MSY - MDW

$68 Find Cheap Flights from New Orleans to Chicago Midway Airport

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 2/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago Midway Airport

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Orleans to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from New Orleans to Chicago, as well as popular online travel agencies
Travelers love KAYAK
41,299,237 searches in the past 7 days on KAYAK

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Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

Everything you should know

Cheapest round-trip
$145
Overall average: $232
Multiple Airlines
Thu 2/12Mon 2/16
MSY - MDW • 2 stops
Cheapest non-stop
$157
Typical prices: $207-$283
Southwest
Tue 3/3Wed 3/4
MSY - MDW • Non-stop
Our travelers' advice
AI-powered summary based on content written by travel experts. AI can make mistakes.
MSY offers free Wi-Fi throughout the airport.
Take the CTA Orange Line from MDW to downtown Chicago.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Frontier
Cheapest • from $152 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to travel
June
Cheapest • 14% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
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

Thu, Feb 12 - Mon, Feb 16
Multiple Airlines Logo
10:15 am - 10:34 pm
MSY
-
MDW
12h 19m
2 stops
Multiple Airlines Logo
2:19 pm - 10:59 am
MDW
-
MSY
20h 40m
1 stop
$145Multiple Airlines
Thu, Feb 12 - Mon, Feb 16
Frontier Logo
6:00 am - 11:27 am
MSY
-
MDW
5h 27m
1 stop
Frontier Logo
2:19 pm - 10:59 am
MDW
-
MSY
20h 40m
1 stop
$152Frontier
Tue, Mar 3 - Wed, Mar 4
Southwest Logo
6:45 am - 9:05 am
MSY
-
MDW
2h 20mnonstop
Southwest Logo
8:25 am - 10:55 am
MDW
-
MSY
2h 30mnonstop
$157Southwest
Fri, Feb 27 - Sun, Mar 1
Frontier Logo
3:36 pm - 3:19 pm
MSY
-
MDW
23h 43m
1 stop
Frontier Logo
6:00 am - 6:00 pm
MDW
-
MSY
12h 00m
1 stop
$158Frontier
Thu, Feb 26 - Mon, Mar 2
Multiple Airlines Logo
10:43 am - 9:12 pm
MSY
-
MDW
10h 29m
1 stop
Multiple Airlines Logo
6:00 am - 6:04 pm
MDW
-
MSY
12h 04m
1 stop
$162Multiple Airlines
Fri, Feb 20 - Mon, Feb 23
Frontier Logo
6:35 pm - 3:19 pm
MSY
-
MDW
20h 44m
1 stop
Frontier Logo
6:00 am - 6:04 pm
MDW
-
MSY
12h 04m
1 stop
$163Frontier
Fri, Feb 27 - Fri, Mar 6
Frontier Logo
3:36 pm - 3:19 pm
MSY
-
MDW
23h 43m
1 stop
Frontier Logo
2:41 pm - 2:42 pm
MDW
-
MSY
24h 01m
1 stop
$169Frontier
Wed, Feb 25 - Sat, Feb 28
Southwest Logo
6:45 am - 9:05 am
MSY
-
MDW
2h 20mnonstop
Southwest Logo
8:40 pm - 11:05 pm
MDW
-
MSY
2h 25mnonstop
$177Southwest
Fri, Feb 27 - Fri, Mar 6
Multiple Airlines Logo
3:36 pm - 3:19 pm
MSY
-
MDW
23h 43m
1 stop
Multiple Airlines Logo
9:51 pm - 7:41 pm
MDW
-
MSY
21h 50m
1 stop
$178Multiple Airlines
Thu, Feb 26 - Sun, Mar 1
Multiple Airlines Logo
10:43 am - 9:12 pm
MSY
-
MDW
10h 29m
1 stop
Multiple Airlines Logo
6:00 am - 6:00 pm
MDW
-
MSY
12h 00m
1 stop
$179Multiple Airlines
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.

