MDW - MSY

$39 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 12/17. 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.
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0 bags

Search 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
In the last 7 days travelers have searched 47,235,197 times on KAYAK, and here is why:

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Cheap Flight Deals from Chicago Midway Airport 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 Chicago Midway Airport 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.

Recent round-trip flight deals from Midway to New Orleans

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Midway to New Orleans.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
10:26 am - 8:54 pmMDW-MSY
10h 28m1 stop
3:25 pm - 12:13 amMSY-MDW
8h 48m1 stop
$118Frontier
Find Deal
Mon, Jan 6 - Fri, Jan 10
10:26 am - 8:54 pmMDW-MSY
10h 28m1 stop
3:25 pm - 12:13 amMSY-MDW
8h 48m1 stop
$120Frontier
Find Deal
Mon, Jan 6 - Fri, Jan 10
12:29 pm - 8:21 pmMDW-MSY
7h 52m1 stop
7:43 pm - 12:17 amMSY-MDW
28h 34m1 stop
$125Frontier
Find Deal
Mon, Feb 17 - Thu, Feb 20
6:49 pm - 11:41 amMDW-MSY
16h 52m1 stop
1:44 pm - 9:55 amMSY-MDW
20h 11m1 stop
$127Frontier
Find Deal
Tue, Dec 17 - Tue, Dec 24
8:10 pm - 10:35 pmMDW-MSY
2h 25mnonstop
9:20 am - 11:40 amMSY-MDW
2h 20mnonstop
$140Southwest
Find Deal
Sat, Feb 22 - Wed, Feb 26
5:24 pm - 11:45 amMDW-MSY
18h 21m1 stop
9:10 pm - 9:05 pmMSY-MDW
23h 55m1 stop
Tue, Jan 7 - Wed, Jan 8
12:51 pm - 7:41 amMDW-MSY
18h 50m1 stop
6:14 am - 2:42 pmMSY-MDW
8h 28m1 stop
Fri, Jan 17 - Fri, Jan 24
8:10 pm - 10:35 pmMDW-MSY
2h 25mnonstop
3:15 pm - 5:35 pmMSY-MDW
2h 20mnonstop
$169Southwest
Find Deal
Sat, Feb 15 - Thu, Feb 20
3:41 pm - 8:36 pmMDW-MSY
4h 55m1 stop
6:00 am - 10:12 amMSY-MDW
4h 12m1 stop
$216Delta
Find Deal
Sat, Jan 18 - Sat, Jan 25
3:41 pm - 8:36 pmMDW-MSY
4h 55m1 stop
5:28 am - 10:12 amMSY-MDW
4h 44m1 stop
$247Delta
Find Deal
Sat, Feb 15 - Wed, Feb 19

Flights from Midway to New Orleans - Travel Insights & Trends

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 Monday 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 Sundays and the most expensive ones on Mondays.

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 $223 (return) on average. On the other hand, the most expensive months are December and November, where the average cost of round-trip tickets is $352 and $335 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 2 stops layover the cheapest option at $148 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 5 weeks before departure.

Good to know

Low season

June

High season

November

Cheapest flight

$39
Best time to beat the crowds with an average 29% drop in price.
Most popular time to fly and prices are also 10% 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 $39 for a one-way ticket and $118 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?

    Only American Airlines offers 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 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 $394 and an overall rating of 8.1, Southwest is the most popular choice. Delta is also a great choice for the route, with an average price of $412 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.

See more FAQs

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 $199 or less one-way and $353 or less round-trip.

Prefer to fly non-stop from Chicago Midway Airport to New Orleans?

Find which airlines fly direct from Chicago Midway Airport to New Orleans Louis Armstrong Airport, which days they fly and book direct flights.

