MDW - MSY

$70 Find Cheap Flights from Chicago Midway Airport to New Orleans

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Midway to New Orleans departing on 5/12. 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

KAYAK searches hundreds of travel sites at once for deals on flights to New Orleans

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

Save 23% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

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
$146
Overall average: $321
Frontier
Tue 5/5Fri 5/8
MDW - MSY • 1 stop
Cheapest non-stop
$237
Typical prices: $263-$363
Southwest
Fri 5/8Tue 5/12
MDW - MSY • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
Midway's compact terminal offers easy navigation.
MSY has convenient rideshares at Level 1, door 7.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $146 (round-trip)
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 20m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 83% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $274 (round-trip)
Shortest trip • 5h 01m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 31% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 34% price drop
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 New Orleans!
Flight Deals
Booking Insights
Expert advice
Flight Deals

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

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Midway to New Orleans 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 Midway to New Orleans

Tue, May 5 - Fri, May 8
Frontier Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Frontier Logo
5:21 pm - 11:04 am
MSY
-
MDW
17h 43m
1 stop
$146Frontier
Mon, Apr 20 - Thu, Apr 23
Frontier Logo
6:00 am - 5:32 pm
MDW
-
MSY
11h 32m
1 stop
Frontier Logo
6:32 pm - 7:31 pm
MSY
-
MDW
24h 59m
1 stop
$153Frontier
Tue, May 5 - Fri, May 8
Frontier Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Frontier Logo
5:21 pm - 11:04 am
MSY
-
MDW
17h 43m
1 stop
$163Frontier
Mon, Apr 20 - Thu, Apr 23
Frontier Logo
6:00 am - 5:32 pm
MDW
-
MSY
11h 32m
1 stop
Frontier Logo
2:23 pm - 10:22 pm
MSY
-
MDW
7h 59m
1 stop
$174Frontier
Tue, May 5 - Sat, May 9
Frontier Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Frontier Logo
5:21 pm - 11:12 am
MSY
-
MDW
17h 51m
1 stop
$177Frontier
Sun, Apr 19 - Thu, Apr 23
Frontier Logo
9:04 am - 3:42 pm
MDW
-
MSY
6h 38m
1 stop
Frontier Logo
2:23 pm - 10:22 pm
MSY
-
MDW
7h 59m
1 stop
$180Frontier
Fri, May 1 - Thu, May 7
Frontier Logo
6:00 am - 5:32 pm
MDW
-
MSY
11h 32m
1 stop
Frontier Logo
9:49 pm - 8:04 am
MSY
-
MDW
10h 15m
1 stop
$201Frontier
Tue, May 5 - Fri, May 8
Frontier Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Frontier Logo
5:21 pm - 11:04 am
MSY
-
MDW
17h 43m
1 stop
$202Frontier
Wed, Apr 15 - Thu, Apr 23
Multiple Airlines Logo
2:15 pm - 11:30 pm
MDW
-
MSY
9h 15m
2 stops
Multiple Airlines Logo
2:23 pm - 10:22 pm
MSY
-
MDW
7h 59m
1 stop
$203Multiple Airlines
Fri, May 8 - Tue, May 12
Multiple Airlines Logo
4:52 pm - 1:00 pm
MDW
-
MSY
20h 08m
1 stop
Multiple Airlines Logo
5:21 pm - 10:02 pm
MSY
-
MDW
28h 41m
1 stop
$205Multiple Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Midway to New Orleans 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 Chicago Midway Airport to New Orleans?

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

When flying from Chicago Midway Airport to New Orleans, you should consider leaving on a Saturday and avoid Thursdays if you are looking for the best rates. For your return to Chicago Midway Airport, you’ll find the best rates on Thursdays and the most expensive ones on Sundays.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago Midway Airport to New Orleans, 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 Chicago Midway Airport to New Orleans is August, where tickets cost $200 (return) on average. On the other hand, the most expensive months are December and March, where the average cost of round-trip tickets is $396 and $389 respectively.

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

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 $368 on average.

How far in advance should I book a flight from Chicago Midway Airport to New Orleans?

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

To get a below average price on the flight from Chicago Midway Airport to New Orleans, you should book around 3 weeks before departure, which saves you about 31% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 9 weeks before departure.

