Cheap flights from Toronto Pearson Intl Airport 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 6/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — ORD
13 Dec — 20 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 64 days in advance, depart on a Friday or Saturday and return on a Thursday
Find 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 13 November 2025.
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
Sat 6/124:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Sun 7/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 11/11C$ 275
Tue 9/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Tue 16/129:39 a.m.ORD - YYZ
Nonstop1h 51mAmerican Airlines
Deal found 10/11C$ 277
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 26/119:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 30/111:19 p.m.ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 11/11C$ 282
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
Thu 25/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 8/16:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/11C$ 289
Wed 26/116:20 a.m.YYZ - ORD
1 stop5h 58mAir Canada
Tue 2/122:00 p.m.ORD - YYZ
Nonstop1h 39mAir Canada
Deal found 12/11C$ 290
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 13 November 2025.
Mon 2/39:00 p.m.YYZ - ORD
Nonstop2h 04mUnited Airlines
Thu 5/36:40 p.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 12/11C$ 258
Sat 4/46:08 p.m.YYZ - ORD
1 stop3h 30mDelta
Tue 14/48:55 a.m.ORD - YYZ
1 stop7h 28mDelta
Deal found 12/11C$ 294
Wed 26/119:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 30/111:19 p.m.ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 12/11C$ 283
Wed 8/412:15 p.m.YYZ - ORD
1 stop7h 31mDelta
Tue 14/47:00 a.m.ORD - YYZ
1 stop7h 18mDelta
Deal found 12/11C$ 294
Tue 7/49:45 a.m.YYZ - ORD
1 stop7h 52mDelta
Wed 15/410:35 a.m.ORD - YYZ
1 stop6h 18mDelta
Deal found 12/11C$ 294
Wed 10/129:00 a.m.YYZ - ORD
Nonstop2h 02mUnited Airlines
Thu 18/127:10 a.m.ORD - YYZ
Nonstop1h 48mUnited Airlines
Deal found 10/11C$ 321
Fri 3/412:15 p.m.YYZ - ORD
1 stop7h 31mDelta
Wed 15/410:35 a.m.ORD - YYZ
1 stop6h 18mDelta
Deal found 12/11C$ 294
Fri 28/119:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Tue 2/126:15 p.m.ORD - YYZ
1 stop4h 31mUnited Airlines
Deal found 13/11C$ 321
Wed 4/210:05 a.m.YYZ - ORD
1 stop4h 13mDelta
Sun 8/25:37 p.m.ORD - YYZ
1 stop4h 07mDelta
Deal found 11/11C$ 296
Thu 4/127:40 p.m.YYZ - ORD
1 stop13h 02mUnited Airlines
Fri 5/126:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/11C$ 321
Wed 1/412:15 p.m.YYZ - ORD
1 stop7h 31mDelta
Sat 4/410:35 a.m.ORD - YYZ
1 stop5h 49mDelta
Deal found 11/11C$ 296
Sun 22/36:00 a.m.YYZ - ORD
1 stop4h 35mDelta
Thu 26/310:35 a.m.ORD - YYZ
1 stop5h 49mDelta
Deal found 12/11C$ 296
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 13 November 2025.
Thu 8/12:15 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sat 10/18:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 12/11C$ 258
Sat 6/124:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Sun 7/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 11/11C$ 275
Tue 9/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Tue 16/129:39 a.m.ORD - YYZ
Nonstop1h 51mAmerican Airlines
Deal found 10/11C$ 277
Thu 30/44:50 p.m.YYZ - ORD
Nonstop1h 55mAir Canada
Sun 3/57:10 a.m.ORD - YYZ
Nonstop1h 45mAir Canada
Deal found 11/11C$ 279
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 26/119:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Sun 30/111:19 p.m.ORD - YYZ
Nonstop1h 43mUnited Airlines
Deal found 11/11C$ 282
Sat 6/128:15 a.m.YYZ - ORD
Nonstop1h 58mAir Canada
Mon 8/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 11/11C$ 287
Thu 25/129:00 p.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Thu 8/16:28 p.m.ORD - YYZ
Nonstop1h 53mUnited Airlines
Deal found 12/11C$ 289
Fri 26/126:50 a.m.YYZ - ORD
Nonstop2h 13mUnited Airlines
Tue 6/11:13 p.m.ORD - YYZ
Nonstop1h 49mUnited Airlines
Deal found 12/11C$ 290
Wed 10/126:00 a.m.YYZ - ORD
Nonstop2h 15mAmerican Airlines
Fri 12/128:10 a.m.ORD - YYZ
Nonstop1h 46mAmerican Airlines
Deal found 11/11C$ 293
Thu 27/114:50 p.m.YYZ - ORD
Nonstop1h 58mAir Canada
Mon 1/128:00 a.m.ORD - YYZ
Nonstop1h 40mAir Canada
Deal found 11/11C$ 298
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 13 November 2025 and is based on user searches.
