MDW - MSY

$75 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 8/19. 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

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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Flights 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

Thu, Sep 4 - Mon, Sep 8
Southwest Logo
8:00 pm - 10:10 pmMDW-MSY
2h 10mnonstop
Southwest Logo
6:30 am - 8:45 amMSY-MDW
2h 15mnonstop
$149Southwest
Find Deal
Fri, Oct 3 - Mon, Oct 6
Southwest Logo
9:25 pm - 11:40 pmMDW-MSY
2h 15mnonstop
Southwest Logo
6:10 pm - 11:15 pmMSY-MDW
5h 05m1 stop
$155Southwest
Find Deal
Wed, Aug 13 - Sat, Aug 16
Southwest Logo
8:35 am - 10:55 amMDW-MSY
2h 20mnonstop
Southwest Logo
2:20 pm - 4:35 pmMSY-MDW
2h 15mnonstop
$157Southwest
Find Deal
Thu, Sep 18 - Sat, Sep 20
Southwest Logo
8:00 pm - 10:10 pmMDW-MSY
2h 10mnonstop
Southwest Logo
11:00 am - 2:50 pmMSY-MDW
3h 50m1 stop
$159Southwest
Find Deal
Thu, Jun 26 - Mon, Jun 30
Frontier Logo
6:20 am - 4:17 pmMDW-MSY
9h 57m1 stop
Frontier Logo
9:01 am - 8:17 pmMSY-MDW
11h 16m1 stop
$190Frontier
Find Deal
Thu, Jul 10 - Mon, Jul 14
Frontier Logo
9:12 pm - 8:51 amMDW-MSY
11h 39m1 stop
Frontier Logo
9:09 am - 3:06 pmMSY-MDW
5h 57m1 stop
$200Frontier
Find Deal
Thu, Jul 31 - Thu, Aug 7
Delta Logo
9:25 am - 4:36 pmMDW-MSY
7h 11m1 stop
Delta Logo
11:15 am - 6:40 pmMSY-MDW
7h 25m1 stop
$227Delta
Find Deal
Sat, Jun 28 - Sat, Jul 5
Delta Logo
12:44 pm - 8:15 pmMDW-MSY
7h 31m1 stop
Delta Logo
6:00 am - 11:59 amMSY-MDW
5h 59m1 stop
$233Delta
Find Deal
Fri, Jul 11 - Sun, Jul 13
 Logo
10:31 am - 6:16 pmMDW-MSY
31h 45m3 stops
 Logo
8:15 pm - 2:04 pmMSY-MDW
17h 49m2 stops
Fri, Jul 25 - Sun, Jul 27
 Logo
2:54 pm - 9:29 pmMDW-MSY
30h 35m2 stops
 Logo
6:15 am - 9:41 amMSY-MDW
27h 26m3 stops
Expert advice

Expert advice for your flight from Midway to New Orleans

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airports
MDW

Midway's compact terminal makes navigation easy, with dining and shopping options like Billy Goat Tavern and Arami. Arrive early to explore the Battle of Midway exhibit.

Read more about MDWby Stefanie Waldek
MSY

At MSY, rideshares and taxis are easily accessible outside Level 1, door 7, for a quick 30-minute ride to the French Quarter.

Read more about MSYby Daniel Scheffler
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on MDW

Stefanie Waldek

Stefanie Waldek

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

Daniel Scheffler

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
Useful Info

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 June, where tickets cost $277 (return) on average. On the other hand, the most expensive months are February and March, where the average cost of round-trip tickets is $510 and $402 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 $284, 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. For the absolute cheapest price, our data suggests you should book 10 weeks before departure.

Good to know

Low seasonJune
High seasonMarch
Cheapest flight$75
Best time to beat the crowds with an average 24% drop in price.
Most popular time to fly with an average 11% 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 $75 for a one-way ticket and $149 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 737-800 Passenger/BBJ2 (winglets) is the aircraft model that flies most regularly on the Chicago Midway Airport to New Orleans flight route.

  • 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 $373 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 $407 and an overall rating of 8.0.

  • 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 $109 or less one-way and $197 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

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 4278 reviews
8.2Boarding
7.1Food
8.0Comfort
7.6Entertainment
8.6Crew
Airline reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

10.0 ExcellentMichael, Jun 2025SMF - SEA
Read more Southwest reviews

Southwest is Southwest. No frills. If you're luck enough to get a happy crew (we did), then it makes for a nicer flight.

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

The flight was scheduled for 2:30 PM. Early in the morning we got a text message saying the flight was delayed and rescheduled for 3:00 PM. We got to the airport with that in mind. Then we got a message during check-in at the flight was rescheduled again for 2:30 PM. We almost missed our flight. In fact, our bags Were told that they would not make it. At the end, everything worked out. But it is very stressful.

Most aspects were good however if they assign boarding zones they ought to enforce them or why bother? My luggage from SAN-JFK-MAD was lost in NY so I without my main bag for two days upon arrival in Spain. They were helpful in tracking it and eventually delivered it to my hotel. The flub was because of a delay upon arrival in NYC. I had booked 2 1/2 hours between flights but we had to hold on the taxiway for an hour after landing while waiting for a clear gate which likely caused the baggage error.

Excellent check-in. Crew was good. Excellent communication from flight deck.

Great overall. There was a bit of turbulence so they could only serve water because too much turbulence for the carts. Was glad they prioritized safety though

Excellent flight, the planes were newer, they did a nice job with boarding, great service overall.

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

Flight was great. Efficient boarding. Short flight. Early arrival. Friendly flight crew. The entertainment system did not work well. Could not access it until the aircraft reached 10K feet or more. Lots of glitches.

A bit rush for transit. Food and entertainment are not available

Smooth boarding process. Early departure, smooth flight, early arrival. The entertainment package has very good recent movie options. The flight crew were friendly and professional.

My flight was scheduled for about 6:05 departure. There were 11 gate changes from 4-7pm and the flight was 3 hours delayed due to operational issues. The plane taxied around the airport for about half an hour before stopping to be de-iced. It would have been nice if we were alerted of the plan to de-ice prior to the 30 minute drive around the airport. The flight attendant was friendly, which was the only redeeming thing about this flight. As a former flight attendant for United, I was extremely disappointed.

Delays took 2hours and thirty minutes making me miss my connecting flight and make me sit in the Chicago airport for 9 hours

Had a short delay once we boarded the aircraft in Chicago, but it was fixed in no time flat then we were on our way. The pilot was able to make up the time lost and we landed 5 minute later then schedualed . Great service

Our seats were all the way in back of the plane,

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

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