CUN - CHI

$117 Find Cheap Flights from Cancún to Chicago

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Cancún to Chicago departing on 9/4. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

KAYAK searches hundreds of travel sites at once for deals on flights to Chicago

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cancún to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Cancún to Chicago, as well as popular online travel agencies
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Flights Deals

Cheap Flights from Cancún to Chicago (CUN-CHI)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Cancún to Chicago that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Cancún to Chicago

Fri, Jul 11 - Mon, Jul 14
Spirit Airlines Logo
10:55 am - 2:49 pmCUN-ORD
3h 54mnonstop
Spirit Airlines Logo
6:00 am - 9:50 amORD-CUN
3h 50mnonstop
$220Spirit Airlines
Find Deal
Fri, Jul 11 - Mon, Jul 14
Spirit Airlines Logo
10:55 am - 2:49 pmCUN-ORD
3h 54mnonstop
Spirit Airlines Logo
6:00 am - 9:50 amORD-CUN
3h 50mnonstop
$228Spirit Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
American Airlines Logo
12:59 pm - 5:00 pmCUN-ORD
4h 01mnonstop
American Airlines Logo
9:45 am - 1:25 pmORD-CUN
3h 40mnonstop
$230American Airlines
Find Deal
Thu, Sep 11 - Sat, Sep 20
American Airlines Logo
2:50 pm - 6:50 pmCUN-ORD
4h 00mnonstop
American Airlines Logo
7:15 pm - 11:46 amORD-CUN
16h 31m1 stop
$256American Airlines
Find Deal
Fri, Jul 11 - Fri, Jul 18
 Logo
10:55 am - 2:49 pmCUN-ORD
3h 54mnonstop
 Logo
12:25 pm - 8:05 pmORD-CUN
7h 40m1 stop
Sat, Jul 26 - Sun, Aug 10
 Logo
10:55 am - 2:49 pmCUN-ORD
3h 54mnonstop
 Logo
12:25 pm - 9:35 pmORD-CUN
9h 10m1 stop
Tue, Aug 19 - Sun, Aug 24
United Airlines Logo
5:22 pm - 7:53 amCUN-ORD
14h 31m1 stop
United Airlines Logo
9:29 am - 1:14 pmORD-CUN
3h 45mnonstop
$266United Airlines
Find Deal
Fri, Oct 10 - Tue, Oct 14
United Airlines Logo
1:43 pm - 12:14 amCUN-ORD
10h 31m1 stop
United Airlines Logo
10:43 am - 2:28 pmORD-CUN
3h 45mnonstop
$287United Airlines
Find Deal
Sat, Oct 11 - Fri, Oct 17
Frontier Logo
1:41 pm - 11:09 pmCUN-MDW
9h 28m1 stop
Frontier Logo
6:15 am - 12:26 pmMDW-CUN
6h 11m1 stop
$299Frontier
Find Deal
Fri, Aug 1 - Fri, Aug 15
Frontier Logo
3:25 pm - 8:54 pmCUN-MDW
29h 29m1 stop
Frontier Logo
6:40 pm - 11:18 amMDW-CUN
16h 38m1 stop
$301Frontier
Find Deal
Expert advice

Expert advice for your flight from Cancún to Chicago

 
Snippets provided in this section are AI-generated based on a summarization of KAYAK-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.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
American Airlines

Main Cabin Extra offers early boarding and complimentary alcoholic drinks.


Download the American Airlines app for access to in-flight entertainment.

United Airlines

Economy Plus offers up to six inches more legroom than standard economy.


United Club offers snacks and drinks for premium cabin passengers.

Spirit Airlines

Big Front Seat offers 20-inch width and 11” extra legroom for added comfort.


Wi-Fi connectivity is gate-to-gate, ensuring online access throughout your flight.

Frontier

Premium Bundle includes priority boarding and extra legroom seats.


Check-in online to avoid extra charges at airport desks.

Read more about Frontierby Stefanie Waldek
Airports
CUN

Security lines at CUN are short and quick. Avoid the longest line by heading to the back of the room for faster processing.

Read more about CUNby Brandon Schultz
ORD

Take the CTA Blue Line from ORD to downtown Chicago. It runs 24/7 and avoids traffic, taking about 45 minutes.

