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$189+ Cheap flights from Guadalajara (GDL) 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
GDL — CHI
Jul 21 — Jul 281
Tue 7/21
Tue 7/28
1 adult, Economy
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Cheapflights Tip: The best prices from Guadalajara Miguel Hidal to Chicago are usually found in February or April, booked 64 days in advance, depart on a Sunday or Thursday and return on a Tuesday

Cheap flight deals from Guadalajara to Chicago

Cheapest flights from Guadalajara to Chicago
Explore the most affordable flight options available from Guadalajara to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 21, 2026.

This Booking.com deal was found by Cheapflights users on 6/16. 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.
Sat 10/36:50 pm
GDL
-
ORD
Nonstop4h 15m
Viva
Mon 10/512:30 pm
ORD
-
GDL
Nonstop4h 05m
Viva
Deal found 6/16$280
This Viva deal was found by Cheapflights users on 6/20. 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 Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/146:50 pm
GDL
-
ORD
Nonstop4h 15m
Viva
Sat 11/148:40 pm
ORD
-
GDL
Nonstop4h 14m
Viva
Deal found 6/20$292
This Gotogate deal was found by Cheapflights users on 6/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:49 pm
GDL
-
ORD
Nonstop4h 06m
Multiple Airlines
Thu 8/2712:25 pm
ORD
-
GDL
Nonstop4h 10m
Multiple Airlines
Deal found 6/20$293
This Flightnetwork deal was found by Cheapflights users on 6/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:52 pm
GDL
-
ORD
Nonstop4h 07m
Viva
Sat 10/108:40 pm
ORD
-
GDL
Nonstop4h 05m
Viva
Deal found 6/18$298
This Flightnetwork deal was found by Cheapflights users on 6/17. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/166:52 pm
GDL
-
ORD
Nonstop4h 07m
Viva
Sun 9/2012:30 pm
ORD
-
GDL
Nonstop4h 10m
Viva
Deal found 6/17$300
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/217:49 pm
GDL
-
ORD
Nonstop4h 06m
Volaris
Tue 10/62:53 am
ORD
-
GDL
Nonstop4h 04m
Volaris
Deal found 6/20$301
This Kiwi.com deal was found by Cheapflights users on 6/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/287:49 pm
GDL
-
ORD
Nonstop4h 06m
Multiple Airlines
Mon 8/3112:25 pm
ORD
-
GDL
Nonstop4h 10m
Multiple Airlines
Deal found 6/19$302
This Booking.com deal was found by Cheapflights users on 6/16. 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.
Sat 9/261:48 pm
GDL
-
ORD
1 stop24h 04m
Viva
Mon 9/2812:30 pm
ORD
-
GDL
Nonstop4h 10m
Viva
Deal found 6/16$303
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Tue 9/226:52 pm
GDL
-
ORD
Nonstop4h 07m
Multiple Airlines
Tue 10/62:53 am
ORD
-
GDL
Nonstop4h 04m
Multiple Airlines
Deal found 6/17$304
This Flightnetwork deal was found by Cheapflights users on 6/18. 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 Flightnetwork is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:03 am
GDL
-
ORD
Nonstop4h 06m
Multiple Airlines
Tue 11/311:30 am
ORD
-
GDL
Nonstop4h 14m
Multiple Airlines
Deal found 6/18$305
This Kiwi.com deal was found by Cheapflights users on 6/17. 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 10/16:50 pm
GDL
-
ORD
Nonstop4h 15m
Multiple Airlines
Mon 10/52:53 am
ORD
-
GDL
Nonstop4h 04m
Multiple Airlines
Deal found 6/17$306
This Kiwi.com deal was found by Cheapflights users on 6/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/219:38 pm
GDL
-
MDW
1 stop19h 27m
Volaris
Wed 10/78:23 pm
MDW
-
GDL
Nonstop4h 07m
Volaris
Deal found 6/20$407

Find flight deals from Guadalajara to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Guadalajara (GDL) 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 June 21, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$280
(Booking.com)

One-way from

$189
(Mytrip)

Popular in

July

Cheapest in

February

Average price

$382

Good round-trip deal

$227 or less

Good one-way deal

$227 or less
Provider with most accurate pricing for Guadalajara Miguel Hidal-Chicago (CHI) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Guadalajara Miguel Hidal-Chicago (CHI) flights.
Search Deals
From Guadalajara Miguel Hidal to Chicago (CHI)
Search Deals
One-way flight from Guadalajara Miguel Hidal to Chicago (CHI)
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($35 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip flight from Guadalajara Miguel Hidal to Chicago (CHI).
Search Deals
Price to beat on a one-way flight from Guadalajara Miguel Hidal to Chicago (CHI).
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Guadalajara 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 June 21, 2026.
Use the filters below to find and compare flights from Guadalajara to Chicago that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Tue 8/25

