HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
New Orleans

$75+ 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 12/14. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Dec 13 — Dec 201
Sat 12/13
Sat 12/20
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Midway to New Orleans with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheapflights Tip: The best prices from Chicago Midway to New Orleans Louis Armstrong are usually found in September or June, 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 November 13, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$136
(Kiwi.com)

One-way from

$75
(Priceline)

Popular in

February

Cheapest in

September

Average price

$349

Good round-trip deal

$263 or less

Good one-way deal

$243 or less
Provider with most accurate pricing for Chicago Midway-New Orleans Louis Armstrong flight deals.
Search Deals
Provider most trusted by Cheapflights users for Chicago Midway-New Orleans Louis Armstrong flights.
Search Deals
From Chicago Midway to New Orleans Louis Armstrong
Search Deals
One-way flight from Chicago Midway to New Orleans Louis Armstrong
Search Deals
Highest demand for flights based on searches. 19% potential increase in price ($76 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($17 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals
Price to beat on a round-trip flight from Chicago Midway to New Orleans Louis Armstrong.
Search Deals
Price to beat on a one-way flight from Chicago Midway to New Orleans Louis Armstrong.
Search Deals

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 November 13, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/12. 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.
Mon 12/158:42 pmMDW - MSY
2 stops25h 00mMultiple Airlines
Sun 12/215:22 pmMSY - MDW
1 stop19h 59mMultiple Airlines
Deal found 11/12$138
This Frontier deal was found by Cheapflights users on 11/12. 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.
Thu 12/256:12 amMDW - MSY
1 stop10h 15mFrontier
Thu 1/15:22 pmMSY - MDW
1 stop4h 50mFrontier
Deal found 11/12$144
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/117:23 pmMDW - MSY
1 stop21h 04mFrontier
Thu 12/185:22 pmMSY - MDW
1 stop19h 59mFrontier
Deal found 11/12$149
This Frontier deal was found by Cheapflights users on 11/11. 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.
Thu 12/113:10 pmMDW - MSY
1 stop21h 47mFrontier
Mon 12/155:22 pmMSY - MDW
1 stop4h 50mFrontier
Deal found 11/11$151
This Kiwi.com deal was found by Cheapflights users on 11/13. 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 12/126:15 amMDW - MSY
1 stop10h 12mFrontier
Mon 12/155:22 pmMSY - MDW
1 stop15h 24mFrontier
Deal found 11/13$156
This Southwest deal was found by Cheapflights users on 11/11. 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.
Wed 12/248:20 pmMDW - MSY
Nonstop2h 20mSouthwest
Wed 12/316:20 amMSY - MDW
Nonstop2h 20mSouthwest
Deal found 11/11$157
This Kiwi.com deal was found by Cheapflights users on 11/12. 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 12/186:12 amMDW - MSY
1 stop10h 15mMultiple Airlines
Mon 12/225:00 pmMSY - MDW
1 stop5h 12mMultiple Airlines
Deal found 11/12$158
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/46:15 amMDW - MSY
1 stop14h 23mMultiple Airlines
Thu 12/254:58 pmMSY - MDW
1 stop5h 14mMultiple Airlines
Deal found 11/11$160
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 12/46:15 amMDW - MSY
1 stop14h 23mMultiple Airlines
Thu 12/114:35 pmMSY - MDW
1 stop5h 37mMultiple Airlines
Deal found 11/11$161
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 11/256:05 amMDW - MSY
1 stop8h 52mMultiple Airlines
Tue 12/163:20 pmMSY - MDW
2 stops17h 26mMultiple Airlines
Deal found 11/11$165
This Southwest deal was found by Cheapflights users on 11/13. 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.
Sat 12/1312:40 pmMDW - MSY
Nonstop2h 20mSouthwest
Mon 12/154:45 pmMSY - MDW
Nonstop2h 20mSouthwest
Deal found 11/13$169

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 November 13, 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 1/21

8:25 am-10:55 am

Nonstop2h 30m

New Orleans Louis Armstrong

Sun 1/25

6:25 am-8:45 am

Nonstop2h 20m

$168

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sun 1/11

8:40 pm-11:05 pm

Nonstop2h 25m

New Orleans Louis Armstrong

Sun 1/18

4:35 pm-10:15 pm

1 stop5h 40m

$178

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Fri 1/23

7:50 pm-10:15 pm

Nonstop2h 25m

New Orleans Louis Armstrong

Sun 1/25

6:25 am-8:45 am

Nonstop2h 20m

$188

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sun 1/11

8:40 pm-11:05 pm

Nonstop2h 25m

New Orleans Louis Armstrong

Fri 1/16

10:50 am-4:10 pm

1 stop5h 20m

$189

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 12/11

5:15 pm-8:55 pm

1 stop3h 40m

New Orleans Louis Armstrong

Wed 12/17

6:20 am-8:40 am

Nonstop2h 20m

$189

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Wed 12/10

10:49 am-4:32 pm

1 stop5h 43m

New Orleans Louis Armstrong

Sun 12/14

5:15 am-9:54 am

1 stop4h 39m

$197

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Fri 12/12

5:13 pm-11:37 pm

1 stop6h 24m

New Orleans Louis Armstrong

Mon 12/15

5:15 am-11:55 am

1 stop6h 40m

$197

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 1/24

9:34 am-4:09 pm

1 stop6h 35m

New Orleans Louis Armstrong

Mon 1/26

12:55 pm-5:32 pm

1 stop4h 37m

$198

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Mon 1/12

11:21 am-4:17 pm

1 stop4h 56m

New Orleans Louis Armstrong

Wed 1/14

3:31 pm-10:09 pm

1 stop6h 38m

$198

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 1/8

11:21 am-5:52 pm

1 stop6h 31m

New Orleans Louis Armstrong

Tue 1/13

6:00 am-10:34 am

1 stop4h 34m

$198

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/12

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 November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 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 eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Chicago Midway Airport-New Orleans flight deals on Cheapflights vs. eDreams >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 eDreams the most. eDreams 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.

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 November 7, 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $110). Flying from Chicago Midway Airport to New Orleans in March is currently the most expensive (average of $275). 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 November 13, 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 13% 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 November 2, 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. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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

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 November 13, 2025.
Get a feel of what it's like to fly with Southwest and Delta 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.
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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
Delta
7.9
Good
8,007 reviews
Southwest
8.0
Very good
4,242 reviews

Food

7.0

Overall

8.0

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

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 are 2 daily inbound flights from Chicago Midway from 2 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 30m. Southwest provides one of the quickest options available for as low as $168. 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 $179. Another airline that can offer you cheap pricing is Delta. Users have found that Southwest is 45% 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 $404, 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 $144 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, October is the cheapest month in which you can book a flight from Chicago Midway Airport to New Orleans (average of $110). Flying from Chicago Midway Airport to New Orleans in March is currently the most expensive (average of $275). 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
Thibodaux
Houma
Gonzales
Covington
Gretna
Hammond

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Top 2 airlines flying from Midway to New Orleans

Discover the top 2 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 November 13, 2025.
AirlineCheapestAverageFlexibilityOn-time
SouthwestCheapest$179Average$340FlexibilityNo cancel feeOn-time63%
DeltaCheapest$197Average$316FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.