Chicago

$116+ Cheap flights from Luis Munoz Marin Intl (SJU) 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 4/25. Fares are subject to change and may not be available on all flights or dates of travel.
SJU — CHI
Apr 27 — May 41
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Find cheap flights from Luis Munoz Marin Intl 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

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Cheapflights Tip: The best prices from San Juan Luis Munoz Marin Intl to Chicago are usually found in January or May, booked 51 days in advance, depart on a Friday or Thursday and return on a Tuesday

Cheap flight deals from Luis Munoz Marin Intl to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Luis Munoz Marin Intl (SJU) 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 April 22, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$187
(eDestinos)

One-way from

$116
(Cheapflightsfares)

Popular in

March

Cheapest in

January

Average price

$339

Good round-trip deal

$336 or less

Good one-way deal

$186 or less
Provider with most accurate pricing for San Juan Luis Munoz Marin Intl-Chicago (CHI) flight deals.
Provider most trusted by Cheapflights users for San Juan Luis Munoz Marin Intl-Chicago (CHI) flights.
From San Juan Luis Munoz Marin Intl to Chicago (CHI)
One-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI)
Highest demand for flights based on searches. 9% potential increase in price ($31 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
Average for round-trip flights in April 2025
Price to beat on a round-trip flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).
Price to beat on a one-way flight from San Juan Luis Munoz Marin Intl to Chicago (CHI).

Find flight deals from Luis Munoz Marin Intl to Chicago

Cheapest flights from Luis Munoz Marin Intl to Chicago
Explore the most affordable flight options available from Luis Munoz Marin Intl to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This eDestinos deal was found by Cheapflights users on 4/22. 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.
Fri 5/96:09 amSJU - ORD
Nonstop5h 16mSpirit Airlines
Sun 5/114:35 pmORD - SJU
1 stop7h 19mSpirit Airlines
Deal found 4/22$187
This CheapOair deal was found by Cheapflights users on 4/22. 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.
Fri 5/210:46 amSJU - ORD
1 stop13h 25mMultiple Airlines
Sat 5/104:35 pmORD - SJU
1 stop17h 10mMultiple Airlines
Deal found 4/22$243
This eDestinos deal was found by Cheapflights users on 4/22. 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 4/303:56 amSJU - ORD
1 stop20h 36mFrontier
Sun 5/49:48 amORD - SJU
1 stop15h 02mFrontier
Deal found 4/22$270
This Cheapflightsfares deal was found by Cheapflights users on 4/21. 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.
Fri 5/26:00 amSJU - MDW
1 stop7h 24mFrontier
Mon 5/56:15 amMDW - SJU
1 stop7h 32mFrontier
Deal found 4/21$294
This American Airlines deal was found by Cheapflights users on 4/21. 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.
Thu 9/188:30 amSJU - ORD
1 stop15h 04mAmerican Airlines
Sun 9/215:00 amORD - SJU
2 stops8h 45mAmerican Airlines
Deal found 4/21$307
This Delta deal was found by Cheapflights users on 4/21. 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 10/27:30 amSJU - MDW
1 stop8h 24mDelta
Mon 10/66:00 amMDW - SJU
1 stop6h 23mDelta
Deal found 4/21$344
This Southwest deal was found by Cheapflights users on 4/21. 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 10/95:50 amSJU - MDW
2 stops8h 30mSouthwest
Tue 10/147:40 amMDW - SJU
2 stops8h 35mSouthwest
Deal found 4/21$381
This Mytrip deal was found by Cheapflights users on 4/21. 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.
Tue 6/172:36 amSJU - MDW
3 stops15h 18mMultiple Airlines
Tue 6/249:40 amMDW - SJU
3 stops24h 08mMultiple Airlines
Deal found 4/21$709

Cheapflights Fare Finder

Customize your flight search to find flights from Luis Munoz Marin Intl 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 April 22, 2025.
Use the filters below to find and compare flights from San Juan Luis Munoz Marin Intl Airport to Chicago that are best for you.

