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Cheap flights from New Orleans to Chicago from $122

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 6/10. 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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Find the cheapest flights from New Orleans to Chicago

Cheap round-trip flights

Enter your travel dates to find the best prices.
Frontier Logo
5:21 pm - 11:09 am
MSY
-
MDW
17h 48m
1 stop
Frontier Logo
12:04 pm - 4:26 pm
MDW
-
MSY
28h 22m
1 stop
$228Frontier
Tue, Jun 30 - Fri, Jul 3
Frontier Logo
5:02 pm - 9:58 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
7:25 am - 4:09 pm
MDW
-
MSY
8h 44m
1 stop
$230Frontier
Fri, Sep 18 - Sun, Sep 20
Frontier Logo
5:02 pm - 10:58 am
MSY
-
MDW
17h 56m
1 stop
Frontier Logo
7:25 am - 4:09 pm
MDW
-
MSY
8h 44m
1 stop
$232Frontier
Fri, Sep 25 - Mon, Sep 28
Frontier Logo
5:20 pm - 10:08 pm
MSY
-
MDW
28h 48m
1 stop
Frontier Logo
6:00 am - 4:25 pm
MDW
-
MSY
10h 25m
1 stop
$233Frontier
Wed, Jul 8 - Tue, Jul 14
Frontier Logo
5:20 pm - 11:07 am
MSY
-
MDW
17h 47m
1 stop
Frontier Logo
6:00 am - 4:25 pm
MDW
-
MSY
10h 25m
1 stop
$235Frontier
Fri, Aug 7 - Tue, Aug 11
Frontier Logo
5:20 pm - 11:07 am
MSY
-
MDW
17h 47m
1 stop
Frontier Logo
6:00 am - 4:25 pm
MDW
-
MSY
10h 25m
1 stop
$236Frontier
Sat, Aug 8 - Wed, Aug 12
Frontier Logo
5:21 pm - 10:11 pm
MSY
-
MDW
28h 50m
1 stop
Frontier Logo
12:04 pm - 4:26 pm
MDW
-
MSY
28h 22m
1 stop
$237Frontier
Wed, Jun 10 - Wed, Jun 17
Frontier Logo
5:21 pm - 11:09 am
MSY
-
MDW
17h 48m
1 stop
Frontier Logo
6:00 am - 4:26 pm
MDW
-
MSY
10h 26m
1 stop
$239Frontier
Tue, Jun 9 - Thu, Jun 18
Frontier Logo
5:21 pm - 10:11 pm
MSY
-
MDW
28h 50m
1 stop
Frontier Logo
6:00 am - 4:26 pm
MDW
-
MSY
10h 26m
1 stop
$241Frontier
Tue, Jun 23 - Sat, Jun 27
Frontier Logo
5:21 pm - 10:11 pm
MSY
-
MDW
28h 50m
1 stop
Frontier Logo
6:00 am - 11:59 am
MDW
-
MSY
29h 59m
2 stops
$242Frontier
Thu, Jul 2 - Wed, Jul 8

Frontier flights from New Orleans to Chicago Midway Airport

Our best Frontier deals on New Orleans to Chicago Midway Airport flight tickets
Frontier
Jun 30
MSY5:21 pmNew Orleans Louis Armstrong
17h 48m
1 stop
MDW11:09 amChicago Midway
Jul 3
MDW12:04 pmChicago Midway
28h 22m
1 stop
MSY4:26 pmNew Orleans Louis Armstrong
$228
Frontier
Sep 18
MSY5:02 pmNew Orleans Louis Armstrong
4h 56m
1 stop
MDW9:58 pmChicago Midway
Sep 20
MDW7:25 amChicago Midway
8h 44m
1 stop
MSY4:09 pmNew Orleans Louis Armstrong
$230
Frontier
Sep 25
MSY5:02 pmNew Orleans Louis Armstrong
17h 56m
1 stop
MDW10:58 amChicago Midway
Sep 28
MDW7:25 amChicago Midway
8h 44m
1 stop
MSY4:09 pmNew Orleans Louis Armstrong
$232

