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$80+ 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 5/17. Fares are subject to change and may not be available on all flights or dates of travel.
MDW — MSY
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago Midway to New Orleans Louis Armstrong are usually found in January or November, booked 35 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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$159
(Southwest)

One-way from

$80
(Southwest)

Popular in

February

Cheapest in

January

Average price

$367

Good round-trip deal

$283 or less

Good one-way deal

$118 or less
Provider with most accurate pricing for Chicago Midway-New Orleans Louis Armstrong flight deals.
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Provider most trusted by Cheapflights users for Chicago Midway-New Orleans Louis Armstrong flights.
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From Chicago Midway to New Orleans Louis Armstrong
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One-way flight from Chicago Midway to New Orleans Louis Armstrong
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Highest demand for flights based on searches. 3% potential increase in price ($14 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Price to beat on a round-trip flight from Chicago Midway to New Orleans Louis Armstrong.
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Price to beat on a one-way flight from Chicago Midway to New Orleans Louis Armstrong.
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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 April 17, 2025.

This Southwest deal was found by Cheapflights users on 4/16. 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 5/175:35 pmMDW - MSY
Nonstop2h 15mSouthwest
Tue 5/207:00 amMSY - MDW
Nonstop2h 20mSouthwest
Deal found 4/16$168
This Mytrip deal was found by Cheapflights users on 4/17. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/19:12 pmMDW - MSY
1 stop11h 44mFrontier
Sun 6/88:11 pmMSY - MDW
1 stop24h 06mFrontier
Deal found 4/17$197
This Delta deal was found by Cheapflights users on 4/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/2410:25 amMDW - MSY
1 stop6h 02mDelta
Sun 5/255:25 amMSY - MDW
1 stop6h 28mDelta
Deal found 4/16$217

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 April 17, 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

Sat 5/17

5:35 pm-7:50 pm

Nonstop2h 15m

New Orleans Louis Armstrong

Tue 5/20

7:00 am-9:20 am

Nonstop2h 20m

$159

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sun 6/1

9:12 pm-8:56 am

1 stop11h 44m

New Orleans Louis Armstrong

Sun 6/8

8:11 pm-8:17 pm

1 stop24h 06m

$197

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 5/24

12:48 pm-7:30 pm

1 stop6h 42m

New Orleans Louis Armstrong

Sun 5/25

5:25 am-9:40 am

1 stop4h 15m

$217

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 6/5

8:09 pm-5:50 am

3 stops33h 41m

New Orleans Louis Armstrong

Mon 6/9

5:30 am-7:46 pm

3 stops14h 16m

$476

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 5/17

5:35 pm-7:50 pm

Nonstop2h 15m

$80

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 5/24

2:44 pm-6:18 pm

1 stop27h 34m

$96

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Thu 5/15

2:45 pm-10:11 pm

1 stop7h 26m

$108

ChicagoNew Orleans

MDW - MSY

MDWMSY

Chicago Midway

Sat 5/17

4:15 pm-10:46 pm

1 stop6h 31m

$109

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/17

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 April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 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 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.

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, consider the express airport service bus, which takes about 40 minutes to reach the city.

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 April 11, 2025.

Booking 35 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 April 17, 2025.

It’s optimal to fly from Chicago Midway Airport to New Orleans in the evening. By choosing this option you can save up to 8% on the cost of your flight, compared to a flight in the morning.

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 March 30, 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. Friday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

Rainfall in New Orleans by month

Plan your trip to New Orleans by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in New Orleans ranges from 3.3 - 6.4 inches per month. June is typically the wettest month, when rainfall can reach 6.4 in. October is typically the driest time to visit New Orleans when rainfall is around 3.3 in.

Temperature in New Orleans by month

Plan your trip to New Orleans by taking into account the average temperature totals by month.

If weather is an important factor for your trip to New Orleans, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

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 April 17, 2025.
Read through reviews of airlines operating flights from Chicago to New Orleans, such as Southwest, Delta and Frontier. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,916 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Frontier
6.0
Okay
3,281 reviews
Southwest
8.0
Very good
4,280 reviews

Boarding

8.2

Comfort

8.0

Crew

8.6

Entertainment

7.6

Food

7.1

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 5 different airlines.

  • 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 $159. Other airlines that can offer you cheap pricing are Frontier, from $197, and Delta, from $217. Users have found that Southwest is 58% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Chicago Midway Airport to New Orleans one-way?

    One-way options have recently been found by users for as low as $80 on Southwest. Other airlines that offer cheap prices include Frontier from $96 and Delta from $109 one-way.

  • 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 $273, our data shows the cheapest flight currently is $79. When looking at the most popular route, (Chicago Midway - New Orleans Louis Armstrong), you can expect to pay $168 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 Chicago Midway Airport?

Book flights to Chicago Midway Airport if you plan to visit one of these locations
Metairie
Kenner
Slidell
Houma
Gretna
Thibodaux
Gonzales

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Top 5 airlines flying from Midway to New Orleans

Discover the top 5 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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$74Average$312FlexibilityNo cancel feeOn-time65%
FrontierCheapest$100Average$212FlexibilityNo cancel feeOn-time62%
SouthwestCheapest$210Average$388FlexibilityNo cancel feeOn-time63%
DeltaCheapest$216Average$407FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$311Average$467FlexibilityNo cancel feeOn-time69%

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