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Cheap flights from New Orleans to Chicago from $125

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 7/14. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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.
Southwest Logo
7:15 am - 9:30 am
MSY
-
MDW
2h 15mnonstop
Southwest Logo
7:15 am - 9:25 am
MDW
-
MSY
2h 10mnonstop
$256Southwest
Sat, Aug 8 - Sun, Aug 9
Frontier Logo
2:14 pm - 8:32 pm
MSY
-
MDW
6h 18m
1 stop
Frontier Logo
6:05 am - 4:24 pm
MDW
-
MSY
10h 19m
1 stop
$257Frontier
Sun, Jul 26 - Sat, Aug 1
Southwest Logo
4:25 pm - 10:20 pm
MSY
-
MDW
5h 55m
1 stop
Southwest Logo
10:10 am - 3:55 pm
MDW
-
MSY
5h 45m
2 stops
$258Southwest
Wed, Aug 5 - Wed, Aug 12
Southwest Logo
6:25 pm - 10:20 pm
MSY
-
MDW
3h 55m
1 stop
Southwest Logo
7:15 am - 9:25 am
MDW
-
MSY
2h 10mnonstop
$259Southwest
Fri, Sep 4 - Mon, Sep 7
Southwest Logo
10:10 am - 4:55 pm
MSY
-
MDW
6h 45m
1 stop
Southwest Logo
5:20 pm - 7:35 pm
MDW
-
MSY
2h 15mnonstop
$260Southwest
Wed, Sep 9 - Sun, Sep 13
Delta Logo
9:05 am - 4:15 pm
MSY
-
MDW
7h 10m
1 stop
Delta Logo
10:54 am - 6:10 pm
MDW
-
MSY
7h 16m
1 stop
$261Delta
Wed, Aug 12 - Tue, Aug 18
Southwest Logo
7:20 am - 9:35 am
MSY
-
MDW
2h 15mnonstop
Southwest Logo
8:20 pm - 10:30 pm
MDW
-
MSY
2h 10mnonstop
$265Southwest
Wed, Aug 5 - Wed, Aug 12
Southwest Logo
2:05 pm - 8:40 pm
MSY
-
MDW
6h 35m
1 stop
Southwest Logo
7:40 pm - 9:50 pm
MDW
-
MSY
2h 10mnonstop
$266Southwest
Tue, Aug 4 - Thu, Aug 6
Frontier Logo
5:07 pm - 10:03 pm
MSY
-
MDW
4h 56m
1 stop
Frontier Logo
6:05 am - 4:07 pm
MDW
-
MSY
10h 02m
1 stop
$268Frontier
Tue, Jul 21 - Thu, Jul 23
Frontier Logo
5:02 pm - 10:03 pm
MSY
-
MDW
5h 01m
1 stop
Frontier Logo
6:05 am - 4:07 pm
MDW
-
MSY
10h 02m
1 stop
$269Frontier
Thu, Jul 30 - Sun, Aug 2

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Southwest flights from New Orleans to Chicago Midway Airport

Our best Southwest deals on New Orleans to Chicago Midway Airport flight tickets
Southwest
Aug 8
MSY7:15 amNew Orleans Louis Armstrong
2h 15m
MDW9:30 amChicago Midway
Aug 9
MDW7:15 amChicago Midway
2h 10m
MSY9:25 amNew Orleans Louis Armstrong
$256
Southwest
Aug 5
MSY4:25 pmNew Orleans Louis Armstrong
5h 55m
1 stop
MDW10:20 pmChicago Midway
Aug 12
MDW10:10 amChicago Midway
5h 45m
2 stops
MSY3:55 pmNew Orleans Louis Armstrong
$258
Southwest
Sep 4
MSY6:25 pmNew Orleans Louis Armstrong
3h 55m
1 stop
MDW10:20 pmChicago Midway
Sep 7
MDW7:15 amChicago Midway
2h 10m
MSY9:25 amNew Orleans Louis Armstrong
$259

Frontier flights from New Orleans to Chicago Midway Airport

Our best Frontier deals on New Orleans to Chicago Midway Airport flight tickets
Frontier
Jul 26
MSY2:14 pmNew Orleans Louis Armstrong
6h 18m
1 stop
MDW8:32 pmChicago Midway
Aug 1
MDW6:05 amChicago Midway
10h 19m
1 stop
MSY4:24 pmNew Orleans Louis Armstrong
$257
Frontier
Jul 9
MSY2:14 pmNew Orleans Louis Armstrong
6h 18m
1 stop
MDW8:32 pmChicago Midway
Aug 10
MDW11:06 amChicago Midway
5h 18m
1 stop
MSY4:24 pmNew Orleans Louis Armstrong
$266
Frontier
Jul 9
MSY2:14 pmNew Orleans Louis Armstrong
6h 18m
1 stop
MDW8:32 pmChicago Midway
Jul 14
MDW6:05 amChicago Midway
10h 07m
1 stop
MSY4:12 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 July 8, 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
Quickest round-trip

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 8/8

7:15 am-9:30 am

Nonstop2h 15m

Chicago Midway

Sun 8/9

7:15 am-9:25 am

Nonstop2h 10m

$256

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sun 7/26

2:14 pm-8:32 pm

1 stop6h 18m

Chicago Midway

Sat 8/1

6:05 am-4:24 pm

1 stop10h 19m

$257

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 8/5

4:25 pm-10:20 pm

1 stop5h 55m

Chicago Midway

Wed 8/12

10:10 am-3:55 pm

2 stops5h 45m

$258

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 9/4

6:25 pm-10:20 pm

1 stop3h 55m

Chicago Midway

Mon 9/7

7:15 am-9:25 am

Nonstop2h 10m

$259

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 9/9

10:10 am-4:55 pm

1 stop6h 45m

Chicago Midway

Sun 9/13

5:20 pm-7:35 pm

Nonstop2h 15m

$260

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 8/12

9:05 am-4:15 pm

1 stop7h 10m

Chicago Midway

Tue 8/18

10:54 am-6:10 pm

1 stop7h 16m

$261

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 8/5

7:20 am-9:35 am

Nonstop2h 15m

Chicago Midway

Wed 8/12

8:20 pm-10:30 pm

Nonstop2h 10m

$265

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 8/4

2:05 pm-8:40 pm

1 stop6h 35m

Chicago Midway

Thu 8/6

7:40 pm-9:50 pm

Nonstop2h 10m

$266

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 7/21

5:07 pm-10:03 pm

1 stop4h 56m

Chicago Midway

Thu 7/23

6:05 am-4:07 pm

1 stop10h 02m

$268

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 7/30

5:02 pm-10:03 pm

1 stop5h 01m

Chicago Midway

Sun 8/2

6:05 am-4:07 pm

1 stop10h 02m

$269

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 November is also very affordable. Most momondo users find prices during this month for around $268.

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 $328. 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 $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 in the afternoon is the least expensive time of day to depart. momondo users have found prices as low as $323 when looking at flights departing in the afternoon. 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?

No. A direct flight is the cheapest option for a flight between New Orleans to Chicago Midway Airport.

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

As of July 2026, prices for New Orleans to Chicago Midway Airport flights are approximately 49% 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

$159

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 $159. The best round-trip flight deal from New Orleans to Chicago Midway Airport found on momondo in the last 72 hours is $334.
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 $208Free CancellationRating
7.9
4,249 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 4,249 momondo users rating the airline 7.9/10. The cheapest Southwest deal from New Orleans to Chicago Midway Airport in the last 72 hours was $208 (round-trip), much lower than the average airfare cost of $381 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
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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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