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Find cheap flights from Chicago Midway Airport to New Orleans from $49

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 5/21. 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
0 bags
Fri 6/7
Fri 6/14

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 43,968,530 times on KAYAK, and here is why:

Save 21% or moreCompare multiple travel sites with one search.

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Filter your dealsChoose cabin class, free Wi-Fi and more.

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Cheap flight deals 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 and deals for you by selecting your travel dates.
Choose your dates
6:00 am - 9:45 pmMDW-MSY
15h 45m1 stop
7:28 am - 9:20 pmMSY-MDW
13h 52m2 stops
$93Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:52 am - 3:32 pmMDW-MSY
4h 40m1 stop
7:28 am - 9:20 pmMSY-MDW
13h 52m2 stops
$104Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:52 am - 3:32 pmMDW-MSY
4h 40m1 stop
7:28 am - 9:20 pmMSY-MDW
13h 52m2 stops
$105Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:52 am - 3:32 pmMDW-MSY
4h 40m1 stop
7:28 am - 9:20 pmMSY-MDW
13h 52m2 stops
$108Frontier
Find Deal
Tue, Jun 4 - Tue, Jun 11
10:01 pm - 10:21 pmMDW-MSY
24h 20m1 stop
10:45 pm - 11:09 amMSY-MDW
12h 24m1 stop
$109Frontier
Find Deal
Sat, May 25 - Tue, May 28
6:48 pm - 11:28 pmMDW-MSY
4h 40m1 stop
12:51 pm - 6:07 pmMSY-MDW
5h 16m1 stop
$196Delta
Find Deal
Fri, May 31 - Wed, Jun 5
1:21 pm - 5:46 pmMDW-MSY
4h 25m1 stop
11:15 am - 5:04 pmMSY-MDW
5h 49m1 stop
$208Delta
Find Deal
Thu, Jun 6 - Thu, Jun 13
1:21 pm - 5:46 pmMDW-MSY
4h 25m1 stop
12:51 pm - 6:07 pmMSY-MDW
5h 16m1 stop
$216Delta
Find Deal
Fri, May 31 - Mon, Jun 3
1:21 pm - 5:46 pmMDW-MSY
4h 25m1 stop
12:51 pm - 6:07 pmMSY-MDW
5h 16m1 stop
$222Delta
Find Deal
Fri, May 31 - Mon, Jun 3
9:08 pm - 5:04 pmMDW-MSY
19h 56m2 stops
6:00 am - 8:18 pmMSY-MDW
14h 18m2 stops
Mon, Jun 17 - Mon, Jun 24

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 flights from Chicago Midway Airport to New Orleans clicked on KAYAK for each day over the last 12 months.
Your flight ticket price will generally be cheaper if you fly to New Orleans on a Wednesday and more expensive on a Thursday. On your return trip to Chicago Midway Airport, you should consider flying back on a Sunday, and avoid Thursdays for better deals.

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 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 April, where tickets cost $250 on average. On the other hand, the most expensive months are November and June, where the average cost of tickets is $375 and $350 respectively.

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for 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 month.
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 82 days before departure.

Which airlines provide the cheapest flights from Chicago Midway Airport to New Orleans?

The cheapest price for the route for each airline clicked by KAYAK users in the last 72 hours.
In the last 72 hours, the best return deals on flights connecting Chicago Midway Airport to New Orleans were found on Frontier ($93) and Delta ($196). Frontier proposed the cheapest one-way flight at $49.

How many flights are there between Chicago Midway Airport and New Orleans per day?

Each day, there are between 4 and 6 nonstop flights that take off from Chicago Midway Airport and land in New Orleans, with an average flight time of 2h 11m. The most common departure time is 5:00 pm and most flights take off in the afternoon. Each week, there are 40 flights. The most frequent day of departure is Thursday, when 15% of all weekly flights depart. The fewest flights depart on a Sunday.

What’s the earliest departure time from Chicago Midway Airport to New Orleans?

Early birds can take the earliest flight from Chicago Midway Airport at 7:35 am and will be landing in New Orleans at 9:45 am.

