Which airlines fly to Toronto Pearson Intl Airport?

United Airlines, Air Canada and American Airlines are the top three most popular airlines that fly to Toronto Pearson Intl Airport from Chicago according to our data. United Airlines is the first choice among our users, with 54% of people opting to fly with this airline when travelling to Toronto Pearson Intl Airport. Keep in mind that there are 3 different airlines that fly to Toronto Pearson Intl Airport on a routine basis, so you have a few additional options to choose from.

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

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

How often are flights from Chicago to Toronto delayed?

Historically, on average around 18% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 131 minutes.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per week?

As of December 2025, 387 flights take off from Chicago and land in Toronto Pearson Intl Airport each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

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

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

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

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per day?

As of December 2025, there are 55 flights per day flying from Chicago to Toronto Pearson Intl Airport. The most common time of day flights depart is 6:00p.m., with 38% of flights taking off at noon.

What is the cheapest airline that flies from Chicago to Toronto Pearson Intl?

Delta is the most popular carrier operating from Chicago to Toronto Pearson Intl

How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?

There are 3 operators available for flights from Chicago to Toronto Pearson Intl Airport as of December 2025.

How old do you have to be to fly from Chicago to Toronto Pearson Intl Airport?

The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto Pearson Intl Airport.

What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

The necessary travel and health documents for your Toronto Pearson Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

C$ 98 Cheap Flights from Chicago to Toronto Pearson Intl Airport in 2025/26

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8:00 a.m. - 10:40 a.m.

ORD

YYZ

1h 40mdirect

12:05 p.m. - 1:01 p.m.

YYZ

ORD

1h 56mdirect

C$ 256Air Canada

Thu, 29 Jan - Sun, 1 Feb

8:43 p.m. - 2:40 p.m.

ORD

YYZ

16h 57m1 stop

12:15 p.m. - 7:38 p.m.

YYZ

ORD

32h 23m3 stops

C$ 259Multiple Airlines

Thu, 29 Jan - Sun, 1 Feb

8:43 p.m. - 2:40 p.m.

ORD

YYZ

16h 57m1 stop

12:15 p.m. - 7:38 p.m.

YYZ

ORD

32h 23m3 stops

C$ 262Multiple Airlines

Thu, 29 Jan - Sun, 1 Feb

8:12 a.m. - 5:40 p.m.

ORD

YYZ

8h 28m1 stop

4:44 p.m. - 5:44 p.m.

YYZ

ORD

2h 00mdirect

C$ 269American Airlines

Thu, 5 Feb - Sun, 8 Feb

11:51 a.m. - 9:44 p.m.

ORD

YYZ

8h 53m1 stop

4:44 p.m. - 5:44 p.m.

YYZ

ORD

2h 00mdirect

C$ 270American Airlines

Fri, 6 Feb - Tue, 10 Feb

2:00 p.m. - 4:39 p.m.

ORD

YYZ

1h 39mdirect

12:05 p.m. - 1:01 p.m.

YYZ

ORD

1h 56mdirect

C$ 281Air Canada

Thu, 22 Jan - Thu, 29 Jan

1:28 p.m. - 7:09 p.m.

MDW

YYZ

4h 41m1 stop

12:11 p.m. - 5:37 p.m.

YYZ

MDW

6h 26m1 stop

C$ 323Delta

Tue, 17 Feb - Sun, 22 Feb

1:26 p.m. - 10:40 p.m.

MDW

YYZ

8h 14m1 stop

10:05 a.m. - 5:37 p.m.

YYZ

MDW

8h 32m1 stop

C$ 324Delta

Thu, 19 Feb - Mon, 23 Feb

9:50 a.m. - 3:59 p.m.

MDW

YYZ

5h 09m1 stop

6:00 a.m. - 8:52 a.m.

YYZ

MDW

3h 52m1 stop

C$ 418WestJet

Fri, 30 Jan - Sat, 31 Jan

6:35 p.m. - 10:38 p.m.

