$69 Cheap American Airlines flights Hartford (BDL) to Chicago (ORD)

Make use of the “Price (lowest to highest)” filter on Expedia to look for cheap American Airlines round-trip flights from $137 from BDL to ORD. Affordable one-way fares from $69 are available as well.**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.

January is one of the least expensive months to get away to Chicago with American Airlines. You could also find fantastic deals on one-way and round-trip tickets in February.

Search for affordable American Airlines flights from Bradley Intl. Airport (BDL) to O’Hare Intl. Airport (ORD) one to three months before your departure day. 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 type and journey, the best day to book a domestic flight is generally Sunday and the most expensive is typically Monday. Passengers who book on a Sunday can save 6% on average compared to those who book their travel 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.

Skip the layovers and fly from Bradley Intl. Airport (BDL) to O’Hare Intl. Airport (ORD) on one of American Airlines’s 20 direct weekly flights. Make use of our “Nonstop” and “Airline” filters to find the American Airlines flight that’ll take you to ORD at your preferred time.

On average, it takes 2h 46m to fly nonstop from Bradley Intl. Airport (BDL) to O’Hare Intl. Airport (ORD) with American Airlines.

Thursday has the most American Airlines flights from Bradley Intl. Airport (BDL) to O’Hare Intl. Airport (ORD). With 3 daily departures, this is a great day to find something that will work for your schedule.

Departing BDL at 7:05AM UTC-5, the earliest American Airlines flight to ORD arrives at 8:54AM UTC-6. Flying earlier in the day means you’re less likely to encounter delays or cancellations.* Not an early riser? The last American Airlines flight from BDL to ORD departs at 5:55PM UTC-5 and touches down at 7:44PM UTC-6.*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.

American Airlines flights from Bradley Intl. Airport (BDL) to Chicago land at O’Hare Intl. Airport (ORD) and Midway Intl. Airport (MDW). The primary Chicago hub served by this carrier is ORD. It’s worth comparing flights landing at nearby airports on Expedia as there may be lower prices.

For the Bradley Intl. Airport (BDL) to O’Hare Intl. Airport (ORD) route, American Airlines typically flies Embraer 170 and Airbus A319 planes. Don’t forget that last-minute changes can occur for operational demands, meaning your flight may be on another aircraft.

Depending on your ticket type, a fee typically applies if you modify or cancel your flight more than 24 hours after confirmation. To find plane tickets with more flexibility, select our “Changes included” and “No cancel fee” boxes when you look for flights. For additional information on canceling or changing your reservation, visit “Trips,” select your flight and tick “Manage Booking.”