American Airlines flights from Chicago to Orlando

Flying from Chicago to Orlando

Book your American Airlines flight from Chicago to Orlando and enjoy a warm-weather getaway. Whether you're planning a family trip, a solo adventure or traveling for business, search low fares and start planning your next trip to The Sunshine State today.

Recent searches for flights from Chicago to Orlando

Find deals on Chicago to Orlando flights

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Chicago (ORD)to

Orlando (MCO)
03/11/26 - 03/16/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 22 hours ago

Chicago (ORD)to

Orlando (MCO)
03/12/26 - 03/16/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 23 hours ago

Chicago (ORD)to

Orlando (MCO)
03/10/26 - 03/16/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 21 hours ago

Chicago (ORD)to

Orlando (MCO)
02/02/26 - 02/05/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 20 hours ago

Chicago (ORD)to

Orlando (MCO)
02/18/26 - 02/23/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 17 hours ago

Chicago (ORD)to

Orlando (MCO)
03/11/26 - 03/17/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 22 hours ago

Chicago (ORD)to

Orlando (MCO)
02/16/26 - 02/23/26

Round trip

Economy

from
$145Fare subject to changes
Updated: 16 hours ago

Chicago (ORD)to

Orlando (MCO)
02/09/26 - 02/14/26

Round trip

Economy

from
$151Fare subject to changes
Updated: 17 hours ago

*Fares displayed have been collected within the last 24hrs and may no longer be available at time of booking. Some fares listed may include one or more connections that are Basic Economy, which class is subject to additional terms and conditions. Modifying this information may result in a different fare. To find the most updated fare, please visit aa.com. Additional baggage fees and charges for optional products and services may apply.

Tips for finding cheap flights to Orlando

Looking to save on your next trip to Orlando? Here are some tips to help you find the best deals:

  • Book in advance: Booking 1 to 3 months ahead can help you find cheap flights from Chicago to Orlando.
  • Travel midweek: Tuesdays and Wednesdays often offer cheaper flight options.
  • Consider off-peak times: Save with lower prices when flying during less busy periods.

Finding cheap flights from Chicago

Planning a trip from Chicago? Whether you're going for business or pleasure, booking ahead or last minute, American has cheap flight options for your travel needs.

  • Book early: Booking 1 to 3 months ahead can help you find cheap flights from Chicago.
  • Be flexible with dates: Tuesdays and Wednesdays are often more affordable travel days.
  • Travel off-peak: Late January and early February tend to be quieter times, with lower fares and fewer crowds.

Upgrade your flight with Main Cabin Extra

Make your trip more comfortable with Main Cabin Extra. Enjoy benefits like:

  • Extra legroom: More space with seats at the front of the Main Cabin or in exit rows.
  • Early boarding: Preferred Group 5 boarding allows easier access to overhead bins.
  • Complimentary drinks: Enjoy beer, wine and spirits on flights with full beverage service.

Discover how Main Cabin Extra can enhance your trip.

American Airlines flights from Chicago to Orlando

Tips for a smooth departure from O'Hare International Airport (ORD)

A flight from Chicago to Orlando typically takes 3 hours, though actual time may vary. Get ready for a smooth departure with just a little bit of prep.

  • Arrive early: Plan to arrive at least 2 hours before domestic flights and 3 hours for international trips.
  • Get your boarding pass: Download your boarding pass in the American app or print it before you arrive at the airport.
  • Know your terminal: American typically operates from Terminal 3 at ORD. Make sure to check your terminal before your flight.
  • Have your ID and travel documents: Travelers need a REAL ID or a valid passport to fly within the U.S. For international travel, a valid passport is required, and some international destinations may have additional entry requirements. Check the official airport website of your destination for these requirements.
  • Locate the lounge: Complimentary Admirals Club® lounge access may be available for qualifying customers.
  • Find dining options and amenities: ORD offers a variety of restaurants and amenities like pet relief areas, nursery rooms and more.

Learn more about how you can manage travel on the go using the American app.

Arriving in Orlando

Orlando International Airport (MCO)

Located about 21 miles southeast of downtown Orlando, MCO offers a variety of services for a smooth arrival experience.

  • Rental cars: Several major rental car companies operate on site at MCO, providing convenient access for exploring Orlando and its surroundings at your own pace.
  • Shuttle services: Numerous shuttle services are available, offering shared or private rides to hotels and popular destinations throughout the Orlando area.
  • Taxis / rideshare: Taxis and ridesharing services are available at designated pick-up areas.
  • Public transportation: The LYNX bus service offers routes from the airport to locations in Orlando.

Check out the Orlando airport official website for more transportation details.

Discover Orlando

Best time to visit Orlando

Orlando is a year-round destination but visiting during the spring or fall can offer pleasant weather and fewer crowds, making it an ideal time for family travel.

The less-busy periods for flying to Orlando are typically:

  • Late January to early February: After the holiday season and before spring break, this period sees fewer tourists, making it a great time for a quieter visit.
  • Late April to early June: Before the summer vacation season kicks in, these months offer a window of reduced crowds and pleasant weather.
  • Mid-September to mid-November: Following the summer rush and before the holiday season, this time frame is ideal for those looking to avoid larger crowds.

Top things to see and do in Orlando

In addition to world-famous theme parks, Orlando offers a wide array of attractions and activities for families and travelers of all ages. Here are some highlights:

  • Discover local wildlife: Spend a day at Gatorland or take an airboat tour to see native animals in their natural habitat.
  • Enjoy outdoor adventures: Take a scenic boat tour through the Winter Park Chain of Lakes or visit Wekiwa Springs State Park for swimming and kayaking.
  • Visit cultural landmarks: Explore the Charles Hosmer Morse Museum of American Art, Orlando Museum of Art and The Mennello Museum of American Art for diverse art collections.
  • Experience performing arts: Attend performances at the Dr. Phillips Center for the Performing Arts, featuring Broadway shows, concerts and ballet.
  • Dine at Restaurant Row: Enjoy a wide range of cuisines along Sand Lake Road, from upscale dining to casual eateries.

Booking your trip to Orlando with American Airlines

Ready to explore Orlando? American Airlines offers a variety of flight options to suit your schedule and budget. Book your trip today and enjoy the journey with us.

Earn up to $250 back on your next American Airlines flight plus, 40,000 bonus miles. Offers vary elsewhere. Opens another site in a new window that may not meet accessibility guidelines.