MDW - MSY

$68 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 2/18. 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

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Everything you should know

Cheapest round-trip
$150
Overall average: $387
Multiple Airlines
sáb. 3/7mar. 3/10
MDW - MSY • 1 stop
Cheapest non-stop
$157
Typical prices: $315-$581
Southwest
sáb. 2/28mar. 3/3
MDW - MSY • Non-stop
Our travelers' advice
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
Southwest
Cheapest • from $157 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 28% price drop
May
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

sáb., mar. 7 - mar., mar. 10
Multiple Airlines Logo
9:16 pm - 8:38 am
MDW
-
MSY
11h 22m
1 stop
Multiple Airlines Logo
10:43 am - 10:25 am
MSY
-
MDW
23h 42m
1 stop
$150Multiple Airlines
lun., feb. 23 - jue., feb. 26
Multiple Airlines Logo
6:00 am - 6:04 pm
MDW
-
MSY
12h 04m
1 stop
Multiple Airlines Logo
10:43 am - 9:12 pm
MSY
-
MDW
10h 29m
1 stop
$156Multiple Airlines
sáb., feb. 28 - mar., mar. 3
Southwest Logo
4:05 pm - 6:25 pm
MDW
-
MSY
2h 20mnonstop
Southwest Logo
6:45 am - 9:05 am
MSY
-
MDW
2h 20mnonstop
$157Southwest
lun., feb. 9 - jue., feb. 12
Frontier Logo
6:20 am - 6:00 pm
MDW
-
MSY
11h 40m
1 stop
Frontier Logo
6:00 am - 11:27 am
MSY
-
MDW
5h 27m
1 stop
$160Frontier
dom., feb. 15 - vie., feb. 20
Multiple Airlines Logo
6:15 am - 5:05 pm
MDW
-
MSY
10h 50m
1 stop
Multiple Airlines Logo
1:58 pm - 9:29 pm
MSY
-
MDW
7h 31m
1 stop
$164Multiple Airlines
mié., feb. 25 - sáb., feb. 28
Southwest Logo
7:50 pm - 10:15 pm
MDW
-
MSY
2h 25mnonstop
Southwest Logo
2:55 pm - 5:15 pm
MSY
-
MDW
2h 20mnonstop
$168Southwest
jue., feb. 26 - dom., mar. 1
Multiple Airlines Logo
3:00 pm - 9:38 am
MDW
-
MSY
18h 38m
1 stop
Multiple Airlines Logo
2:34 pm - 1:08 pm
MSY
-
MDW
22h 34m
1 stop
$169Multiple Airlines
vie., abr. 3 - lun., abr. 6
Multiple Airlines Logo
5:11 pm - 10:10 am
MDW
-
MSY
16h 59m
1 stop
Multiple Airlines Logo
11:18 am - 11:13 pm
MSY
-
MDW
11h 55m
1 stop
$176Multiple Airlines
sáb., feb. 21 - mié., feb. 25
Southwest Logo
8:40 pm - 11:05 pm
MDW
-
MSY
2h 25mnonstop
Southwest Logo
6:45 am - 9:05 am
MSY
-
MDW
2h 20mnonstop
$177Southwest
mié., feb. 18 - vie., feb. 20
Frontier Logo
7:00 am - 6:19 pm
MDW
-
MSY
11h 19m
1 stop
Frontier Logo
12:03 pm - 8:00 pm
MSY
-
MDW
7h 57m
1 stop
$179Frontier
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 Tuesday 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 September, where tickets cost $229 (return) on average. On the other hand, the most expensive months are February and December, where the average cost of round-trip tickets is $459 and $396 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 $346 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 45% 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 28% drop in price.
Most popular time to fly with an average 4% 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 $150 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, and JetBlue 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 $333 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 $379 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 $178 or less one-way and $278 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 airlines flying 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 4268 reviews
7.5Entertainment
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
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.

The service from the flight attendants were of supreme quality. They greeted and treated everyone with a wide smile. This is totally absent nowadays. Kudos to them!!!!

Excellent flight and got us around tough weather. Only issue was seat TV did not work and crew tried to reboot.

Very large passenger too space from my own seat. Arm board couldn’t be lowered because of his size. It wads very uncomfortable trip, as the flight was full couldn’t move anywhere having back pain because of the position in which I was the entire flight.

was sitting in the jet bridge for 10 minutes in -20 degree weather waiting for my bag

Outdated equipment in disrepair, wifi inoperable. Broken seats, taped air vents, generally poor condition, the 717 showed its age and lack of upkeep.

My flight out of Baton Rouge to Atlanta was delayed by a half hour. This got us into Atlanta airport 30 minutes late. I ran through the airport to get to my connecting flight. As I approached the boarding gate, I saw the boarding door was still open and a passenger was being checked in. But when I got to the gate, the boarding agent told me they had already given away my seat and there were no empty seats on that flight. So I had to take a later flight. That has never happened to me before. Very frustrating.

Connection through Atlanta was difficult. Mechanical issue on plane caused a two hour delay. New gate was a mile away.

No WiFi. Comfort plus should have alcohol provided, crew only offered water or tea. Who the heck wants tea?

The flight was delayed and oversold. I volunteered to give up my seat for compensation. Thinking I could get a good night's sleep instead of arriving home at 2 am. It took over an hour to get the new reservation confirmed, three different gate attendants, and two red coats. It took even longer to confirm the overnight hotel, and when I arrived, the line was 45 minutes long, with two people checking in, and at least 15 people slowly, very slowly—no food except frozen convenience food, no coupon for food from airlines. Slept, headed back to the airport, and that flight had an equipment change and a gate change just as they were about to board. It took an additional hour to board as they cleaned the plane from storage.

There was no wifi available on this flight. And there were no screens, no onboard entertainment, no entertainment options at all. It was like travelling in the 1990s again, except without even a main screen for options. Seats, as usual, were tight and uncomfortable.

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

Information on your arrival and departure airports