Cheap flights from Chicago (CHI) to Canada from $98

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 4/16. 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.
CHI — YYZ
Mar 24 — Mar 311

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

Find a great deal and save up to 92% by booking at least 50 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Chicago to Canada within the next two weeks, with the cheapest ticket starting at $367.

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

January is one of the best times of the year to fly to Canada from Chicago. Prices for January average $311 per person but you can even find prices for as low as $126. The most expensive prices can be found in the month of September. Opting for a January flight can save you 23% on your journey compared to booking in September

When is the cheapest time to fly from Chicago to Canada (CHI - CA)?

When flying from Chicago to Canada, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Cheap Aeromexico flights from Chicago to Canada

Explore cheap flight options specifically provided by Aeromexico for the route between Chicago and Canada. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a peek at the cheapest Aeromexico flights we've detected traveling from Chicago to Canada. Be sure to come back soon if the deals available don't appeal to you at this time.
Sat 4/2712:15 pmORD - YYC
1 stop9h 41mAeromexico
Sat 5/412:40 pmYYC - ORD
Nonstop3h 30mAeromexico
Deal found 3/18$290
Thu 4/119:30 amMDW - YYZ
1 stop6h 39mAeromexico
Sun 4/146:45 amYYZ - MDW
1 stop4h 52mAeromexico
Deal found 3/18$293

Cheap Lufthansa flights from Chicago to Canada

Explore cheap flight options specifically provided by Lufthansa for the route between Chicago and Canada. Find affordable fares and compare prices with other airlines to secure the best deal for your journey. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Take a gander at the lowest prices we've found on Lufthansa flights from Chicago to Canada. Deals are refreshing constantly so come back soon for more options.
Thu 4/116:00 amORD - YYZ
1 stop10h 00mLufthansa
Sun 4/147:00 amYYZ - ORD
Nonstop2h 01mLufthansa
Deal found 3/17$287
Thu 4/119:40 amORD - YYZ
Nonstop1h 45mLufthansa
Sun 4/147:59 amYYZ - ORD
Nonstop1h 59mLufthansa
Deal found 3/17$291
Thu 4/119:40 amORD - YYZ
Nonstop1h 45mLufthansa
Sun 4/147:59 amYYZ - ORD
Nonstop1h 59mLufthansa
Deal found 3/18$301

Cheap Chicago to Canada flights in March & April 2024

Find cheap flight options from Chicago to Canada specifically for the months of March and April 2024. Explore affordable fares based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Prices were last updated on March 19, 2024.
Scroll through some of the best deals on flights from Chicago to Canada in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 4/166:41 pmORD - YYZ
1 stop18h 14mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop12h 16mMultiple Airlines
Deal found 3/18$222
Tue 4/169:25 pmORD - YYZ
1 stop15h 30mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop12h 16mMultiple Airlines
Deal found 3/18$225
Wed 4/1710:00 pmORD - YYZ
2 stops25h 42mMultiple Airlines
Wed 4/246:30 amYYZ - ORD
1 stop11h 15mMultiple Airlines
Deal found 3/18$226
Mon 4/88:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/118:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$228
Tue 4/166:41 pmORD - YYZ
1 stop18h 14mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
2 stops15h 15mMultiple Airlines
Deal found 3/18$228
Sun 4/1412:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/148:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$229
Tue 4/1610:00 pmORD - YYZ
2 stops14h 55mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop11h 15mMultiple Airlines
Deal found 3/18$229
Mon 4/1511:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/188:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$234
Tue 4/1610:00 pmORD - YYZ
2 stops14h 55mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
2 stops15h 15mMultiple Airlines
Deal found 3/18$236

Chicago to Canada 2024 flight deals

Discover exclusive flight deals for travel between Chicago and Canada in 2024. Find excellent offers based on user searches. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Scroll through some of the best deals on flights from Chicago to Canada in 2024. If these deals don't appeal to you, be sure to come back soon for more options.
Tue 4/166:41 pmORD - YYZ
1 stop18h 14mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop12h 16mMultiple Airlines
Deal found 3/18$222
Tue 4/169:25 pmORD - YYZ
1 stop15h 30mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop12h 16mMultiple Airlines
Deal found 3/18$225
Wed 4/1710:00 pmORD - YYZ
2 stops25h 42mMultiple Airlines
Wed 4/246:30 amYYZ - ORD
1 stop11h 15mMultiple Airlines
Deal found 3/18$226
Mon 4/88:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/118:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$228
Tue 4/166:41 pmORD - YYZ
1 stop18h 14mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
2 stops15h 15mMultiple Airlines
Deal found 3/18$228
Sun 4/1412:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/148:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$229
Tue 4/1610:00 pmORD - YYZ
2 stops14h 55mMultiple Airlines
Tue 4/236:30 amYYZ - ORD
1 stop11h 15mMultiple Airlines
Deal found 3/18$229
Mon 4/1511:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/188:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$234
Fri 5/175:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 6/48:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$236

