New Orleans

$78+ Cheap flights from Midway (MDW) to New Orleans (MSY)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/2. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Oct 25 — Nov 11
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Find cheap flights from Midway to New Orleans with Cheapflights

1. Tell us where you want to go

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Cheapflights Tip: The best prices from Chicago Midway to New Orleans Louis Armstrong are usually found in June or July, booked 63 days in advance, depart on a Tuesday or Monday and return on a Thursday

Cheap flight deals from Midway to New Orleans

Discover tips and strategies to find the most affordable flight options for your journey from Midway (MDW) to New Orleans (MSY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 25, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$143
(Frontier)

One-way from

$78
(Frontier)

Popular in

February

Cheapest in

June

Average price

$340

Good round-trip deal

$259 or less

Good one-way deal

$123 or less
Provider with most accurate pricing for Chicago Midway-New Orleans Louis Armstrong flight deals.
Provider most trusted by Cheapflights users for Chicago Midway-New Orleans Louis Armstrong flights.
From Chicago Midway to New Orleans Louis Armstrong
One-way flight from Chicago Midway to New Orleans Louis Armstrong
Highest demand for flights based on searches. 15% potential increase in price ($60 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($16 potential savings vs. average RT price).
Average for round-trip flights in September 2025
Price to beat on a round-trip flight from Chicago Midway to New Orleans Louis Armstrong.
Price to beat on a one-way flight from Chicago Midway to New Orleans Louis Armstrong.

Find flight deals from Midway to New Orleans

Cheapest flights from Midway to New Orleans
Explore the most affordable flight options available from Midway to New Orleans. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 25, 2025.

This Frontier deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/151:37 pmMDW - MSY
1 stop27h 23mFrontier
Mon 11/176:01 pmMSY - MDW
1 stop17h 37mFrontier
Deal found 9/23$143
This Priceline deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:13 pmMDW - MSY
1 stop8h 20mFrontier
Fri 10/246:06 pmMSY - MDW
1 stop5h 40mFrontier
Deal found 9/25$144
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/301:37 pmMDW - MSY
1 stop5h 22mMultiple Airlines
Mon 11/36:05 pmMSY - MDW
1 stop17h 33mMultiple Airlines
Deal found 9/23$149
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/111:56 pmMDW - MSY
1 stop17h 39mMultiple Airlines
Fri 11/1412:26 pmMSY - MDW
1 stop6h 13mMultiple Airlines
Deal found 9/24$151
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/146:15 amMDW - MSY
1 stop5h 06mMultiple Airlines
Sat 11/1512:26 pmMSY - MDW
1 stop6h 13mMultiple Airlines
Deal found 9/24$154
This Priceline deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/66:20 amMDW - MSY
1 stop9h 37mFrontier
Thu 10/95:55 pmMSY - MDW
1 stop5h 51mFrontier
Deal found 9/23$157
This Kiwi.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/116:00 amMDW - MSY
1 stop9h 56mMultiple Airlines
Mon 12/154:17 pmMSY - MDW
1 stop6h 48mMultiple Airlines
Deal found 9/25$160
This Southwest deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/118:20 pmMDW - MSY
Nonstop2h 20mSouthwest
Fri 11/146:20 amMSY - MDW
Nonstop2h 20mSouthwest
Deal found 9/24$163
This Kiwi.com deal was found by Cheapflights users on 9/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/239:26 pmMDW - MSY
1 stop13h 26mMultiple Airlines
Mon 10/276:05 pmMSY - MDW
1 stop17h 33mMultiple Airlines
Deal found 9/23$164
This Booking.com deal was found by Cheapflights users on 9/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/1712:13 pmMDW - MSY
1 stop8h 20mFrontier
Mon 10/205:32 pmMSY - MDW
1 stop20h 06mFrontier
Deal found 9/25$167
This Kiwi.com deal was found by Cheapflights users on 9/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/61:37 pmMDW - MSY
1 stop21h 44mMultiple Airlines
Mon 11/104:17 pmMSY - MDW
1 stop5h 54mMultiple Airlines
Deal found 9/24$168

Cheapflights Fare Finder

 
Customize your flight search to find flights from Midway to New Orleans that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
Use the filters below to find and compare flights from Chicago Midway Airport to New Orleans that are best for you.

