Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Austin to Chicago (Midway) now!
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Whether you're traveling for business or pleasure, solo, or with the whole family, you'll enjoy the flexibility of flying Southwest®.
Find your next flight from Austin to Chicago (Midway) now!
Austin, TX to Chicago (Midway), IL
*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 17 travel days available. Fares are updated hourly. Fares displayed on external channels may no longer be available at time of booking. To find the most updated fare, please visit Southwest.com.
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
Take advantage of inflight entertainment with free movies4, free live TV5, free texting6, and $8 inflight Internet7.
We also offer free sodas, coffee, and snacks8—learn more about the inflight food and beverage experience.
Have a change of travel plans? We offer free same-day standby for all fare types. This means that you can retain your current flight while listing for standby on an earlier flight. If a seat becomes available, it’s yours at no charge!
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
| Fare | Fly one-way from $110 (departing on 6/2)* |
|---|---|
| Departing from | Austin-Bergstrom International Airport (AUS) |
| Arriving at | Chicago Midway International Airport (MDW) |
| Average flight time | 2 hours 32 minutes |
| Distance | 972 miles |
| 156† | Weekly flights |
|---|---|
| 4‡ | Nonstop flights per day Monday through Friday |
| 3 ‡ | Nonstop flights on Saturday |
| 4 ‡ | Nonstop flights on Sunday |
Other popular flights from Austin:
†Weekly flights based on DOT published scheduled average flights Monday through Sunday between 5/1/2025 and 5/31/2025. Note: route may not operate every day of the week.
‡Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 5/1/2025 and 5/31/2025.
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.
1EarlyBird Check-In® pricing starts at $15 one-way, and is subject to availability. Pricing may vary based on the popularity and length of each (one-way) flight. Please see optional travel charges for more details.
2Upgraded boarding prices and benefits are per eligible segment. Flights must be within 24 hours of departure to be eligible for upgraded boarding.
4Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
5Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
6Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
7Internet access for $8 per device from takeoff to landing. Price is subject to change. May not be available for the full duration of flight. In order to provide a top-notch Internet experience, we prohibit access to certain high-bandwidth applications and websites. We also prohibit access to certain obscene or offensive content.
8Flights traveling 175 miles or less will have only water available. Complimentary snacks are served on flights over 175 miles. If you’re flying between Hawaii and the continental U.S., you’ll have even more snacks to choose from.
9Free same-day standby: You can list for same-day standby for an earlier flight via a Southwest Customer Service Agent at the airport or the Southwest app or mobile web. You must request to be added to the same-day standby list at least 10 minutes prior to the scheduled departure of your original flight or the no-show policy will apply. If using the app or mobile web, you must list your name 30 minutes ahead of scheduled departure. You will receive a message based on the contact preference selected during booking if you are cleared on the flight. Group bookings and Unaccompanied Minors are not eligible for same-day standby. You will be required to pay any government taxes and fees associated with these itinerary changes but refunds will be provided. Your original boarding position is not guaranteed on your standby flight. Southwest Business Customers booked through travel agencies may need to see a Southwest agent at the airport for a standby listing. See Southwest.com/standby for more details.