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Cheap flights from New Orleans to Chicago from $118

1 adult
1 adult, Economy, 0 bags

Find the cheapest flights from New Orleans to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
$216Frontier
Wed, Oct 21 - Wed, Oct 28
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:53 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
6h 20m1 stop Atlanta Hartsfield-Jackson
$217Frontier
Wed, Oct 21 - Tue, Oct 27
Frontier Logo
5:08 pm - 11:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 39m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 57m1 stop Atlanta Hartsfield-Jackson
$219Frontier
Tue, Oct 27 - Tue, Nov 3
Frontier Logo
5:08 pm - 11:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 39m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:16 am - 5:37 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
11h 21m1 stop Atlanta Hartsfield-Jackson
$222Frontier
Wed, Nov 4 - Sun, Nov 8
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:15 am - 4:10 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 55m1 stop Atlanta Hartsfield-Jackson
$223Frontier
Fri, Oct 16 - Mon, Oct 19
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:21 am - 4:10 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
9h 49m1 stop Atlanta Hartsfield-Jackson
$228Frontier
Tue, Oct 20 - Wed, Oct 21
Frontier Logo
6:22 pm - 5:47 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
23h 25m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
6:42 pm - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
21h 31m1 stop Atlanta Hartsfield-Jackson
$228Frontier
Thu, Nov 12 - Mon, Nov 16
Frontier Logo
5:05 pm - 11:43 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
6h 38m1 stop Atlanta Hartsfield-Jackson
Frontier Logo
9:53 am - 4:13 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
6h 20m1 stop Atlanta Hartsfield-Jackson
$228Frontier
Tue, Oct 20 - Tue, Oct 27
Southwest Logo
6:10 am - 8:35 amMSY  New Orleans Louis Armstrong-MDW Chicago Midway
2h 25mnonstop
Southwest Logo
8:40 pm - 10:55 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
2h 15mnonstop
$271Southwest
Tue, Nov 3 - Wed, Nov 11
Southwest Logo
10:25 am - 12:40 pmMSY  New Orleans Louis Armstrong-MDW Chicago Midway
2h 15mnonstop
Southwest Logo
10:15 am - 12:35 pmMDW  Chicago Midway-MSY New Orleans Louis Armstrong
2h 20mnonstop
$271Southwest
Tue, Oct 27 - Tue, Nov 3

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Frontier flights from New Orleans to Chicago Midway Airport

Our best Frontier deals on New Orleans to Chicago Midway Airport flight tickets
Frontier
Oct 21
MSY5:05 pmNew Orleans Louis Armstrong
6h 38m
1 stop
MDW11:43 pmChicago Midway
Oct 28
MDW6:16 amChicago Midway
9h 57m
1 stop
MSY4:13 pmNew Orleans Louis Armstrong
$216
Frontier
Oct 21
MSY5:05 pmNew Orleans Louis Armstrong
6h 38m
1 stop
MDW11:43 pmChicago Midway
Oct 27
MDW9:53 amChicago Midway
6h 20m
1 stop
MSY4:13 pmNew Orleans Louis Armstrong
$217
Frontier
Oct 27
MSY5:08 pmNew Orleans Louis Armstrong
6h 39m
1 stop
MDW11:47 pmChicago Midway
Nov 3
MDW6:16 amChicago Midway
9h 57m
1 stop
MSY4:13 pmNew Orleans Louis Armstrong
$219

Southwest flights from New Orleans to Chicago Midway Airport

Our best Southwest deals on New Orleans to Chicago Midway Airport flight tickets
Southwest
Oct 14
MSY4:25 pmNew Orleans Louis Armstrong
2h 20m
MDW6:45 pmChicago Midway
Oct 17
MDW1:55 pmChicago Midway
2h 15m
MSY4:10 pmNew Orleans Louis Armstrong
$271
Southwest
Oct 14
MSY5:55 pmNew Orleans Louis Armstrong
4h 25m
1 stop
MDW10:20 pmChicago Midway
Oct 17
MDW7:10 pmChicago Midway
2h 20m
MSY9:30 pmNew Orleans Louis Armstrong
$277
Southwest
Oct 28
MSY11:55 amNew Orleans Louis Armstrong
5h 05m
1 stop
MDW5:00 pmChicago Midway
Nov 3
MDW10:15 amChicago Midway
2h 20m
MSY12:35 pmNew Orleans Louis Armstrong
$281

