$78 Cheap American Airlines flights Detroit (DTW) to Chicago (ORD)

Scoring cheap one-way American Airlines flights from DTW to ORD from $78 on Expedia couldn't be simpler — just filter by "Price (lowest to highest)." Alternatively, check out our affordable round-trip fares from $155 for your next getaway.**These prices were available on Expedia within the past 7 days, for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.

Search for cheap American Airlines flights from Detroit Metropolitan Wayne County Airport (DTW) to O'Hare Intl. Airport (ORD) one to three months prior to your departure. Travelers who book domestic flights 34 to 86 days in advance can save 25% compared to those who book just 6 to 12 days ahead. Regardless of fare class and itinerary, the best day of the week to book a domestic flight is usually Sunday and the most expensive day tends to be Monday. Passengers who book on a Sunday can save 6% on average compared to those who book on a Monday.**Ideal booking window recommendation is based on average round-trip ticket prices for January through November for 2024. Best day of the week to book recommendation is based on average round-trip ticket prices for January through October 2024. All data sourced from ARC's global airline sales database.

The earliest American Airlines flight from DTW to ORD takes off at 8:09AM UTC-5, arriving at 8:37AM UTC-6. If you'd like to set off later in the day, the last American Airlines flight leaves DTW at 5:19PM UTC-5 and touches down at ORD at 5:47PM UTC-6. Flying before noon is generally a wise choice as morning and mid-morning flights are 20% less likely to be canceled.**Most reliable time of the day recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.