What’s the latest departure time from Chicago Midway Airport to New Orleans?

If you prefer to fly at night, the latest flight from Chicago Midway Airport to New Orleans jets off at 10:40 pm and lands at 12:55 am.

Good to know

Low season

June

High season

November

Cheapest flight

$49
Best time to beat the crowds with an average 12% drop in price.
Most popular time to fly with an average 33% 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 $49 for a one-way ticket and $93 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 MAX 8 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, Delta or Frontier?

    The two airlines most popular with KAYAK users for flights from Chicago to New Orleans are Delta and Frontier. With an average price for the route of $408 and an overall rating of 8.0, Delta is the most popular choice. Frontier is also a great choice for the route, with an average price of $179 and an overall rating of 6.2.

  • 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

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

Find which airlines fly direct from Midway to Louis Armstrong, 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 4 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
DeltaOverall score based on 10793 reviews
8.2Boarding
7.4Food
8.6Crew
8.0Entertainment
7.9Comfort
Airline reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

2.0 MediocreAnonymous, May 2024AVL - LGA
Read more about Delta reviews

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

The control panel for the seat back screen did not work at all after takeoff.

Plane was so old it had cigarette butt trays in the seat

Everything was good, hard to really comfortable on a flight that long.

The flight attendants were very personable, extremely friendly, and had a very good feeling of the energy around them not to mention they’re very funny and engaging. What made up for the discomfort of the seats and the fact that the plane sat for a long time on the Turmac. Not sure if the pilot was new, but the landing was very rough sort of like I was at a magic mountain theme park ride that was built in 1959

Check in easy, price very good, no frills flying tho! Pay for Every item once seat is paid for so do the math with baggage fees and carry on fees.

Flight was delayed 2+ hours missed a concert because of it…

You get what you pay for. I did and was pleased.

Seats could use more padding. Kind of hard on the tush.

Amazed that Spirit can even get planes in the air, would never use again.

The flight was really great I was surprised with Spirit.

Spirit canceled the flight 20 hours before it was scheduled to take off. They didn’t send a clear message and had no alternative flight for a week. What a terrible airline! Never use them.

It was my wife traveling so she ends up not traveling because they didn’t help her at the counter they blame it to the check in system at the airport and they told her if you want to travel in the other flight you have to pay $99 dollars and she will have to go to Las Vegas and then to Los Angeles almost 12 hours flight or to travel another day and we asked for a refund they said no refund and we called customer service and they didn’t help know she will travel the end of this week.

There is no entertainment, the food chiices are expensive and the flight crew spike with condescending tones in their voices.

I checked a bag because it was $5 less than carry on. They managed to lose my bag on a 2.5 hr direct flight! Frontier has no airport staff at baggage claim to help. As soon as I got home around 11 pm I tried to use their online system to file the claim for lost bag - system wouldn't take the # on my baggage claim ticket - said it was not the correct number. Also said that I had not checked a bag, which wasn't true - even my online boarding pass showed that I had checked a bag. Wasted about an hour on that process with no luck. Tried again in the morning - same thing. So tried online chat with Frontier bot - waited 35-40" twice to be connected to a baggage agent and it never happened. Eventually drove to PDX after work and waited 2 hrs for the Frontier ticket agents to arrive prior to the next Frontier flight out of PDX and FINALLY got some help from one of them, to take me to lost luggage area where I was able to retrive my bag. Probably took 4-5 hrs. of my time and endless frustration to get my bag. This was my first -- and LAST -- experience flying Frontier Airlines. Check-in was also extremely difficult and time consuming. The flight itself (and staff) were fine but everything else about the experience was a total disaster! The fact that Frontier literally has NO WAY to connect to a human voice for customer service (in this case for lost luggage) is the WORST!!!!!