momondo Fare Finder

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

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Route

Depart

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Price

Cheapest round-trip

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Wed 10/21

5:05 pm-11:43 pm

1 stop6h 38m

Chicago Midway

Wed 10/28

6:16 am-4:13 pm

1 stop9h 57m

$216

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Wed 10/21

5:05 pm-11:43 pm

1 stop6h 38m

Chicago Midway

Tue 10/27

9:53 am-4:13 pm

1 stop6h 20m

$217

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Tue 10/27

5:08 pm-11:47 pm

1 stop6h 39m

Chicago Midway

Tue 11/3

6:16 am-4:13 pm

1 stop9h 57m

$219

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Wed 11/4

5:08 pm-11:47 pm

1 stop6h 39m

Chicago Midway

Sun 11/8

6:16 am-5:37 pm

1 stop11h 21m

$222

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Fri 10/16

5:05 pm-11:43 pm

1 stop6h 38m

Chicago Midway

Mon 10/19

6:15 am-4:10 pm

1 stop9h 55m

$223

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Tue 10/20

5:05 pm-11:43 pm

1 stop6h 38m

Chicago Midway

Wed 10/21

6:21 am-4:10 pm

1 stop9h 49m

$228

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Thu 11/12

6:22 pm-5:47 pm

1 stop23h 25m

Chicago Midway

Mon 11/16

6:42 pm-4:13 pm

1 stop21h 31m

$228

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Tue 10/20

5:05 pm-11:43 pm

1 stop6h 38m

Chicago Midway

Tue 10/27

9:53 am-4:13 pm

1 stop6h 20m

$228

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Tue 11/3

6:10 am-8:35 am

Nonstop2h 25m

Chicago Midway

Wed 11/11

8:40 pm-10:55 pm

Nonstop2h 15m

$271
Quickest round-trip

New OrleansChicago

MSY New Orleans Louis Armstrong - MDW Chicago Midway

MSYMDW

New Orleans Louis Armstrong

Tue 10/27

10:25 am-12:40 pm

Nonstop2h 15m

Chicago Midway

Tue 11/3

10:15 am-12:35 pm

Nonstop2h 20m

$271

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 typical price of a round-trip flight between New Orleans and Chicago Midway Airport?

Prices are currently low for flights on this route.

Typical prices usually range from $297 to $419.
The lowest price recently found on this route was $216.

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

The month of December is, on average, the cheapest month to fly to Chicago Midway Airport from New Orleans, with most prices found around $199. If you are unable to visit Chicago Midway Airport during the month of December, then departing from New Orleans during the month October is also very affordable. Most momondo users find prices during this month for around $270.

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

According to our data, Tuesday is the cheapest day to fly to Chicago Midway Airport from New Orleans. The lowest ticket price found for a Tuesday departure recently was $325. 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, Monday 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 $456.

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

Flying to Chicago Midway Airport from New Orleans at noon is the least expensive time of day to depart. momondo users have found prices as low as $327 when looking at flights departing at noon. Try not to purchase tickets in the evening because they tend to be around $437. 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 to Chicago Midway Airport flights?

There is only 1 cabin class available to choose from on New Orleans to Chicago Midway Airport 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 2% 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 September 2026, prices for New Orleans to Chicago Midway Airport flights are approximately 48% 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

$118

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 $118. The best round-trip flight deal from New Orleans to Chicago Midway Airport found on momondo in the last 72 hours is $216.
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

Frequently asked questions about flying from New Orleans to Chicago Midway Airport

  • 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
SouthwestPriceFrom $199Free CancellationRating
8.0
4,195 reviews
Search Southwest flights

  • Southwest Flights From New Orleans to Chicago Midway Airport

    Southwest flies from New Orleans to Chicago Midway Airport around 18 times per week, with 4,195 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 $199 (round-trip), much lower than the average airfare cost of $395 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
Portage
Benton Harbor
Lansing
Saint Joseph
Valparaiso
Schererville
Munster
Chesterton
Monticello
Porter
Crown Point
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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