Nonstop 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

Nonstop 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
See more direct flights

Top 5 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.
8.1
SouthwestOverall score based on 4945 reviews
8.1Comfort
8.2Boarding
8.7Crew
7.7Entertainment
7.2Food
Airline reviews

Much better than the.last. flight on SW on Thanksgiving day

8.0 ExcellentAdam, Dec 2024OGG - KOA
Read more Southwest reviews

Much better than the.last. flight on SW on Thanksgiving day

Fine, but how to board on SW versus othrr airlines, is just lame. Goood staff though and all was solid otherwise.

The movies using Southwest WiFi kept pausing and I had to restart multiple times.

It went well. Plane wasn't full. Will be great when assigned seating is in place

Everything was great except the food. The pretzels are really crappy.

For the first time in a long time we had a flawless experience with Southwest. Both flights were early and no mechanical errors at all. We were shocked and pleasantly surprised 😮.

It was fine. For some reason the flight was much longer than usual. It may have been explained, but I had noise cancelling earbuds on and missed a couple of announcements. The crew was fine, but there was a flight attendant who kept telling dumb jokes, occasionally one I found distasteful. This was my second time with him, but luckily it was a late flight so he didn't do as many. But I heard all of today's jokes twice, which was two times too many. Good takeout and landing.

One of the crew performed a hilarious skit to accompany the standard instructions. Passengers enjoyed it so much they applauded at the end!

First, my flight was a usual flight nothing exceptional or unexpected. Over all it was a normal, good flight! Second, your questionaire is wholly lacking in the proper options to which one can answer a question. Often on short flights, there is no food let alone entertainment so why isn't that reflected in your questionaire? A simple "not applicable" would cover that issue appropriately but no, your form arbitrarily enters an answer based on the initial assessment which normally isn't factual. Until you provide an accurate means of assessing flights, I'll no longer be completing of these unimpressive and misleading assessements. Thank you!

This was a nicer flight - not fully booked and so we were able to spread out.

Inexpensive, got an exit row aisle aeat with no middle passenger, bought a great breakfast sandwich, flight comfortable & arrived ahead of schedule.

Customer service at the gate in the flight was exceptional. On time. Aircraft and seat was decent. Thanks Delta. 💗

It was terrible, if they ran flights on time it would make a big difference.

Great flight. On-time, comfortable, clean aircraft, and offered snacks pre-flight to plan for a potentially turbulent route. I wish there was Wi-Fi an all Delta Aircrafts but for a short flight this is not much of a problem.

Delta seems to be improving in many areas, except they are super bad with the food available. Bring back normal food service on long flights.

If I pay extra for "comfort+" I expect leg room where I can stretch my legs. I was seated with an attendant's seat blocking my feet. Knee space was fine but my feet had less room than the non-"comfort+" seats. Also, don't go cheap on food when you have flights of 3+ hours. It's insulting.

Everything was good except when we're on a 6 hour flight at dinner time and all they offer as part of the fare are little bags of junk food, it's disappointing. Bring back food service without an added price.

I sat in comfort plus. It was fine. Seats were comfortable. I got drinks and snacks.

Crew was nice. Flight was timely. Seats could be better as well as the food considering it’s first class.

Left on time and arrived early this extending our 31 minute transfer. Bags made it also!

Plane was was better than th YVR to ORD flight but was a fraction of the distance. Fly your better planes on longer distance flights.

Nothing wrong with the flight itself. But due to 2+ hrs waiting in immigration and the additional security checkup in O’hare, I nearly missed the flight.

There was no USB plug in my section of the plane. So I could not charge my phone. Also, there was no screen to watch movie or anything like that. Wish I had known that in advance, I would’ve brought my iPad.

They need to improve their boarding process. Group 1 and/or paying first class passengers shouldn't be in the middle of boarding process

late departure due to some unspecified issue with ventilating the cabin. They got it running but it was FREEZING for the whole flight. I asked for a blanket but they didn't provide one. They could not turn up the heat. it was quite miserable.

I still prefer Delta, but Delta doesn’t fly to State College PA.

