Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 163
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 28/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
7 Jan — 14 Jan1
Round-trip
1 adult
Economy
Round-trip
1 adult, Economy, 0 bags
Cheapflights Tip: The best prices from Toronto Pearson Intl to Chicago O'Hare Intl are usually found in April or May, booked 84 days in advance, depart on a Friday or Saturday and return on a Thursday
Cheap flight deals from Pearson Intl to O'Hare Intl
Enter your travel dates to find the best prices.
Cheapest flights from Pearson Intl to O'Hare Intl
Explore the most affordable flight options available from Pearson Intl to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 8 December 2025.
Thu 25/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sat 10/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 6/12C$ 279
Fri 26/126:50 a.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Tue 6/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 7/12C$ 311
Wed 31/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 1/19:00 a.m.ORD - YYZ
1 stop13h 46mUnited Airlines
Deal found 7/12C$ 321
Thu 25/127:40 p.m.YYZ - ORD
1 stop5h 04mUnited Airlines
Sun 18/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 8/12C$ 329
Wed 24/125:30 p.m.YYZ - ORD
Nonstop2h 20mUnited Airlines
Wed 25/26:00 a.m.ORD - YYZ
1 stop4h 48mUnited Airlines
Deal found 5/12C$ 340
Sat 27/129:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 11/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 6/12C$ 341
Best flights from Pearson Intl to O'Hare Intl
Discover carefully curated flight deals from Pearson Intl to O'Hare Intl that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 8 December 2025.
Thu 29/19:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 1/26:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 7/12C$ 246
Thu 29/17:50 a.m.YYZ - ORD
1 stop9h 32mDelta
Sun 1/26:15 a.m.ORD - YYZ
1 stop8h 44mDelta
Deal found 8/12C$ 311
Thu 12/29:00 p.m.YYZ - ORD
Nonstop2h 04mUnited Airlines
Tue 17/26:25 p.m.ORD - YYZ
1 stop4h 21mUnited Airlines
Deal found 7/12C$ 260
Sun 18/19:00 a.m.YYZ - ORD
Nonstop2h 06mUnited Airlines
Thu 22/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 7/12C$ 279
Thu 8/19:00 a.m.YYZ - ORD
Nonstop2h 06mUnited Airlines
Mon 12/16:05 a.m.ORD - YYZ
1 stop4h 43mUnited Airlines
Deal found 8/12C$ 292
Thu 25/129:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sat 10/16:17 p.m.ORD - YYZ
1 stop4h 29mUnited Airlines
Deal found 6/12C$ 292
Sun 25/19:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sat 31/16:17 p.m.ORD - YYZ
1 stop4h 29mUnited Airlines
Deal found 7/12C$ 292
Fri 13/27:40 p.m.YYZ - ORD
1 stop5h 03mUnited Airlines
Mon 16/26:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 6/12C$ 294
Fri 26/126:50 a.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Tue 6/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 7/12C$ 311
Direct flights from Pearson Intl to O'Hare Intl
Explore direct flight options from Pearson Intl to O'Hare Intl based on user searches, and compare prices and availability for your desired travel dates. Data last updated 8 December 2025.
Thu 29/18:15 a.m.YYZ - ORD
Nonstop1h 58mAir Canada
Sun 1/210:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 7/12C$ 239
Sat 24/12:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sun 1/22:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/12C$ 246
Wed 21/16:45 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Wed 28/18:45 p.m.ORD - YYZ
Nonstop1h 35mAir Canada
Deal found 7/12C$ 249
Thu 22/12:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Thu 29/12:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 8/12C$ 256
Fri 13/29:00 p.m.YYZ - ORD
Nonstop2h 04mUnited Airlines
Mon 16/29:14 p.m.ORD - YYZ
Nonstop1h 45mUnited Airlines
Deal found 7/12C$ 257
Tue 3/27:04 p.m.YYZ - ORD
Nonstop2h 00mAmerican Airlines
Sun 8/26:31 p.m.ORD - YYZ
Nonstop1h 52mAmerican Airlines
Deal found 7/12C$ 264
Thu 5/26:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Thu 26/29:47 a.m.ORD - YYZ
Nonstop1h 45mAmerican Airlines
Deal found 6/12C$ 268
Tue 20/16:45 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Tue 27/18:45 p.m.ORD - YYZ
Nonstop1h 35mAir Canada
Deal found 6/12C$ 269
Thu 29/19:00 a.m.YYZ - ORD
Nonstop2h 06mLufthansa
Sun 1/26:28 p.m.ORD - YYZ
Nonstop1h 53mLufthansa
Deal found 8/12C$ 271
Last-minute flights from Pearson Intl to O'Hare Intl
Discover last-minute flight deals from Pearson Intl to O'Hare Intl. Data last updated 8 December 2025 and is based on user searches.
