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

A quick flight from New Orleans to Chicago Midway Airport can take about 2h 20m. Southwest provides one of the quickest options available for as low as $169. New Orleans and Chicago Midway Airport are separated by a distance of 827 mi. All flights are typically nonstop.

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

According to our current data, Spirit Airlines ($104), Southwest ($185), and Delta ($216) offers the cheapest pricing from New Orleans to Chicago Midway Airport. Spirit Airlines is priced at 62% lower than the current average price of a flight leaving 3 months from now.

In terms of precipitation, rainfall in Chicago Midway Airport ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago Midway Airport when rainfall is around 1.7 in.

If weather is an important factor for your trip to Chicago Midway Airport, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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

While on average a flight from New Orleans to Chicago Midway Airport is generally $266, our data shows the cheapest flight currently is $78. When looking at the most popular route, (New Orleans Louis Armstrong - Chicago Midway), you can expect to pay $146 for that flight.

What are the most popular airlines that fly from New Orleans to Chicago Midway Airport?

Southwest, Spirit Airlines and Delta are the most popular airlines when flying from New Orleans to Chicago Midway Airport.

Most accurate provider : When it comes to deals on New Orleans-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Orleans-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Orleans-Chicago Midway Airport flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on New Orleans-Chicago Midway Airport 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 New Orleans-Chicago Midway Airport flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

What airport do you fly from for flights from New Orleans to Chicago Midway?

For a flight from New Orleans to Chicago Midway, you will be flying from Louis Armstrong. New Orleans Louis Armstrong (MSY) is just 11.4 mi from the center of the city. Louis Armstrong is the only New Orleans airport and it handles 1 outbound flight to Chicago Midway per day. 3 airlines have flights to Chicago Midway from New Orleans Louis Armstrong on a regular basis.

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

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

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

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

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

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

$77+ Flights from New Orleans to Chicago Midway Airport

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1. Tell us where you want to go

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2. Select your favorite providers

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Cheapflights Tip: The best prices from New Orleans Louis Armstrong to Chicago Midway are usually found in February or June, booked 16 days in advance, depart on a Thursday or Friday and return on a Tuesday

Find flight deals from New Orleans to Midway

Cheapest flights from New Orleans to Midway
Explore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Tue 12/305:05 pmMSY - MDW

1 stop5h 07mFrontier

Thu 1/86:00 amMDW - MSY

1 stop11h 01mFrontier

Deal found 10/25

$114

Thu 11/137:45 pmMSY - MDW

1 stop15h 45mFrontier

Sat 11/1511:36 amMDW - MSY

1 stop24h 53mFrontier

Deal found 10/25

$121

Thu 12/42:02 pmMSY - MDW

1 stop7h 56mFrontier

Mon 12/86:15 amMDW - MSY

1 stop10h 12mFrontier

Deal found 10/26

$130

Fri 12/55:22 pmMSY - MDW

1 stop4h 50mFrontier

Mon 12/86:15 amMDW - MSY

1 stop10h 12mFrontier

Deal found 10/27

$143

Tue 12/25:02 pmMSY - MDW

1 stop15h 44mMultiple Airlines

Thu 12/47:23 pmMDW - MSY

1 stop21h 04mMultiple Airlines

Deal found 10/25

$151

Fri 11/143:21 pmMSY - MDW

1 stop6h 47mMultiple Airlines

Tue 11/181:56 pmMDW - MSY

1 stop6h 45mMultiple Airlines

Deal found 10/25

$154

Fri 11/75:52 pmMSY - MDW

1 stop16h 34mFrontier

Mon 11/106:15 amMDW - MSY

1 stop10h 45mFrontier

Deal found 10/25

$155

Sat 11/153:21 pmMSY - MDW

1 stop6h 14mMultiple Airlines

Tue 11/181:56 pmMDW - MSY

1 stop6h 45mMultiple Airlines

Deal found 10/26

$158

Fri 11/146:01 pmMSY - MDW

1 stop24h 38mMultiple Airlines

Sun 11/166:06 pmMDW - MSY

1 stop15h 54mMultiple Airlines

Deal found 10/24

$159

Sat 11/153:21 pmMSY - MDW

1 stop6h 14mMultiple Airlines

Mon 11/179:27 amMDW - MSY

1 stop7h 30mMultiple Airlines

Deal found 10/25

$160

Wed 12/245:00 pmMSY - MDW

1 stop24h 38mMultiple Airlines

Thu 1/16:12 amMDW - MSY

1 stop10h 15mMultiple Airlines

Deal found 10/25

$162

Best flights from New Orleans to Midway
Discover carefully curated flight deals from New Orleans to Midway that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 27, 2025.