Fly from

Luis Munoz Marin Intl

Fly to

Chicago

Route

Depart

Return

Price

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/9

6:09 am-10:25 am

Nonstop5h 16m

Chicago O'Hare Intl

Sun 5/11

4:35 pm-12:54 am

1 stop7h 19m

$187

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/2

10:46 am-11:11 pm

1 stop13h 25m

Chicago O'Hare Intl

Sat 5/10

4:35 pm-10:45 am

1 stop17h 10m

$243

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Wed 4/30

3:56 am-11:32 pm

1 stop20h 36m

Chicago O'Hare Intl

Sun 5/4

9:48 am-1:50 am

1 stop15h 02m

$270

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Fri 5/2

6:00 am-12:24 pm

1 stop7h 24m

Chicago Midway

Mon 5/5

6:15 am-2:47 pm

1 stop7h 32m

$294

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 10/2

7:30 am-2:54 pm

1 stop8h 24m

Chicago Midway

Mon 10/6

6:00 am-1:23 pm

1 stop6h 23m

$344

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Thu 10/9

1:05 pm-9:55 pm

1 stop9h 50m

Chicago Midway

Tue 10/14

6:55 am-5:15 pm

1 stop9h 20m

$381

San JuanChicago

SJU - MDW

SJUMDW

San Juan Luis Munoz Marin Intl

Tue 6/17

2:36 am-4:54 pm

3 stops15h 18m

Chicago Midway

Tue 6/24

9:40 am-10:48 am

3 stops24h 08m

$709

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 4/25

9:30 pm-8:04 am

1 stop11h 34m

$116

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/2

10:46 am-11:11 pm

1 stop13h 25m

$135

San JuanChicago

SJU - ORD

SJUORD

San Juan Luis Munoz Marin Intl

Fri 5/16

12:36 pm-11:11 pm

1 stop11h 35m

$142

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/21

Showing 1-10 of 18 results
1
2

Compare providers for flights from Luis Munoz Marin Intl 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 Luis Munoz Marin Intl to Chicago in April.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
PricelinePrice Accuracy1 starTrust Score*3 stars
CheapflightsfaresPrice 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 San Juan Luis Munoz Marin Intl Airport-Chicago flights, users find the pricing of AranGrant to be most consistent on Cheapflights vs. AranGrant Users can find the same prices on San Juan Luis Munoz Marin Intl Airport-Chicago flight deals on Cheapflights vs. AranGrant >95% of the time. Price accuracy is based on data collected from San Juan Luis Munoz Marin Intl Airport-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Juan Luis Munoz Marin Intl Airport-Chicago flights, Cheapflights users trust AranGrant the most. AranGrant 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 San Juan Luis Munoz Marin Intl Airport-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 San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport to Chicago trip
Airlines
Spirit Airlines

Spirit's Big Front Seats offer 11 inches extra legroom, ideal for comfort on medium-haul flights.


Spirit's self-service bag drop speeds up airport check-in, saving time for travelers.

United Airlines

United's Economy Plus offers extra legroom, enhancing comfort on medium-haul flights.


United's Polaris Lounges provide premium amenities like showers and dining for business travelers.

Airports
SJU

Security wait times at SJU vary dramatically. Arrive two hours early for domestic flights to ensure a smooth departure.

Read more about SJUby Brandon Schultz
ORD

For a quick city transfer, take the 'L' train from ORD to downtown Chicago, avoiding traffic delays.

Read more about ORDby Ramsey Qubein
Our travel experts
Daniel Scheffler

Daniel Scheffler

Expert on Spirit Airlines

Daniel Scheffler

Daniel Scheffler

Daniel Scheffler is a travel writer, podcaster, and producer. Born in Africa, bred in Europe and now living in America he has traveled to 140 countries (and all 50 U.S. states). Plus he has stayed at over 2500 hotels across the globe. His original shows Everywhere and Without Maps (available on Spotify) showcase his beliefs, travel is about humanity and sharing that beauty. And thus it reminds you that you shouldn’t believe everything you think.

Read more
Harriet Baskas

Harriet Baskas

Expert on United Airlines

Harriet Baskas

Harriet Baskas

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

Ramsey Qubein

Ramsey Qubein

An avid traveler and aviation expert who has visited 173 countries, all 50 states and seven continents, Ramsey Qubein flies nearly 400,000 miles a year. As a North Carolina-based freelance journalist for publications including Conde Nast Traveler, Forbes, USA Today and Bloomberg among others, he explores the latest trends in aviation, hospitality, cruises and business.

Read more
Brandon Schultz

Brandon Schultz

Expert on SJU

Brandon Schultz

Brandon Schultz

Brandon Schultz is an award-winning food and travel writer based in New York City. His work has appeared in Forbes, AAA, Thrillist, Travel + Leisure, and The Daily Meal, among many others, and he is the author of 6 books, including 3 cookbooks.

