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Find low faresSouthwest® flights from New Orleans to Chicago (Midway) from $79
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1 Passenger
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today
Low fares from New Orleans to Chicago (Midway)
$
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 03/03/2026
One-way
Choice
From
$79
Seen: 5 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 03/11/2026
One-way
Basic
From
$79
Seen: 5 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 03/04/2026
One-way
Choice
From
$79
Seen: 13 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 03/11/2026
One-way
Choice
From
$79
Seen: 14 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 04/01/2026
One-way
Choice
From
$80
Seen: 21 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 04/08/2026
One-way
Basic
From
$80
Seen: 20 hrs ago
Explore flights from New Orleans to Chicago (Midway)
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Flight Details
Departing from:
Louis Armstrong International Airport
Arriving at:
Chicago Midway International Airport
Average flight time:
2 hours 19 minutes
Distance:
825 miles
Route Information
156† Weekly flights
- 3‡ Nonstop flights per day Monday through Friday
- 3‡ Nonstop flights on Saturday
- 4‡ Nonstop flights on Sunday
† 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
The average flight time from New Orleans to Chicago (Midway) is 2 hours 19 minutes.
There are 156 weekly flights from New Orleans to Chicago (Midway) on Southwest Airlines.
Yes, Southwest flies nonstop from New Orleans to Chicago (Midway) 3 times per day from Monday through Friday.
Yes, Southwest flies nonstop from New Orleans to Chicago (Midway) 3 times per day on Saturdays and 4 times per day on Sundays.
To find the lowest fares by day and time to fly New Orleans 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 New Orleans 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.