Cheap flights from Toronto to Chicago O'Hare Intl Airport from C$ 178

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 17/12. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — ORD
14 Dec — 21 Dec1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Toronto to Chicago O'Hare Intl are usually found in May or November, booked 86 days in advance, depart on a Friday or Saturday and return on a Thursday

Cheap flight deals from Toronto to O'Hare Intl

Discover tips and strategies to find the most affordable flight options for your journey from Toronto (YTO) to O'Hare Intl (ORD). 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 14 November 2025.

Round-trip from

C$ 258

One-way from

C$ 178

Popular in

July

Cheapest in

May

Average price

C$ 381

Good round-trip deal

C$ 563 or less

Good one-way deal

C$ 350 or less
United Airlines
  • United Airlines
  • 12/1-16/1
  • Nonstop
  • 3h 58m total
  • Toronto to Chicago
United Airlines
  • United Airlines
  • 16/12
  • Nonstop
  • 2h 02m total
  • Toronto to Chicago
Highest demand for flights based on searches. 7% potential increase in price (C$ 46 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 16 potential savings vs. average RT price).
Average for round-trip flights in November 2025
Price to beat on a round-trip flight from Toronto (YTO) to Chicago O'Hare Intl.
Price to beat on a one-way flight from Toronto (YTO) to Chicago O'Hare Intl.

Find flight deals from Toronto to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to O'Hare Intl
Explore the most affordable flight options available from Toronto to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 14 November 2025.

Mon 29/124:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Mon 5/18:30 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 13/11C$ 261
Wed 26/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 7/126:05 a.m.ORD - YYZ
1 stop4h 51mAmerican Airlines
Deal found 12/11C$ 266
Fri 5/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 14/125:00 a.m.ORD - YYZ
1 stop5h 02mAmerican Airlines
Deal found 12/11C$ 270
Fri 5/126:30 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Sun 7/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 12/11C$ 280
Wed 26/1111:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 26/119:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 12/11C$ 283
Fri 5/127:09 p.m.YYZ - ORD
1 stop5h 30mAmerican Airlines
Sun 7/126:05 a.m.ORD - YYZ
1 stop4h 51mAmerican Airlines
Deal found 12/11C$ 284
Sat 6/127:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Mon 8/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 11/11C$ 286
Mon 22/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 7/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 12/11C$ 289
Fri 26/129:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sat 10/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 13/11C$ 290
Wed 10/122:09 p.m.YYZ - ORD
1 stop7h 29mDelta
Wed 17/126:45 a.m.ORD - YYZ
1 stop3h 40mDelta
Deal found 12/11C$ 294
Fri 5/125:14 p.m.YYZ - ORD
1 stop6h 16mDelta
Mon 8/125:07 p.m.ORD - YYZ
1 stop5h 04mDelta
Deal found 13/11C$ 296
Tue 9/128:50 a.m.YTZ - ORD
1 stop5h 01mAir Canada
Fri 12/121:59 p.m.ORD - YTZ
1 stop6h 29mAir Canada
Deal found 12/11C$ 367

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto to O'Hare Intl 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 629,999 searches. Data last updated 14 November 2025.
Use the filters below to find and compare flights from Toronto to Chicago O'Hare Intl Airport that are best for you.

Fly from

Toronto

Fly to

O'Hare Intl

Route

Depart

Return

Price

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 20/3

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

Nonstop1h 56m

Chicago O'Hare Intl

Mon 23/3

8:15 p.m.-10:54 p.m.

Nonstop1h 39m

C$ 258

TorontoChicago

YTZ - ORD

YTZORD

Toronto Island

Thu 12/2

10:45 a.m.-2:55 p.m.

1 stop5h 10m

Chicago O'Hare Intl

Mon 16/2

3:35 p.m.-9:35 p.m.

1 stop5h 00m

C$ 286

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Thu 8/1

5:30 p.m.-6:50 p.m.