Everything was fantastic. Modern plane. All the amenities! Although the paid snacks and meals are pure robbery. Like i understand airlines need to make money, but 11$ USD for an overnight oats with some nuts in it and barely any pieces of apple.... Highway robbery

The flight was bumpy. No Breakfast or coffee was served, not even a bottle of water. The food was okay but odd. Rice with peas instead of couscous with some unknown green thing. United Airlines did not tell me that there was VERY LIMITED HANDICAP SERVICE IN NAPLES. De-plane via 20 aluminum steps. Taken to Van. You must walk into the terminal, find luggage, and then walk out to the rental car pickup spot that is 1 block from the terminal.

Crew did their best but the plane configuration is too tight if you're bigger than an average sardine. Controls for the entertainment system didn't all work. The aircraft hadn't been cleaned in awhile.

Didn't make it dir to delays - no support from United staff

Helpful attendants at check-in is very good. The $70 charge for a checked bags I didn't care for.and the constant charges for picking a seat and faster check-in are too much. Please cut the prices by at least 50% would be fantastic!

The flight was delayed over an hour and we had to sit on the plane. Crew does not apologize due to the delay. Spirit will NEVER do anything to give a customer a better experience. A child next to me was kicking me the whole time. I don't ever enjoy flying with Spirit.

Easy! As long as you don’t mind no frills, our flight was enjoyable and on time

Fantastic. Had handicapped traveler and they helped us through security, helped with boarding, helped put wheelchair together, and were all very patient. A pleasant change from previous spirit flights I’ve taken. Highly recommend.

The flight was delayed, and we waited for more than an hour on the plane.

Could at least have little recline in economy seats and windows to the last row, they were super uncomfortable and lots of chit chat and disturbance from the operation of crew members and other passengers

Was told by one of the helpers at spirit in Detroit that I had to pay for my bag that could fit on the over head bin after I asked her repeatedly well what about the over head bin can’t my bag fit in there she said no I had to check it. Then sent me the long way to the tsa when my gate was the other way. I didn’t have that problem in Chicago.

Cancelled after 3 hour delay with no aside from a rebooking three days later.

Nothing. Will never ever travel on Spirit or Frontier. Both of them Garbage Airlines.

Didn’t board the flight asked for a flight credit for future flights wasn’t given it. One of the children were to scared to board the flight

I ended up paying $70+ dollars to for a carryon because the website is confusing and misleading. I now realize I did not need to pay that. I request a refund. I will pay extra to other airlines and not fly Frontier again.

With frontier you get what you pay for. The flight was two hours late. It’s a tight fit for the number of people they bring but you get to where you’re going cheap. Sometimes that’s more important than a nifty drink and cool TV..

Charges unexpected. For seat that didnt recline. Please reverse extra seat and carryon charge. Bad business that is a bait and switch.

Although we received an email from Kayak AND the airline, turns out we were not on Frontier’s manifest for the flight. We had to purchase tickets at the gate. Not sure where this transaction fell apart, but it did. We are now disputing the charges for the SLC to PDX flight originally booked through Kayak.

We had an awful experience getting our bags checked in. Frontier’s check in on the app manipulated us into buying the business package because that was the only option available for a checked bag which included two checked bags per person which we did not need. Upon arriving to the airport, we stood in line for what seemed like forever at the baggage check in and there was no one available at the counter. We were first in line and we were afraid we were going to miss our flight due to the baggage attendant being late. After realizing there were a lot of other people waiting at the baggage check in and no one available. I reached out to Frontier and could not get any customer service so I had to call the airport to page the baggage attendant to send someone to the counter to check in our bags before we were able to go through security , I finally spoke to the attendant at the counter and explained to her that we had to pay for two checked bags person a total of six bags when we only had a total of three bags between three people she said to reach out to Frontier and they would issue a refund for the three bags that we paid for and did not need. I reached out to Frontier which I was not able to reach anybody by phone so I had to go through their automated chat feature, which sent me around in circles until I finally reached a representative to assist me. I explained to them what happened and they explained that they were not able to assist me. I continued to push the issue with them as this was very frustrating and they finally put in a customer service ticket where we were issued a flight credit and we were so disappointed because after this experience, we NEVER want to fly Frontier again, and we do not want a credit that we will not use. Frontier charged us almost $500 for us to check three bags which is absolutely absurd! The customer service agents were not able to offer anything else other than a flight credit and I do not feel like my frustrations were truly heard , we will never use Frontier Airlines again ! Truly Theft by Manipulation! They should be ashamed!

