$44 Cheap Flights from New Orleans (MSY) to Chicago (ORD)

View $44 flight on Thu, Oct 2, 2025Opens in a new window

Popular airlines from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago O'Hare Intl. Airport (ORD)

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Cheap Flights from New Orleans to Chicago (MSY-ORD)

Prices were available within the past 7 days and start at $44 for one-way flights and $87 for round trip, for the period specified. Prices and availability are subject to change. Additional terms apply.

Spirit Airlines
Tue, Oct 7 - Wed, Oct 8
MSY
New Orleans
ORD
Chicago
$87 Roundtrip, found 3 hours ago
$87
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Tue, Oct 7 from New Orleans to Chicago, returning Wed, Oct 8, priced at $87 found 3 hours ago
Spirit Airlines
Thu, Oct 2 - Sun, Oct 5
MSY
New Orleans
ORD
Chicago
$99 Roundtrip, just found
$99
Roundtrip
just found
Select Spirit Airlines flight, departing Thu, Oct 2 from New Orleans to Chicago, returning Sun, Oct 5, priced at $99 just found
Spirit Airlines
Mon, Sep 29 - Tue, Oct 7
MSY
New Orleans
ORD
Chicago
$109 Roundtrip, found 1 hour ago
$109
Roundtrip
found 1 hour ago
Select Spirit Airlines flight, departing Mon, Sep 29 from New Orleans to Chicago, returning Tue, Oct 7, priced at $109 found 1 hour ago
United
Tue, Sep 30 - Wed, Oct 8
MSY
New Orleans
ORD
Chicago
$110 Roundtrip, found 1 hour ago
$110
Roundtrip
found 1 hour ago
Select United flight, departing Tue, Sep 30 from New Orleans to Chicago, returning Wed, Oct 8, priced at $110 found 1 hour ago
United
Sat, Oct 4 - Wed, Oct 8
MSY
New Orleans
ORD
Chicago
$115 Roundtrip, found 10 hours ago
$115
Roundtrip
found 10 hours ago
Select United flight, departing Sat, Oct 4 from New Orleans to Chicago, returning Wed, Oct 8, priced at $115 found 10 hours ago
Spirit Airlines
Mon, Oct 6 - Tue, Oct 14
MSY
New Orleans
ORD
Chicago
$118 Roundtrip, just found
$118
Roundtrip
just found
Select Spirit Airlines flight, departing Mon, Oct 6 from New Orleans to Chicago, returning Tue, Oct 14, priced at $118 just found
Spirit Airlines
Thu, Oct 2 - Wed, Oct 8
MSY
New Orleans
ORD
Chicago
$120 Roundtrip, found 6 hours ago
$120
Roundtrip
found 6 hours ago
Select Spirit Airlines flight, departing Thu, Oct 2 from New Orleans to Chicago, returning Wed, Oct 8, priced at $120 found 6 hours ago
Frontier Airlines
Fri, Oct 3 - Wed, Oct 8
MSY
New Orleans
ORD
Chicago
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Frontier Airlines flight, departing Fri, Oct 3 from New Orleans to Chicago, returning Wed, Oct 8, priced at $122 just found
American Airlines
Sat, Oct 4 - Sun, Oct 5
MSY
New Orleans
ORD
Chicago
$122 Roundtrip, just found
$122
Roundtrip
just found
Select American Airlines flight, departing Sat, Oct 4 from New Orleans to Chicago, returning Sun, Oct 5, priced at $122 just found
Southwest Airlines
Sat, Oct 18 - Tue, Oct 21
MSY
New Orleans
ORD
Chicago
$132 Roundtrip, just found
$132
Roundtrip
just found
Select Southwest Airlines flight, departing Sat, Oct 18 from New Orleans to Chicago, returning Tue, Oct 21, priced at $132 just found

Find the cheapest month to fly from New Orleans (MSY) to Chicago (ORD)

February is typically the cheapest month to fly

From $64 - $293 per traveler.

Alternative airports near Chicago

Prices were available within the past 7 days. Prices and availability are subject to change.

Select flight to Midway Intl. MDW. Closest option available. Average driving time to city center is 16 minutes. Flights from $233
MDW
Midway Intl.
Closest
Average driving time to city center16 min
Flights from $233
Flights from New Orleans (MSY) to Chicago (ORD)
Origin airport
Louis Armstrong New Orleans Intl.
Destination airport
O'Hare Intl.
Airlines serving
American Airlines, Delta, Frontier Airlines, JetBlue Airways, Southwest Airlines, Spirit Airlines, United
Roundtrip price
$87
Distance
838 mi
Average flight time
3 hours 8 mins

New Orleans to Chicago Flights

The cheapest times to fly from New Orleans to Chicago

On average, Thursday can be the cheapest time to fly, according to data from the Airlines Reporting Corporation (ARC), one of the world's biggest databases for global airline sales. The data reveals that you could save up to 16% by flying on a Thursday—the cheapest day to travel on average—instead of a Sunday—the most expensive. Some of the most affordable flights from New Orleans to Chicago are during the month of October. You can find some of the cheapest flights from New Orleans to Chicago with Expedia's search tool and vast selection of airlines.