7:49 pm-12:55 am

Nonstop4h 06m

Chicago O'Hare Intl

Fri 8/28

1:40 am-9:28 am

1 stop8h 48m

$343

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sun 7/5

6:40 am-7:59 am

1 stop24h 19m

Chicago O'Hare Intl

Sun 7/12

6:29 am-9:34 pm

1 stop16h 05m

$356

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 8/20

11:35 pm-4:41 am

Nonstop4h 06m

Chicago O'Hare Intl

Tue 8/25

1:40 am-9:28 am

1 stop8h 48m

$356

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 7/2

2:30 pm-8:05 pm

1 stop28h 35m

Chicago O'Hare Intl

Thu 7/9

5:30 am-9:34 pm

1 stop17h 04m

$366

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Fri 7/3

12:30 pm-11:15 pm

1 stop9h 45m

Chicago O'Hare Intl

Fri 9/4

9:35 pm-11:25 am

1 stop14h 50m

$367

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Thu 8/13

6:40 am-7:55 am

1 stop24h 15m

Chicago O'Hare Intl

Thu 8/20

6:30 am-11:25 am

1 stop5h 55m

$377

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Fri 8/7

6:40 am-12:45 am

1 stop17h 05m

Chicago O'Hare Intl

Sun 8/16

5:30 am-11:25 am

1 stop6h 55m

$377

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sat 6/27

5:00 am-10:12 am

Nonstop4h 12m

Chicago O'Hare Intl

Sat 7/18

8:02 pm-11:25 am

1 stop16h 23m

$384

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Sat 7/25

6:40 am-9:40 pm

1 stop14h 00m

Chicago O'Hare Intl

Wed 8/5

9:40 pm-9:34 pm

1 stop24h 54m

$398

GuadalajaraChicago

GDL - ORD

GDLORD

Guadalajara Miguel Hidal

Fri 7/3

11:44 am-12:08 am

1 stop11h 24m

Chicago O'Hare Intl

Thu 7/9

1:55 pm-5:26 pm

Nonstop4h 31m

$412

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/17

Showing 1-10 of 36 resultsSorted by cheapest first
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Compare providers for flights from Guadalajara 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 Guadalajara to Chicago in June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice Accuracy3 starsTrust Score*3 stars
CheapOairPrice Accuracy3 starsTrust Score*3 stars
MytripPrice Accuracy2 starsTrust Score*3 stars
eDreamsPrice Accuracy2 starsTrust Score*3 stars
AranGrantPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*1 star

*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 Guadalajara-Chicago flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Guadalajara-Chicago flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Guadalajara-Chicago flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Guadalajara-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 Guadalajara-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 Guadalajara to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Guadalajara 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 Guadalajara to Chicago

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

Currently, January is the cheapest month in which you can book a flight from Guadalajara to Chicago (average of $73). Flying from Guadalajara to Chicago in October is currently the most expensive (average of $158). 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 GDL to CHI?

Find hourly flight availability from Guadalajara 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 June 21, 2026.

When flying from Guadalajara 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 31% versus a flight at noon.

Weekly flight availability from Guadalajara to Chicago

Explore weekly flight availability from Guadalajara 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 June 21, 2026.

The most flights from GDL to CHI are scheduled on a Monday (12 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (6 on average).

How much does it cost to fly round-trip from Guadalajara to Chicago?

How often are flights from Guadalajara to Chicago delayed?

About 17% of weekly flights between Guadalajara and Chicago have experienced delays in the past year, with the average delay time being 150 minutes.

What is the most punctual flight time for Guadalajara to Chicago flights?

Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.

What day of the week experiences the fewest flight delays on this route?

Wednesday tends to have the lowest number of delays on this route, whereas Tuesday has historically faced a higher average of delays compared to other days of the week.

Which airline has the best punctuality record on Guadalajara to Chicago flights?

Over the last year, Aeromexico have had the lowest number of delays on this route, with just 7% of flights being delayed.

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

Booking 63 days in advance of your planned departure date is, on average, the best time to get cheap flights from Guadalajara to Chicago. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest day to fly from Guadalajara to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Guadalajara to Chicago. Price data was last updated on August 17, 2025.

