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Cheap flights from New Orleans to Chicago from $78

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from New Orleans to Chicago departing on 11/18. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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Multiple Airlines Logo
8:49 pm - 12:37 pmMSY-MDW
15h 48m1 stop
Multiple Airlines Logo
6:06 pm - 10:00 amMDW-MSY
15h 54m1 stop
$137Multiple Airlines
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Fri, Nov 7 - Mon, Nov 10
Multiple Airlines Logo
8:49 pm - 12:37 pmMSY-MDW
15h 48m1 stop
Multiple Airlines Logo
6:06 pm - 10:00 amMDW-MSY
15h 54m1 stop
$138Multiple Airlines
Find Deal
Fri, Nov 7 - Mon, Nov 10
Frontier Logo
5:22 pm - 10:12 pmMSY-MDW
4h 50m1 stop
Frontier Logo
6:15 am - 4:17 pmMDW-MSY
10h 02m1 stop
$144Frontier
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Fri, Dec 5 - Sun, Dec 7
Multiple Airlines Logo
4:40 pm - 10:10 pmMSY-MDW
29h 30m1 stop
Multiple Airlines Logo
6:15 am - 5:00 pmMDW-MSY
10h 45m1 stop
$145Multiple Airlines
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Thu, Nov 13 - Mon, Nov 17
Multiple Airlines Logo
3:21 pm - 9:35 pmMSY-MDW
6h 14m1 stop
Multiple Airlines Logo
6:06 pm - 10:00 amMDW-MSY
15h 54m1 stop
$147Multiple Airlines
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Sat, Nov 15 - Mon, Nov 17
Multiple Airlines Logo
3:21 pm - 9:35 pmMSY-MDW
6h 14m1 stop
Multiple Airlines Logo
6:06 pm - 10:00 amMDW-MSY
15h 54m1 stop
$148Multiple Airlines
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Sat, Nov 8 - Mon, Nov 10
Southwest Logo
6:20 am - 8:40 amMSY-MDW
2h 20mnonstop
Southwest Logo
8:40 am - 11:05 amMDW-MSY
2h 25mnonstop
$156Southwest
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Fri, Dec 12 - Mon, Dec 15
Southwest Logo
6:30 am - 8:50 amMSY-MDW
2h 20mnonstop
Southwest Logo
4:30 pm - 6:50 pmMDW-MSY
2h 20mnonstop
$157Southwest
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Sat, Dec 13 - Sat, Dec 13
Delta Logo
12:35 pm - 6:08 pmMSY-MDW
5h 33m1 stop
Delta Logo
9:30 am - 4:29 pmMDW-MSY
6h 59m1 stop
$198Delta
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Fri, Feb 27 - Tue, Mar 3
Delta Logo
7:07 pm - 11:40 pmMSY-MDW
4h 33m1 stop
Delta Logo
5:34 pm - 10:14 pmMDW-MSY
4h 40m1 stop
$203Delta
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Thu, Nov 13 - Wed, Nov 19

Southwest flights from New Orleans to Chicago Midway Airport

Our best Southwest deals on New Orleans to Chicago Midway Airport flight tickets
Southwest
Dec 12
MSY6:20 amNew Orleans Louis Armstrong
2h 20m
MDW8:40 amChicago Midway
Dec 15
MDW8:40 amChicago Midway
2h 25m
MSY11:05 amNew Orleans Louis Armstrong
$156
Find similar
Southwest
Dec 13
MSY6:30 amNew Orleans Louis Armstrong
2h 20m
MDW8:50 amChicago Midway
Dec 13
MDW4:30 pmChicago Midway
2h 20m
MSY6:50 pmNew Orleans Louis Armstrong
$157
Find similar
Southwest
Dec 5
MSY4:45 pmNew Orleans Louis Armstrong
2h 20m
MDW7:05 pmChicago Midway
Dec 7
MDW8:00 amChicago Midway
2h 25m
MSY10:25 amNew Orleans Louis Armstrong
$163
Find similar