Nonstop2h 20m

Chicago O'Hare Intl

Sun 11/1

8:52 a.m.-11:46 p.m.

1 stop13h 54m

C$ 290

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 26/12

6:50 a.m.-8:03 a.m.

Nonstop2h 13m

Chicago O'Hare Intl

Tue 6/1

1:13 p.m.-4:02 p.m.

Nonstop1h 49m

C$ 290

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sun 22/3

7:00 a.m.-8:09 a.m.

Nonstop2h 09m

Chicago O'Hare Intl

Thu 26/3

6:40 p.m.-9:28 p.m.

Nonstop1h 48m

C$ 293

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 7/4

5:00 p.m.-9:46 p.m.

1 stop5h 46m

Chicago O'Hare Intl

Sat 11/4

7:00 a.m.-3:20 p.m.

1 stop7h 20m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Sat 4/4

6:08 p.m.-8:38 p.m.

1 stop3h 30m

Chicago O'Hare Intl

Tue 14/4

8:55 a.m.-5:23 p.m.

1 stop7h 28m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Tue 7/4

6:08 p.m.-8:38 p.m.

1 stop3h 30m

Chicago O'Hare Intl

Tue 14/4

8:55 a.m.-5:23 p.m.

1 stop7h 28m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Wed 8/4

12:15 p.m.-6:46 p.m.

1 stop7h 31m

Chicago O'Hare Intl

Tue 14/4

7:00 a.m.-3:18 p.m.

1 stop7h 18m

C$ 294

TorontoChicago

YYZ - ORD

YYZORD

Toronto Pearson Intl

Fri 3/4

12:15 p.m.-6:46 p.m.

1 stop7h 31m

Chicago O'Hare Intl

Wed 15/4

10:35 a.m.-5:53 p.m.

1 stop6h 18m

C$ 294

Flights are sorted by cheapest round-trip flights first.

Deals found on 14/11

Showing 1-10 of 60 results
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Best time to book a flight from Toronto to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Toronto 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 Toronto to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Toronto to O'Hare Intl. Price data was last updated on 7 November 2025.

To ensure you get the cheapest price possible for a flight from Toronto to Chicago O'Hare Intl Airport, you should look to book at least 86 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Toronto to Chicago O'Hare Intl Airport?

Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 118). Flying from Toronto to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 305). 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 YTO to ORD?

Find hourly flight availability from Toronto to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 14 November 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 29% on flights from Toronto to Chicago O'Hare Intl Airport by exploring options for tickets in the morning.

What is the cheapest day to fly from Toronto to Chicago O'Hare Intl Airport?

Use this chart to determine the cheapest time to fly round-trip from Toronto to O'Hare Intl. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Toronto to Chicago O'Hare Intl Airport flight should consider departing on Sunday mornings when fares are most often at their lowest. Tuesday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Toronto to Chicago O'Hare Intl Airport

Explore weekly flight availability from Toronto to O'Hare Intl. 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 14 November 2025.

The most flights from YTO to ORD are scheduled on a Thursday (60 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (41 on average).

How much does it cost to fly round-trip from Toronto to Chicago O'Hare Intl Airport?

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 14 November 2025.
Read through reviews of airlines operating flights from Toronto to Chicago O'Hare Intl Airport, such as Porter Airlines,United Airlines, andAmerican Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Entertainment

