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
- Residence Inn Chicago Downtown/Loop
- Hampton Inn Majestic Chicago Theater District
- Holiday Inn Express Chicago Magnificent Mile
(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
- The Art institute of Chicago
- Cloud Gate and Millennium Park
- Wrigley Field
- 360 Chicago Observation Deck (pictured below, just make sure it doesn’t crack on you!)
Good luck and happy flying!
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Dan Miller travels with his wife and 6 (SIX!) children. He loves to help families travel for free / cheap, especially larger families. If you are looking for help, drop him an email at 
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