Southwest® flights from Austin to Chicago-Midway from $105
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Low fares from Austin to Chicago-Midway
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Austin (AUS)to
Chicago-Midway (MDW)
Depart: 12/05/2026
One-way
Basic
From
$105
Seen: 19 hrs ago
Austin (AUS)to
Chicago-Midway (MDW)
Depart: 12/08/2026
One-way
Basic
From
$105
Seen: 21 hrs ago
Austin (AUS)to
Chicago-Midway (MDW)
Depart: 12/16/2026
One-way
Basic
From
$105
Seen: 10 hrs ago
Austin (AUS)to
Chicago-Midway (MDW)
Depart: 11/10/2026
One-way
Basic
From
$105
Seen: 20 hrs ago
Austin (AUS)to
Chicago-Midway (MDW)
Depart: 11/14/2026
One-way
Basic
From
$105
Seen: 23 hrs ago
Austin (AUS)to
Chicago-Midway (MDW)
Depart: 01/20/2027
One-way
Basic
From
$105
Seen: 23 hrs ago
Explore flights from Austin to Chicago-Midway
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Flight Details
Departing from:
Austin-Bergstrom International Airport
Arriving at:
Chicago Midway International Airport
Average flight time:
2 hours 32 minutes
Distance:
972 miles
Explore Chicago (Midway)
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!
Questions we hear the most
The average flight time from Austin to Chicago (Midway) is 2 hours 32 minutes.
There are 156 weekly flights from Austin to Chicago (Midway) on Southwest Airlines.
Yes, Southwest flies nonstop from Austin to Chicago (Midway) 4 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Austin to Chicago (Midway) 3 times per day on Saturdays and 5 times per day on Sundays.
To find the lowest fares by day and time to fly Austin to Chicago (Midway) with Southwest, check out our Low Fare Calendar.
You can rent a car at Chicago Midway International Airport book yours with your flight.
Yes! Flights from Austin to Chicago (Midway)—or from here or there to anywhere—can be changed with no change fees. Fare difference may apply.
Check the status of your upcoming Southwest flight.
Check out the Southwest Airlines® Help Center for answers about everything Southwest.
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