Southwest® flights from New Orleans to Chicago (O'Hare)
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Low fares from New Orleans to Chicago (O'Hare)
$
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 09/15/2026
One-way
Basic
From
$81
Seen: 21 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 09/12/2026
One-way
Basic
From
$81
Seen: 21 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 10/03/2026
One-way
Basic
From
$81
Seen: 18 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 11/04/2026
One-way
Basic
From
$81
Seen: 11 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 09/19/2026
One-way
Basic
From
$81
Seen: 11 hrs ago
New Orleans (MSY)to
Chicago (Midway) (MDW)
Depart: 09/23/2026
One-way
Basic
From
$81
Seen: 14 hrs ago
Explore flights from New Orleans to Chicago (O'Hare)
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Flight Details
Departing from:
Louis Armstrong International Airport
Arriving at:
O'Hare International Airport
Distance:
837 miles
Route Information
134† 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.
Explore Chicago (O'Hare)
The awe-inspiring Chicago skyline seems to rise straight up from Lake Michigan. Looming above all other skyscrapers is the Willis Tower, the Western hemisphere’s tallest building. There, you can visit the Chicago Skydeck Ledge. Gather your courage and look straight down through a plexiglass floor 1,353 feet above ground.
If you prefer keeping your feet on the ground, head over to Grant Park where The Art Institute of Chicago awaits you. Dating back to 1876, it’s one of the oldest and largest fine art museums in the U.S. It’s home to some of the world’s most recognized and famous works, including Georges Seurat's A Sunday on La Grande Jatte, Pablo Picasso's The Old Guitarist, Edward Hopper's Nighthawks, and Grant Wood's American Gothic.
Questions we hear the most
There are 134 weekly flights from New Orleans to Chicago (O'Hare) on Southwest Airlines.
To find the lowest fares by day and time to fly New Orleans to Chicago (O'Hare) with Southwest, check out our Low Fare Calendar.
You can rent a car at O'Hare International Airport book yours with your flight.
Yes! Flights from New Orleans to Chicago (O'Hare)—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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