Read more about ORDby Stefanie Waldek
Our travel experts
Harriet Baskas

Harriet Baskas

Expert on American 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
Stefanie Waldek

Stefanie Waldek

Expert on United Airlines, Frontier and ORD

Stefanie Waldek

Stefanie Waldek

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Read more
Joe Cortez

Joe Cortez

Expert on Spirit Airlines

Joe Cortez

Joe Cortez

Joe Cortez is a seasoned managing editor in aviation with over a decade of industry experience. His work has been featured on prominent platforms such as FlyerTalk and TripSavvy, establishing him as a respected voice in aviation journalism.

Read more
Brandon Schultz

Brandon Schultz

Expert on CUN

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
Useful Info

KAYAK's insights & trends for Cancún to Chicago flights

Get data-powered insights and trends into flights from Cancún to Chicago to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest Cancún to Chicago flight route?

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Cancún to Chicago.

Our data shows that the cheapest route for a return flight from Cancún to Chicago cost $130 and was between Cancún (CUN) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is $130.

What’s the cheapest day of the week to fly from Cancun to Chicago?

The average price of all round-trip flights from Cancún to Chicago clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Thursday is the most expensive day to fly from Cancun to Chicago. For your return ticket, we recommend flying on a Monday and avoiding Thursdays for the best deals.

What is the cheapest month to fly from Cancún to Chicago?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Cancún to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Cancún to Chicago is January, where tickets cost $204 (return) on average. On the other hand, the most expensive months are June and April, where the average cost of round-trip tickets is $344 and $288 respectively.

Can I save money by flying with a layover from Cancún to Chicago?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at $315 on average.

How far in advance should I book a flight from Cancún to Chicago?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Cancún to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Cancún to Chicago, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know

Low seasonMarch
High seasonDecember
Cheapest flight$117
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from Cancun to Chicago O'Hare Airport

When to book flights from Cancún to Chicago

Are your dates flexible? Find out the best times to travel from Cancún to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Cancun to Chicago

  • How do I go from Chicago O'Hare Airport (ORD) to the city center?

    You can take the Blue Line train from O'Hare Airport to reach downtown Chicago. The train runs 24 hours a day and takes around 45 minutes to reach the city center. Alternatively, you can take a taxi or ride-share to the city center. The ride takes around 30-40 minutes, depending on traffic. You can also book a shuttle bus service like Go Airport Express. The shuttle takes around 30 minutes to reach the city center.

  • What is the luggage allowance on flights from Cancun to Chicago with Spirit Airlines?

    The luggage allowance on flights from Cancun to Chicago with Spirit Airlines varies depending on the fare type and if any additional bags are added. In general, economy class does not include an allowance for either checked baggage or carry-on. However, passengers can purchase up to 5 checked bags per person, with a maximum weight of 40 lbs. per bag.

  • What seat selection options are available on flights from Cancun to Chicago with Frontier?

    Frontier Airlines offers several seat selection options for flights from Cancun to Chicago, including Standard seats, Stretch seats, and Select seats. Standard seats are included with the ticket fare, and passengers are automatically assigned a random seat at check-in. Stretch seats provide extra legroom and may be purchased for an additional fee.

  • Are there changeable ticket options for flights from Cancun to Chicago?

    Yes. Most airlines offer flexible ticket options that allow passengers to make changes or cancel their flights without penalty fees. Some of the airlines that operate flights from Cancun to Chicago and offer changeable ticket options include United Airlines, American Airlines, Delta Air Lines, Frontier Airlines, and Southwest Airlines.

  • What is the cheapest flight from Cancún to Chicago?

    In the last 3 days, the lowest price for a flight from Cancún to Chicago was $117 for a one-way ticket and $220 for a round-trip.

  • Do I need a passport to fly between Cancun and Chicago?

    Yes

  • Which airports will I be using when flying from Cancun to Chicago?

    Cancun is served by only 1 airport and there are 2 airports in Chicago. You will leave Cancun from Cancun and you will be arriving in Chicago at one of these airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Cancun to Chicago?

    American Airlines, Delta, AeroMexico Connect, Aeromexico, and Air Canada offer inflight Wi-Fi service on the Cancun to Chicago flight route.

  • Which aircraft models fly most regularly from Cancun to Chicago?

    The Boeing 737-900 is the aircraft model that flies most regularly on the Cancun to Chicago flight route.

  • Which airline alliances offer flights from Cancun to Chicago?

    oneworld, and Star Alliance are the airline alliances operating flights between Cancun and Chicago, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Cancun to Chicago?

