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$83+ Cheap flights from New Orleans (MSY) to Chicago (CHI)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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The best prices from New Orleans Louis Armstrong to Chicago are usually found in September or February, booked 49 days in advance, depart on a Friday or Wednesday and return on a Tuesday

Cheap flight deals from New Orleans to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from New Orleans (MSY) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$170
(Booking.com)

One-way from

$84
(Frontier)

Popular in

December

Cheapest in

September

Average price

$250
Provider with most accurate pricing for New Orleans Louis Armstrong-Chicago (CHI) flight deals.
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Provider most trusted by Cheapflights users for New Orleans Louis Armstrong-Chicago (CHI) flights.
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From New Orleans Louis Armstrong to Chicago (CHI)
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One-way flight from New Orleans Louis Armstrong to Chicago (CHI)
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High demand for flights, 14% potential price rise
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Best time to find cheap flights, 3% potential price drop
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Average for round-trip flights in January 2025
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Find flight deals from New Orleans to Chicago

Cheapest flights from New Orleans to Chicago
Explore the most affordable flight options available from New Orleans to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 1/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/223:09 pmMSY - ORD
1 stop8h 23mSpirit Airlines
Sun 1/2612:25 pmORD - MSY
1 stop5h 57mSpirit Airlines
Deal found 1/14$169
This Booking.com deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/114:07 pmMSY - ORD
Nonstop2h 33mMultiple Airlines
Sun 4/139:25 amORD - MSY
1 stop28h 49mMultiple Airlines
Deal found 1/16$170
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/123:00 pmMSY - MDW
Nonstop2h 15mSouthwest
Mon 2/177:35 pmMDW - MSY
Nonstop2h 20mSouthwest
Deal found 1/16$178
This Frontier deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/233:25 pmMSY - MDW
1 stop8h 52mFrontier
Thu 1/307:15 amMDW - MSY
1 stop7h 10mFrontier
Deal found 1/16$182
This American Airlines deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/291:23 pmMSY - ORD
Nonstop2h 36mAmerican Airlines
Wed 2/58:30 pmORD - MSY
Nonstop2h 38mAmerican Airlines
Deal found 1/15$189
This eDestinos deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/129:21 pmMSY - ORD
1 stop9h 48mFrontier
Sat 2/228:23 amORD - MSY
2 stops11h 59mFrontier
Deal found 1/15$195
This Delta deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/1510:17 amMSY - MDW
1 stop4h 36mDelta
Mon 2/179:33 amMDW - MSY
1 stop6h 37mDelta
Deal found 1/16$217
This United Airlines deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/62:25 pmMSY - ORD
Nonstop2h 37mUnited Airlines
Mon 2/1011:20 amORD - MSY
Nonstop2h 30mUnited Airlines
Deal found 1/16$219
This Delta deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/1210:23 amMSY - ORD
1 stop8h 18mDelta
Mon 2/175:45 amORD - MSY
1 stop5h 06mDelta
Deal found 1/15$222
This Southwest deal was found by Cheapflights users on 1/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/129:25 amMSY - ORD
2 stops7h 20mSouthwest
Sat 2/152:55 pmORD - MSY
1 stop8h 20mSouthwest
Deal found 1/16$263
This JetBlue deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/19:58 amMSY - ORD
1 stop25h 01mJetBlue
Mon 3/311:44 amORD - MSY
1 stop23h 28mJetBlue
Deal found 1/15$315
This Mytrip deal was found by Cheapflights users on 1/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/268:08 pmMSY - RFD
1 stop13h 44mMultiple Airlines
Fri 1/3110:42 amRFD - MSY
2 stops9h 56mMultiple Airlines
Deal found 1/15$393

Find flights from New Orleans to Chicago within your budget

Customize your flight search to find flights from New Orleans to Chicago 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, Cheapflights users made 2,558,603 searches. Data last updated January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 2/12

3:08 pm-11:16 am

2 stops20h 08m

Chicago O'Hare Intl

Wed 2/19

5:15 am-8:17 pm

2 stops15h 02m

$169

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Fri 4/11

4:07 pm-6:40 pm

Nonstop2h 33m

Chicago O'Hare Intl

Sun 4/13

9:25 am-2:14 pm

1 stop28h 49m

$170

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 2/12

3:00 pm-5:15 pm

Nonstop2h 15m

Chicago Midway

Mon 2/17

7:35 pm-9:55 pm

Nonstop2h 20m

$178

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 1/29

1:23 pm-3:59 pm

Nonstop2h 36m

Chicago O'Hare Intl

Wed 2/5

8:30 pm-11:08 pm

Nonstop2h 38m

$189

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 2/12

9:21 pm-7:09 am

1 stop9h 48m

Chicago O'Hare Intl

Sat 2/22

8:23 am-8:22 pm

2 stops11h 59m

$195

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Fri 4/11

8:26 pm-12:21 am

1 stop27h 55m

Chicago Midway

Sun 4/13

12:46 pm-2:14 pm

1 stop25h 28m

$210

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sat 2/15

10:17 am-2:53 pm

1 stop4h 36m

Chicago Midway

Mon 2/17

9:33 am-4:10 pm

1 stop6h 37m

$217

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Thu 2/6

2:25 pm-5:02 pm

Nonstop2h 37m

Chicago O'Hare Intl

Mon 2/10

11:20 am-1:50 pm

Nonstop2h 30m

$219

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 2/12

10:23 am-6:41 pm

1 stop8h 18m

Chicago O'Hare Intl

Mon 2/17

5:45 am-10:51 am

1 stop5h 06m

$222

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 2/19

6:55 am-4:45 pm

2 stops9h 50m

Chicago O'Hare Intl

Sat 2/22

4:20 pm-10:40 pm

1 stop6h 20m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/16

Showing 1-10 of 27 results
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Compare providers for flights from New Orleans to Chicago