Expert advice

Expert advice for your flight from Midway to New Orleans

 
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 seasonSeptember
Cheapest flight$70
Best time to beat the crowds with an average 25% drop in price.
Most popular time to fly with an average 5% increase in price.
Flight from Chicago Midway Airport to New Orleans

When to book flights from Midway to New Orleans

Are your dates flexible? Find out the best times to travel from Midway to New Orleans 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 Chicago Midway Airport to New Orleans flights

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

    In the last 3 days, the lowest price for a flight from Chicago Midway Airport to New Orleans was $70 for a one-way ticket and $146 for a round-trip.

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

    No

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

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

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

    The Airbus A319 is the aircraft model that flies most regularly on the Chicago Midway Airport to New Orleans flight route.

  • Which airline alliances offer flights from Chicago Midway Airport to New Orleans?

    SkyTeam is the only airline alliance operating flights between Chicago Midway Airport and New Orleans.

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

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

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

    The two airlines most popular with KAYAK users for flights from Chicago to New Orleans are Southwest and Delta. With an average price for the route of $308 and an overall rating of 8.0, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $383 and an overall rating of 7.9.

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

    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 Chicago Midway Airport to New Orleans.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to New Orleans from Chicago Midway Airport 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 Chicago Midway Airport to New Orleans?

    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 New Orleans with an airline and back to Chicago Midway Airport with another airline. Booking your flights between Chicago Midway Airport and MSY 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 Chicago Midway Airport to New Orleans?

    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 New Orleans from Chicago Midway Airport 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 Chicago Midway Airport to New Orleans

  • Looking for a cheap flight? 25% of our users found flights on this route for $163 or less one-way and $339 or less round-trip.

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

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

Direct departures

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

Direct returns

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

Reviews of the top 3 airlines serving from Midway to New Orleans

 
See real verified KAYAK customer reviews for airlines flying from Chicago to New Orleans. 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 Midway to New Orleans? 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 4318 reviews
8.6Crew
8.1Boarding
8.0Comfort
7.0Food
7.5Entertainment
Airline reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

4.0 OkayKenny, Mar 2026
TPA - BWI
Read more Southwest reviews

Long layover between flights to Long Island from BWI - need better coordination between flights

I elected to pay for the upgrades and found very little difference

The new seating arrangement is so over priced for what you get.

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

No food or entertainment, just a quick 40 minute flight. A little bumpy due to Santa Ana winds but pilot has no control over that. Good flight and landing!

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

I realize they are still working out kinks with the new boarding process, but by the time I boarded in group 5, most of the bins were full. All airlines should better enforce small bags and jackets going under the seats until everyone has boarded.

WiFi was not working and didn’t have a beverage service

Snacks are always pretzels. Why can't you also offer peanuts ?

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

Extremely disappointed with Delta. They canceled flight last minute and then I rebooked the other flights and with which were delayed as well

There's no seats that lean back with little leg space i wad uncomfortable the entire flight. Your charges for extra baggage is despicable and costly!!

Remind customers of the need to have passport or new ID for boarding.

Flight was canceled. Most upsetting was message from Kayak, stating that the flight was canceled and click with Kayak for details regarding rebook, refund details. THERE'S NO INFORMATION PROVIDED BY KAYAK EXCEPT THAT FLIGHT IS CANCELED. AND NOW THIS SURVEY TO FIND OUT HOW WAS THE FLIGHT !!!!!!!

The flight never took off and we spent 7 hours at the airport

Gate not determined until I got to the airport - hard to plan the trip to the airport.

Our flight was canceled. I will never use Kayak nor Frontier for travel again. The entire experience was a headache.

Frontier.. nickel and dime add-ons. Flight late, on time, late again, last minute gate change, arrival gate required a shuttle to the terminal. They sure keep you guessing.. if you like a little chaos and airport anxiety, this is the airline for you!

This is my second time flying with Frontier. My current experience was very favorable. The staff from the gate to the plane was friendly, warm and professional. The food options lacked in my opinion. This area needs some attention in my opinion.

There was no food and no entertainment, so I'm not sure why these are even in the survey, as my understanding is frontier does not ever offer food without a few, not even a snack, and there are no screens so unless the flight safety talk is our entertainment why ask how we liked it?. One of the flight attendants say in the back of the plane as people filed in to their seats, yelling orders about where to put baggage and telling people to hurry up. It was the least professional experience I've ever had on a flight.

Very well recently! Frontier is improving and less harrassing customer on luggages! Positive!

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

Information on your arrival and departure airports