    There are nonstop flights from Cancun to Chicago on a daily basis.

  • Which is the best airline for flights from Cancún to Chicago, United Airlines or Spirit Airlines?

    The two airlines most popular with KAYAK users for flights from Cancún to Chicago are United Airlines and Spirit Airlines. With an average price for the route of $306 and an overall rating of 7.4, United Airlines is the most popular choice. Spirit Airlines is also a great choice for the route, with an average price of $252 and an overall rating of 6.3.

  • How does KAYAK find such low prices on flights from Cancun to Chicago?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Cancun to Chicago.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Cancun to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Cancun is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Cancun to Chicago?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago with an airline and back to Cancun with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Cancun to Chicago?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago from Cancun up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Cancún to Chicago

  • Looking for a cheap flight? 25% of our users found flights on this route for $236 or less one-way and $179 or less round-trip.
  • Spirit Airlines provides wheelchair assistance for boarding, deplaning, and connecting flights. Wheelchairs are also available at the airport upon request. Passengers with reduced mobility can also request special seating to accommodate their needs on flights from Cancun (CUN) to Chicago (CHI).
  • United Airlines offers many services to make traveling with children a more pleasant experience on flights from Cancun to Chicago. United Airlines also provides complimentary baby and toddler food and special kids’ meals for children under 12, and parents can order them at the time of booking or email them up to 24 hours before the flight.
  • Passengers who book connecting flights from Cancun to Chicago can expect layovers in various cities depending on the airline they chose. Some of these cities include Orlando (MCO), Fort Lauderdale (FLL), Dallas (DFW), Charlotte (CLT), Minneapolis (MSP), and Atlanta (ATL).
  • Volaris Airlines allows passengers to travel with small pets in the cabin on flights from Cancun to Chicago. Only small dogs and cats are allowed in the cabin, and they must be at least 8 weeks old. In addition, the pet and its carrier must not exceed the maximum weight of 22 lbs.
  • American Airlines has been investing in newer, fuel-efficient aircraft to replace older, less efficient ones. Through fleet modernization, the airline aims to reduce its carbon footprint including for their flights from Cancun to Chicago. For example, they have added new aircraft like the Boeing 787 Dreamliner and Airbus A321neo, which offer better fuel efficiency compared to older models.

Prefer to fly direct from Cancun to Chicago?

Find which airlines fly direct from Cancun Airport to Chicago, which days they fly and book direct flights.

Direct departures

Cancun to Chicago

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights

Direct returns

Chicago to Cancun

Monday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Tuesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Wednesday

American Airlines, Frontier, Southwest, +1 more

American Airlines, Frontier, +2 more

Thursday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Friday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Saturday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

Sunday

American Airlines, Frontier, Southwest, +2 more

American Airlines, Frontier, +3 more

See more direct flights
See more direct flights

Top 3 airlines serving from Cancún to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Cancún to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Cancún to Chicago? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 8790 reviews
6.6Food
7.7Boarding
7.0Entertainment
7.3Comfort
8.1Crew
Airline reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

6.0 GoodAnonymous, Jun 2025MLI - ORD
Read more United Airlines reviews

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Overall poor for me I paid extra for seats with leg room and my regional flights exit row seats have less leg room then the others that's money that could have been saved and on my final flight home the flights air was not operating it was unbearably hot in the cabin I will be contacting United and filing a DOT complaint

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

Very modern plane. Good seat spacing. Meals were good. Screens had tons of movies and worked

While on the flight we had a delay and had to sit on the plane while maintenance fixed it. It’s ended up taking an hour and a half longer to leave than expected. I had an unruly passenger sitting behind me that vaped during the flight and was rude and loud for the majority of the flight.

Spirit is by far the worst airline to travel with, period. Seats are cardboard, flight attendants need anger management and if you ask for water, you’re basically a criminal. I don’t care how much it costs but I will travel with an airline who actually cares about their customers. Oh and one more thing, the next time your gate agent puts his foot on someone’s baggage's scale, I hope they get what’s coming next, a viral video of your scams. You suck Spirit, do better.

I mean, it’s Spirit. But it was frustrating to have our flight canceled, get bumped to a later flight, and then Spirit was unwilling to check our bag until 4 hours before our flight… tell us we could not sit in the waiting area’s chairs… and really negative experience getting checked in and dropping the bag.