Sat 22/117:10 a.m.YYZ - ORD
1 stop15h 47mMultiple Airlines
Tue 9/127:10 a.m.ORD - YYZ
2 stops12h 03mMultiple Airlines
Deal found 13/11C$ 340
Sat 22/117:10 a.m.YYZ - ORD
1 stop15h 47mMultiple Airlines
Sun 7/1212:59 p.m.ORD - YYZ
1 stop16h 21mMultiple Airlines
Deal found 13/11C$ 349
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Fri 28/116:13 a.m.ORD - YYZ
1 stop13h 54mMultiple Airlines
Deal found 12/11C$ 308
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Tue 9/123:26 p.m.ORD - YYZ
2 stops27h 47mMultiple Airlines
Deal found 13/11C$ 339
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Sun 7/1212:59 p.m.ORD - YYZ
1 stop16h 21mMultiple Airlines
Deal found 13/11C$ 347
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Sat 6/127:10 a.m.ORD - YYZ
2 stops12h 03mMultiple Airlines
Deal found 12/11C$ 378
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Tue 2/125:00 a.m.ORD - YYZ
2 stops14h 13mMultiple Airlines
Deal found 12/11C$ 384
Sun 23/117:10 a.m.YYZ - ORD
1 stop16h 56mMultiple Airlines
Thu 27/115:00 a.m.ORD - YYZ
1 stop8h 40mMultiple Airlines
Deal found 13/11C$ 401
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 13 November 2025.
Fri 6/28:00 a.m.YYZ - ORD
1 stop7h 55mAir Canada
Deal found 12/11C$ 178
Fri 9/16:00 a.m.YYZ - ORD
1 stop8h 07mDelta
Deal found 12/11C$ 179
Sun 23/114:00 p.m.YYZ - ORD
1 stop19h 38mMultiple Airlines
Deal found 12/11C$ 182
Sat 14/24:00 p.m.YYZ - ORD
1 stop5h 10mAir Canada
Deal found 12/11C$ 184
Sun 8/26:00 a.m.YYZ - ORD
1 stop4h 40mDelta
Deal found 12/11C$ 186
Tue 10/210:00 a.m.YYZ - ORD
2 stops11h 10mAir Canada
Deal found 12/11C$ 191
Wed 26/1110:00 a.m.YYZ - ORD
1 stop5h 55mAir Canada
Deal found 12/11C$ 195
Wed 26/119:00 a.m.YYZ - ORD
Nonstop2h 05mUnited Airlines
Deal found 12/11C$ 196
Fri 28/113:30 p.m.YYZ - ORD
Nonstop2h 22mUnited Airlines
Deal found 12/11C$ 198
Mon 24/1112:50 p.m.YYZ - ORD
1 stop11h 16mMultiple Airlines
Deal found 12/11C$ 199
Fri 6/212:15 p.m.YYZ - ORD
3 stops33h 39mMultiple Airlines
Deal found 12/11C$ 200
Thu 11/127:15 a.m.YYZ - ORD
2 stops15h 36mMultiple Airlines
Deal found 12/11C$ 202
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 13 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 13 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 2/3
9:00 p.m.-10:04 p.m.
Nonstop2h 04m
Chicago O'Hare Intl
Thu 5/3
6:40 p.m.-9:28 p.m.
Nonstop1h 48m
C$ 258
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 26/11
9:00 p.m.-10:05 p.m.
Nonstop2h 05m
Chicago O'Hare Intl
Sun 30/11
1:19 p.m.-4:02 p.m.
Nonstop1h 43m
C$ 283
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
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
Tue 7/4
9:45 a.m.-4:37 p.m.
1 stop7h 52m
Chicago O'Hare Intl
Wed 15/4
10:35 a.m.-5:53 p.m.
1 stop6h 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
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 4/2
10:05 a.m.-1:18 p.m.
1 stop4h 13m
Chicago O'Hare Intl
Sun 8/2
5:37 p.m.-10:44 p.m.
1 stop4h 07m
C$ 296
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 1/4
12:15 p.m.-6:46 p.m.
1 stop7h 31m
Chicago O'Hare Intl
Sat 4/4
10:35 a.m.-5:24 p.m.
1 stop5h 49m
C$ 296
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Sun 22/3
6:00 a.m.-9:35 a.m.
1 stop4h 35m
Chicago O'Hare Intl
Thu 26/3
10:35 a.m.-5:24 p.m.
1 stop5h 49m
C$ 296
TorontoChicago
YYZ - ORD
YYZORD
Toronto Pearson Intl
Wed 10/12
9:00 a.m.-10:02 a.m.
Nonstop2h 02m
Chicago O'Hare Intl
Thu 18/12
7:10 a.m.-9:58 a.m.
Nonstop1h 48m
C$ 321
Flights are sorted by cheapest round-trip flights first.
Deals found on 12/11
Showing 1-10 of 24 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 7 November 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 64 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$ 185). Flying from Toronto Pearson Intl Airport 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 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 13 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.
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 13 November 2025.
The most flights from YYZ 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 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 141 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?
Wednesday 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 13 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 2h 04m. The time it takes to get you to your destination can typically vary by up to 1h 26m. 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$ 226), American Airlines (C$ 264), and Air Canada (C$ 264) 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 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$ 220. While the most popular route (Toronto Pearson Intl - Chicago O'Hare Intl) can be booked for C$ 214 on average, our data indicates C$ 2,090 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$ 185). Flying from Toronto Pearson Intl Airport 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.
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 13 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 13 November 2025.
Browse through other flights departing from Pearson Intl. Flights are based on user searches made on Cheapflights and were last updated on 13 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 13 November 2025.
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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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