MDW

YYZ

3h 03m1 stop

10:05 a.m. - 12:29 p.m.

YYZ

MDW

3h 24m1 stop

C$ 420WestJet

Wed, 25 Mar - Mon, 30 Mar

Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets

Air Canada

29 Jan

ORD8:00 a.m.Chicago O'Hare Intl

1h 40m

YYZ10:40 a.m.Toronto Pearson Intl

1 Feb

YYZ12:05 p.m.Toronto Pearson Intl

1h 56m

ORD1:01 p.m.Chicago O'Hare Intl

C$ 256

Find similar

Air Canada

22 Jan

ORD2:00 p.m.Chicago O'Hare Intl

1h 39m

YYZ4:39 p.m.Toronto Pearson Intl

29 Jan

YYZ12:05 p.m.Toronto Pearson Intl

1h 56m

ORD1:01 p.m.Chicago O'Hare Intl

C$ 281

Find similar

Air Canada

22 Jan

ORD8:45 p.m.Chicago O'Hare Intl

1h 35m

YYZ11:20 p.m.Toronto Pearson Intl

29 Jan

YYZ4:50 p.m.Toronto Pearson Intl

1h 58m

ORD5:48 p.m.Chicago O'Hare Intl

C$ 284

Find similar

WestJet flights from Chicago to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago to Toronto Pearson Intl Airport flight tickets

WestJet

25 Mar

MDW9:30 a.m.Chicago Midway

5h 29m

1 stop

YYZ3:59 p.m.Toronto Pearson Intl

27 Mar

YYZ10:05 a.m.Toronto Pearson Intl

3h 24m

1 stop

MDW12:29 p.m.Chicago Midway

C$ 420

Find similar

WestJet

31 Mar

MDW6:35 p.m.Chicago Midway

3h 03m

1 stop

YYZ10:38 p.m.Toronto Pearson Intl

4 Apr

YYZ6:20 a.m.Toronto Pearson Intl

3h 26m

1 stop

MDW8:46 a.m.Chicago Midway

C$ 425

Find similar

WestJet

16 Jan

MDW6:30 p.m.Chicago Midway

3h 11m

1 stop

YYZ10:41 p.m.Toronto Pearson Intl

19 Jan

YYZ6:10 a.m.Toronto Pearson Intl

12h 19m

1 stop

MDW5:29 p.m.Chicago Midway

C$ 429

Find similar

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 29/1

8:00 a.m.-10:40 a.m.

Nonstop1h 40m

Toronto Pearson Intl

Sun 1/2

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

C$ 256

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 29/1

8:43 p.m.-2:40 p.m.

1 stop16h 57m

Toronto Pearson Intl

Sun 1/2

12:15 p.m.-7:38 p.m.

3 stops32h 23m

C$ 259

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 29/1

8:43 p.m.-2:40 p.m.

1 stop16h 57m

Toronto Pearson Intl

Sun 1/2

12:15 p.m.-7:38 p.m.

3 stops32h 23m

C$ 262

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 5/2

8:12 a.m.-5:40 p.m.

1 stop8h 28m

Toronto Pearson Intl

Sun 8/2

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

C$ 269

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Fri 6/2

11:51 a.m.-9:44 p.m.

1 stop8h 53m

Toronto Pearson Intl

Tue 10/2

4:44 p.m.-5:44 p.m.

Nonstop2h 00m

C$ 270

ChicagoToronto

ORD - YYZ

ORDYYZ

Chicago O'Hare Intl

Thu 22/1

2:00 p.m.-4:39 p.m.

Nonstop1h 39m

Toronto Pearson Intl

Thu 29/1

12:05 p.m.-1:01 p.m.

Nonstop1h 56m

C$ 281

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Tue 17/2

1:28 p.m.-7:09 p.m.

1 stop4h 41m

Toronto Pearson Intl

Sun 22/2

12:11 p.m.-5:37 p.m.