Sat 13/127:10 a.m.YYZ - ORD
1 stop8h 11mMultiple Airlines
Tue 16/124:22 p.m.ORD - YYZ
2 stops29h 58mMultiple Airlines
Deal found 6/12C$ 495
Wed 17/126:50 a.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Wed 7/19:15 p.m.ORD - YYZ
Nonstop1h 44mUnited Airlines
Deal found 7/12C$ 464
Wed 17/1210:00 a.m.YYZ - ORD
1 stop5h 25mUnited Airlines
Tue 6/16:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 7/12C$ 485
Wed 17/1210:20 a.m.YYZ - ORD
1 stop7h 19mWestJet
Tue 6/11:55 p.m.ORD - YYZ
1 stop4h 18mWestJet
Deal found 7/12C$ 489
Wed 17/129:00 a.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Thu 1/19:00 a.m.ORD - YYZ
1 stop13h 46mUnited Airlines
Deal found 6/12C$ 490
Wed 17/123:30 p.m.YYZ - ORD
Nonstop2h 22mUnited Airlines
Sun 4/17:00 a.m.ORD - YYZ
1 stop10h 57mUnited Airlines
Deal found 7/12C$ 493
Wed 17/126:43 p.m.YYZ - ORD
1 stop25h 37mWestJet
Fri 2/17:00 a.m.ORD - YYZ
1 stop24h 58mWestJet
Deal found 7/12C$ 518
Thu 18/127:40 p.m.YYZ - ORD
1 stop5h 04mUnited Airlines
Tue 6/11:13 p.m.ORD - YYZ
Nonstop1h 49mUnited Airlines
Deal found 7/12C$ 492
Thu 18/1210:00 a.m.YYZ - ORD
1 stop9h 52mUnited Airlines
Thu 1/19:00 a.m.ORD - YYZ
1 stop13h 46mUnited Airlines
Deal found 6/12C$ 506
Thu 18/1210:00 a.m.YYZ - ORD
1 stop9h 19mUnited Airlines
Sun 4/18:00 a.m.ORD - YYZ
1 stop9h 57mUnited Airlines
Deal found 7/12C$ 508
One-way flights from Pearson Intl to O'Hare Intl
Search for one-way flight options from Pearson Intl to O'Hare Intl. Find affordable one-way fares based on user searches. Data last updated 8 December 2025.
Mon 23/22:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Deal found 6/12C$ 163
Fri 6/210:59 a.m.YYZ - ORD
1 stop8h 35mAmerican Airlines
Deal found 8/12C$ 166
Tue 13/19:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 7/12C$ 175
Fri 6/212:15 p.m.YYZ - ORD
3 stops33h 48mMultiple Airlines
Deal found 7/12C$ 177
Wed 4/26:00 a.m.YYZ - ORD
1 stop8h 13mDelta
Deal found 8/12C$ 178
Mon 23/210:57 a.m.YYZ - ORD
1 stop6h 49mAmerican Airlines
Deal found 6/12C$ 180
Wed 7/13:40 p.m.YYZ - ORD
1 stop29h 50mMultiple Airlines
Deal found 8/12C$ 181
Wed 14/13:40 p.m.YYZ - ORD
1 stop30h 17mMultiple Airlines
Deal found 6/12C$ 184
Mon 23/212:11 p.m.YYZ - ORD
1 stop7h 48mDelta
Deal found 7/12C$ 185
Thu 15/18:00 a.m.YYZ - ORD
1 stop7h 55mAir Canada
Deal found 7/12C$ 187
Thu 8/17:10 a.m.YYZ - ORD
1 stop13h 07mMultiple Airlines
Deal found 7/12C$ 188
Tue 20/13:40 p.m.YYZ - ORD
1 stop9h 06mMultiple Airlines
Deal found 6/12C$ 189
Find flight deals from Pearson Intl to O'Hare Intl
Discover tips and strategies to find the most affordable flight options for your journey from Pearson Intl (YYZ) 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 8 December 2025.
Customize your flight search to find flights from Pearson Intl 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 8 December 2025.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport that are best for you.
Fly from
Pearson Intl
Fly to
O'Hare Intl
Route
Depart
Return
Price
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 29/1
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sun 1/2
6:28 p.m.-9:21 p.m.
Nonstop1h 53m
C$ 246
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 12/2
9:00 p.m.-10:04 p.m.
Nonstop2h 04m
Chicago O'Hare Intl
Tue 17/2
6:25 p.m.-11:46 p.m.
1 stop4h 21m
C$ 260
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 18/1
9:00 a.m.-10:06 a.m.
Nonstop2h 06m
Chicago O'Hare Intl
Thu 22/1
9:15 p.m.-11:59 p.m.
Nonstop1h 44m
C$ 279
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 8/1
9:00 a.m.-10:06 a.m.
Nonstop2h 06m
Chicago O'Hare Intl
Mon 12/1
6:05 a.m.-11:48 a.m.
1 stop4h 43m
C$ 292
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 25/12
9:00 a.m.-10:05 a.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sat 10/1
6:17 p.m.-11:46 p.m.
1 stop4h 29m
C$ 292
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 25/1
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sat 31/1
6:17 p.m.-11:46 p.m.
1 stop4h 29m
C$ 292
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 13/2
7:40 p.m.-11:43 p.m.
1 stop5h 03m
Chicago O'Hare Intl
Mon 16/2
6:28 p.m.-9:21 p.m.
