MSY - MDW

$73 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 11/27. 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
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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, Dec 11 - Mon, Dec 15
Multiple Airlines Logo
4:35 pm - 10:12 pmMSY-MDW
5h 37m1 stop
Multiple Airlines Logo
6:15 am - 4:27 pmMDW-MSY
10h 12m1 stop
$139Multiple Airlines
Find Deal
Thu, Nov 13 - Mon, Nov 17
Frontier Logo
7:45 pm - 11:30 amMSY-MDW
15h 45m1 stop
Frontier Logo
12:30 pm - 7:00 pmMDW-MSY
6h 30m1 stop
$141Frontier
Find Deal
Fri, Dec 5 - Mon, Dec 8
Frontier Logo
5:22 pm - 10:12 pmMSY-MDW
4h 50m1 stop
Frontier Logo
6:15 am - 4:27 pmMDW-MSY
10h 12m1 stop
$143Frontier
Find Deal
Thu, Nov 27 - Thu, Dec 4
Multiple Airlines Logo
3:46 pm - 10:17 pmMSY-MDW
6h 31m1 stop
Multiple Airlines Logo
6:15 am - 8:38 pmMDW-MSY
14h 23m1 stop
$144Multiple Airlines
Find Deal
Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
4:35 pm - 10:12 pmMSY-MDW
5h 37m1 stop
Multiple Airlines Logo
6:37 pm - 12:57 pmMDW-MSY
18h 20m1 stop
$148Multiple Airlines
Find Deal
Thu, Nov 13 - Sun, Nov 16
Frontier Logo
7:45 pm - 11:30 amMSY-MDW
15h 45m1 stop
Frontier Logo
8:32 am - 6:24 pmMDW-MSY
9h 52m1 stop
$153Frontier
Find Deal
Sat, Dec 13 - Mon, Dec 15
Southwest Logo
6:30 am - 8:50 amMSY-MDW
2h 20mnonstop
Southwest Logo
8:20 pm - 10:40 pmMDW-MSY
2h 20mnonstop
$169Southwest
Find Deal
Fri, Dec 5 - Sat, Dec 6
Southwest Logo
5:20 am - 11:25 amMSY-MDW
6h 05m1 stop
Southwest Logo
8:30 am - 10:55 amMDW-MSY
2h 25mnonstop
$189Southwest
Find Deal
Sat, Dec 13 - Tue, Dec 16
Delta Logo
5:15 am - 9:54 amMSY-MDW
4h 39m1 stop
Delta Logo
12:50 pm - 6:04 pmMDW-MSY
5h 14m1 stop
$197Delta
Find Deal
Fri, Feb 27 - Tue, Mar 3
Delta Logo
11:18 am - 6:34 pmMSY-MDW
7h 16m1 stop
Delta Logo
10:35 am - 4:21 pmMDW-MSY
5h 46m1 stop
$198Delta
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
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 $141 (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 66% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
February
Cheapest • 23% price drop
June
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$139
Overall average: $365
Multiple Airlines
Thu 12/11Mon 12/15
MSY - MDW • 1 stop
Cheapest non-stop
$169
Typical prices: $250-$534
Southwest
Sat 12/13Mon 12/15
MSY - MDW • Non-stop
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!
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 February, where tickets cost $215 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $365 and $313 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from New Orleans to Chicago Midway Airport, you should book around 3 weeks before departure, which saves you about 66% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 14 weeks before departure.

Expert advice

Expert advice for your flight from New Orleans to Midway

 
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
MSY

MSY offers free Wi-Fi throughout the airport, making it easy to stay connected before your flight.

Read more about MSYby Daniel Scheffler
MDW

Take the CTA Orange Line from MDW to downtown Chicago in about 25-30 minutes, avoiding traffic hassles.

Read more about MDWby Stefanie Waldek
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

Good to know

Low seasonJanuary
Cheapest flight$73
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly and prices are also 19% 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 $73 for a one-way ticket and $139 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, Hawaiian Airlines, and Alaska 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 MAX 8 is the aircraft model that flies most regularly on the New Orleans to Chicago Midway Airport flight route.

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

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

  • 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 Delta?

    The two airlines most popular with KAYAK users for flights from New Orleans to Chicago are Southwest and Delta. With an average price for the route of $285 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 $287 and an overall rating of 7.9.