1 stop6h 26m

C$ 323

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Thu 19/2

1:26 p.m.-10:40 p.m.

1 stop8h 14m

Toronto Pearson Intl

Mon 23/2

10:05 a.m.-5:37 p.m.

1 stop8h 32m

C$ 324

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Fri 30/1

9:50 a.m.-3:59 p.m.

1 stop5h 09m

Toronto Pearson Intl

Sat 31/1

6:00 a.m.-8:52 a.m.

1 stop3h 52m

C$ 418

ChicagoToronto

MDW - YYZ

MDWYYZ

Chicago Midway

Wed 25/3

6:35 p.m.-10:38 p.m.

1 stop3h 03m

Toronto Pearson Intl

Mon 30/3

10:05 a.m.-12:29 p.m.

1 stop3h 24m

C$ 420

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How to get the cheapest flight ticket from Chicago to Toronto Pearson Intl Airport

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Delays

Other information

What is the cheapest month to fly to Toronto Pearson Intl Airport?

If you aren’t able to travel during the month of June, then book flights to Toronto Pearson Intl Airport from Chicago during November instead. Flights to Toronto Pearson Intl Airport in November, while not as cheap as those in June, still average around C$ 336.

What is the cheapest day to depart on your flight to Toronto Pearson Intl Airport?

Our data shows that Thursday is the least expensive day to fly to Toronto Pearson Intl Airport. Tickets to fly out on this day can be as low as C$ 326. When flying out on a Monday, the most expensive travel day of the week, you can expect to see flight prices from Chicago to Toronto Pearson Intl Airport for around C$ 467.

What is the cheapest time of day to depart on your flight to Toronto Pearson Intl Airport?

Our data shows that the cheapest Chicago to Toronto Pearson Intl Airport flights are usually those with departure times in the evening. Our users have found flights to Toronto Pearson Intl Airport in the evening for as low as C$ 307. If you have a flexible travel schedule, then try to avoid flying in the morning when prices are C$ 467 on average. Flights to Toronto Pearson Intl Airport from Chicago in the morning are generally more expensive because this time of day is more convenient for travellers’ schedules.

What is the cheapest Chicago to Toronto Pearson Intl flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto Pearson Intl flight prices

How far in advance should I book a flight to Toronto Pearson Intl Airport?

You are more likely to see cheaper flights to Toronto Pearson Intl Airport from Chicago when booking weeks ahead of your departure date. In general, you can expect to find flights to Toronto Pearson Intl Airport for around C$ 415 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Toronto Pearson Intl Airport from Chicago for as low as C$ 210 on momondo.

What cabin class options are available on Chicago to Toronto Pearson Intl flights?

There are 3 cabin classes available to choose from on Chicago to Toronto Pearson Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto Pearson Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto Pearson Intl Airport.

How have Chicago to Toronto Pearson Intl Airport flight prices changed over time?

As of December 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 4% cheaper when compared to flights at the same time last year.

When to book flights from Chicago to Toronto Pearson Intl Airport

Are you open to changing your travel dates? Check out the ideal times to fly from Chicago to Toronto Pearson Intl Airport according to our flight data. Find out which month and days have the cheapest flights.

Estimated round-trip price

Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto Pearson Intl Airport

Best price found	C$ 149
Fastest flight time	1h 35m
Direct flights	Every day

The best one-way flight to Toronto Pearson Intl Airport from Chicago in the past 72 hours is C$ 149. The best round-trip flight deal from Chicago to Toronto Pearson Intl Airport found on momondo in the last 72 hours is C$ 335.

The fastest flight from Chicago to Toronto Pearson Intl Airport takes 1h 35m

Direct flights go from Chicago to Toronto Pearson Intl Airport every day.