Frontier flights from New Orleans to Chicago Midway Airport

Our best Frontier deals on New Orleans to Chicago Midway Airport flight tickets
Frontier
Dec 5
MSY5:22 pmNew Orleans Louis Armstrong
4h 50m
1 stop
MDW10:12 pmChicago Midway
Dec 7
MDW6:15 amChicago Midway
10h 02m
1 stop
MSY4:17 pmNew Orleans Louis Armstrong
$144
Find similar
Frontier
Oct 27
MSY5:32 pmNew Orleans Louis Armstrong
6h 14m
1 stop
MDW11:46 pmChicago Midway
Nov 3
MDW9:32 amChicago Midway
7h 25m
1 stop
MSY4:57 pmNew Orleans Louis Armstrong
$156
Find similar
Frontier
Oct 27
MSY5:32 pmNew Orleans Louis Armstrong
6h 14m
1 stop
MDW11:46 pmChicago Midway
Nov 2
MDW5:20 amChicago Midway
10h 40m
1 stop
MSY4:00 pmNew Orleans Louis Armstrong
$297
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momondo Fare Finder

 
Customize your flight search to find flights from New Orleans to Chicago Midway Airport 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, momondo users made 832,500 searches. Data last updated October 20, 2025.
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

Fri 11/7

8:49 pm-12:37 pm

1 stop15h 48m

Chicago Midway

Mon 11/10

6:06 pm-10:00 am

1 stop15h 54m

$137

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 11/7

8:49 pm-12:37 pm

1 stop15h 48m

Chicago Midway

Mon 11/10

6:06 pm-10:00 am

1 stop15h 54m

$138

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 12/5

5:22 pm-10:12 pm

1 stop4h 50m

Chicago Midway

Sun 12/7

6:15 am-4:17 pm

1 stop10h 02m

$144

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 11/13

4:40 pm-10:10 pm

1 stop29h 30m

Chicago Midway

Mon 11/17

6:15 am-5:00 pm

1 stop10h 45m

$145

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 11/15

3:21 pm-9:35 pm

1 stop6h 14m

Chicago Midway

Mon 11/17

6:06 pm-10:00 am

1 stop15h 54m

$147

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 11/8

3:21 pm-9:35 pm

1 stop6h 14m

Chicago Midway

Mon 11/10

6:06 pm-10:00 am

1 stop15h 54m

$148

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 12/12

6:20 am-8:40 am

Nonstop2h 20m

Chicago Midway

Mon 12/15

8:40 am-11:05 am

Nonstop2h 25m

$156

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 12/13

6:30 am-8:50 am

Nonstop2h 20m

Chicago Midway

Sat 12/13

4:30 pm-6:50 pm

Nonstop2h 20m

$157

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 2/27

12:35 pm-6:08 pm

1 stop5h 33m

Chicago Midway

Tue 3/3

9:30 am-4:29 pm

1 stop6h 59m

$198

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 11/13

7:07 pm-11:40 pm

1 stop4h 33m

Chicago Midway

Wed 11/19

5:34 pm-10:14 pm

1 stop4h 40m

$203

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Chicago from

How to get the cheapest flight ticket from New Orleans to Chicago Midway Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Chicago Midway Airport?

The month of February is, on average, the cheapest month to fly to Chicago Midway Airport from New Orleans, with most prices found around $198. If you are unable to visit Chicago Midway Airport during the month of February, then departing from New Orleans during the month June is also very affordable. Most momondo users find prices during this month for around $227.

What is the cheapest day to depart on your flight to Chicago Midway Airport?

According to our data, Thursday is the cheapest day to fly to Chicago Midway Airport from New Orleans. The lowest ticket price found for a Thursday departure recently was $281. Keep in mind that prices can always vary depending on your route and whether or not you are flying domestic or international. On the other hand, Sunday is the most expensive day to depart from New Orleans because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $415.

What is the cheapest time of day to depart on your flight to Chicago Midway Airport?

Flying to Chicago Midway Airport from New Orleans in the evening is the least expensive time of day to depart. momondo users have found prices as low as $272 when looking at flights departing in the evening. Try not to purchase tickets in the morning because they tend to be around $327. Of course, these prices can vary depending on the time of year and what airport you fly to.