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

The best insider tips for Guadalajara to Chicago flights

AI-powered summary based on content written by travel experts. AI can make mistakes.
Cheapflights partnered with top experts to bring you the best recommendations for your Guadalajara to Chicago trip
Our travel experts
Mark Chesnut

Mark Chesnut

Expert on Volaris and GDL

Mark Chesnut is a travel writer and public speaker with more than 30 years of experience. The 2019 winner of the NLGJA Excellence in Travel Writing Award, Mark is the author of the book “Prepare for Departure” and has covered air travel for multiple top consumer and trade media outlets.

Read more
Jennifer Simonson

Jennifer Simonson

Expert on Viva

Jennifer Simonson is driven by her lifelong commitment to exploring the globe. Her insatiable curiosity had led her to immerse herself into diverse locations like Oklahoma City and Pismo. Her hotel recommendations are the result of the myriad hotels she's stayed at across her travels. Along her journey, she cherishes engaging conversations with locals, indulging in the finest ice cream, trying her hand at surfing, and embarking on nature-filled hikes.

Read more
Ramsey Qubein

Ramsey Qubein

Expert on ORD

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

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 June 21, 2026.
Read reviews from past customers who have flown Delta,Aeromexico, andViva from Guadalajara to Chicago. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Delta
7.8
Good
8,424 reviews
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Aeromexico
7.4
Good
1,485 reviews
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Viva
7.0
Good
801 reviews
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Volaris
6.6
Okay
1,157 reviews
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,
Frontier
5.6
Fair
2,875 reviews
Delta
7.8
Good
8,424 reviews

Boarding

8.1

Overall

7.8

Comfort

7.8

Entertainment

7.8

Crew

8.5

Food

7.2

Reviews

1 / 20
8.0
Excellent

Rakshith,May 2026

TPE - SEA

I got middle seat, but it was cheap $340 for Taipei to PDX ,

Related info for your journey

Find useful and relevant information for your journey from Guadalajara 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 Guadalajara to Chicago?

    If you book a flight to Chicago from Guadalajara, you will be flying from Miguel Hidal, which is the city’s only airport. Guadalajara Miguel Hidal (GDL) is located 9.7 mi from the center of Guadalajara. There are 9 flights from Miguel Hidal to Chicago per day from 5 different airlines.

  • How long is the flight from Guadalajara to Chicago?

    For as low as $343, Volaris can have you in Chicago from Guadalajara in 4h 06m. Guadalajara and Chicago are separated by a distance of 1732 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

    Cheapflights users have booked flights from Guadalajara to Chicago round-trip from $138. Other airlines that can offer you cheap pricing are Aeromexico, from $156, and Viva, from $193. Users have found that Volaris is 58% cheaper than the other options available to this destination.

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

    $155 is the cheapest one-way deal found within the past few days, from Volaris. You may also be able to find cheap deals on Delta and Frontier, with prices starting from $158 and $159, respectively.

  • What are the most reliable airlines from Guadalajara to Chicago?

    No one likes to see their flight delayed. When booking a flight from Guadalajara to Chicago consider choosing Scandinavian Airlines (93%), Delta (92%) or Aeromexico (92%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Guadalajara to Chicago?

    The cheapest flight price from Guadalajara to Chicago is $185. On average you can expect to pay $367. The most popular route, (Guadalajara Miguel Hidal - Chicago O'Hare Intl), can usually be booked for $297.

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

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

  • How can I find direct flights from Guadalajara to Chicago?

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

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

    Yes. Cheapflights offers flight deals from Guadalajara 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 Guadalajara to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Guadalajara to Chicago (average of $73). Flying from Guadalajara to Chicago in October is currently the most expensive (average of $158). 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 Chicago?

Book flights to Chicago if you plan to visit one of these locations
Benton Harbor
Lansing
Merrillville
Hammond
Porter

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Top 5 airlines flying from Guadalajara to Chicago

Discover the top 5 airlines that operate flights from Guadalajara 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 June 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
VolarisCheapest$138Average$377FlexibilityNo cancel feeOn-time79%
AeromexicoCheapest$156Average$366FlexibilityNo cancel feeOn-timeN/A
VivaCheapest$193Average$412FlexibilityNo cancel feeOn-timeN/A
FrontierCheapest$258Average$408FlexibilityNo cancel feeOn-time62%
DeltaCheapest$274Average$366FlexibilityNo cancel feeOn-timeN/A

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