Search flight deals

How far is Chicago to Toronto Pearson Intl by plane?
Toronto Pearson Intl is 683.0 km away from Chicago. In terms of flight time, this usually takes a little over 1h 35m.
When did momondo last update prices for flights from Chicago to Toronto Pearson Intl Airport?
Prices for flights from Chicago to Toronto Pearson Intl Airport are updated daily.
How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?
There are 3 operators available for flights from Chicago to Toronto Pearson Intl Airport as of December 2025.
How old do you have to be to fly from Chicago to Toronto Pearson Intl Airport?
The minimum age for a child to fly alone is five, but airlines that offer an unaccompanied minor (UNMR) service may have their own age limitations. Flight duration, scheduling, and layovers are among the considerations that may influence age limits. We recommend that you double-check with the airline you are booking with for travel from Chicago to Toronto Pearson Intl Airport.
What documentation or ID do you need to fly to Toronto Pearson Intl Airport?
The necessary travel and health documents for your Toronto Pearson Intl Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.
What is the most popular plane model from Chicago to Toronto Pearson Intl Airport?
Based on momondo bookings for this flight route, the most popular plane model on flight routes from Chicago to Toronto Pearson Intl Airport is Embraer 175 (Enhanced Winglets) (15.29% of total bookings). The next most popular plane models are De Havilland (Bombardier) DHC-8-400 Dash 8Q (13.69%), Embraer 170 (9.75%), and Embraer 175 (8.98%).
What is the most popular airline from Chicago to Toronto Pearson Intl Airport?
Based on momondo bookings for flights between Chicago and Toronto Pearson Intl Airport, the leading airline is United Airlines, making up 70% of the total bookings. Other popular airlines include Air Canada with 30%.

Best airlines flying from Chicago to Toronto Pearson Intl Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom C$ 151	Free Cancellation	Rating 7.2 11,047 reviews	Search American Airlines flights
Air Canada	PriceFrom C$ 204	Free Cancellation	Rating 7.1 10,513 reviews	Search Air Canada flights
United Airlines	PriceFrom C$ 261	Free Cancellation	Rating 7.4 9,092 reviews	Search United Airlines flights

United Airlines Flights From Chicago to Toronto Pearson Intl Airport
United Airlines operates around 61 flights from Chicago to Toronto Pearson Intl Airport every week. The average price of these flights found in the last 72 hours has been C$ 361, but momondo users have found United Airlines deals from Chicago to Toronto Pearson Intl Airport from as low as C$ 261 round-trip. United Airlines has been scored 7.4/10 in 9,092 reviews.
American Airlines Flights From Chicago to Toronto Pearson Intl Airport
Another popular option for Chicago to Toronto Pearson Intl Airport flights is American Airlines (7.2/10, 11,047 ratings). American Airlines flies from Chicago to Toronto Pearson Intl Airport around 31 times per week, with deals starting from C$ 151 round-trip and rising to an average price of around C$ 465.

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Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Chicago to Toronto. momondo saves you time and could save you money on your trip.

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

momondo does allow users to show only those flights to Toronto from Chicago which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Chicago to Toronto?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Toronto from Chicago.

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

Price alerts on flights to Toronto from Chicago are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Toronto Pearson Intl Airport trip

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Cheap flights from Chicago to Toronto from C$ 120

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 22/1. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Find the cheapest flights from Chicago to Toronto

Cheap round-trip flights

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Air Canada flights from Chicago to Toronto Pearson Intl Airport

Our best Air Canada deals on Chicago to Toronto Pearson Intl Airport flight tickets

WestJet flights from Chicago to Toronto Pearson Intl Airport

Our best WestJet deals on Chicago to Toronto Pearson Intl Airport flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Chicago to Toronto Pearson Intl Airport that are best for you.

See travel insights to Toronto from

How to get the cheapest flight ticket from Chicago to Toronto Pearson Intl Airport

What is the cheapest month to fly to Toronto Pearson Intl Airport?

If you aren’t able to travel during the month of June, then book flights to Toronto Pearson Intl Airport from Chicago during November instead. Flights to Toronto Pearson Intl Airport in November, while not as cheap as those in June, still average around C$ 336.