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from New Orleans to Chicago in January.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*1 star
PricelinePrice Accuracy2 starsTrust Score*3 stars
FareScanPrice Accuracy3 starsTrust Score*1 star
CheapfaremartPrice Accuracy-Trust Score*1 star
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy2 starsTrust Score*2 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on New Orleans-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on New Orleans-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from New Orleans-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on New Orleans-Chicago flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for New Orleans-Chicago flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from New Orleans to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from New Orleans with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Travel insights for flights from New Orleans to Chicago

Get recent, data-driven insights about flights from New Orleans to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from New Orleans to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from New Orleans to Chicago. Price data was last updated on January 10, 2025.

The price you pay for your flight from New Orleans to Chicago may vary depending on when you book. For the best chance of a lower fare, look to book 49 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New Orleans to Chicago?

Currently, August is the cheapest month in which you can book a flight from New Orleans to Chicago (average of $245). Flying from New Orleans to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MSY to CHI?

Find hourly flight availability from New Orleans to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 17, 2025.

When flying from New Orleans to Chicago, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 45% versus a flight at noon.

What is the cheapest day to fly from New Orleans to Chicago?

Use this chart to determine the cheapest time to fly round-trip from New Orleans to Chicago. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their New Orleans to Chicago flight should consider departing on Tuesday evenings when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New Orleans to Chicago

Explore weekly flight availability from New Orleans to Chicago. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 17, 2025.

The most flights from MSY to CHI are scheduled on a Thursday (28 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (10 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 1.7 - 4.9 inches per month. August is typically the wettest month, when rainfall can reach 4.9 in. January is typically the driest time to visit Chicago when rainfall is around 1.7 in.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chicago. Reviews last updated January 17, 2025.
Peruse reviews from past customers who have flown with Spirit Airlines, Southwest and Delta from New Orleans to Chicago to help guide your decision. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Allegiant Air
7.4
Good
801 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Related info for your journey

Find useful and relevant information for your journey from New Orleans to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from New Orleans to Chicago?

    New Orleans Louis Armstrong (MSY) is the airport you will fly out of if you book a flight from New Orleans to Chicago. You should not have trouble finding flights to Chicago from Louis Armstrong; the airport handles an average of 18 outbound flights to Chicago per day. You should also have plenty of airline options to choose from since 6 airlines have flights from the New Orleans airport to Chicago. It is only a 11.4 mi journey to Louis Armstrong (MSY) from New Orleans’s city center.

  • What are the cheapest airlines flying from New Orleans to Chicago round-trip?

    Our cheapest airline available from New Orleans to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $171 on this airline. Additional options worth looking into are Southwest and American Airlines, starting at $178 and $184 round-trip. Users have found that Spirit Airlines is 28% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from New Orleans to Chicago one-way?

    The cheapest airline one-way is Frontier, with whom users have recently found tickets for as low as $84. However, be on the lookout for offers from Spirit Airlines and United Airlines, as they are both options that can get you from New Orleans to Chicago for a low price.

  • What are the most popular routes from New Orleans to Chicago?

    Most travelers choose New Orleans Louis Armstrong - Chicago O'Hare Intl, New Orleans Louis Armstrong - Chicago Midway or New Orleans Louis Armstrong - Chicago Greater Rockford when deciding on the best route from New Orleans to Chicago.

  • What are the most reliable airlines from New Orleans to Chicago?

    No one likes to see their flight delayed. When booking a flight from New Orleans to Chicago consider choosing Brussels Airlines (95%), Republic Airways (93%) or ANA (91%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from New Orleans to Chicago?

    Looking for the cheapest flight from New Orleans to Chicago? While on average our users pay $1,141, our data indicates the cheapest price to be $110. The most popular route (New Orleans Louis Armstrong - Chicago O'Hare Intl), is priced around $74.

  • Can I find deals for flights from New Orleans to Chicago that include hotel bookings?

    Yes. In addition to deals on New Orleans to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New Orleans to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from New Orleans to Chicago.

  • Can I find deals for business class flights from New Orleans to Chicago?

    Yes. Cheapflights offers flight deals from New Orleans to Chicago by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from New Orleans to Chicago?

    Currently, August is the cheapest month in which you can book a flight from New Orleans to Chicago (average of $245). Flying from New Orleans to Chicago in March is currently the most expensive (average of $320). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near New Orleans?

Book flights to New Orleans if you plan to visit one of these locations
Merrillville
New Buffalo
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for New Orleans to Chicago

See prices for flight routes from nearby airports that may be better suited for you.
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Top 6 airlines flying from New Orleans to Chicago

Discover the top 6 airlines that operate flights from New Orleans to Chicago. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$46Average$119FlexibilityNo cancel feeOn-time65%
FrontierCheapest$59Average$93FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$157Average$308FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$272FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$189Average$345FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$338FlexibilityNo cancel feeOn-timeN/A
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