Flights from Chicago (MDW) to New Orleans (MSY)

It’s time to trade the Windy City for the Big Easy. Southwest Airlines® flies direct from Chicago Midway International Airport to Louis Armstrong New Orleans International Airport, so start packing your bags. Book your flight from Chicago (Midway) to New Orleans with confidence, knowing that the process will be simple and straightforward. If you have flexible travel dates, plug your window into the Low Fare Calendar and see our lowest fares available on any given day. Build a whole package of savings with Southwest Vacations® which has great deals on flights, hotels, rental cars, and more of what makes vacations unforgettable.

Get going! Find your flight from Chicago (Midway) to New Orleans now on Southwest®!

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Chicago (Midway), IL to New Orleans, LA

departing on 12/07

one-way starting at*

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*Restrictions and exclusions apply. Seats and dates are limited. Select markets. 21 travel days available.

Check out Chicago (Midway) to New Orleans flights and book yours now!

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Travel Advisory

During the ongoing COVID-19 pandemic, the availability, health and safety procedures, operations, and schedules for local attractions are changing constantly. Please contact attractions directly for hours of operation, potential temperature screenings, and other possible health and safety procedures and restrictions. Visit our Coronavirus Travel Information page for information about potential restrictions on air travel.

Flight details

Average flight time: 2 hours 22 minutes

Departing from: Chicago Midway International Airport (MDW)

Arriving at: Louis Armstrong New Orleans International Airport (MSY)


Route information


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Based on DOT published scheduled average flights Monday-Friday between 10/30/2020 and 12/31/2020, as of 11/2/2020.

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.

If you’re not sure what to do first, consider booking a tour (or two, or five). Swamp tours, cemetery and haunted location tours, bar and restaurant tours, and tours exploring neighborhoods beyond the famous French Quarter and Bourbon Street are available. What’re you waiting for? Your adventure awaits.

Travel tips


Infancy policy

One child over 14 days and under two (2) years of age, not occupying a seat, may be carried free of charge when traveling with an adult (12 years of age or older). Learn more.


Pet policy

Customers flying with a pet are subject to a pet fare. To learn more about traveling with your furry friend, explore the Southwest® pet policy.


Unaccompanied minor

Minors under the age of 18 are not permitted to fly unaccompanied on international flights or any itinerary that includes an international flight. Learn more.


Bags fly free®1

Start packing! Every ticketed Customer’s first two checked bags are free. Learn more.


The Southwest travel experience

At Southwest, we know that creating a memorable trip from Chicago (Midway) to New Orleans is about more than scoring a great deal on a direct flight. That’s why we go the extra mile every step of the way. Learn more about the Southwest® Experience and book your next flight to Louis Armstrong New Orleans International Airport.

Whether you’re traveling for work or play, alone or with the whole family, booking with Southwest is straightforward. Low fares. No hidden fees. That’s Transfarency®, and it applies whether you’re flying to New Orleans or any one of our other dozens of destinations. Stay up to date with our latest flight deals when you enroll in our Click 'N Save® emails. Looking for tours, activities, and more hidden gems to add to your New Orleans experience? Check out Southwest Airlines® Experiences and earn Rapid Rewards® points when you fly.

1First and second checked bags. Weight and size limits apply.

2Fare difference may apply.

Questions we hear the most

How long is the flight from Chicago (Midway) to New Orleans?

The average flight time from Chicago (Midway) to New Orleans is 2 hours 22 minutes.

How many Southwest flights from Chicago (Midway) to New Orleans occur daily?

There are 13 flights daily from Chicago (Midway) to New Orleans on Southwest Airlines.

Does Southwest fly nonstop from Chicago (Midway) to New Orleans?

Southwest flies nonstop from Chicago (Midway) to New Orleans 2 times daily.

What day is it cheapest to fly from Chicago (Midway) to New Orleans?

To find the cheapest day and time to fly Chicago (Midway) to New Orleans with Southwest, check out our Low Fare Calendar.

Can I rent a car at Louis Armstrong New Orleans International Airport?

You can rent a car at Louis Armstrong New Orleans International Airport—book yours with your flight.

Can I change my flight reservation for my flight from Chicago (Midway) to New Orleans?

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.

Where can I find the status of my flight from Chicago (Midway) to New Orleans?

Check the status of your upcoming Southwest flight here.

Where can I find answers to other questions about flying from Chicago (Midway) to New Orleans with Southwest?

Check out the Southwest Airlines® FAQs for answers about everything Southwest.