Read more

Best time to book a flight from Luis Munoz Marin Intl to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Luis Munoz Marin Intl 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 San Juan Luis Munoz Marin Intl Airport to Chicago

How far ahead should I book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Luis Munoz Marin Intl to Chicago. Price data was last updated on April 18, 2025.

To ensure you get the cheapest price possible for a flight from San Juan Luis Munoz Marin Intl Airport to Chicago, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago?

Currently, August is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago (average of $245). Flying from San Juan Luis Munoz Marin Intl Airport 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 SJU to CHI?

Find hourly flight availability from Luis Munoz Marin Intl 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 April 22, 2025.

When flying from San Juan Luis Munoz Marin Intl Airport 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 50% versus a flight at noon.

What is the cheapest day to fly from San Juan Luis Munoz Marin Intl Airport to Chicago?

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

Travelers seeking maximum savings on their San Juan Luis Munoz Marin Intl Airport to Chicago flight should consider departing on Friday evenings when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from San Juan Luis Munoz Marin Intl Airport to Chicago

Explore weekly flight availability from Luis Munoz Marin Intl 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 April 22, 2025.

The most flights from SJU to CHI are scheduled on a Monday (9 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (7 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 April 22, 2025.
Read through reviews of airlines operating flights from San Juan to Chicago, such as Southwest, Delta and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
8.0
Very good

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Comfort

8.0

Overall

8.0

Food

7.1

Crew

8.6

Boarding

8.2

Entertainment

7.6

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

Find useful and relevant information for your journey from Luis Munoz Marin Intl to Chicago. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • What are the cheapest airlines flying from San Juan Luis Munoz Marin Intl Airport to Chicago round-trip?

    Our cheapest airline available from San Juan Luis Munoz Marin Intl Airport to Chicago is Spirit Airlines. Our recent data shows that you can find tickets from as low as $187 on this airline. Additional options worth looking into are Frontier and Southwest, starting at $270 and $401 round-trip. You may be able to fly from San Juan Luis Munoz Marin Intl Airport to Chicago for 37% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from San Juan Luis Munoz Marin Intl Airport to Chicago one-way?

    $116 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Frontier and JetBlue, with prices starting from $135 and $162, respectively.

  • What are the most reliable airlines from San Juan Luis Munoz Marin Intl Airport to Chicago?

    No one likes to see their flight delayed. When booking a flight from San Juan Luis Munoz Marin Intl Airport to Chicago consider choosing Spirit Airlines (81%), American Airlines (78%) or Alaska Airlines (76%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from San Juan Luis Munoz Marin Intl Airport to Chicago?

    The cheapest flight price from San Juan Luis Munoz Marin Intl Airport to Chicago is $138. On average you can expect to pay $500. The most popular route, (San Juan Luis Munoz Marin Intl - Chicago O'Hare Intl), can usually be booked for $187.

  • Can I find deals for flights from Luis Munoz Marin Intl to Chicago that include hotel bookings?

    Yes. In addition to deals on Luis Munoz Marin Intl to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Luis Munoz Marin Intl to Chicago?

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

  • Can I find deals for business class flights from Luis Munoz Marin Intl to Chicago?

    Yes. Cheapflights offers flight deals from Luis Munoz Marin Intl 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 San Juan Luis Munoz Marin Intl Airport to Chicago?

    Currently, August is the cheapest month in which you can book a flight from San Juan Luis Munoz Marin Intl Airport to Chicago (average of $245). Flying from San Juan Luis Munoz Marin Intl Airport 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 San Juan Luis Munoz Marin Intl Airport?

Book flights to San Juan Luis Munoz Marin Intl Airport if you plan to visit one of these locations
Merrillville
Hammond
Benton Harbor
Porter
Lansing
Valparaiso
Chesterton

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Alternative routes for Luis Munoz Marin Intl to Chicago

See prices for flight routes from nearby airports that may be better suited for you.

Top 6 airlines flying from Luis Munoz Marin Intl to Chicago

Discover the top 6 airlines that operate flights from Luis Munoz Marin Intl 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 April 22, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$137Average$248FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$139Average$258FlexibilityNo cancel feeOn-time65%
DeltaCheapest$172Average$424FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$215Average$457FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$257Average$419FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$309Average$474FlexibilityNo cancel feeOn-time71%

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