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Cheap flights from New Orleans to Chicago from $73

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 9/22. 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 (MSY-MDW)

Cheap round-trip flights

Frontier Logo
4:52 pm - 11:20 pmMSY-MDW
6h 28m1 stop
Frontier Logo
6:20 am - 3:57 pmMDW-MSY
9h 37m1 stop
$144Frontier
Find Deal
Fri, Sep 12 - Mon, Sep 15
Frontier Logo
9:07 pm - 7:11 amMSY-MDW
10h 04m1 stop
Frontier Logo
6:20 am - 3:50 pmMDW-MSY
9h 30m1 stop
$147Frontier
Find Deal
Sun, Sep 21 - Thu, Sep 25
Southwest Logo
6:20 pm - 8:40 pmMSY-MDW
2h 20mnonstop
Southwest Logo
7:50 am - 10:05 amMDW-MSY
2h 15mnonstop
$149Southwest
Find Deal
Fri, Oct 24 - Mon, Oct 27
Frontier Logo
9:07 pm - 7:11 amMSY-MDW
10h 04m1 stop
Frontier Logo
8:15 am - 6:57 pmMDW-MSY
10h 42m1 stop
$150Frontier
Find Deal
Sun, Sep 7 - Mon, Sep 8
Frontier Logo
5:22 pm - 11:25 pmMSY-MDW
6h 03m1 stop
Frontier Logo
12:13 pm - 8:33 pmMDW-MSY
8h 20m1 stop
$156Frontier
Find Deal
Fri, Oct 17 - Mon, Oct 20
Southwest Logo
6:30 am - 8:45 amMSY-MDW
2h 15mnonstop
Southwest Logo
8:00 pm - 10:10 pmMDW-MSY
2h 10mnonstop
$159Southwest
Find Deal
Tue, Sep 16 - Fri, Sep 19
Frontier Logo
6:01 pm - 6:39 pmMSY-MDW
24h 38m1 stop
Frontier Logo
8:32 am - 6:24 pmMDW-MSY
9h 52m1 stop
$163Frontier
Find Deal
Fri, Nov 7 - Sun, Nov 9
Logo
2:03 pm - 11:25 pmMSY-MDW
9h 22m1 stop
Logo
9:44 am - 2:39 pmMDW-MSY
4h 55m1 stop
$181
Find Deal
Fri, Oct 17 - Mon, Oct 20
Logo
6:50 pm - 1:38 pmMSY-MDW
18h 48m1 stop
Logo
9:26 pm - 6:06 pmMDW-MSY
20h 40m1 stop
$190
Find Deal
Tue, Oct 7 - Thu, Oct 9
Delta Logo
11:30 am - 6:35 pmMSY-MDW
7h 05m1 stop
Delta Logo
9:20 am - 3:23 pmMDW-MSY
6h 03m1 stop
$217Delta
Find Deal
Wed, Sep 17 - Sat, Sep 20

Delta flights from New Orleans to Chicago Midway Airport

Our best Delta deals on New Orleans to Chicago Midway Airport flight tickets
Delta
Sep 17
MSY11:30 amNew Orleans Louis Armstrong
7h 05m
1 stop
MDW6:35 pmChicago Midway
Sep 20
MDW9:20 amChicago Midway
6h 03m
1 stop
MSY3:23 pmNew Orleans Louis Armstrong
$217
Find similar
Delta
Aug 30
MSY11:08 amNew Orleans Louis Armstrong
7h 29m
1 stop
MDW6:37 pmChicago Midway
Sep 2
MDW9:15 amChicago Midway
6h 12m
1 stop
MSY3:27 pmNew Orleans Louis Armstrong
$257
Find similar
Delta
Aug 31
MSY5:25 amNew Orleans Louis Armstrong
4h 11m
1 stop
MDW9:36 amChicago Midway
Sep 2
MDW9:15 amChicago Midway
6h 12m
1 stop
MSY3:27 pmNew Orleans Louis Armstrong
$302
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
Sep 12
MSY4:52 pmNew Orleans Louis Armstrong
6h 28m
1 stop
MDW11:20 pmChicago Midway
Sep 15
MDW6:20 amChicago Midway
9h 37m
1 stop
MSY3:57 pmNew Orleans Louis Armstrong
$144
Find similar
Frontier
Sep 21
MSY9:07 pmNew Orleans Louis Armstrong
10h 04m
1 stop
MDW7:11 amChicago Midway
Sep 25
MDW6:20 amChicago Midway
9h 30m
1 stop
MSY3:50 pmNew Orleans Louis Armstrong
$147
Find similar
Frontier
Sep 7
MSY9:07 pmNew Orleans Louis Armstrong
10h 04m
1 stop
MDW7:11 amChicago Midway
Sep 8
MDW8:15 amChicago Midway
10h 42m
1 stop
MSY6:57 pmNew Orleans Louis Armstrong
$150
Find similar

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 August 18, 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 9/12

4:52 pm-11:20 pm

1 stop6h 28m

Chicago Midway

Mon 9/15

6:20 am-3:57 pm

1 stop9h 37m

$144

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sun 9/21

9:07 pm-7:11 am

1 stop10h 04m

Chicago Midway

Thu 9/25

6:20 am-3:50 pm

1 stop9h 30m

$147

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 10/24

6:20 pm-8:40 pm

Nonstop2h 20m

Chicago Midway

Mon 10/27

7:50 am-10:05 am

Nonstop2h 15m

$149

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sun 9/7

9:07 pm-7:11 am

1 stop10h 04m

Chicago Midway

Mon 9/8

8:15 am-6:57 pm

1 stop10h 42m

$150

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 10/17

5:22 pm-11:25 pm

1 stop6h 03m

Chicago Midway

Mon 10/20

12:13 pm-8:33 pm

1 stop8h 20m

$156

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 9/16

6:30 am-8:45 am

Nonstop2h 15m

Chicago Midway

Fri 9/19

8:00 pm-10:10 pm

Nonstop2h 10m

$159

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 11/7

6:01 pm-6:39 pm

1 stop24h 38m

Chicago Midway

Sun 11/9

8:32 am-6:24 pm

1 stop9h 52m

$163

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 10/17

2:03 pm-11:25 pm

1 stop9h 22m

Chicago Midway

Mon 10/20

9:44 am-2:39 pm

1 stop4h 55m

$181

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Tue 10/7

6:50 pm-1:38 pm

1 stop18h 48m

Chicago Midway

Thu 10/9

9:26 pm-6:06 pm

1 stop20h 40m

$190

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 9/17

11:30 am-6:35 pm

1 stop7h 05m

Chicago Midway

Sat 9/20

9:20 am-3:23 pm

1 stop6h 03m

$217

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 $422.

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 $274 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

How far in advance should I book a flight to Chicago Midway Airport?

You are more likely to see cheaper flights to Chicago Midway Airport from New Orleans when booking weeks ahead of your departure date. In general, you can expect to find flights to Chicago Midway Airport for around $278 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Chicago Midway Airport from New Orleans for as low as $192 on momondo.

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

There are 1 cabin classes 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?

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 August 2025, prices for New Orleans to Chicago Midway Airport flights are approximately 4% 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

$73

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 $73. The best round-trip flight deal from New Orleans to Chicago Midway Airport found on momondo in the last 72 hours is $144.
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 $69Free CancellationRating
6.3
8,038 reviews
Search Spirit Airlines flights
SouthwestPriceFrom $183Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
DeltaPriceFrom $216Free CancellationRating
8.0
7,981 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 4,246 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 $183 (round-trip), much lower than the average airfare cost of $289 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
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Hammond
Benton Harbor
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Lansing
Portage
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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