American Airlines flights from Chicago to Milwaukee

Flying from Chicago to Milwaukee 

American Airlines offers convenient flights from Chicago O'Hare International Airport (ORD) to Milwaukee Mitchell International Airport (MKE). Whether you're traveling for business or leisure, enjoy flexible scheduling and seamless connections. With multiple daily flights, you can choose the best time to suit your itinerary.

Recent searches for flights from Chicago to Milwaukee

Find deals on Chicago to Milwaukee flights

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Chicago (ORD)to

Milwaukee (MKE)
05/26/26 - 05/28/26

Round trip

Economy

from
$257Fare subject to changes
Updated: 20 hours ago

Chicago (ORD)to

Milwaukee (MKE)
02/20/26 - 02/22/26

Round trip

Economy

from
$179Fare subject to changes
Updated: 3 hours ago

Chicago (ORD)to

Milwaukee (MKE)
02/13/26 - 02/15/26

Round trip

Economy

from
$179Fare 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 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 Milwaukee

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

Ensure a hassle-free start to your journey with these tips:

  • 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 for 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 Milwaukee

Milwaukee Mitchell International Airport (MKE)

Located approximately 8 miles south of downtown Milwaukee, Milwaukee Mitchell International Airport offers easy access to the city.

  • Public transportation: The Milwaukee County Transit System (MCTS) offers bus services connecting the airport to downtown Milwaukee.
  • Taxis / rideshare: Available 24 / 7 at designated pickup areas, offering a quick and direct route to your destination.
  • Shuttle services: Many hotels offer complimentary shuttles to and from the airport. Check with your hotel in advance for availability.
  • Rental cars: The airport's Rental Car Center houses a variety of rental car companies, providing flexibility for exploring the region.

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

Discover Milwaukee

Best time to visit Milwaukee

Milwaukee offers a variety of experiences throughout the year, but certain seasons are particularly appealing for visitors:

  • Spring (March to May): Spring is a delightful time to visit as the city begins to bloom with flowers and greenery. The mild weather provides a pleasant backdrop for exploring Milwaukee's parks and gardens.
  • Summer (June to August): Summer is the most popular time to visit Milwaukee thanks to the warm and sunny weather. This season is perfect for enjoying the city's lively festivals, outdoor concerts and lakefront activities.
  • Fall (September to November): Fall brings cooler temperatures and beautiful foliage, making it a great time for scenic drives and outdoor exploration. The city's cultural events and festivals continue to thrive during this season.

Top things to see and do in Milwaukee

Experience the vibrant energy of Milwaukee with these must-see attractions:

  • Milwaukee Art Museum: Home to an impressive collection of art, the Milwaukee Art Museum is known for its stunning architecture, including the iconic Quadracci Pavilion designed by Santiago Calatrava. You can explore a diverse range of exhibits and enjoy the beautiful lakefront setting.
  • Harley-Davidson Museum: Discover the history of this American brand at the Harley-Davidson Museum. The museum features a vast collection of motorcycles and memorabilia, offering a fascinating look at the evolution of Harley-Davidson and its impact on American culture.
  • Historic Third Ward: This historic district is known for its creative energy, offering a mix of shopping, dining and entertainment options. Explore art galleries, boutique shops and enjoy a meal at one of the many restaurants in the area.
  • Milwaukee Public Market: Located in the Historic Third Ward, the Milwaukee Public Market is a bustling hub of local vendors offering fresh produce, artisanal goods and delicious prepared foods. It's a great place to sample local flavors and pick up unique souvenirs.
  • Discovery World: This interactive science and technology center is perfect for families and curious minds. Discovery World features hands-on exhibits, an aquarium and a variety of educational programs that explore the wonders of science and innovation.

Booking your trip to Milwaukee with American Airlines

With a variety of flight options and easy booking, American makes it simple to plan your trip to Milwaukee. Enjoy reliable service and start your adventure today.

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.