$79 Cheap American Airlines flights Orlando (MCO) to Chicago (ORD)

Make use of the “Price (lowest to highest)” filter on Expedia to find cheap American Airlines return flights from $140 from MCO to ORD. Affordable one-way options from $79 are also on offer.**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 most affordable months to get away to Chicago with American Airlines. You could also find excellent prices on return and one-way tickets in February.

Search for cheap American Airlines flights from Orlando Intl. Airport (MCO) to O’Hare Intl. Airport (ORD) one to three months prior to 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 class and itinerary, the ideal day to book a domestic flight is generally Sunday and the most expensive day is typically 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.

American Airlines offers direct flights from Orlando Intl. Airport (MCO) to O’Hare Intl. Airport (ORD), with 25 departures each week. Simply choose the “Nonstop” and “Airline” filters during your search on Expedia to find all direct American Airlines flights to ORD.

From takeoff to arrival, a nonstop American Airlines flight from Orlando Intl. Airport (MCO) to O’Hare Intl. Airport (ORD) takes around 3h 1m.

If flexibility is what you’re after, Thursday offers the most choice for American Airlines flights from Orlando Intl. Airport (MCO) to O’Hare Intl. Airport (ORD). You can select from 4 different departures.

The earliest American Airlines flight from MCO to ORD departs at 6:00AM UTC-5, landing at 8:10AM UTC-6. If you prefer to head off later, the last American Airlines flight leaves MCO at 5:42PM UTC-5 and touches down at ORD at 7:45PM UTC-6. Flying before noon is often a good idea as 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.

Most American Airlines flights from Orlando Intl. Airport (MCO) to Chicago touch down at O’Hare Intl. Airport (ORD). This is the airline’s main entry point to this destination. It’s worth exploring Expedia for flights to nearby airports like Midway Intl. Airport (MDW), as fares may be lower.

You’ll likely be seated on a Boeing 737-800 or an Airbus A321 when flying American Airlines from Orlando Intl. Airport (MCO) to O’Hare Intl. Airport (ORD). However, keep in mind that a different plane could be assigned to your route depending on operational factors.

Depending on your fare type, a fee may apply if you cancel or reschedule your booking more than 24 hours after it’s been confirmed. To secure plane tickets with more flexibility, select our “Changes included” or “No cancel fee” filter when you search for flights. For additional information on changing or canceling your reservation, go to “Trips,” select your flight and click on “Manage Booking.”