Southwest flights from New Orleans to Chicago Midway Airport

Our best Southwest deals on New Orleans to Chicago Midway Airport flight tickets
Southwest
May 24
MSY6:50 amNew Orleans Louis Armstrong
2h 20m
MDW9:10 amChicago Midway
May 24
MDW8:45 pmChicago Midway
2h 20m
MSY11:05 pmNew Orleans Louis Armstrong
$257
Southwest
May 24
MSY6:20 pmNew Orleans Louis Armstrong
4h 35m
1 stop
MDW10:55 pmChicago Midway
May 28
MDW9:50 pmChicago Midway
2h 20m
MSY12:10 amNew Orleans Louis Armstrong
$267
Southwest
May 24
MSY6:50 amNew Orleans Louis Armstrong
2h 20m
MDW9:10 amChicago Midway
May 24
MDW11:15 amChicago Midway
5h 25m
2 stops
MSY4:40 pmNew Orleans Louis Armstrong
$268

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 May 17, 2026.
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

Cheapest round-trip

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 6/30

5:21 pm-11:09 am

1 stop17h 48m

Chicago Midway

Fri 7/3

12:04 pm-4:26 pm

1 stop28h 22m

$228
Quickest round-trip

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 9/18

5:02 pm-9:58 pm

1 stop4h 56m

Chicago Midway

Sun 9/20

7:25 am-4:09 pm

1 stop8h 44m

$230

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 9/25

5:02 pm-10:58 am

1 stop17h 56m

Chicago Midway

Mon 9/28

7:25 am-4:09 pm

1 stop8h 44m

$232

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 7/8

5:20 pm-10:08 pm

1 stop28h 48m

Chicago Midway

Tue 7/14

6:00 am-4:25 pm

1 stop10h 25m

$233

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 8/7

5:20 pm-11:07 am

1 stop17h 47m

Chicago Midway

Tue 8/11

6:00 am-4:25 pm

1 stop10h 25m

$235

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 8/8

5:20 pm-11:07 am

1 stop17h 47m

Chicago Midway

Wed 8/12

6:00 am-4:25 pm

1 stop10h 25m

$236

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 6/10

5:21 pm-10:11 pm

1 stop28h 50m

Chicago Midway

Wed 6/17

12:04 pm-4:26 pm

1 stop28h 22m

$237

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 6/9

5:21 pm-11:09 am

1 stop17h 48m

Chicago Midway

Thu 6/18

6:00 am-4:26 pm

1 stop10h 26m

$239

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 6/23

5:21 pm-10:11 pm

1 stop28h 50m

Chicago Midway

Sat 6/27

6:00 am-4:26 pm

1 stop10h 26m

$241

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 7/2

5:21 pm-10:11 pm

1 stop28h 50m

Chicago Midway

Wed 7/8

6:00 am-11:59 am

2 stops29h 59m

$242

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?

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 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 $290. 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 afternoon is the least expensive time of day to depart. momondo users have found prices as low as $288 when looking at flights departing in the afternoon. Try not to purchase tickets in the morning because they tend to be around $340. 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

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

You could potentially save up to 8% 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 May 2026, prices for New Orleans to Chicago Midway Airport flights are approximately 47% more expensive 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

$199

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 $199. The best round-trip flight deal from New Orleans to Chicago Midway Airport found on momondo in the last 72 hours is $297.
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 $173Free CancellationRating
8.0
4,291 reviews
Search Southwest flights

  • Southwest Flights From New Orleans to Chicago Midway Airport

    Southwest flies from New Orleans to Chicago Midway Airport around 15 times per week, with 4,291 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 $173 (round-trip), much lower than the average airfare cost of $295 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
Saint Joseph
Benton Harbor
Portage
Lansing
Valparaiso
Munster
Schererville
Crown Point
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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