  • 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 $173 or less one-way and $243 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 3 airlines serving 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 4242 reviews
7.0Food
8.6Crew
8.0Comfort
8.1Boarding
7.5Entertainment
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025OAK - BUR
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Full cans of soda would be nice. A choice between two snacks would be appreciated.

Tried watching free movie and it kept freezing so I couldn’t finish.

All was good. I just had a hard time getting connected to the WiFi/internet during the flight

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

Great flight. Outstanding Service. Southwest was able to put us on a direct flight to Denver when the connection could have been affected by a later arrival to Baltimore. The direct flight was less expensive that the flight with the connection in Baltimore.

Delays delays delays. Late taking off, late landing, wait for a gate, etc.

Boarded on time but once we were ready for take off, the crew determined that, although every seat was taken, somehow someone was on the wrong flight. Delay, delay delay, announcements and ended up with one person checking EVERY ID against their passenger Manifest only to figure out it was a "clerical error." We departed 54 minutes late causing me to run in the St. Louis Airport to make my connection and lose the priority boarding spot I had paid for. Unnecessary delay.

I was re-booked onto another flight because my original flight was delayed and I would have missed my connector. I ended up in the “C” group after paying extra to be in the “A “ group on the original flight. At least if you’re going to re-book people, re-book them into the same group.

Flight was delayed due to plane not passing inspection And one of the crew had to time out and we had to wait for another one A 3 hour delay

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

They ended up paying for the bag twice, but the counter wouldn't take my baggage receipt. Left it to me to resolve. Not sure how to resolve the issue.

The customer service before board was very rude and when I expressed my concerns about making the connecting flight she laughed and told me I bought the wrong ticket. I explained once it showed the flight was delayed it no longer let me change seats or anything. I was trying to upgrade to make sure I would get to the next gate on time.

Non stop on long haul is the way to go. Great experience

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

They changed planes and the new plane couldn’t carry enough fuel to fly across the country so we had to stop in Kansas City to refuel. Flight was delayed .

Flight was too crowded and seats are too small, especially since passengrs are getting larger. Having a middle seat is ALWAYS tough! Woman on my left was large & kept creeping in to my space. Flight personnel were great! Have more savory rather than sweet snacks please.

Flight was crowded and the woman sitting on my left was large & kept crouching in to my space. You need bigger seats or smaller passengers to fit into the seats you DO have! Snack were OK. Would appreciate if airlines had more savory rather than sweet snacks, thank you!

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

We were delayed, which I think had to do with air traffic control. Otherwise, everything was great.

For the price I could have taken a “name brand” airline. No drink no snack and constant emails trying to get addition money for EVERYTHING other airlines include in the price. It looks cheaper but it’s Judy bait and switch and emails non stop!

Excessive fees for flight delays. What a Scam. I was not able to attend the wedding I needed to go.

Excellent experience when I am looking for a budget airline where the main expectation is getting me from point A to point B with no frills.

My luggage didn’t arrive at LAX, so that wasn’t a good experience.

Had to deplane for undisclosed mechanical issue. Landed in Chicago 3 hours late. Food voucher at FLL came just as we were recording. Crew and agents were troopers--better than Spirit last night.

We spent 5 1/2 hours at Ohare cause our flight was diverted cause of rain in the area. We missed appts that we had set on Tuesday and cause we were flying back the next day on the 7am flight we had no time to reschedule anything. Other airlines were landing and taking off fine having no issues. It was only Spirit. Very frustrating flight and I understand why the flights are only around 25-30% full.

Just total easy flight experience!! What could you do better..? Hmmm..? There was nothing I can remember. Spirit was a far more comfortable and easy process than American, United & Delta. I'll always look for Spirit and I've told a few people about, since flying this past trip!! I'm a SPIRIT FAN!! Thank You, SPIRIT AIRLINES!! Very, VERY well done, 100%!! See you...SOON!! -Best, Linda R.

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

As expected. Nothing jumps out at me as bad or wrong, but the flight was fine. No complaints with pilot or crew. The flight left on time and arrived earlier than stated. Overall, I will continue to plan on flying with Spirit.

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

Information on your arrival and departure airports

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