I couldn’t check in because the app didn’t work. It took 3 Frontier employees at the counter to get me checked in. Flight left 3 hours after departure time

One crew member was rude about our bags. Be nice about it. We don’t fly a lot. And the fact that you have to pay for a carry on is ridiculous

While booking it was not obvious that I had to pay for carryon. Realized it only during check-in. Overall, meh!

The boarding gate was in Terminal D, but the Frontier counter was in Terminal E. So I had to move back and forth between terminals to check in my luggage. This was the worst experience that I had in terms of flights.

My first flight was moved 6 hours causing me to miss my meeting. The second was delayed about an hour and a half. Most of the crews apparently dont like their jobs or just working for Frontier. Only one flight attendant wasn"t snappy or rude.

Book cheap flights from Chicago to New Orleans

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Chicago to New Orleans found on KAYAK in the last 72 hours.
12/17Tue
1 stopFrontier
8h 31mMDW-MSY
$39
2/24Mon
1 stopFrontier
7h 52mMDW-MSY
$54
12/16Mon
1 stopFrontier
8h 56mMDW-MSY
$58
1/6Mon
1 stopFrontier
10h 28mMDW-MSY
$60
2/1Sat
nonstopSouthwest
2h 20mMDW-MSY
$70
3/2Sun
nonstopSouthwest
2h 25mMDW-MSY
$99
2/1Sat
1 stopDelta
4h 55mMDW-MSY
$108
2/3Mon
1 stopDelta
6h 22mMDW-MSY
$148
1/7Tue
2 stops
10h 26mMDW-MSY
$156
1/5Sun
2 stops
19h 53mMDW-MSY
$180

Search by stops

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Last minute flights from Midway to New Orleans

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Chicago to New Orleans that are departing in the next 10 days.
12/9Mon
multi-stopFrontier
8h 56mMDW-MSY
12/16Mon
multi-stopFrontier
26h 45mMSY-MDW
$222
12/6Fri
multi-stopFrontier
7h 01mMDW-MSY
12/8Sun
multi-stopFrontier
19h 12mMSY-MDW
$377
12/8Sun
multi-stopFrontier
27h 07mMDW-MSY
12/15Sun
multi-stopFrontier
19h 12mMSY-MDW
$618
12/8Sun
multi-stopFrontier
7h 01mMDW-MSY
12/15Sun
multi-stopFrontier
19h 12mMSY-MDW
$642
12/8Sun
nonstopSouthwest
2h 25mMDW-MSY
12/15Sun
nonstopSouthwest
2h 15mMSY-MDW
$774
12/8Sun
nonstopSouthwest
2h 20mMDW-MSY
12/15Sun
multi-stopSouthwest
4h 25mMSY-MDW
$783
12/5Thu
multi-stopDelta
5h 35mMDW-MSY
12/9Mon
multi-stopDelta
6h 21mMSY-MDW
$846
12/5Thu
multi-stop
24h 11mMDW-MSY
12/8Sun
multi-stop
23h 59mMSY-MDW
$898
12/5Thu
multi-stop
24h 11mMDW-MSY
12/9Mon
multi-stop
26h 37mMSY-MDW
$906
12/8Sun
multi-stopDelta
5h 27mMDW-MSY
12/10Tue
multi-stopDelta
6h 29mMSY-MDW
$948

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

Information on your arrival and departure airports

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