American Airlines flights from Dallas to Chicago

Flying from Dallas to Chicago

For short visits or long stays, American Airlines has daily service from Dallas Fort Worth International Airport (DFW) to Chicago O'Hare International Airport (ORD). Whether you're visiting for work, fun or a little bit of both, you can search for flights based on the schedule and fare that you need.

Recent searches for flights from Dallas to Chicago

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Find deals on Dallas to Chicago flights

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Dallas (DFW)to

Chicago (ORD)
09/30/25 - 10/07/25

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Economy

from
$143Fare subject to changes
Updated: 6 hours ago

Dallas (DFW)to

Chicago (ORD)
11/11/25 - 11/18/25

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Economy

from
$143Fare subject to changes
Updated: 15 hours ago

Dallas (DFW)to

Chicago (ORD)
11/12/25 - 11/19/25

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Economy

from
$143Fare subject to changes
Updated: 15 hours ago

Dallas (DFW)to

Chicago (ORD)
11/05/25 - 11/12/25

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Economy

from
$143Fare subject to changes
Updated: 15 hours ago

Dallas (DFW)to

Chicago (ORD)
10/15/25 - 10/22/25

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Economy

from
$143Fare subject to changes
Updated: 6 hours ago

Dallas (DFW)to

Chicago (ORD)
10/21/25 - 10/28/25

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Economy

from
$143Fare subject to changes
Updated: 6 hours ago

Dallas (DFW)to

Chicago (ORD)
10/28/25 - 11/04/25

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Economy

from
$143Fare subject to changes
Updated: 6 hours ago

Dallas (DFW)to

Chicago (ORD)
10/08/25 - 10/15/25

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Economy

from
$143Fare subject to changes
Updated: 6 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.

Finding cheap flights from Dallas to Chicago

Looking for lower fare on your trip from Dallas to Chicago? American provides a range of options for different budgets.

  • Book early: Booking 1 to 3 months ahead can help you find cheap flights to 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 to visit Chicago, 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 Dallas to Chicago

Tips for a smooth departure from Dallas Fort Worth International Airport

Want to make your travel day even more enjoyable? The flight typically takes around 2 hours and 20 minutes, though actual travel time may vary. A little planning can help as you fly from Dallas to Chicago.

  • 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 operates from all terminals at DFW. 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. Admirals Club® locations are in all terminals at DFW.
  • Find dining options and amenities: DFW offers a wide selection of dining and retail options.

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

Arriving in Chicago

Chicago O'Hare International Airport (ORD)

Located northwest of downtown Chicago, O'Hare International Airport (ORD) offers access to the city via public transit, highways and more. Whether you're traveling for work or fun, you'll find a variety of ways to start your time in The Windy City.

  • Public transportation: The CTA Blue Line offers direct train service from O'Hare to downtown Chicago, accessible from the airport terminals. Travelers can also use Metra's North Central Service via the nearby O'Hare Transfer Station for regional rail connections.
  • Taxi / rideshare services: Taxis and rideshares operate from designated pickup areas outside each terminal.
  • Airport shuttles: Shared and private shuttle services are available. Be sure to check options and schedules with your hotel in advance.
  • Rental cars: Rental facilities are located in the Multi-Modal Facility (MMF), which you can get to using the Airport Transit System (ATS) from each terminal.

Check out the official website of ORD International Airport for more details.

Discover Chicago

Best time to visit Chicago

Chicago offers something for everyone throughout the year, but timing your visit can add a unique flavor to your experience. Whether you're drawn by arts and architecture or food and festivals, you'l find experiences at every turn.

  • Spring (March – May): Springtime brings flourishing parks, food festivals and a return to patio dining. It's an ideal season for strolling the Riverwalk or visiting outdoor art installations.
  • Fall (September – November): With cooler temps and changing leaves, fall is a beautiful time to explore Chicago's neighborhoods and cultural events. The season is great for rooftop views and scenic lakefront walks.

Keep in mind:

  • Summer (June – August): Summer is peak season for tourists, with music festivals and lakefront fun. While it's busy and humid, it's also when the city is most alive.
  • Winter (December – February): Chicago winters are chilly and often snowy, but museums, cozy restaurants and fewer crowds make it a great time for indoor exploration and holiday lights.

Top things to see and do in Chicago

From bold architecture to bold flavors, Chicago is packed with iconic experiences for first-timers and return visitors alike.

  • Millennium Park: This park is a front yard to downtown Chicago. Snap a photo with Cloud Gate (better known as 'The Bean'), catch free concerts in the summer or ice skate in the winter.
  • Art Institute of Chicago: One of the country's premier art museums, it's home to an large collection including works by Monet and Hopper, as well as American Gothic by Grant Woods.
  • Magnificent Mile: Chicago's premier shopping and dining strip runs along Michigan Avenue and offers views of historic architecture and Lake Michigan.
  • Chicago Riverwalk: A scenic pathway along the Chicago River, it's lined with restaurants, cafes and public art. It's great for boat tours or just people-watching.
  • Navy Pier: Enjoy rides, waterfront views and live performances on this iconic lakeside boardwalk.
  • Willis Tower Skydeck: Formerly the Sears Tower, its 103rd-floor glass ledge lets you step out over the city for unforgettable skyline views.

Booking your trip to Chicago with American Airlines

Whether you're traveling for business meetings, family visits or solo adventures, you'll be welcomed by Chicago's big-city energy and Midwestern charm. American is proud to connect Dallas and Chicago with flexible service to support your travel plans.