 

The best time to book a flight from New Orleans to Chicago

Sunday is one of the best days to book for cheap flights from New Orleans to Chicago: Tickets reserved on a Sunday cost between 6% and 13% less than those reserved on a Friday, according to ARC data. The data also suggests booking early can also lead to cheaper airfares. You could save 24% by buying your tickets for domestic flights at least a month in advance and 10% by booking international flights 2 months in advance.

 

How to find cheap round-trip tickets from New Orleans to Chicago

Being flexible with your dates and using Expedia's Price Drop Protection and Price Tracking features are some of the best ways of finding a cheap ticket from New Orleans to Chicago in 2025. You can also book with separate airlines for your outbound and return journeys, from $44 one-way. Expedia also offers Price Drop Protection, so if the cost of your airfare goes down after booking, you'll receive a credit for the difference*. This is available for a small fee, and is free to One Key Gold and Platinum tier members.

 

Expedia's Price Tracking feature means you can stay on top of airfares without manually checking every day. It sends you automated price alerts for cheap New Orleans to Chicago flights and uses historical data to indicate when the best time to book is. Download Expedia's free app to activate this handy tool in a few easy taps.

 

You could also save big by booking one of Expedia's vacation packages. Bundling together your New Orleans to Chicago airfare with your accommodations and car rental is often cheaper than booking everything separately. There’s also One Key, Expedia's generous rewards program. Join for free and you could earn One Key cash on most bookings to save on future adventures.

 

*Terms apply.

 

Disclaimer: ARC The statistics are based on average round-trip ticket prices between January and August 2023. The percentages you see are averages.

 

Frequently asked questions

How much does a flight from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD) cost?
Lock in a cheap one-way flight from $44 or cheap return flight from $87 from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD) with Expedia. Enter your travel dates and sort by "Price (lowest to highest)" to see our cheapest flight offers on this route.
What is the cheapest month to fly from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
Traveling in October can help you save, as it's the cheapest month for flights between MSY and ORD. You'll usually find the lowest fares during off-peak months.
Which airlines fly direct from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
Take a direct flight with United Airlines and journey straight from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD).
What is the cheapest airline that flies from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
While prices may vary depending on when you travel, American Airlines and United Airlines are popular options for flights between Louis Armstrong New Orleans Intl. Airport (MSY) and O'Hare Intl. Airport (ORD). You can also compare carriers on Expedia and use the "Sort by" filter to find the cheapest ticket for your MSY to ORD flight.
How many flights per day from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
When departing from Louis Armstrong New Orleans Intl. Airport (MSY), you'll have a choice from an average of 4 daily nonstop flights to O'Hare Intl. Airport (ORD).
What are the most popular departure times for flights from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
The 10 AM departures from MSY to ORD see the highest demand. These flights can come with a higher price due to their popularity. If you're looking to save, book during off-peak hours.
What day of the week has the most flights from MSY to ORD?
Depart on a Friday if you're after the biggest selection of flights from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD).
What is the earliest flight from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
The first flight of the day out of Louis Armstrong New Orleans Intl. Airport (MSY) is at around 9:00AM UTC-6. Catch this flight and you'll arrive at O'Hare Intl. Airport (ORD) at approximately 11:31AM UTC-6. The entire trip takes 2h 31m.
How long does it take to fly from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
Flights from MSY to ORD have an average travel time of 2 hours and 36 minutes. The distance between the two airports is 840 mi.
What is the best time to fly from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
Select a flight from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD) that leaves before 3 PM to reduce the risk of delays and cancellations. Departures after this time have a 22% higher chance of being canceled, on average.**Most reliable time of the day and month to travel recommendation is based on January through August 2024 flight status data sourced from OAG's global flight data platform.
What airports do you fly into for Chicago from Louis Armstrong New Orleans Intl. Airport (MSY)?
If you're taking a direct flight from Louis Armstrong New Orleans Intl. Airport (MSY) to Chicago, you can arrive at either O'Hare Intl. Airport (ORD) or Midway Intl. Airport (MDW).
Is it cheaper to buy a plane ticket from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD) last-minute?
Last-minute fares from MSY to ORD are generally more expensive. To lock in the lowest prices, start searching for flights well ahead of time. That said, if you're flexible with your travel dates, you may land a cheap fare right before your journey.
Is it cheaper to book a MSY to ORD flight and hotel package?
Booking a MSY to ORD flight and hotel package is usually cheaper than booking separately. With Expedia, you can enjoy the convenience of organizing your travels all in one place. Pick from our extensive range of hotels and then add activities, flights and car rentals to your booking. Bundle everything together, and you could save hundreds of dollars.
Can I cancel or change the date of my flight from Louis Armstrong New Orleans Intl. Airport (MSY) to O'Hare Intl. Airport (ORD)?
In most cases, you can cancel or reschedule your MSY to ORD flight. However, there may be additional charges, especially if your booking was made more than 24 hours ago. Check your itinerary for the airline's fees and policies on flight changes, or if you need further information, visit our Customer Service portal.

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