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Find low faresSouthwest® flights from Lubbock to Chicago (Midway) from $159
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1 Passenger
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Low fares from Lubbock to Chicago (Midway)
$
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 02/28/2026
One-way
Basic
From
$159
Seen: 2 hrs ago
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 03/03/2026
One-way
Basic
From
$159
Seen: 2 hrs ago
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 03/04/2026
One-way
Basic
From
$159
Seen: 16 hrs ago
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 04/01/2026
One-way
Basic
From
$171
Seen: 4 hrs ago
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 03/04/2026
One-way
Choice
From
$194
Seen: 16 hrs ago
Lubbock (LBB)to
Chicago (Midway) (MDW)
Depart: 03/03/2026
One-way
Choice
From
$194
Seen: 2 hrs ago
Explore flights from Lubbock to Chicago (Midway)
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Flight Details
Departing from:
Lubbock Preston Smith International Airport
Arriving at:
Chicago Midway International Airport
Distance:
951 miles
Route Information
108† Weekly flights
† Weekly flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025. Note: route may not operate every day of the week.
‡ Nonstop flights based on DOT published scheduled average flights Monday through Sunday between 9/1/2025 and 9/30/2025.
Questions we hear the most
There are 108 weekly flights from Lubbock to Chicago (Midway) on Southwest Airlines.
To find the lowest fares by day and time to fly Lubbock 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 Lubbock 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.