Wed 12/104:45 pmMSY - MDW

Nonstop2h 20mSouthwest

Fri 12/129:30 pmMDW - MSY

Nonstop2h 20mSouthwest

Deal found 10/25

$169

Fri 12/126:15 amMSY - MDW

2 stops15h 13mMultiple Airlines

Sun 12/146:15 amMDW - MSY

1 stop10h 02mMultiple Airlines

Deal found 10/26

$187

Fri 11/75:52 pmMSY - MDW

1 stop16h 34mFrontier

Sun 11/96:15 amMDW - MSY

1 stop10h 45mFrontier

Deal found 10/26

$188

Thu 12/1111:38 amMSY - MDW

1 stop6h 22mDelta

Sat 12/136:00 amMDW - MSY

1 stop6h 01mDelta

Deal found 10/25

$197

Fri 12/126:25 pmMSY - MDW

Nonstop2h 15mSouthwest

Sun 12/149:30 pmMDW - MSY

Nonstop2h 20mSouthwest

Deal found 10/26

$169

Sat 12/136:30 amMSY - MDW

Nonstop2h 20mSouthwest

Tue 12/168:20 pmMDW - MSY

Nonstop2h 20mSouthwest

Deal found 10/26

$169

Wed 12/246:20 amMSY - MDW

Nonstop2h 20mSouthwest

Thu 1/18:20 pmMDW - MSY

Nonstop2h 20mSouthwest

Deal found 10/25

$177

Thu 12/114:45 pmMSY - MDW

Nonstop2h 20mSouthwest

Sat 12/134:30 pmMDW - MSY

Nonstop2h 20mSouthwest

Deal found 10/25

$179

Wed 12/36:20 amMSY - MDW

Nonstop2h 20mSouthwest

Mon 12/86:20 amMDW - MSY

1 stop3h 45mSouthwest

Deal found 10/26

$189

Last-minute flights from New Orleans to Midway
Discover last-minute flight deals from New Orleans to Midway. Data last updated October 27, 2025 and is based on user searches.

Fri 11/75:52 pmMSY - MDW

1 stop16h 34mFrontier

Mon 11/106:15 amMDW - MSY

1 stop10h 45mFrontier

Deal found 10/25

$155

Fri 11/73:21 pmMSY - MDW

1 stop27h 18mMultiple Airlines

Tue 11/111:56 pmMDW - MSY

1 stop6h 45mMultiple Airlines

Deal found 10/26

$170

Fri 11/76:01 pmMSY - MDW

1 stop24h 38mMultiple Airlines

Mon 11/106:30 amMDW - MSY

2 stops25h 04mMultiple Airlines

Deal found 10/25

$176

Mon 11/108:29 amMSY - MDW

2 stops27h 09mMultiple Airlines

Thu 11/139:39 pmMDW - MSY

1 stop11h 59mMultiple Airlines

Deal found 10/25

$181

Thu 11/137:45 pmMSY - MDW

1 stop15h 45mFrontier

Sat 11/1511:36 amMDW - MSY

1 stop24h 53mFrontier

Deal found 10/25

$121

Fri 11/143:21 pmMSY - MDW

1 stop6h 47mMultiple Airlines

Tue 11/181:56 pmMDW - MSY

1 stop6h 45mMultiple Airlines

Deal found 10/25

$154

Fri 11/146:01 pmMSY - MDW

1 stop24h 38mMultiple Airlines

Sun 11/166:06 pmMDW - MSY

1 stop15h 54mMultiple Airlines

Deal found 10/24

$159

Sat 11/153:21 pmMSY - MDW

1 stop6h 14mMultiple Airlines

Tue 11/181:56 pmMDW - MSY

1 stop6h 45mMultiple Airlines

Deal found 10/26

$158

Sat 11/153:21 pmMSY - MDW

1 stop6h 14mMultiple Airlines

Mon 11/179:27 amMDW - MSY

1 stop7h 30mMultiple Airlines

Deal found 10/25

$160

One-way flights from New Orleans to Midway
Search for one-way flight options from New Orleans to Midway. Find affordable one-way fares based on user searches. Data last updated October 27, 2025.

