deals 7/18/23

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 August 2023

1. Chicago to Barcelona from $593
2. Chicago to Madrid from $647
3. Chicago to San Juan from $148
4. Chicago to Atlanta from $38

Chicago to Barcelona from $593

Fly nonstop from Chicago to Barcelon from $593. Top Flights:

Iberia (September 10th - September 19th): $593 Basic Economy and $763 Main Cabin
Iberia (September 17th - September 27th): : $593 Basic Economy and $763 Main Cabin

Chicago to Madrid from $647

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

Iberia (September 10th - September 18th): $647 Basic Economy, $817 Economy Optimal

Chicago to San Juan from $148

Fly nonstop from Chicago to San Juan, Puerto Rico from $148. Top Flights:

Frontier (September 3rd - September 9th): $148 Standard

Frontier (September 5rd - September 9th): $139 Standard

Chicago to Atlanta from $38

Fly nonstop from Chicago to Atlanta from $38. Top Flights:

Frontier (September 23rd - September 30th): $38 Standard

Frontier (September 26rd - September 30th): $38 Standard