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 Thursdays and avoid leaving on a Sunday, 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 June, where tickets cost $227 (return) on average. On the other hand, the most expensive months are January and May, where the average cost of round-trip tickets is $377 and $288 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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $253 on average.

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.

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.

Good to know

Low seasonJanuary
Cheapest flight$67
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly and prices are also 15% lower on average.
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 3 days, the lowest price for a flight from New Orleans to Chicago Midway Airport was $68 for a one-way ticket and $145 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, Alaska Airlines, and Hawaiian 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 737-800 Passenger/BBJ2 (winglets) 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.

  • Which is the best airline for flights from New Orleans to Chicago, Southwest or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from New Orleans to Chicago are Southwest and Spirit Airlines. With an average price for the route of $267 and an overall rating of 8.0, Southwest is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $121 and an overall rating of 6.3.

  • 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 $159 or less one-way and $281 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 airlines 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 4267 reviews
7.5Entertainment
8.6Crew
8.0Comfort
8.1Boarding
7.0Food
Airline reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

10.0 ExcellentAnonymous, Jan 2026
PHX - MDW
Read more Southwest reviews

All good except once again bags took an hour at Midway Airport Happens all the time. Ridiculous

Everything went smoothly and we even arrived a little bit early.

Great vacation. Can't wait till next year for another one.

Great flight but super high price. Glad it was a business trip and not personal

On time. Friendly staff. Took to long to pre bord all the specialty groups. Cramped small plane

The seats were comfortable, and the boarding process was pretty smooth.

3 hour delay. Had to change plans and was still delayed.

The staff was very friendly, professional, and courteous. The overall flight was a great experience.

The crew canceled the complementary snack and drink in anticipation of turbulence that never materialized. I was counting on the drink (water) to take the the doses of medication - prescribed for my heart condition - that were due during the flight. Since no snack or meal was served on this flight, I cannot rate the food quality. Otherwise, this flight was excellent.

Departure was delayed more than 1/2 hour while we waited for luggage (only) transfer from another flight/plane. Once approved for takeoff, the flight was excellent.

Not seat assigned because overbooking. We could go because some people decided to give their seats.

The flights were very uncomfortable the seats don't have much leg room at all and they are pretty hard as well.

Flight was canceled 8 hours before departure for lack of operational control and prepositioning of a plane. Then had the audacity to say it was because of weather, however there was no weather here in California or New Orleans or in between. It was the weather in Florida, Florida it had nothing to do with our flight path just the plane was supposed to fly us. 8 hours is more than enough time to move a plane anywhere in the US. That left me with a bill of 1200 dollars to re book a flight oh and kayaks insurance what a joke. Probably will never use kayak or spirit ever again terrible companies terrible customer service. I’ll also let everyone and anyone know this was an abomination and only for the customer. Also will be making a report to the DOT on bad business practices on behalf of kayak and spirit as well as the BBB. Do better, take care of your customers and don’t suck

spirit delayed my first flight 9 hours and then cancelled my flight back home. Very disappointed with their service.

Flight cancelled. Only options are to a different city or wait 2 days for a flight to same destination

Late taking off. ATC sent us circling around Chicago for almost an hour, after landing taxied for 40 minutes.

I waited for 4+ extra hours to even board when i was fighting off a cold. So i was sitting there in the airport with a fever and chills while spirit wasted my time. Then once on the plane we had at least an extra hour of taxiing before and after takeoff. Really poor airline, no amenities to speak of, and a lack of organization that will just ruin your experience.

Terrible. They cancelled the flight at the last minute after I had checked in at the airport and then told me they could only put me on a flight after 7 days. Pathetic.

Flight was on time. Friendly crew. Gate agents in the other hand were very unfriendly.

Bought round trip tickets. Ended up upgrading to first class. Both flights were new planes but hadn’t been equipped with WiFi and there were no charging ports at my seat despite it being new and first class accommodations.

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

Information on your arrival and departure airports