MDW - MSY

$101 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 5/26. 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
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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$188
Typical prices: $424-$251
Frontier
Wed 6/3Fri 6/5
MDW - MSY • 1 stop
Cheapest non-stop
$275
Typical prices: $370-$216
Southwest
Sun 5/24Sat 8/15
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
Nonstop flights
You can fly direct with Southwest. Average duration is 2h 17m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Avoid delays
Most punctual • 82% on-time
Best time • Fewest delays
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $338 (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 32% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 35% price drop
Most popular
Good to know
Good to know
+1
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Good to know
Good to know
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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

Wed, Jun 3 - Fri, Jun 5
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
$188Frontier
Tue, May 12 - Tue, Jun 2
Multiple Airlines Logo
12:24 pm - 4:24 pm
MDW
-
MSY
28h 00m
2 stops
Multiple Airlines Logo
5:21 pm - 10:02 pm
MSY
-
MDW
28h 41m
1 stop
$194Multiple Airlines
Mon, Jun 1 - Sat, Jul 4
Multiple Airlines Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Multiple Airlines Logo
6:05 am - 10:11 pm
MSY
-
MDW
16h 06m
2 stops
$195Multiple Airlines
Tue, May 26 - Wed, May 27
Multiple Airlines Logo
6:00 am - 10:19 pm
MDW
-
MSY
16h 19m
2 stops
Multiple Airlines Logo
5:21 pm - 10:02 pm
MSY
-
MDW
28h 41m
1 stop
$198Multiple Airlines
Tue, May 12 - Tue, Jun 2
Frontier Logo
12:24 pm - 4:21 pm
MDW
-
MSY
27h 57m
1 stop
Frontier Logo
5:21 pm - 10:02 pm
MSY
-
MDW
28h 41m
1 stop
$199Frontier
Tue, May 19 - Sat, May 23
Multiple Airlines Logo
6:00 am - 10:19 pm
MDW
-
MSY
16h 19m
2 stops
Multiple Airlines Logo
5:21 pm - 10:02 pm
MSY
-
MDW
28h 41m
1 stop
$208Multiple Airlines
Wed, Jun 3 - Sat, Jun 6
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
$209Frontier
Tue, May 12 - Thu, May 14
Frontier Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Frontier Logo
4:25 pm - 3:57 pm
MSY
-
MDW
23h 32m
1 stop
$212Frontier
Sat, May 30 - Tue, Jun 2
Frontier Logo
6:00 am - 4:54 pm
MDW
-
MSY
34h 54m
2 stops
Frontier Logo
5:21 pm - 11:09 am
MSY
-
MDW
17h 48m
1 stop
$213Frontier
Tue, May 19 - Tue, May 26
Multiple Airlines Logo
6:00 am - 4:21 pm
MDW
-
MSY
10h 21m
1 stop
Multiple Airlines Logo
7:00 am - 10:02 pm
MSY
-
MDW
15h 02m
2 stops
$216Multiple 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.

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

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

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 Fridays 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 $198 (return) on average. On the other hand, the most expensive months are April and December, where the average cost of round-trip tickets is $433 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.

No, with an average price for the route of $395, prices are generally cheapest when you fly direct.

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 32% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 10 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$101
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly and prices are also 1% lower on average.
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 $101 for a one-way ticket and $188 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 Boeing 737 MAX 8 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 $319 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 $179 or less one-way and $356 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 4314 reviews
8.6Crew
7.0Food
8.0Comfort
7.5Entertainment
8.1Boarding
Airline reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

10.0 Excellentlarry, Apr 2026
LGB - PHX
Read more Southwest reviews

The entire experience from boarding to landing was amazing! The crew were very friendly. Will definitely be back.

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

First time I've had to use the disabled accommodations. And I could not have had a better experience with Southwest, i was having trouble getting from one terminal to another due to my heart failure. And the next thing I know a Southwest agent had made sure. I had a wheelchair at all my flights. Can't thank them enough.

Delayed flight, lack of information, boarding process is a mess as is the carryon luggage causing issues when leaving the plane….just a poor experience.

Comfortable. Easy. No problems. Just wish they had gf options for snacks.

The crew was very kind and made going to Hawaii relaxing and fun to look forward to! Thank you Southwest for a pleasant flight!

This leg was much better, but we did have to have a 3 hour lay o er after coming from a very exhausting hiccup with our flight from BNA to Den

We waited in the airplane for over 45 min for a southwest employee to make the flight. This cause over half the plane to miss their connecting flight in Denver. When we confronted the desk upon arrival, they told us the only flight they had was the next day leaving at 8:50 pm!!! Or they offered to get us to Burbank or LA, but after that we were on our own to get back to Santa Barbara. I paid for a flight from sba to bna bna to sba. My re entry into mom mode has been 💯 rough because of southwest mistake with my flight. And now I’m leaving to Reno tomorrow for a vballl tournament and just discovered that my leg in Vegas has me and my 3 kids on a stand by flight even though I had booked these ticket last year November!! Do better southwest!

Southwest is kind of a slum airline. It’s gotten more expensive over the years for less and less service. I am a Southwest Chase Visa card holder and was forced to choose a seat in the 26th row in the middle seat. However my wife who is a rewards member but doesn’t hold a card or anything else, gets randomly assigned a normally paid seat in row 6! How does that work?

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

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

This wasn't my experience with Delta. It was just the Pegasus flight. Seats were very hard. Staff was kinda rough. Not very nice. Charged me for snacks. For a 4 hour flight I would've expected more.

Plane was hot and miserable and the crew was rude!

12 hour delay required getting on and off plane 3 times - would have at least liked to have been offered a snack or drink

They didn’t offer a water, even after I asked

They switched our terminal 3 times and we were delayed for four plus hours!!!

It was an early flight and most people napped/slept and the crew let us which was nice.

The crew acted like they had never done this and kept barking passive aggressive orders at people. + the security line + the delay + sitting on the tarmac for 2 hours + none of the apps or signage updating with correct times

More inflight connection. And leg space is horrible. And the paying for baggage I'd ridiculous!!!

My flight was originally from SAT to MCO connecting from MCO to ORD. We got diverted to ATL and than Frontier staff there was sooo un helpful first they said they couldn’t give us any accommodation since our flight first got delayed that cancelled and now it’s 221am and I am still in ATL since they said they need to create a new flight my final destination is ORD and I have been delayed twice and cancelled. With no real help the frontier app didn’t work no email updates over all such a horrible experience

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.

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

Information on your arrival and departure airports