Nonstop1h 53m
C$ 294
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 29/1
7:50 a.m.-4:22 p.m.
1 stop9h 32m
Chicago O'Hare Intl
Sun 1/2
6:15 a.m.-3:59 p.m.
1 stop8h 44m
C$ 311
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
9:15 p.m.-11:59 p.m.
Nonstop1h 44m
C$ 311
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sat 28/2
4:50 p.m.-5:48 p.m.
Nonstop1h 58m
C$ 163
Flights are sorted by cheapest round-trip flights first.
Deals found on 7/12
Showing 1-10 of 19 results
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Best time to book a flight from Pearson Intl to O'Hare Intl
Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl from Pearson Intl 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 Pearson Intl Airport to Chicago O'Hare Intl Airport
Prices
Airlines
Delays
How far ahead should I book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to O'Hare Intl. Price data was last updated on 5 December 2025.
The price you pay for your flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 84 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.
What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of C$ 184). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 293). 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 YYZ to ORD?
Find hourly flight availability from Pearson Intl 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 8 December 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 42% on flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by exploring options for tickets in the evening.
What is the cheapest day to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to O'Hare Intl. Price data was last updated on 6 December 2025.
Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport flight should consider departing on Thursday evenings 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.
How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Weekly flight availability from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport
Explore weekly flight availability from Pearson Intl 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 8 December 2025.
The most flights from YYZ to ORD are scheduled on a Friday (60 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (49 on average).
How often are flights from Toronto to Chicago delayed?
About 10% of weekly flights between Toronto and Chicago have experienced delays in the past year, with the average delay time being 143 minutes.
What is the most punctual flight time for Toronto to Chicago flights?
Historically, flights departing at night are less likely to be delayed, whereas flights leaving in the evening tend to experience delays more often.
What day of the week experiences the fewest flight delays on this route?
Tuesday tends to have the lowest number of delays on this route, whereas Saturday has historically faced a higher average of delays compared to other days of the week.
Which airline has the best punctuality record on Toronto to Chicago flights?
Over the past year, United Airlines has had the lowest number of delays on this route, with just 5% of flights being delayed.
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 8 December 2025.
Get a feel of what it's like to fly with Porter Airlines,United Airlines, andAmerican Airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
It's good. Planes are new and fresh. WiFi is best and stands out
Related info for your journey
Find useful and relevant information for your journey from Pearson Intl 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 Pearson Intl Airport to Chicago O'Hare Intl Airport?
Airlines like United Airlines fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in about 2h 05m. The time it takes to get you to your destination is usually consistent. Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport are separated by a distance of 702 km. Generally, flights for this route are direct.
What are the cheapest airlines flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport round-trip?
According to our current data, Porter Airlines (C$ 222), American Airlines (C$ 250), and Air Canada (C$ 250) offers the cheapest pricing from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport. These flights start at 44% lower than the current average price 3 months from now.
What are the cheapest airlines to fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport one-way?
The cheapest airline one-way is Porter Airlines, with whom users have recently found tickets for as low as C$ 128. However, be on the lookout for offers from United Airlines and American Airlines, as they are both options that can get you from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport for a low price.
What are the most reliable airlines from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Consider Qatar Airways (86%), EVA Air (85%) or SkyWest Airlines (84%) when booking your flight. These represent the most reliable airlines when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.
What are the cheapest flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?
Looking at all options, your cheapest flight can be booked for C$ 146. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 211 on average, our data indicates C$ 1,976 when flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport.
Can I find deals for flights from Pearson Intl to O'Hare Intl that include hotel bookings?
Yes. In addition to deals on Pearson Intl to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Pearson Intl 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 Pearson Intl to O'Hare Intl.
Can I find deals for business class flights from Pearson Intl to O'Hare Intl?
Yes. Cheapflights offers flight deals from Pearson Intl 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 Pearson Intl Airport to Chicago O'Hare Intl Airport?
Currently, January is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport (average of C$ 184). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in April is currently the most expensive (average of C$ 293). 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.
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
Racine
Naperville
Bolingbrook
Romeoville
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Fly from Pearson Intl to O'Hare Intl on these airlines
Choose from the following airlines for your flight from Pearson Intl to O'Hare Intl. Flights are based on user searches made on Cheapflights and were last updated on 8 December 2025.
Explore flights to O'Hare Intl departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on 8 December 2025.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 8 December 2025.
Top 5 airlines flying from Pearson Intl to O'Hare Intl
Discover the top 5 airlines that operate flights from Pearson Intl 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 8 December 2025.
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 Pearson Intl to O'Hare Intl?
Deals for Pearson Intl to O'Hare Intl flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.
Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to O'Hare Intl?
Millions of users choose and trust Cheapflights to book the best flight deals from Pearson Intl to O'Hare Intl for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.
Can Cheapflights find flights from Pearson Intl to O'Hare Intl with no change fees?
Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl 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 Pearson Intl to O'Hare Intl become cheaper?
Not ready to book yet? You can track prices for flights from Pearson Intl to O'Hare Intl on Cheapflights with our Price Alert feature and get notified when better prices are available.
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