Frontier is a crappy airline nothing about it is honest

I didn't get to do this flight l, hard to review

Not good 😐 Over priced baggage fees Small hard seats No wifi or entertainment options 😕

Didn't like anything!! Horrible flight. Small seating area and hard seats. Butt was sore after 2 hour flight to Seattle No entertainment or free refreshments No wifi or USB charging receptacles to charge phone entoute like other airliners Luggage rates were 3 times as much as competitors. Difficult to navigate online luggue process to pre pay before flight Overall bad experience WILL NEVER RIDE OR RECOMMEND FRONTIER TO FRIENDS OR FAMILY MEMBERS!!! THIS IS A SHAME!! MOST MESERIBLE FLIGHT OF MY LIFE!! AND I THOUGHT SPIRIT WAS 👎 YOU GOT THEM BEAD HANDS DOWN!!

Flight was a little late taking off. Seats are too upright, no ports to charge devices, no wifi, no entertainment

Six hour delay. Poor customer service. No voucher. Bad communication. Missed important appointments.

Our flight was delayed an hour, then when we got to board our flight finally, we were waiting in our seats for take off for 45 minutes before it was communicated that there was a maintenance issue therefore we waited on the plane for over an hour while that was resolved. We did not get to Phoenix until almost 3 hours after we were originally supposed to. This was the first and last time I will be flying Frontier.

Flight was canceled with little warning. Flight was rebooked through Ontario, California and connecting flight was delayed by over three hours. Frontier is living up to their Greyhound of the skies reputation for sure.

I purchased a carry on bag online…was supposed to cost $72 but after a whole slew of bs charges, the total was over $175.00. Because of these hidden charges, I will not even consider flying Frontier ever again. It’s just not worth the hassle. I’m scratching this company off my list forever.

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.
5/21Tue
1 stopFrontier
7h 00mMDW-MSY
$49
6/15Sat
1 stopFrontier
23h 38mMDW-MSY
$60
5/28Tue
1 stopFrontier
4h 40mMDW-MSY
$67
5/18Sat
1 stopFrontier
24h 20mMDW-MSY
$69
5/31Fri
1 stopDelta
4h 25mMDW-MSY
$98
6/7Fri
1 stopDelta
5h 52mMDW-MSY
$104
6/3Mon
2 stops
22h 40mMDW-MSY
$125
6/3Mon
3 stops
35h 07mMDW-MSY
$138
8/11Sun
2 stopsAllegiant Air
23h 43mMDW-MSY
$166
7/7Sun
2 stopsAllegiant Air
23h 50mMDW-MSY
$199

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.
5/11Sat
multi-stopFrontier
11h 18mMDW-MSY
5/30Thu
multi-stopFrontier
26h 45mMSY-MDW
$249
5/11Sat
multi-stopFrontier
11h 18mMDW-MSY
5/31Fri
multi-stopFrontier
12h 46mMSY-MDW
$253
5/11Sat
multi-stopFrontier
11h 18mMDW-MSY
5/14Tue
multi-stopFrontier
10h 18mMSY-MDW
$314
5/9Thu
multi-stopFrontier
10h 38mMDW-MSY
5/10Fri
multi-stopFrontier
28h 55mMSY-MDW
$373
5/11Sat
multi-stopDelta
5h 15mMDW-MSY
5/15Wed
multi-stopDelta
5h 46mMSY-MDW
$377
5/9Thu
multi-stopFrontier
7h 37mMDW-MSY
5/12Sun
multi-stopFrontier
16h 08mMSY-MDW
$378
5/13Mon
multi-stopDelta
4h 25mMDW-MSY
5/29Wed
multi-stopDelta
5h 16mMSY-MDW
$491
5/10Fri
multi-stopDelta
4h 25mMDW-MSY
5/14Tue
multi-stopDelta
5h 16mMSY-MDW
$512
5/11Sat
multi-stopDelta
5h 53mMDW-MSY
5/29Wed
multi-stopDelta
5h 16mMSY-MDW
$519
5/12Sun
multi-stop
20h 02mMDW-MSY
5/28Tue
multi-stop
19h 09mMSY-MDW
$823

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Chicago Midway Airport - New Orleans Flights

Departure:

Chicago Midway Airport (undefined)United States

Destination:

New Orleans (MSY)United States

Return flight deals:

New Orleans - Chicago Midway Airport

Cabin classes:

$582