MSY - MDW

$118 Find Cheap Flights from New Orleans to Chicago Midway Airport - Compare and Save

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from New Orleans to Midway departing on 11/12. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

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Everything you should know

Cheapest round-trip
$239
Typical prices: $208-$364
Southwest
Mon 11/23Wed 11/25
MSY - MDW • 1 stop
Cheapest non-stop
$244
Typical prices: $312-$346
Southwest
Fri 9/18Mon 9/21
MSY - MDW • Non-stop
Top airlines
Southwest
Cheapest • from $239 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Every day
You can fly direct with Southwest. Average duration is 2h 16m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Atlanta (ATL)
Cheapest • Avg $386 (round-trip)
Atlanta (ATL)
Shortest trip • 4h 57m (one-way)
Insights
Insights
Insights
Insights
When to travel
December
Cheapest • 40% price drop
July
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Midway!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from New Orleans to Midway (MSY-MDW)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from New Orleans to Midway that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from New Orleans to Midway

Mon, Nov 23 - Wed, Nov 25
Southwest Logo
5:10 pm - 10:55 pm
MSY
-
MDW
5h 45m
1 stop
Southwest Logo
10:20 pm - 12:40 am
MDW
-
MSY
2h 20mnonstop
$239Southwest
Fri, Sep 18 - Sat, Sep 19
Frontier Logo
5:17 pm - 11:44 pm
MSY
-
MDW
6h 27m
1 stop
Frontier Logo
6:25 am - 4:22 pm
MDW
-
MSY
9h 57m
1 stop
$240Frontier
Fri, Oct 16 - Wed, Oct 21
Frontier Logo
5:02 pm - 9:58 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
6:40 am - 4:07 pm
MDW
-
MSY
9h 27m
1 stop
$240Frontier
Fri, Oct 16 - Mon, Oct 19
Frontier Logo
5:02 pm - 9:58 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
6:40 am - 4:07 pm
MDW
-
MSY
9h 27m
1 stop
$240Frontier
Thu, Oct 8 - Mon, Oct 12
Frontier Logo
5:02 pm - 9:58 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
6:40 am - 4:07 pm
MDW
-
MSY
9h 27m
1 stop
$240Frontier
Fri, Sep 18 - Mon, Sep 21
Frontier Logo
5:17 pm - 11:44 pm
MSY
-
MDW
6h 27m
1 stop
Frontier Logo
6:25 am - 4:22 pm
MDW
-
MSY
9h 57m
1 stop
$240Frontier
Thu, Sep 10 - Mon, Sep 14
Frontier Logo
5:17 pm - 11:44 pm
MSY
-
MDW
6h 27m
1 stop
Frontier Logo
6:25 am - 4:22 pm
MDW
-
MSY
9h 57m
1 stop
$240Frontier
Fri, Sep 18 - Mon, Sep 21
Frontier Logo
5:17 pm - 11:44 pm
MSY
-
MDW
6h 27m
1 stop
Frontier Logo
6:25 am - 4:22 pm
MDW
-
MSY
9h 57m
1 stop
$240Frontier
Fri, Oct 23 - Sun, Oct 25
Frontier Logo
5:02 pm - 9:58 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
6:40 am - 4:07 pm
MDW
-
MSY
9h 27m
1 stop
$240Frontier
Wed, Sep 9 - Fri, Sep 11
Southwest Logo
12:45 pm - 7:10 pm
MSY
-
MDW
6h 25m
1 stop
Southwest Logo
5:30 pm - 10:05 pm
MDW
-
MSY
4h 35m
1 stop
$241Southwest
Booking Insights

KAYAK's insights & trends for New Orleans to Midway flights

Get data-powered insights and trends into flights from New Orleans to Midway to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from New Orleans to Chicago Midway Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from New Orleans to Chicago Midway Airport departing in November.

Flight prices are typical for this route right now.

Flights to Chicago Midway Airport from New Orleans usually cost between $208 and $412 in November.
The lowest price found in the past 5 days was $239 on Southwest (Nov 23-Nov 25).

What’s the cheapest day of the week to fly from New Orleans to Chicago Midway Airport?

The average price of all round-trip flights from New Orleans to Chicago Midway Airport clicked on KAYAK for each day over the last 12 months.

If you are looking for a flight deal from New Orleans to Chicago Midway Airport, look for departures on Tuesdays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago Midway Airport, Tuesday is the cheapest day to fly and Thursday is the most expensive.