What is the cheapest New Orleans Louis Armstrong to Chicago Midway flight route?

Fly from New Orleans Louis Armstrong to Chicago Midway for the best New Orleans Louis Armstrong - Chicago Midway flight prices

What cabin class options are available on New Orleans Louis Armstrong to Chicago Midway flights?

There is only 1 cabin class available to choose from on New Orleans Louis Armstrong to Chicago Midway flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on New Orleans to Chicago Midway Airport flights?

You could potentially save up to 4% on your flight if you consider stops on a New Orleans to Chicago Midway Airport flight.

How have New Orleans to Chicago Midway Airport flight prices changed over time?

As of October 2025, prices for New Orleans to Chicago Midway Airport flights are approximately 62% cheaper when compared to flights at the same time last year.

When to book flights from New Orleans to Chicago Midway Airport

Are you open to changing your travel dates? Check out the ideal times to fly from New Orleans to Chicago Midway Airport according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap New Orleans to Chicago Midway Airport (MSY to MDW) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from New Orleans to Chicago Midway Airport

Best Price Found

$168

Fastest flight time

2h 15m

Direct flights

Every day
The best one-way flight to Chicago Midway Airport from New Orleans in the past 72 hours is $168. The best round-trip flight deal from New Orleans to Chicago Midway Airport found on momondo in the last 72 hours is $189.
The fastest flight from New Orleans to Chicago Midway Airport takes 2h 15m
Direct flights go from New Orleans to Chicago Midway Airport every day.
Search flight deals

  • How far is New Orleans Louis Armstrong to Chicago Midway by plane?

    Chicago Midway is 827.3 mi away from New Orleans Louis Armstrong. In terms of flight time, this usually takes a little over 2h 15m.

  • When did momondo last update prices for flights from New Orleans Louis Armstrong Airport to Chicago Midway Airport?

    Prices for flights from New Orleans Louis Armstrong Airport to Chicago Midway Airport were last updated today.

  • How many operators does momondo search for flights from New Orleans Louis Armstrong Airport to Chicago Midway Airport?

  • How old do you have to be to fly from New Orleans Louis Armstrong Airport to Chicago Midway Airport?

    The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from New Orleans Louis Armstrong Airport to Chicago Midway Airport.

  • What documentation or ID do you need to fly to Chicago Midway Airport?

    The travel and health documents required for your trip to Chicago Midway Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at Chicago Midway Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

  • What is the most popular plane model from New Orleans to Chicago Midway Airport?

  • What is the most popular airline from New Orleans to Chicago Midway Airport?

Best airlines flying from New Orleans to Chicago Midway Airport

Compare and see reviews for airlines that fly from New Orleans to Chicago Midway Airport with momondo
Airline
Rating
Free Cancellation
Price
Spirit AirlinesPriceFrom $104Free CancellationRating
6.3
8,101 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $188Free CancellationRating
8.0
4,241 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
7.9
7,977 reviews
Search Delta flights

  • Southwest Flights From New Orleans to Chicago Midway Airport

    Southwest flies from New Orleans to Chicago Midway Airport around 16 times per week, with 4,241 momondo users rating the airline 8.0/10. The cheapest Southwest deal from New Orleans to Chicago Midway Airport in the last 72 hours was $188 (round-trip), much lower than the average airfare cost of $284 for Southwest flights on this route.

Traveling to a place near Chicago?

Book flights to Chicago if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Saint Joseph
Portage
Lansing
Schererville
Valparaiso
Crown Point
Munster
Chesterton
Monticello
Porter
Griffith
Saint John

Why use momondo?

Why should I use momondo to find a flight deal from New Orleans to Chicago?

Finding the right flight to Chicago from New Orleans is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Chicago quick and easy, saving you time and money.

Can I find flights from New Orleans to Chicago with flexible booking policies on momondo?

Flights from New Orleans to Chicago with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from New Orleans to Chicago?

momondo provides multiple filters to help you find the best flight to Chicago from New Orleans. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

I’m not ready to book a flight from New Orleans to Chicago right now. Can momondo alert me if prices change?

Yes. momondo can track prices for New Orleans to Chicago flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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