Thu 12/114:35 pmMSY - MDW

1 stop5h 37mMultiple Airlines

Deal found 10/25

$77

Sat 11/153:21 pmMSY - MDW

1 stop6h 14mMultiple Airlines

Deal found 10/26

$78

Fri 12/55:22 pmMSY - MDW

1 stop20h 37mFrontier

Deal found 10/26

$79

Tue 12/25:02 pmMSY - MDW

1 stop15h 44mMultiple Airlines

Deal found 10/26

$81

Fri 1/234:17 pmMSY - MDW

1 stop7h 08mMultiple Airlines

Deal found 10/27

$82

Fri 11/148:59 pmMSY - MDW

2 stops21h 40mMultiple Airlines

Deal found 10/25

$84

Fri 12/56:20 amMSY - MDW

Nonstop2h 20mSouthwest

Deal found 10/26

$85

Sun 12/75:12 pmMSY - MDW

1 stop5h 00mFrontier

Deal found 10/26

$88

Thu 11/277:55 amMSY - MDW

Nonstop2h 20mSouthwest

Deal found 10/25

$89

Thu 1/86:45 amMSY - MDW

Nonstop2h 20mSouthwest

Deal found 10/26

$90

Thu 12/256:50 amMSY - MDW

1 stop6h 05mSouthwest

Deal found 10/26

$94

Mon 12/86:20 amMSY - MDW

Nonstop2h 20mSouthwest

Deal found 10/27

$95

Cheap flight deals from New Orleans to Midway

Most accurate provider	eDreams 3 stars
Most trusted provider	eDreams 3 stars
Round-trip from	$114 (Kiwi.com)
One-way from	$77 (Trip.com)
Popular in	December
Cheapest in	February
Average price	$299
Good round-trip deal	$243 or less
Good one-way deal	$173 or less

Provider with most accurate pricing for New Orleans Louis Armstrong-Chicago Midway flight deals.

Search Deals

Provider most trusted by Cheapflights users for New Orleans Louis Armstrong-Chicago Midway flights.

Search Deals

From New Orleans Louis Armstrong to Chicago Midway

Search Deals

One-way flight from New Orleans Louis Armstrong to Chicago Midway

Search Deals

Highest demand for flights based on searches. 12% potential increase in price ($41 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Price to beat on a round-trip flight from New Orleans Louis Armstrong to Chicago Midway.

Search Deals

Price to beat on a one-way flight from New Orleans Louis Armstrong to Chicago Midway.

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Orleans to Chicago Midway Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 12/10

4:45 pm-7:05 pm

Nonstop2h 20m

Chicago Midway

Fri 12/12

9:30 pm-11:50 pm

Nonstop2h 20m

$169

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 12/12

6:25 pm-8:40 pm

Nonstop2h 15m

Chicago Midway

Sun 12/14

9:30 pm-11:50 pm

Nonstop2h 20m

$169

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 12/13

6:30 am-8:50 am

Nonstop2h 20m

Chicago Midway

Tue 12/16

8:20 pm-10:40 pm

Nonstop2h 20m

$169

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 12/24

6:20 am-8:40 am

Nonstop2h 20m

Chicago Midway

Thu 1/1

8:20 pm-10:40 pm

Nonstop2h 20m

$177

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 12/11

4:45 pm-7:05 pm

Nonstop2h 20m

Chicago Midway

Sat 12/13

4:30 pm-6:50 pm

Nonstop2h 20m

$179

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 12/12

6:15 am-9:28 pm

2 stops15h 13m

Chicago Midway

Sun 12/14

6:15 am-4:17 pm

1 stop10h 02m

$187

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 11/7

5:52 pm-10:26 am

1 stop16h 34m

Chicago Midway

Sun 11/9

6:15 am-5:00 pm

1 stop10h 45m

$188

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 12/3

6:20 am-8:40 am

Nonstop2h 20m

Chicago Midway

Mon 12/8

6:20 am-10:05 am

1 stop3h 45m

$189

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 12/11

11:38 am-6:00 pm

1 stop6h 22m

Chicago Midway

Sat 12/13

6:00 am-12:01 pm

1 stop6h 01m

$197

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 1/17

1:50 pm-4:10 pm

Nonstop2h 20m

$79

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 17 results

Compare providers for flights from New Orleans to Midway

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New Orleans to Midway in October.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*1 star
eDreams	Price Accuracy3 stars	Trust Score*3 stars
Priceline	Price Accuracy1 star	Trust 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 New Orleans-Chicago Midway Airport flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on New Orleans-Chicago Midway Airport flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from New Orleans-Chicago Midway Airport flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on New Orleans-Chicago Midway Airport 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 New Orleans-Chicago Midway Airport 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 New Orleans to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from New Orleans 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 New Orleans to Chicago Midway Airport

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

The best time to book flights from New Orleans to Chicago Midway Airport is 16 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, February is the cheapest month in which you can book a flight from New Orleans to Chicago Midway Airport (average of $104). Flying from New Orleans to Chicago Midway Airport in January is currently the most expensive (average of $222). 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 MSY to MDW?

One of the essential ways to save on airfare from New Orleans to Chicago Midway Airport is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 17% on airfare.

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

Cheapflights partnered with top experts to bring you the best recommendations for your New Orleans to Chicago Midway Airport trip

Airports

MSY

Average TSA security wait times at MSY are around 15 minutes, making it efficient for early morning flights to MDW.

