Cheap flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport from C$ 181
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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
6 Dec — 13 Dec1
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 41 days in advance, depart on a Friday or Saturday and return on a Thursday
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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 6 November 2025.
Tue 2/127:30 a.m.YYZ - ORD
1 stop7h 29mAmerican Airlines
Sat 6/128:00 a.m.ORD - YYZ
1 stop7h 35mAmerican Airlines
Deal found 4/11C$ 260
Thu 11/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 14/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 3/11C$ 265
Sun 23/116:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Mon 1/125:00 a.m.ORD - YYZ
1 stop5h 03mAmerican Airlines
Deal found 5/11C$ 268
Fri 5/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 7/125:00 a.m.ORD - YYZ
1 stop5h 02mAmerican Airlines
Deal found 4/11C$ 271
Thu 20/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/11C$ 272
Thu 11/124:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Mon 15/122:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 4/11C$ 274
Thu 20/117:00 a.m.YYZ - ORD
1 stop5h 18mAir Canada
Wed 26/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 5/11C$ 275
Thu 27/112:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Thu 27/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/11C$ 282
Sat 6/129:00 a.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 7/127:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 5/11C$ 284
Wed 26/113:30 p.m.YYZ - ORD
Nonstop2h 22mMultiple Airlines
Sun 30/118:00 a.m.ORD - YYZ
Nonstop1h 40mMultiple Airlines
Deal found 4/11C$ 285
Tue 2/126:30 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Tue 9/123:55 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 3/11C$ 286
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 6 November 2025.
Mon 5/16:40 p.m.YYZ - ORD
1 stop5h 55mUnited Airlines
Wed 14/11:13 p.m.ORD - YYZ
Nonstop1h 49mUnited Airlines
Deal found 4/11C$ 272
Sun 11/16:00 a.m.YYZ - ORD
1 stop4h 40mDelta
Thu 15/111:05 a.m.ORD - YYZ
1 stop4h 07mDelta
Deal found 4/11C$ 284
Fri 21/115:30 p.m.YYZ - ORD
Nonstop2h 09mMultiple Airlines
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 4/11C$ 285
Fri 28/1111:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 30/119:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 4/11C$ 285
Fri 21/119:00 p.m.YYZ - ORD
Nonstop2h 05mMultiple Airlines
Sat 29/118:00 a.m.ORD - YYZ
Nonstop1h 40mMultiple Airlines
Deal found 5/11C$ 285
Tue 30/129:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 1/19:20 p.m.ORD - YYZ
Nonstop1h 39mUnited Airlines
Deal found 5/11C$ 285
Thu 25/125:30 p.m.YYZ - ORD
Nonstop2h 20mMultiple Airlines
Tue 6/18:30 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 5/11C$ 289
Tue 23/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 6/16:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 3/11C$ 291
Wed 7/111:00 a.m.YYZ - ORD
Nonstop2h 08mUnited Airlines
Fri 9/16:17 p.m.ORD - YYZ
1 stop4h 29mUnited Airlines
Deal found 4/11C$ 291
Tue 6/19:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 15/16:05 a.m.ORD - YYZ
1 stop4h 43mUnited Airlines
Deal found 4/11C$ 291
Fri 9/19:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 13/11:00 p.m.ORD - YYZ
1 stop4h 57mUnited Airlines
Deal found 4/11C$ 291
Tue 23/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Wed 7/17:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 3/11C$ 291
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 6 November 2025.
Sat 17/112:05 p.m.YYZ - ORD
Nonstop1h 56mAir Canada
Mon 16/28:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 4/11C$ 260
Thu 11/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Sun 14/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 3/11C$ 265
Thu 20/116:30 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/11C$ 272
Thu 11/124:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Mon 15/122:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 4/11C$ 274
Thu 20/116:30 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Wed 26/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 5/11C$ 276
Thu 27/112:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Thu 27/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 6/11C$ 282
Sat 6/129:00 a.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Sun 7/127:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 5/11C$ 284
Tue 18/119:00 p.m.YYZ - ORD
Nonstop2h 05mMultiple Airlines
Tue 25/112:00 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 4/11C$ 285
Thu 20/116:30 p.m.YYZ - ORD
Nonstop2h 00mAir Canada
Thu 27/112:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 4/11C$ 286
Wed 10/122:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sat 30/58:25 p.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 5/11C$ 289
Wed 24/129:00 p.m.YYZ - ORD
Nonstop2h 05mMultiple Airlines
Mon 5/18:30 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 5/11C$ 291
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 6 November 2025 and is based on user searches.
