American Airlines flights to Chicago

Travellers and cabin class

The best American Airlines flight deals to Chicago

Looking for a last minute deal or the best direct flight? Find the biggest savings on one-way and return trips to Chicago with American Airlines.

Find the cheapest time to fly to Chicago with American Airlines

Flexible on travel dates? Here's when fares are lowest.

Find which Chicago airports American Airlines flies to

We were able to find fares for the following Chicago airports. Find the one that works for you.

Flying to Chicago with American Airlines

The things to know before you go.
Cheapest flight found$1,155
Cheapest month to flyMarch

Flying to Chicago with American Airlines: FAQs

American Airlines currently also flies to Dallas Fort Worth International, Chicago O'Hare International and Miami International.
Although it's difficult to get an accurate idea of when American Airlines flights to Chicago are cheapest, the lowest fares are currently for departures in March.