Non-stop flights to Canada from Chicago

Discover non-stop flight options from Chicago to Canada. Find direct flights with no layovers, providing a convenient travel experience. Explore non-stop flight options based on user searches, and compare prices and availability for your desired travel dates. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
For a shorter flight, select one of these non-stop flights from Chicago to Canada. Those looking to potentially save on 1 or 2-stop flights from Chicago to Canada should utilize the search form at the the top of the page.
Mon 4/88:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/118:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$228
Sun 4/1412:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 4/148:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$229
Mon 4/1511:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Thu 4/188:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$234
Fri 5/175:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 6/48:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$236
Tue 4/1611:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 6/253:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$237
Mon 6/311:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Tue 6/119:20 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$239
Thu 6/65:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Fri 6/148:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$240
Fri 6/218:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 6/243:30 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$242
Wed 5/228:00 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 5/268:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$246

Chicago to Canada flights leaving soon

Find last-minute flight options from Chicago to Canada for spontaneous travel. Discover available flights and compare prices based on user searches. Secure great deals and offers for spontaneous trips with quick booking options. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Have a look at some of the last-minute flights available departing from Chicago to Canada. To prevent any unwanted surprises, users should verify their flight info before booking.
Tue 3/2611:55 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 3/3010:45 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 3/17$298
Thu 3/285:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sun 3/3110:30 amYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$302
Thu 3/285:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 4/38:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/16$304
Thu 3/285:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 4/18:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/17$328
Thu 3/285:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Mon 4/18:50 pmYTZ - MDW
Nonstop1h 47mPorter Airlines
Deal found 3/18$335
Thu 3/285:00 amORD - YYZ
1 stop12h 15mMultiple Airlines
Wed 4/36:30 amYYZ - ORD
1 stop12h 57mMultiple Airlines
Deal found 3/16$337
Wed 3/275:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Sat 3/3010:45 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 3/17$338
Tue 3/2611:55 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Wed 3/279:30 amYTZ - MDW
Nonstop1h 50mPorter Airlines
Deal found 3/16$351
Tue 3/2610:46 pmORD - YYZ
2 stops31h 19mMultiple Airlines
Tue 4/21:00 pmYYZ - ORD
2 stops20h 26mMultiple Airlines
Deal found 3/17$353

One-way flights to Canada from Chicago

Search for one-way flight options from Chicago to Canada. Find affordable one-way fares based on user searches. Compare prices and availability to plan your one-way journey according to your preferred dates and budget. Over the last 7 days, Cheapflights users made 3,145,932 searches. Data last updated March 19, 2024.
Some of the best available deals we've found on one-way flights from Chicago to Canada. Users in need of a round-trip flight from Chicago to Canada instead should update the search form at the top of page.
Tue 4/1610:34 pmMDW - YVR
1 stop17h 31mMultiple Airlines
Deal found 3/18$98
Wed 4/106:45 pmORD - YYZ
1 stop18h 10mMultiple Airlines
Deal found 3/18$98
Fri 4/2611:05 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 3/18$101
Wed 4/310:00 pmORD - YYZ
2 stops25h 42mMultiple Airlines
Deal found 3/18$102
Sun 4/148:40 amMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 3/18$104
Tue 6/411:28 amORD - YYZ
1 stop7h 07mMultiple Airlines
Deal found 3/18$104
Thu 6/135:15 pmMDW - YTZ
Nonstop1h 42mPorter Airlines
Deal found 3/18$105
Tue 6/411:28 amORD - YYZ
1 stop7h 07mMultiple Airlines
Deal found 3/17$105
Tue 4/912:26 pmMDW - YVR
1 stop27h 39mMultiple Airlines
Deal found 3/19$106

Find flights from Chicago to Canada within your budget

Customize your flight search to find flights from Chicago to Canada 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 3,145,932 searches. Data last updated March 19, 2024.

Fly from

Any airport

Fly to

Any airport

Budget

$225 - $290

Route

Depart

Return

Price

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Tue 4/16

1 stop18h 14m

Toronto Pearson Intl

Tue 4/23

1 stop11h 15m

$225

Chicago MidwayToronto Island

MDW - YTZ

MDWYTZ

Chicago Midway

Mon 4/8

Nonstop1h 42m

Toronto Island

Thu 4/11

Nonstop1h 47m

$228

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 5/10

Nonstop1h 45m

Toronto Pearson Intl

Mon 5/13

Nonstop1h 54m

$279

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Sun 5/12

Nonstop1h 43m

Toronto Pearson Intl

Mon 5/20

Nonstop1h 54m

$285

Chicago O'Hare IntlCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 4/27

1 stop9h 41m

Calgary

Sat 5/4

1 stop6h 37m

$287

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 4/11

1 stop10h 00m

Toronto Pearson Intl

Sun 4/14

Nonstop2h 01m

$287

Chicago O'Hare IntlCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Wed 8/21