What is the cheapest month to fly from New Orleans to Chicago Midway Airport?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from New Orleans to Chicago Midway Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from New Orleans to Chicago Midway Airport is December, where tickets cost $199 (return) on average. On the other hand, the most expensive months are May and June, where the average cost of round-trip tickets is $449 and $431 respectively.

Can I save money by flying with a layover from New Orleans to Chicago Midway Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $367, prices are generally cheapest when you fly direct.

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Expert advice

Expert advice for your flight from New Orleans to Midway

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Daniel Scheffler

Daniel Scheffler

Expert on MSY

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more

Good to know

Low season

January

Cheapest flight

$118
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly with an average 29% increase in price.
Flight from New Orleans to Chicago Midway Airport

When to book flights from New Orleans to Midway

Are your dates flexible? Find out the best times to travel from New Orleans to Midway based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking New Orleans to Chicago Midway Airport flights

  • What is the cheapest flight from New Orleans to Chicago Midway Airport?

    In the last 5 days, the lowest price for a flight from New Orleans to Chicago Midway Airport was $118 for a one-way ticket and $239 for a round-trip.

  • Do I need a passport to fly between New Orleans and Chicago Midway Airport?

    Even though you are not required to have a passport, keep in mind that an official ID is needed to board the airplane.

  • Which airlines offer Wi-Fi service onboard planes from New Orleans to Chicago Midway Airport?

    American Airlines, JetBlue, Delta, Hawaiian Airlines, and Alaska Airlines offer inflight Wi-Fi service on the New Orleans to Chicago Midway Airport flight route.

  • Which aircraft models fly most regularly from New Orleans to Chicago Midway Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the New Orleans to Chicago Midway Airport flight route.

  • On which days can I fly direct from New Orleans to Chicago Midway Airport?

    There are nonstop flights from New Orleans to Chicago Midway Airport on a daily basis.

  • How does KAYAK find such low prices on flights from New Orleans to Chicago Midway Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from New Orleans to Chicago Midway Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from New Orleans to Chicago Midway Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago Midway Airport from New Orleans is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from New Orleans to Chicago Midway Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago Midway Airport with an airline and back to New Orleans with another airline. Booking your flights between New Orleans and MDW can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from New Orleans to Chicago Midway Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago Midway Airport from New Orleans up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from New Orleans to Chicago Midway Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for $176 or less one-way and $319 or less round-trip.

Prefer to fly direct from New Orleans to Chicago Midway Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from New Orleans Louis Armstrong to Chicago Midway.
Find which airlines fly direct from New Orleans Louis Armstrong Airport to Chicago Midway Airport, which days they fly and book direct flights.

Direct departures

New Orleans Louis Armstrong to Chicago Midway

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Direct returns

Chicago Midway to New Orleans Louis Armstrong

Monday

Southwest

Southwest

Tuesday

Southwest

Southwest

Wednesday

Southwest

Southwest

Thursday

Southwest

Southwest

Friday

Southwest

Southwest

Saturday

Southwest

Southwest

Sunday

Southwest

Southwest

See more direct flights

Reviews of the top airline flying from New Orleans to Midway

 
See real verified KAYAK customer reviews for airlines flying from New Orleans to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from New Orleans to Midway? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
8.0
SouthwestOverall score based on 4229 reviews
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
Airline reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

2.0 MediocreMatthew, Jun 2026
CVG - MDW
Read more Southwest reviews

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

The flight was smooth. The Southwest experience has degraded overall, but this one was okay.

The checking experience in Orlando was terrible, almost missed the flight. Too many travelers and Southwest completely understaffed.

no service at all due to turbulence. they should've at least given us snacks, there were only 10 people on the entire flight.

For the first time in a long time, the Wi-Fi actually worked the entire flight! The flight crew was amazing as usual.

Great flight. I didn't get a drink because I was asleep whole on the flight.

Love them will get a Southwest card to track my points and keep flying with them. My family and I were pleased with the services.

Excellent. Would encourage Southwest to keep current boarding procedures with free style seating. Makes for a fantastic experience

I like that it was on time and the staff was friendly.

The flight was semi-full with enough space to spread out. Wonderful, smooth, and quick flight.

Everything you need to know for your flight from New Orleans to Midway

Information on your arrival and departure airports

New Orleans (MSY)
Midway (MDW)