Fly from

Midway

Fly to

New Orleans

Route

Depart

Return

Price

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Wed 12/10

8:40 am-11:05 am

Nonstop2h 25m

New Orleans Louis Armstrong

Sun 12/14

6:20 am-8:40 am

Nonstop2h 20m

$188

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Tue 11/11

12:25 pm-5:15 pm

1 stop4h 50m

New Orleans Louis Armstrong

Fri 11/14

6:25 pm-8:40 pm

Nonstop2h 15m

$189

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 12/11

8:20 pm-10:40 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Sun 12/14

6:20 am-8:40 am

Nonstop2h 20m

$204

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 12/11

8:20 pm-10:40 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Mon 12/15

4:15 pm-8:15 pm

1 stop4h 00m

$214

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Wed 12/10

6:00 am-10:59 am

1 stop4h 59m

New Orleans Louis Armstrong

Wed 12/10

5:38 pm-11:32 pm

1 stop5h 54m

$217

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Mon 11/10

6:00 am-10:51 am

1 stop4h 51m

New Orleans Louis Armstrong

Tue 11/18

11:29 am-6:08 pm

1 stop6h 39m

$217

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Tue 11/11

12:47 pm-5:57 pm

1 stop5h 10m

New Orleans Louis Armstrong

Tue 11/18

11:29 am-6:08 pm

1 stop6h 39m

$217

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Wed 11/12

9:41 am-3:36 pm

1 stop5h 55m

New Orleans Louis Armstrong

Tue 11/18

11:56 am-4:38 pm

1 stop4h 42m

$217

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 10/18

4:40 pm-6:55 pm

Nonstop2h 15m

New Orleans Louis Armstrong

Tue 10/21

6:40 am-9:00 am

Nonstop2h 20m

$228

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Tue 11/11

8:20 pm-10:40 pm

Nonstop2h 20m

New Orleans Louis Armstrong

Mon 11/17

12:30 pm-4:55 pm

1 stop4h 25m

$233

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/23

Showing 1-10 of 19 results
1
2

Compare providers for flights from Midway to New Orleans

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Midway to New Orleans in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Chicago Midway Airport-New Orleans flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Chicago Midway Airport-New Orleans flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Chicago Midway Airport-New Orleans flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Chicago Midway Airport-New Orleans flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Chicago Midway Airport-New Orleans flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

The best insider tips for Chicago Midway Airport to New Orleans flights

Snippets provided in this section are AI-generated based on a summarization of Cheapflights-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.
Cheapflights partnered with top experts to bring you the best recommendations for your Chicago Midway Airport to New Orleans trip
Airports
MDW

Use the airport’s mobile system to order food directly to your gate, saving time and ensuring you don't miss boarding.

Read more about MDWby Ramsey Qubein
MSY

For quick access to downtown, take the Regional Transit Authority express bus, which takes about 40 minutes from MSY.

Read more about MSYby Brandon Schultz
Our travel experts
Ramsey Qubein

Ramsey Qubein

Expert on MDW

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on MSY

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from Midway to New Orleans

Have a flexible travel schedule? Discover the best time to fly to New Orleans from Midway with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Chicago Midway Airport to New Orleans

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

Use this chart to determine the optimal time to book a round-trip flight from Midway to New Orleans. Price data was last updated on September 19, 2025.

Booking 63 days in advance of your planned departure date is, on average, the best time to get cheap flights from Chicago Midway Airport to New Orleans. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Chicago Midway Airport to New Orleans?

Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $256). Flying from Chicago Midway Airport to New Orleans in April is currently the most expensive (average of $343). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MDW to MSY?

Find hourly flight availability from Midway to New Orleans. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 25, 2025.

It’s optimal to fly from Chicago Midway Airport to New Orleans in the afternoon. By choosing this option you can save up to 9% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from Chicago Midway Airport to New Orleans?

Use this chart to determine the cheapest time to fly round-trip from Midway to New Orleans. Price data was last updated on September 21, 2025.

Travelers seeking maximum savings on their Chicago Midway Airport to New Orleans flight should consider departing on Tuesday afternoons when fares are most often at their lowest. Thursday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Reviews of airlines servicing New Orleans

Get insights into the airlines that provide service to New Orleans. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to New Orleans. Reviews last updated September 25, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from Chicago Midway Airport to New Orleans by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
8.0
Very good

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Food

7.0

Overall

8.0

Entertainment

7.5

Boarding

8.1

Crew

8.6

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Midway to New Orleans. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What airport do you fly into for flights to New Orleans from Chicago Midway?

    Located just 11.4 mi from the city center, New Orleans Louis Armstrong is the airport most travelers will use when flying to New Orleans from Chicago Midway. Booking flights from Chicago Midway to Louis Armstrong (MSY) should be relatively easy as there is 1 daily inbound flight from Chicago Midway from 3 different airlines.

  • How long is the flight from Chicago Midway Airport to New Orleans?

    A quick flight from Chicago Midway Airport to New Orleans can take about 2h 25m. Southwest provides one of the quickest options available for as low as $188. The distance between Chicago Midway Airport and New Orleans is about 827 mi. All flights are typically nonstop.

  • What are the cheapest airlines flying from Chicago Midway Airport to New Orleans round-trip?

    Cheapflights users have booked flights from Chicago Midway Airport to New Orleans round-trip from $175. Other airlines that can offer you cheap pricing are United Airlines, from $197, and Delta, from $216. Users have found that Southwest is 48% cheaper than the other options available to this destination.

  • What are the cheapest flights from Chicago Midway Airport to New Orleans?

    While on average a flight from Chicago Midway Airport to New Orleans is generally $231, our data shows the cheapest flight currently is $78. When looking at the most popular route, (Chicago Midway - New Orleans Louis Armstrong), you can expect to pay $151 for that flight.

  • Can I find deals for flights from Midway to New Orleans that include hotel bookings?

    Yes. In addition to deals on Midway to New Orleans flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Midway to New Orleans?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Midway to New Orleans.

  • Can I find deals for business class flights from Midway to New Orleans?

    Yes. Cheapflights offers flight deals from Midway to New Orleans by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago Midway Airport to New Orleans?

    Currently, August is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $256). Flying from Chicago Midway Airport to New Orleans in April is currently the most expensive (average of $343). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Orleans?

Book flights to New Orleans if you plan to visit one of these locations
Metairie
Kenner
Slidell
Houma
Covington
Thibodaux
Gretna
Hammond
Gonzales

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Top 3 airlines flying from Midway to New Orleans

Discover the top 3 airlines that operate flights from Midway to New Orleans. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$175Average$347FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$197Average$467FlexibilityNo cancel feeOn-time69%
DeltaCheapest$216Average$317FlexibilityNo cancel feeOn-timeN/A

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