Not having it be changed after we bought the flight tickets from a direct flight getting in at a reasonable time to a connecting flight red eye of 9 hours, so that we would lose our 35 dollars in nonrefundable insurance would've been great! Our country really does need low-cost carrier options, but this type of "service" ain't it. Fortunately, had a little better success with them flying to and from San Juan PR last month at least.

terrible service, no room for a dog underfoot, a broken chair that is impossible to sit on and all this costs a lot of money

Flight 5 hours late. There was zero communication from Spirit (everyone was standing at the gate waiting to board for an hour+) and we were only able to find out about delay via the website. Crew made no attempt to apologize for the delay or even explain what happened once we finally left. Missed connection as a result of the delay and Spirit was not even able to be located at the airport to help rebook or find a hotel. They 100% disappeared and I am still trying to get a refund on the missed flight. So far all they’ve offered is a $30 credit. I can’t think of anything they’ve done right so far and recommend everyone avoid this airline. I understand delays happen but they’ve made no attempt to rebook my family (traveling with 3 kids) or make this right.

All was ok until my last flight, when I was stopped while boarding and they insisted they take my carry on bag and check it and charged me $99 to do so. This was my 4th flight and the carryon did not change, so I was shocked when they made me check it and proceeded to demand $99 to check it. I was furious. This airline advertises as cheap flights but they will attempt to charge extra for bags, seats, oxygen, whatever else they can find and no extras, you don’t even get water.

Terrible-extreme delay with very little communication, plane was overfull, luggage was returned on baggage claim in filthy condition.

Lower cost is the reason to fly Spirit. Should give free baggage with credit card.

Very difficult. Flew out on Dec 24th and it was a mess. They know it is going to be the busiest time of the year and they had no organization. Finally they called for people going on certiam flights so they could get them thru thw line then we had to rush to our gate to get in li e to board.We missed our flight do to being stuck at the border of Mexico. They would not work with us to make an affordable price so we had to wait a day with no where to go and pay 280 more for our flights. I would think that a complimentary drink would be nice. But we had to pay 4.49 for a coke. Not an overall good experience

Book with frontier airlines with the mentality that they'll cancel your flight, kick you off and lose your luggage. Anything besides that is a win. Compare prices with other airlines (to include luggage) and if frontier is still worth it, book it but know all of their policies.

You get what you pay for nothing essentially but a hard uncomfortable seat that doesn’t recline and kids screaming all around you and chaotic boarding and limited check bag weight allowance when compared to other airlines

I never got to experience the flight because they delayed my first flight and I missed this one. Then Frontier didn't want to help me rebook a flight to get me to my final destination.

The Boarding process in Denver was chaotic, and since the line was so long, we were lined up very far from the gate. If there were any announcements from the gate staff, we didn't hear them. The flight attendants were spectacular. The only negative part of the flight was sitting by a 2 1/2 year old who was unruly and unfortunately had parents that matched his behaviors. Also, the restaurants in Denver on the E concourse, they didn't have food (passengers could only order 1 item on the entire menu) or the restaurants had 12-14 people waiting for orders to be prepared and another 6 people waiting to order. If you have a layover in Denver and need to grab food, be prepared to visit the shops with pre-packaged sandwiches, or you can visit another concourse but it may take a while to transit throughout the airport.

I liked the turn-style feature at gate 209B at LAX. Very efficient process. The gate staff also made several, clearly directed announcements so I felt very informed.

Although an hour and a half early was told by staff at check in they had overbooked and could not check us in for the flight.

The crew was delayed because they came on another flight that was delayed due to weather 10pm flight left at 1.30 am The airline made no effort to align alternate crew

Plane was down graded and I lost my uncharged exit row with more leg room. No mention or offer of refund from podium. Flight attendant was nice to explain this happens often and that I could request a refund via online form submission. I did this and have heard nothing back.

Worst airline experience. They were rude and kept changing our seats and/or giving our seats away so our family didn’t get to sit with each other. Almost everyone we dealt with at both airports with this airline was rude. The app kept giving us wrong information making things take longer. Dealing with them before TSA can take close to an hour…longer than I’ve ever had to deal with before. Never using this airline again.

Horrendous. I do not recommend Frontier. The passengers lack manners and decency, and the flight attendants lack professionalism. If I wasn’t in a bind to fly with 48 hours notice for a job interview, I would not have selected a flight with Frontier and I never plan to fly with them in the future.

Everything you need to know for your flight from Cancún to Chicago

Information on your arrival and departure airports

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