Spirit's Big Front Seats offer 11 inches more legroom, ideal for comfort on short flights.
Use Spirit's self-service bag drop for quick check-in; print boarding pass to avoid fees.
$85+ 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 6/5. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
May 6 — May 131
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from New Orleans to Chicago with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheapflights Tip: The best prices from New Orleans Louis Armstrong to Chicago are usually found in September or February, booked 54 days in advance, depart on a Friday or Thursday 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 May 1, 2025.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | eDreams 3 stars |
Round-trip from | $132 (Cheapflightsfares) |
One-way from | $85 (FlightHub) |
Popular in | December |
Cheapest in | September |
Average price | $219 |
Good round-trip deal | $223 or less |
Good one-way deal | $158 or less |
Find flight deals from New Orleans to Chicago
Cheapest flights from New Orleans to ChicagoExplore 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 May 1, 2025.
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 May 1, 2025.
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Thu 5/2911:34 amMSY - ORD
Nonstop2h 32mSpirit Airlines
Tue 6/39:02 pmORD - MSY
1 stop8h 48mSpirit Airlines
Deal found 4/30![Spirit Airlines logo]()
$133
This Priceline deal was found by Cheapflights users on 4/30. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/1310:49 amMSY - ORD
1 stop5h 52mMultiple Airlines
Sun 5/253:01 pmORD - MSY
Nonstop2h 30mMultiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$169
This American Airlines deal was found by Cheapflights users on 4/30. 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 6/46:34 amMSY - ORD
Nonstop2h 31mAmerican Airlines
Sat 6/710:12 amORD - MSY
Nonstop2h 19mAmerican Airlines
Deal found 4/30![American Airlines logo]()
$181
This Southwest deal was found by Cheapflights users on 4/30. 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.
Sat 8/26:00 amMSY - MDW
Nonstop2h 20mSouthwest
Sat 8/95:05 pmMDW - MSY
Nonstop2h 10mSouthwest
Deal found 4/30![Southwest logo]()
$181
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Fri 7/182:16 pmMSY - ORD
Nonstop2h 38mUnited Airlines
Sun 7/207:55 pmORD - MSY
Nonstop2h 30mUnited Airlines
Deal found 4/30![United Airlines logo]()
$197
This Frontier deal was found by Cheapflights users on 4/30. 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.
Tue 5/610:49 amMSY - ORD
1 stop5h 52mFrontier
Thu 5/86:00 amORD - MSY
1 stop9h 18mFrontier
Deal found 4/30![Frontier logo]()
$208
This Delta deal was found by Cheapflights users on 4/30. 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 5/2811:18 amMSY - ORD
1 stop5h 12mDelta
Tue 6/35:30 amORD - MSY
1 stop7h 24mDelta
Deal found 4/30![Delta logo]()
$217
This Delta deal was found by Cheapflights users on 4/30. 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 5/2810:50 amMSY - MDW
1 stop4h 30mDelta
Mon 6/26:31 pmMDW - MSY
1 stop5h 00mDelta
Deal found 4/30![Delta logo]()
$217
This Frontier deal was found by Cheapflights users on 4/30. 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 5/84:48 pmMSY - MDW
1 stop6h 51mFrontier
Thu 5/158:30 amMDW - MSY
1 stop6h 48mFrontier
Deal found 4/30![Frontier logo]()
$238
This Southwest deal was found by Cheapflights users on 4/29. 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.
Thu 7/3112:50 pmMSY - ORD
2 stops8h 40mSouthwest
Sat 8/27:30 amORD - MSY
2 stops6h 30mSouthwest
Deal found 4/29![Southwest logo]()
$274
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Thu 5/2910:22 amMSY - RFD
3 stops32h 50mMultiple Airlines
Thu 6/54:06 pmRFD - MSY
2 stops27h 59mMultiple Airlines
Deal found 4/30![Multiple Airlines logo]()
$376
Cheapflights Fare Finder
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 May 1, 2025.
Use the filters below to find and compare flights from New Orleans to Chicago that are best for you.