Fri 14/119:00 a.m.YYZ - ORD
1 stop6h 55mAir Canada
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 4/11C$ 487
Fri 14/119:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 18/118:50 a.m.ORD - YYZ
1 stop4h 24mUnited Airlines
Deal found 4/11C$ 504
Sat 15/113:30 p.m.YYZ - ORD
Nonstop2h 22mMultiple Airlines
Mon 24/118:15 p.m.ORD - YYZ
Nonstop1h 39mMultiple Airlines
Deal found 4/11C$ 480
Sun 16/114:00 p.m.YYZ - ORD
1 stop19h 42mMultiple Airlines
Sat 29/116:45 a.m.ORD - YYZ
1 stop3h 39mMultiple Airlines
Deal found 6/11C$ 442
Sun 16/114:00 p.m.YYZ - ORD
1 stop19h 42mMultiple Airlines
Mon 24/113:53 p.m.ORD - YYZ
1 stop15h 02mMultiple Airlines
Deal found 4/11C$ 451
Sun 16/114:00 p.m.YYZ - ORD
1 stop19h 42mMultiple Airlines
Tue 18/117:34 p.m.ORD - YYZ
1 stop11h 21mMultiple Airlines
Deal found 4/11C$ 488
Sun 16/1112:08 p.m.YYZ - ORD
1 stop5h 16mDelta
Wed 26/113:52 p.m.ORD - YYZ
1 stop6h 29mDelta
Deal found 5/11C$ 494
Sun 16/117:40 p.m.YYZ - ORD
1 stop5h 03mUnited Airlines
Sun 23/117:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 4/11C$ 501
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 6 November 2025.
Tue 2/1210:20 a.m.YYZ - ORD
1 stop10h 00mDelta
Deal found 5/11C$ 181
Fri 5/124:30 p.m.YYZ - ORD
1 stop8h 09mAmerican Airlines
Deal found 5/11C$ 182
Thu 20/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Deal found 6/11C$ 183
Tue 18/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Deal found 4/11C$ 186
Fri 28/116:05 a.m.YYZ - ORD
1 stop7h 39mDelta
Deal found 5/11C$ 188
Tue 2/1210:10 a.m.YYZ - ORD
2 stops11h 00mAir Canada
Deal found 6/11C$ 192
Sun 23/118:15 a.m.YYZ - ORD
2 stops7h 40mAir Canada
Deal found 3/11C$ 193
Sun 7/129:00 a.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Deal found 4/11C$ 196
Fri 28/119:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 5/11C$ 198
Fri 26/127:40 p.m.YYZ - ORD
1 stop5h 04mUnited Airlines
Deal found 5/11C$ 199
Cheap 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 6 November 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 6 November 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
Mon 5/1
6:40 p.m.-11:35 p.m.
1 stop5h 55m
Chicago O'Hare Intl
Wed 14/1
1:13 p.m.-4:02 p.m.
Nonstop1h 49m
C$ 272
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 11/1
6:00 a.m.-9:40 a.m.
1 stop4h 40m
Chicago O'Hare Intl
Thu 15/1
11:05 a.m.-4:12 p.m.
1 stop4h 07m
C$ 284
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 21/11
5:30 p.m.-6:39 p.m.
Nonstop2h 09m
Chicago O'Hare Intl
Mon 24/11
8:15 p.m.-10:54 p.m.
Nonstop1h 39m
C$ 285
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 28/11
11:00 a.m.-12:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sun 30/11
9:20 p.m.-11:59 p.m.
Nonstop1h 39m
C$ 285
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Fri 21/11
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sat 29/11
8:00 a.m.-10:40 a.m.
Nonstop1h 40m
C$ 285
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 30/12
9:00 a.m.-10:05 a.m.
Nonstop2h 05m
Chicago O'Hare Intl
Thu 1/1
9:20 p.m.-11:59 p.m.
Nonstop1h 39m
C$ 285
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Thu 25/12
5:30 p.m.-6:50 p.m.
Nonstop2h 20m
Chicago O'Hare Intl
Tue 6/1
8:30 p.m.-11:09 p.m.
Nonstop1h 39m
C$ 289
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 23/12
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Tue 6/1
6:28 p.m.-9:21 p.m.
Nonstop1h 53m
C$ 291
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 7/1
11:00 a.m.-12:08 p.m.
Nonstop2h 08m
Chicago O'Hare Intl
Fri 9/1
6:17 p.m.-11:46 p.m.
1 stop4h 29m
C$ 291
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Tue 6/1
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Thu 15/1
6:05 a.m.-11:48 a.m.
1 stop4h 43m
C$ 291
Flights are sorted by cheapest round-trip flights first.
Deals found on 5/11
Showing 1-10 of 23 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 31 October 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 41 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$ 193). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 313). 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 6 November 2025.
Unlike at noon, when flights are generally more expensive, you can save up to 43% 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 2 November 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 6 November 2025.
The most flights from YYZ to ORD are scheduled on a Monday (58 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (39 on average).
How often are flights from Toronto to Chicago delayed?
About 9% 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 Friday 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, Air Antilles has had the lowest number of delays on this route, with no flights being classified as 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 6 November 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.
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.
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.
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.
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.
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.
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 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 and Delta fly from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in about 4h 40m. The time it takes to get you to your destination can typically vary by up to 1h 15m. Toronto Pearson Intl Airport and Chicago O'Hare Intl Airport are separated by a distance of 702 km. Both multi-stop and direct flights can be found to your destination and back.
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$ 227), American Airlines (C$ 266), and Air Canada (C$ 266) 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 Delta, with whom users have recently found tickets for as low as C$ 181. However, be on the lookout for offers from American Airlines and Air Canada, 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 EVA Air (94%), Egyptair (92%) or ANA (88%) 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$ 222. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 216 on average, our data indicates C$ 2,105 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$ 193). Flying from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport in February is currently the most expensive (average of C$ 313). 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
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 6 November 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 6 November 2025.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 6 November 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 6 November 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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