MDW

Use the Orange Line train from MDW to reach downtown Chicago in under 30 minutes, a convenient option for arriving travelers.

Our travel experts

Ramsey Qubein

Expert on MDW

Brandon Schultz

Expert on MSY

Reviews of airlines servicing Midway

See what other customers who have flown with Southwest, Delta, and Spirit Airlines from New Orleans to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,238 reviews

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

4,238 reviews

Southwest

8.0

Very good

4,238 reviews

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

7,996 reviews

Southwest

8.0

Very good

4,238 reviews

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

Spirit Airlines

6.3

Okay

8,112 reviews

Southwest

8.0

Very good

4,238 reviews

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

What airport do you fly from for flights from New Orleans to Chicago Midway?
For a flight from New Orleans to Chicago Midway, you will be flying from Louis Armstrong. New Orleans Louis Armstrong (MSY) is just 11.4 mi from the center of the city. Louis Armstrong is the only New Orleans airport and it handles 1 outbound flight to Chicago Midway per day. 3 airlines have flights to Chicago Midway from New Orleans Louis Armstrong on a regular basis.
How long is the flight from New Orleans to Chicago Midway Airport?
A quick flight from New Orleans to Chicago Midway Airport can take about 2h 20m. Southwest provides one of the quickest options available for as low as $169. New Orleans and Chicago Midway Airport are separated by a distance of 827 mi. All flights are typically nonstop.
What are the cheapest airlines flying from New Orleans to Chicago Midway Airport round-trip?
According to our current data, Spirit Airlines ($104), Southwest ($185), and Delta ($216) offers the cheapest pricing from New Orleans to Chicago Midway Airport. Spirit Airlines is priced at 62% lower than the current average price of a flight leaving 3 months from now.
What are the cheapest flights from New Orleans to Chicago Midway Airport?
While on average a flight from New Orleans to Chicago Midway Airport is generally $266, our data shows the cheapest flight currently is $78. When looking at the most popular route, (New Orleans Louis Armstrong - Chicago Midway), you can expect to pay $146 for that flight.
Can I find deals for flights from New Orleans to Midway that include hotel bookings?
Yes. In addition to deals on New Orleans to Midway flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from New Orleans to Midway?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Orleans to Midway.
Can I find deals for business class flights from New Orleans to Midway?
Yes. Cheapflights offers flight deals from New Orleans to Midway 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 New Orleans to Chicago Midway Airport?
Currently, February is the cheapest month in which you can book a flight from New Orleans to Chicago Midway Airport (average of $104). Flying from New Orleans to Chicago Midway Airport in January is currently the most expensive (average of $222). 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

Merrillville

Lansing

Hammond

Porter

Benton Harbor

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Top 3 airlines flying from New Orleans to Midway

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$104	Average$206	FlexibilityNo cancel fee	On-time65%
Southwest	Cheapest$185	Average$285	FlexibilityNo cancel fee	On-time63%
Delta	Cheapest$216	Average$287	FlexibilityNo cancel fee	On-timeN/A

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$77+ Cheap flights from New Orleans (MSY) to Midway (MDW)

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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from New Orleans to Midway with Cheapflights

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3. Compare prices and book

Cheapflights Tip: The best prices from New Orleans Louis Armstrong to Chicago Midway are usually found in February or June, booked 16 days in advance, depart on a Thursday or Friday and return on a Tuesday

Find flight deals from New Orleans to Midway

Cheapest flights from New Orleans to MidwayExplore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Explore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.

Cheap flight deals from New Orleans to Midway

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Good round-trip deal

Good one-way deal

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Orleans to Chicago Midway Airport that are best for you.

Compare providers for flights from New Orleans to Midway

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 New Orleans to Midway in October.

Best time to book a flight from New Orleans to Midway

Have a flexible travel schedule? Discover the best time to fly to Midway from New Orleans with our price prediction graph.

Cheapflights Insights

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

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

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

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

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

Cheapflights partnered with top experts to bring you the best recommendations for your New Orleans to Chicago Midway Airport trip

Airports

MSY

MDW

Our travel experts

Reviews of airlines servicing Midway

See what other customers who have flown with Southwest, Delta, and Spirit Airlines from New Orleans to Chicago Midway Airport have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from New Orleans to Midway. 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 from for flights from New Orleans to Chicago Midway?

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

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

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

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

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

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

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

Traveling to a place near Chicago Midway Airport?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for New Orleans to Midway

See prices for flight routes from nearby airports that may be better suited for you.

Top 3 airlines flying from New Orleans to Midway

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Cheapest flights from New Orleans to Midway
Explore the most affordable flight options available from New Orleans to Midway. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 27, 2025.