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$73+ 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 4/28. Fares are subject to change and may not be available on all flights or dates of travel.
MSY — CHI
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
1 adult, Economy
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Find cheap flights from New Orleans to Chicago with Cheapflights

1. Tell us where you want to go
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The best prices from New Orleans Louis Armstrong to Chicago are usually found in September or May, booked 53 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 February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$98
(Cheapflightsfares)

One-way from

$73
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$215

Good round-trip deal

$208 or less

Good one-way deal

$198 or less
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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Highest demand for flights based on searches. 16% potential increase in price ($47 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in February 2025
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Price to beat on a round-trip flight from New Orleans Louis Armstrong to Chicago (CHI).
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Price to beat on a one-way flight from New Orleans Louis Armstrong to Chicago (CHI).
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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 February 21, 2025.

This Cheapflightsfares deal was found by Cheapflights users on 2/20. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/1510:22 amMSY - ORD
Nonstop2h 27mSpirit Airlines
Wed 3/197:45 pmORD - MSY
1 stop11h 13mSpirit Airlines
Deal found 2/20$98
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/87:39 pmMSY - ORD
1 stop27h 44mMultiple Airlines
Tue 3/119:16 amORD - MSY
1 stop7h 14mMultiple Airlines
Deal found 2/20$108
This CheapOair deal was found by Cheapflights users on 2/20. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/107:47 pmMSY - MDW
1 stop28h 34mFrontier
Sun 4/1310:19 amMDW - MSY
1 stop27h 55mFrontier
Deal found 2/20$150
This Southwest deal was found by Cheapflights users on 2/20. 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 3/196:50 amMSY - MDW
Nonstop2h 20mSouthwest
Wed 3/268:30 pmMDW - MSY
Nonstop2h 25mSouthwest
Deal found 2/20$169
This Southwest deal was found by Cheapflights users on 2/19. 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 3/135:00 amMSY - ORD
2 stops8h 05mSouthwest
Mon 3/174:00 pmORD - MSY
1 stop8h 30mSouthwest
Deal found 2/19$222
This Delta deal was found by Cheapflights users on 2/20. 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.
Fri 4/411:14 amMSY - ORD
1 stop7h 05mDelta
Sat 4/122:30 pmORD - MSY
1 stop6h 12mDelta
Deal found 2/20$237
This Delta deal was found by Cheapflights users on 2/20. 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.
Thu 3/137:30 amMSY - MDW
1 stop4h 36mDelta
Mon 3/179:25 amMDW - MSY
1 stop6h 50mDelta
Deal found 2/20$237
This United Airlines deal was found by Cheapflights users on 2/20. 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.
Tue 4/17:00 amMSY - ORD
Nonstop2h 40mUnited Airlines
Wed 4/910:37 amORD - MSY
1 stop5h 46mUnited Airlines
Deal found 2/20$259
This Mytrip deal was found by Cheapflights users on 2/20. 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.
Fri 2/217:43 pmMSY - ORD
1 stop21h 42mFrontier
Sun 2/236:50 amORD - MSY
1 stop11h 53mFrontier
Deal found 2/20$263
This Mytrip deal was found by Cheapflights users on 2/20. 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 3/92:30 pmMSY - MDW
2 stops17h 20mMultiple Airlines
Tue 3/116:36 pmMDW - MSY
3 stops38h 36mMultiple Airlines
Deal found 2/20$538
This Mytrip deal was found by Cheapflights users on 2/19. 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.
Fri 3/77:00 amMSY - RFD
3 stops35h 32mMultiple Airlines
Tue 3/119:50 amRFD - MSY
3 stops33h 49mMultiple Airlines
Deal found 2/19$646

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 February 21, 2025.

Fly from

New Orleans

Fly to

Chicago

Route

Depart

Return

Price

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Sat 3/15

10:22 am-12:49 pm

Nonstop2h 27m

Chicago O'Hare Intl

Wed 3/19

7:45 pm-6:58 am

1 stop11h 13m

$98

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Sat 3/8

7:39 pm-11:23 pm

1 stop27h 44m

Chicago O'Hare Intl

Tue 3/11

9:16 am-4:30 pm

1 stop7h 14m

$108

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 4/10

7:47 pm-12:21 am

1 stop28h 34m

Chicago Midway

Sun 4/13

10:19 am-2:14 pm

1 stop27h 55m

$150

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Wed 3/19

6:50 am-9:10 am

Nonstop2h 20m

Chicago Midway

Wed 3/26

8:30 pm-10:55 pm

Nonstop2h 25m

$169

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Wed 3/12

6:20 am-8:53 am

Nonstop2h 33m

Chicago O'Hare Intl

Wed 3/12

9:03 pm-11:29 pm

Nonstop2h 26m

$202

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Thu 3/13

5:00 am-1:05 pm

2 stops8h 05m

Chicago O'Hare Intl

Mon 3/17

4:00 pm-12:30 am

1 stop8h 30m

$222

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Tue 4/1

11:14 am-6:21 pm

1 stop7h 07m

Chicago O'Hare Intl

Wed 4/9

10:40 am-7:27 pm

1 stop8h 47m

$228

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Thu 3/13

7:30 am-12:06 pm

1 stop4h 36m

Chicago Midway

Mon 3/17

9:25 am-4:15 pm

1 stop6h 50m

$237

New OrleansChicago

MSY - ORD

MSYORD

New Orleans Louis Armstrong

Tue 4/1

7:00 am-9:40 am

Nonstop2h 40m

Chicago O'Hare Intl

Wed 4/9

10:37 am-4:23 pm

1 stop5h 46m

$259

New OrleansChicago

MSY - MDW

MSYMDW

New Orleans Louis Armstrong

Sun 3/9

2:30 pm-7:50 am

2 stops17h 20m

Chicago Midway

Tue 3/11

6:36 pm-9:12 am

3 stops38h 36m

$538

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 24 results
1
2
3

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 February.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
FareScanPrice Accuracy-Trust Score*3 stars
CheapfaremartPrice Accuracy-Trust Score*3 stars
CheapOairPrice Accuracy1 starTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*2 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 February 14, 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 53 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 February 21, 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 80% 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 February 16, 2025.

Travelers seeking maximum savings on their New Orleans to Chicago flight should consider departing on Wednesday 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 February 21, 2025.

The most flights from MSY to CHI are scheduled on a Thursday (34 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (12 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 February 21, 2025.
Peruse reviews from past customers who have flown with Southwest, Delta and United Airlines 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
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,401 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Allegiant Air
7.3
Good
765 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,401 reviews

Entertainment

7.6

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.1

Crew

8.7

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 22 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 $98 on this airline. Additional options worth looking into are Frontier and Southwest, starting at $150 and $169 round-trip. Users have found that Spirit Airlines is 59% 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 Spirit Airlines, with whom users have recently found tickets for as low as $73. However, be on the lookout for offers from Frontier and American 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 Spirit Airlines (100%), United Airlines (96%) or Brussels Airlines (90%) 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 $695, our data indicates the cheapest price to be $65. The most popular route (New Orleans Louis Armstrong - Chicago O'Hare Intl), is priced around $66.

  • 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 $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.

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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$47Average$163FlexibilityNo cancel feeOn-time65%
FrontierCheapest$59Average$93FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$154Average$308FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$157Average$272FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$180Average$335FlexibilityNo cancel feeOn-time63%
DeltaCheapest$196Average$338FlexibilityNo cancel feeOn-timeN/A
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