Southwest® flights from Chicago (Midway) to New Orleans from $47
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Low fares from Chicago (Midway) to New Orleans
$
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 02/17/2026
One-way
Basic
From
$47
Seen: 9 minutes ago
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 02/17/2026
One-way
Choice
From
$64
Seen: 9 minutes ago
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 01/17/2026
One-way
Basic
From
$70
Seen: 21 minutes ago
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 03/04/2026
One-way
Basic
From
$78
Seen: 10 hrs ago
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 01/20/2026
One-way
Basic
From
$78
Seen: 4 hrs ago
Chicago (Midway) (MDW)to
New Orleans (MSY)
Depart: 01/27/2026
One-way
Basic
From
$79
Seen: 12 hrs ago
Explore flights from Chicago (Midway) to New Orleans
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Travel tips for your next Southwest flight
How to board the plane earlier on open seating flights departing on or before January 26, 2026:
Southwest seats are first come, first served based on check-in order. But there are ways to board the plane earlier!
- Purchase EarlyBird Check-In®1 for automatic check-in and a better boarding position.
- Purchase Upgraded Boarding2 to get an A1-A15 boarding position (depending on availability).
- Purchase a Business Select® fare or upgrade to Business Select to get a guaranteed A1-A15 boarding position.
Enjoy movies, sips, and snacks during your flight.
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.
Make the most of our Rapid Rewards® Program.
Rapid Rewards Members can redeem their points for flights, hotel stays, rental cars, gift cards, and more. And your points never expire!
Flight Details
Departing from:
Chicago Midway International Airport
Arriving at:
Louis Armstrong International Airport
Average flight time:
2 hours 14 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.
Explore New Orleans
The bayou is calling. The rich culture and deep history of New Orleans awaits you when you deplane at Louis Armstrong New Orleans International Airport. Let the local lore and legends of Crescent City cast their spell upon you—book a car, call a ride share, or hop on the public transit system and see which wonders will draw you to them.
If you find yourself in town for it, Mardi Gras is a rager to end all ragers. This citywide party stretches on right up until Ash Wednesday. Catch some beads, take in a parade, and have a drink! New Orleans is known for live music. The saints will always be marching in, whether you’re enjoying some Dixieland ditties out in the street, jazz or blues in a smoky night club, zydeco at a pop-up party, or a big-stadium pop music show. And Nawlins’ food is just as eclectic as its music: gumbo, red beans and rice, jambalaya, muffaletta, po-boys, beignets—the menu goes on and on. Add in some cocktails, and you might never find your way home from the Big Easy.
Questions we hear the most
The average flight time from Chicago (Midway) to New Orleans is 2 hours 14 minutes.
There are 156 weekly flights from Chicago (Midway) to New Orleans on Southwest Airlines.
Yes, Southwest flies nonstop from Chicago (Midway) to New Orleans 3 times per day from Monday through Friday.
Yes, Southwest flies nonstop from Chicago (Midway) to New Orleans 3 times per day on Saturdays and 4 times per day on Sundays.
To find the lowest fares by day and time to fly Chicago (Midway) to New Orleans with Southwest, check out our Low Fare Calendar.
You can rent a car at Louis Armstrong International Airport book yours with your flight.
Yes! Flights from Chicago (Midway) to New Orleans—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.
Explore Flights from Other Popular Origins
Popular Flights from Chicago (Midway)
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.
3Where available. Available only on WiFi-enabled aircraft. Limited-time offer.
4Due to licensing restrictions, on WiFi-enabled international flights, free live TV and iHeartRadio may not be available for the full duration of flight.
5Texting only allows access to iMessage and WhatsApp (which must be downloaded and activated before connecting to SouthwestWiFi).
6Internet 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.
7Flights 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.