7.0

Boarding

8.2

Crew

8.6

Food

7.6

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Kelly,Nov 2025

YVR - YUL

I recently flew with Porter Airlines on Flight PD372 on October 30th, and unfortunately, had a very disappointing experience. At the gate, one of their attendants gave me two boarding passes. I assumed these were for my itinerary from Vancouver to Montreal and back, but one of the boarding passes unexpectedly included a connecting flight to Toronto, which was never part of my booking or invoice. As a result of this error, my checked baggage was mistakenly routed to Toronto. When I contacted Porter’s customer service, I spoke to an agent who apologized on behalf of the attendant (employee number 13209961) and promised to have my luggage flown back to Montreal. However, shortly after, I was told there was nothing they could do except for me to travel to Toronto myself to pick up my bag. This is highly unreasonable and unfair, considering the issue was caused by their staff printing the wrong boarding pass. This entire situation caused me significant inconvenience and stress. I expected Porter to correct the mistake and deliver my luggage as originally planned, but instead, I was left with the burden of fixing an error that was not mine. I even have a photo of the staff badge of the employee who made the promise, yet the company still failed to honor it. I hope Porter Airlines reviews their internal communication and baggage handling procedures to prevent this from happening to other passengers. Customer care and responsibility fell short in this experience, and I am still waiting for a satisfactory resolution.

Related info for your journey

Find useful and relevant information for your journey from Toronto to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
  • How long is the flight from Toronto to Chicago O'Hare Intl Airport?

    For as low as C$ 258, Air Canada can have you in Chicago O'Hare Intl Airport from Toronto in 1h 56m. There are 702 km between Toronto and Chicago O'Hare Intl Airport. Both multi-stop and direct flights can be found to your destination and back.

  • What are the cheapest airlines flying from Toronto to Chicago O'Hare Intl Airport round-trip?

    According to our current data, Porter Airlines (C$ 226), American Airlines (C$ 264), and Air Canada (C$ 264) offers the cheapest pricing from Toronto to Chicago O'Hare Intl Airport. Users have found that Porter Airlines is 46% cheaper than the other options available to this destination.

  • What are the cheapest airlines to fly from Toronto to Chicago O'Hare Intl Airport one-way?

    For one-way options, check prices for United Airlines. According to our data, you can fly for as low as C$ 178. Users have also found prices from C$ 179 and C$ 186 on Delta and Air Canada, respectively.

  • What are the most popular routes from Toronto to Chicago O'Hare Intl Airport?

  • What are the most reliable airlines from Toronto to Chicago O'Hare Intl Airport?

    No one likes to see their flight delayed. When booking a flight from Toronto to Chicago O'Hare Intl Airport consider choosing EVA Air (94%), Egyptair (92%) or ANA (88%) as they are the most reliable in getting you off to your destination on time.

  • What are the cheapest flights from Toronto to Chicago O'Hare Intl Airport?

    The cheapest flight price from Toronto to Chicago O'Hare Intl Airport is C$ 220. On average you can expect to pay C$ 2,090. The most popular route, (Toronto Pearson Intl - Chicago O'Hare Intl), can usually be booked for C$ 214.

  • Can I find deals for flights from Toronto to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Toronto to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to O'Hare Intl?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to O'Hare Intl.

  • Can I find deals for business class flights from Toronto to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Toronto to O'Hare Intl 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 Toronto to Chicago O'Hare Intl Airport?

    Currently, April is the cheapest month in which you can book a flight from Toronto to Chicago O'Hare Intl Airport (average of C$ 118). Flying from Toronto to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 305). 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

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Skokie
Elk Grove Village
Downers Grove
Naperville
Bolingbrook
Romeoville

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Top 5 airlines flying from Toronto to O'Hare Intl

Discover the top 5 airlines that operate flights from Toronto to O'Hare Intl. 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 629,999 searches. Data last updated 14 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Porter AirlinesCheapestC$ 226AverageC$ 279FlexibilityNo cancel feeOn-time52%
Search Porter Airlines flights
American AirlinesCheapestC$ 264AverageC$ 453FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 264AverageC$ 412FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 283AverageC$ 425FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 374AverageC$ 513FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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Cheapflights does show flights with no change fees to all users. To see these options for flights from Toronto to O'Hare Intl, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Toronto to O'Hare Intl become cheaper?

Yes, Cheapflights has a feature called Price Alert, which notifies users when flight prices change. Track prices for your flight to O'Hare Intl from Toronto today and book when prices fit your budget.

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