Take a break from Bat City—visit the Windy City with a direct flight from Southwest Airlines®. Southwest® flies nonstop from Austin-Bergstrom International Airport to Chicago Midway International Airport, and everything from booking to boarding is as straightforward as it is simple. Whether you’re flying for business or pleasure, with friends or with family, you’ll find great deals on cheap flights. Have flexible travel dates? Check out the Low Fare Calendar and find our cheapest available fares within your date range. Want more? Southwest Vacations® has deals on flights, hotels, rental cars, and more.
Explore Austin to Chicago (Midway) flights and book yours today!
Middle seats open through November 30
Full exchange of fresh, outdoor air every 2-3 minutes while inflight
Face coverings required
Average flight time: 2 hours 30 minutes
Departing from: Austin-Bergstrom International Airport (AUS)
Arriving at: Chicago Midway International Airport (MDW)
Nonstop flightsper day
Other popular flights from AustinView our interactive map
*Based on DOT published scheduled average flights Monday-Friday between 8/20/2020 and 4/11/2021, as of 8/20/2020.
Chicago is known as a city of neighborhoods. In fact, the city is made up of 77 distinct and official community areas. But chances are when you think of Chicago, you think of the Loop—which is what natives call the downtown area, so named for the loop of elevated train tracks surrounding several city blocks. Amongst the Loop are the world-famous John Hancock Center and Willis Tower (or Sears Tower, depending on who you ask), along with several other iconic members of the lakeshore skyline. Architecture lovers can sign up for a walking tour, a river boat tour, or a lake-bound tour.
It’s easy to get to the Loop from Midway—just a quick 30-minute Orange Line trip. From there, you can reach any part of the city you please with the buses and trains of the CTA. Rideshares and rental cars are fine options, too! Plus you can sightsee and people-watch!
There’s so much to do in Chicago, you may not know where to start. Animal lovers can enjoy two zoos—Lincoln Park Zoo in the city itself, Brookfield Zoo in the western suburbs—and the Shedd Aquarium. After the Shedd, stick around the museum campus and check out the Field Museum and the Adler Planetarium. You can also head south to Hyde Park to visit the Museum of Science and Industry. There’s always a show to be seen, whether at a Downtown Theatre District destination, the Steppenwolf, or the Piven Theatre in nearby Evanston. Love to laugh? You’re in the birthplace of improv—check out Second City or iO Theater. No matter how you decide to spend your time, you’ll find something to engage every interest in the Windy City.
One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.
Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.
Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.
Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.
At Southwest, we know that planning a memorable trip from Austin to Chicago (Midway) takes more than scoring cheap flights. That’s why our Crew Members work so hard to make the Customer Experience of flying with Southwest the best it can be, from booking to boarding. Learn more about the Southwest® Experience while you book your Austin to Chicago (Midway) flight.
No matter where you fly with Southwest, traveling with us is simple and straightforward—and backed by our Transfarency® promise. You’ll encounter no hidden fees, enjoy low fares, and, as always, bags fly free. Enroll in our Click 'N Save® emails to stay up to date on our latest and greatest deals. Looking for tours, activities, and more hidden gems? Check out Southwest Airlines® Experiences and earn Rapid Rewards® points when you fly.
1First and second checked bags. Weight and size limits apply.
2Fare difference may apply.