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This fall and winter American Airlines has fares to and from Chicago to numerous cities for just $97. Often that price beats low-cost carrier fares; since AA basic economy includes a carry-on (excluded from budget airline fares) that’s added savings for travelers. These fares are available on irregular select dates, and don’t represent a widespread sale, but do offer good values compared to regular prices in most cases. In most cases, these are non-stops, also a nice bonus. $97 fares are available from:

  • Dallas
  • Houston
  • Austin
  • Jacksonville, FL
  • Nashville
  • Raleigh, N.C.

Chicago Skyline by Pixabay user Skeeze

As noted, these are basic economy fares which includes a carry-on bag and snacks. Main cabin costs an additional $80 – $160, so it’s best to maybe purchase the upgrade for children too young to travel alone. Availability differs by route, so if you’re interested in these fares, book sooner rather than later. There are more AA deals to Chicago available, and I’ll post those later today.

Sample Route

  • Departure: Chicago O’Hare
  • Stops: None
  • Arrival: Dallas Fort-Worth International

How to Book

  • Follow link for sample dates or search your favorite OTA / Google Flights for departure and destination

Travel Dates

  • Select dates September 2019 – February 2020
  • 6-day stay required

Where to Stay in Chicago

(SEE ALSO: 5 Best Hotel Chains for Families of 5 (or More))

(SEE ALSO: Hotel Cass / Holiday Inn Express Chicago Magnificent Mile review)

Things to Do in Chicago

Good luck and happy flying!


Points With a Crew has partnered with CardRatings for our coverage of credit card products. Points With a Crew and CardRatings may receive a commission from card issuers. Other links on this page may also pay me a commission - as always, thanks for your support if you use them
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