Fly from
New Orleans
Fly to
Chicago
Route
Depart
Return
Price
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Thu 5/29
11:34 am-2:06 pm
Nonstop2h 32m
Chicago O'Hare Intl
Wed 6/4
9:02 pm-5:50 am
1 stop8h 48m
$133
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Tue 5/13
10:49 am-4:41 pm
1 stop5h 52m
Chicago O'Hare Intl
Sun 5/25
3:01 pm-5:31 pm
Nonstop2h 30m
$169
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Wed 6/4
6:34 am-9:05 am
Nonstop2h 31m
Chicago O'Hare Intl
Sat 6/7
10:12 am-12:31 pm
Nonstop2h 19m
$181
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 6/11
6:30 am-8:45 am
Nonstop2h 15m
Chicago Midway
Sun 6/15
8:25 pm-10:40 pm
Nonstop2h 15m
$189
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Fri 7/18
2:16 pm-4:54 pm
Nonstop2h 38m
Chicago O'Hare Intl
Sun 7/20
7:55 pm-10:25 pm
Nonstop2h 30m
$197
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Wed 5/28
11:18 am-4:30 pm
1 stop5h 12m
Chicago O'Hare Intl
Tue 6/3
5:30 am-12:54 pm
1 stop7h 24m
$217
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Wed 5/28
7:46 am-11:53 am
1 stop4h 07m
Chicago Midway
Thu 6/5
6:00 am-11:41 am
1 stop5h 41m
$217
New OrleansChicago
MSY - MDW
MSYMDW
New Orleans Louis Armstrong
Thu 5/8
4:48 pm-11:39 pm
1 stop6h 51m
Chicago Midway
Thu 5/15
8:30 am-3:18 pm
1 stop6h 48m
$238
New OrleansChicago
MSY - ORD
MSYORD
New Orleans Louis Armstrong
Thu 7/31
12:50 pm-9:30 pm
2 stops8h 40m
Chicago O'Hare Intl
Sat 8/2
7:30 am-2:00 pm
2 stops6h 30m
$274
New OrleansChicago
MSY - RFD
MSYRFD
New Orleans Louis Armstrong
Thu 5/29
10:22 am-7:12 pm
3 stops32h 50m
Chicago Greater Rockford
Thu 6/5
4:06 pm-8:05 pm
2 stops27h 59m
$376
Showing 1-10 of 24 results
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 May.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*2 stars | |
| Price Accuracy- | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- 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 eDreams the most. eDreams 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.
The best insider tips for New Orleans to Chicago flights
Snippets provided in this section are AI-generated based on a summarization of Cheapflights-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
Cheapflights partnered with top experts to bring you the best recommendations for your New Orleans to Chicago trip
Airlines
![Spirit Airlines]()
Spirit Airlines
![United Airlines]()
United Airlines
United's Economy Plus offers extra legroom, ideal for comfort on domestic routes.
Prepay for checked bags on United to save fees; free for premium cabin or members.
![Southwest]()
Southwest
Southwest offers two free checked bags, a generous policy for domestic flights.
Southwest's open seating policy allows you to choose any available seat upon boarding.
Airports
Our travel experts
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.
Cheapflights Insights
Everything you need to know about your flight from New Orleans to Chicago
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 April 25, 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 54 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 $321). 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 May 1, 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 72% 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 March 30, 2025.
Travelers seeking maximum savings on their New Orleans to Chicago flight should consider departing on Saturday 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 May 1, 2025.
The most flights from MSY to CHI are scheduled on a Wednesday (37 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (8 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 May 1, 2025.
Peruse reviews from past customers who have flown with Alaska 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.
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
Comfort
7.9
Boarding
8.1
Entertainment
7.1
Food
7.1
Crew
8.5
Overall
8.0
Reviews
1 / 20
10.0
ExcellentJames,Apr 2025
LAX - SFO
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.
Traveling to a place near New Orleans?
Book flights to New Orleans if you plan to visit one of these locationsMerrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton
Browse thousands of different options on Cheapflights for your next trip
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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.
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 May 1, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$48 | Average$175 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$59 | Average$93 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$153 | Average$317 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$160 | Average$284 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$189 | Average$311 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$196 | Average$291 | FlexibilityNo cancel fee | On-timeN/A |