Nonstop3h 45m

Calgary

Mon 8/26

Nonstop3h 27m

$289

Chicago O'Hare IntlToronto Pearson Intl

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 4/12

1 stop7h 24m

Toronto Pearson Intl

Mon 4/15

Nonstop1h 55m

$289

Chicago O'Hare IntlCalgary

ORD - YYC

ORDYYC

Chicago O'Hare Intl

Sat 4/27

1 stop9h 41m

Calgary

Sat 5/4

Nonstop3h 30m

$290

Flights are sorted by cheapest first

Deals found on 3/17

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. 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 Canada. Reviews last updated March 19, 2024.
Read through reviews of airlines operating flights from Chicago to Canada, such as Aeromexico, Lufthansa and United Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
9,147 reviews
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

8.1
Very good
11,551 reviews
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.7
Good
2,809 reviews
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.5
Good
3,066 reviews
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

7.4
Good
460 reviews
8.1
Very good
9,147 reviews

Crew

8.6

Food

7.3

Comfort

7.9

Boarding

8.3

Entertainment

7.4

Overall

8.1

Reviews

1 / 10

This is trivial however, I was in row 11B there aren’t any windows in that row. I enjoy being able to look out the window.

Related info for your journey

Find useful and relevant information for your journey from Chicago to Canada. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • Can I find flights from Chicago to Canada for under $300 on Cheapflights?

    Yes, there are multiple flights from Chicago to Canada for under $300. The cheapest flight booked recently is on Multiple Airlines for just $225, but on average you can expect to pay $240.

  • Are there nonstop flights from Chicago to Canada for under $300 on Cheapflights?

    Cheapflights has at least 20 direct flights from Chicago to Canada under $300. A good price for a nonstop flight from Chicago to Canada is less than $245.

  • Are there last-minute flights available from Chicago to Canada for under $300?

    There are currently 20+ open flights from Chicago to Canada within the next 7 days for less than $300.

  • What days are nonstop flights available from Chicago to Canada?

    Nonstop flights can be found on the following days: Tuesday, Wednesday.

  • How many flights depart from Chicago to Canada on average per day?

    Per day, 3 flights depart from Chicago to Canada on average.
    Morning (6am - Noon) - 33% of flight departures
    Afternoon (Noon - 6pm) - 33% of flight departures
    Evening (6pm - Midnight) - 33% of flight departures

  • How long is the flight from Chicago to Canada?

    For as low as $228, Porter Airlines can have you in Canada from Chicago in 1h 42m. The distance from Chicago to Canada is about 437 mi. Generally, flights for this route are nonstop.

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

    $101 is the cheapest one-way deal found within the past few days, from Porter Airlines. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $117 and $119, respectively.

  • What are the most popular routes from Chicago to Canada?

  • What are the most popular airlines that fly from Chicago to Canada?

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

    No one likes to see their flight delayed. When booking a flight from Chicago to Canada consider choosing Republic Airways (95%), Envoy Air (85%) or Copa Airlines (83%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Chicago to Canada?

    Looking at all options, your cheapest flight can be booked for $111. While the most popular route (Chicago O'Hare Intl - Calgary) can be booked for $261 on average our data indicates $1,052 when flying from Chicago to Canada.

  • What does ORD to YYZ mean?

    ORD and YYZ are unique codes to identify airports used in the aviation industry. They are defined by IATA (International Air Transport Association) and are commonly called IATA codes. ORD to YYZ refers to a flight route from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport. Vancouver Intl Airport (YVR), Montreal Pierre Elliott Trudeau Intl Airport (YUL), Calgary Airport (YYC), Edmonton Airport (YEG), Ottawa Airport (YOW) are other airports near this flight route and their unique identifiers/IATA codes.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Chicago to Canada
See prices for flight routes from nearby airports that may be better suited for you.

Top 7 airlines flying from Chicago to Canada

Discover the top 7 airlines that operate flights from Chicago to Canada. 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 3,145,932 searches. Data last updated March 19, 2024.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$93Average$451FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapest$111Average$577FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapest$121Average$469FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapest$143Average$387FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapest$155Average$510FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Porter AirlinesCheapest$173Average$374FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
Alaska AirlinesCheapest$239Average$486FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights

Search flights from Chicago to Canada by cabin class

Find flights from Chicago to Canada, based on your preferred cabin class, be it economy, premium economy, business, or first class.

Hourly flight availability from Chicago to Canada

Find hourly flight availability from Chicago to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated March 19, 2024.
1%of flight departuresEarly morningMidnight to 6 am
34%of flight departuresMorning6 am to noon
53%of flight departuresAfternoonNoon to 6 pm
12%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Chicago to Canada?

Cheapflights helps you search for flights from Chicago to Canada via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Chicago to Canada?

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chicago to Canada for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chicago to Canada with no change fees?

Yes, we can. To see specific flights from Chicago to Canada with no change fees, users can toggle flexible booking options after using the search form above to find flights.

Can Cheapflights notify me if prices for flights from Chicago to Canada become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to Canada from Chicago today and book when prices fit your budget.

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