What is the cheapest day to depart on your flight to Toronto Pearson Intl Airport?

What is the cheapest time of day to depart on your flight to Toronto Pearson Intl Airport?

What is the cheapest Chicago to Toronto Pearson Intl flight route?

Fly from Chicago O'Hare Intl to Toronto Pearson Intl for the best Chicago - Toronto Pearson Intl flight prices

How far in advance should I book a flight to Toronto Pearson Intl Airport?

What cabin class options are available on Chicago to Toronto Pearson Intl flights?

There are 3 cabin classes available to choose from on Chicago to Toronto Pearson Intl flights. Cabin price and availability will vary by airline so perform a search above to find the right deals for you.

Can stopping save me money on Chicago to Toronto Pearson Intl Airport flights?

No. A direct flight is the cheapest option for a flight between Chicago to Toronto Pearson Intl Airport.

How have Chicago to Toronto Pearson Intl Airport flight prices changed over time?

As of December 2025, prices for Chicago to Toronto Pearson Intl Airport flights are approximately 4% cheaper when compared to flights at the same time last year.

What is the cheapest airline that flies from Chicago to Toronto Pearson Intl?

Delta is the most popular carrier operating from Chicago to Toronto Pearson Intl

Which airlines fly to Toronto Pearson Intl Airport?

How often are flights from Chicago to Toronto delayed?

Historically, on average around 18% of flights between Chicago and Toronto have experienced a delay on any given week. The average delay length over the past 12 months has been 131 minutes.

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

Generally, flights departing in the morning tend to experience fewer delays. Flights departing in the evening have, in the past, seen delays more frequently in comparison.

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

Tuesday is statistically the day of the week that experiences the fewest delays on this flight route. Friday has historically seen more delays on average compared to the rest of the week.

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

According to our data, Korean Air has had the least delays on this route over the last 12 months, with about 11% of their flights experiencing any sort of delay.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per day?

As of December 2025, there are 55 flights per day flying from Chicago to Toronto Pearson Intl Airport. The most common time of day flights depart is 6:00p.m., with 38% of flights taking off at noon.

How many flights depart from Chicago to Toronto Pearson Intl Airport on average per week?

As of December 2025, 387 flights take off from Chicago and land in Toronto Pearson Intl Airport each week. The most common flight departure day for this route is Mon, with 16% of weekly flights taking off on this day.

When to book flights from Chicago to Toronto Pearson Intl Airport

Cheap Chicago to Toronto Pearson Intl Airport (CHI to YYZ) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Chicago to Toronto Pearson Intl Airport

Best price found

Fastest flight time

Direct flights

How far is Chicago to Toronto Pearson Intl by plane?

When did momondo last update prices for flights from Chicago to Toronto Pearson Intl Airport?

How many operators does momondo search for flights from Chicago to Toronto Pearson Intl Airport?

How old do you have to be to fly from Chicago to Toronto Pearson Intl Airport?

What documentation or ID do you need to fly to Toronto Pearson Intl Airport?

What is the most popular plane model from Chicago to Toronto Pearson Intl Airport?

What is the most popular airline from Chicago to Toronto Pearson Intl Airport?

Best airlines flying from Chicago to Toronto Pearson Intl Airport

Compare and see reviews for airlines that fly from Chicago to Toronto Pearson Intl Airport with momondo

United Airlines Flights From Chicago to Toronto Pearson Intl Airport

American Airlines Flights From Chicago to Toronto Pearson Intl Airport

Travelling to a place near Toronto?

Why use momondo?

Why should I use momondo to find a flight deal from Chicago to Toronto?

Can I find flights from Chicago to Toronto with flexible booking policies on momondo?

How can momondo help me find flights from Chicago to Toronto?

I’m not ready to book a flight from Chicago to Toronto right now. Can momondo alert me if prices change?

An easier way to manage your Toronto Pearson Intl Airport trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to Toronto

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