YYZ - ORD

C$ 159 Find cheap flights from Toronto Pearson Airport to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Pearson Intl to O'Hare Intl departing on 12/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
0 bags

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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Toronto to Chicago, as well as popular online travel agencies
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Cheap flight deals from Toronto Pearson Airport to Chicago O'Hare Airport (YYZ-ORD)

 
These are the cheapest deals for flights from Pearson Intl to O'Hare Intl currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent round-trip flight deals from Pearson Intl to O'Hare Intl

Recommended round-trip deals departing in the coming months from the most popular airlines that fly from Pearson Intl to O'Hare Intl.

Recent one-way flight deals from Pearson Intl to O'Hare Intl

Only flying one-way? Below are some of the best one-way flight deals from Pearson Intl to O'Hare Intl found on KAYAK recently.

Recent last-minute flight deals from Pearson Intl to O'Hare Intl

Leaving soon but still want a bargain? Check out these latest deals for last minute flights from Pearson Intl to O'Hare Intl.

Recent direct flight deals from Pearson Intl to O'Hare Intl

The latest deals for direct flights from Pearson Intl to O'Hare Intl so you can sit back and relax without the need for a layover.

Cheap bus & train deals from Pearson Intl to O'Hare Intl

Find recent round-trip train or bus tickets from Pearson Intl to O'Hare Intl.

All round-trip flight deals to O'Hare Intl

The cheapest plane tickets to O'Hare Intl found on KAYAK recently.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 249Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 342United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:30 a.m. - 12:58 p.m.YYZ-ORD
7h 28m1 stop
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 349Air Canada
Find Deal
Wed, 11 Dec - Thu, 12 Dec
2:05 p.m. - 6:38 p.m.YYZ-ORD
5h 33m1 stop
8:30 p.m. - 11:11 p.m.ORD-YYZ
1h 41mdirect
C$ 355Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:45 p.m. - 11:20 p.m.YYZ-ORD
9h 35m1 stop
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 363United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 372Lufthansa
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Thu, 12 Dec - Sun, 15 Dec
7:55 a.m. - 4:13 p.m.YYZ-ORD
9h 18m1 stop
10:05 a.m. - 11:18 a.m.ORD-YYZ
24h 13m1 stop
C$ 401WestJet
Find Deal
Fri, 17 Jan - Sun, 19 Jan
10:57 a.m. - 4:07 p.m.YYZ-ORD
6h 10m1 stop
8:05 a.m. - 3:45 p.m.ORD-YYZ
6h 40m1 stop
C$ 404American Airlines
Find Deal
Tue, 3 Dec - Tue, 10 Dec
6:00 a.m. - 12:30 p.m.YYZ-ORD
7h 30m1 stop
6:00 a.m. - 11:56 a.m.ORD-YYZ
4h 56m1 stop
C$ 405American Airlines
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Sun, 8 Dec - Wed, 11 Dec
6:00 a.m. - 12:55 p.m.YYZ-ORD
7h 55m1 stop
6:55 a.m. - 4:12 p.m.ORD-YYZ
8h 17m1 stop
C$ 419WestJet
Find Deal
Sat, 18 Jan - Mon, 20 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
C$ 159Air Canada
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Wed, 12 Feb
6:35 p.m. - 7:32 p.m.YYZ-ORD
1h 57mdirect
C$ 205United Airlines
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Tue, 17 Dec
12:20 p.m. - 6:36 p.m.YYZ-ORD
7h 16m1 stop
C$ 212United Airlines
Find Deal
Fri, 13 Dec
10:00 a.m. - 2:45 p.m.YYZ-ORD
5h 45m1 stop
C$ 219Air Canada
Find Deal
Wed, 12 Feb
2:55 p.m. - 10:25 p.m.YYZ-ORD
8h 30m1 stop
C$ 231Delta
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Sat, 14 Dec
10:05 a.m. - 6:41 p.m.YYZ-ORD
9h 36m1 stop
C$ 242Delta
Find Deal
Fri, 17 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
C$ 247American Airlines
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Thu, 5 Dec
7:35 a.m. - 12:18 p.m.YYZ-ORD
5h 43m1 stop
C$ 254American Airlines
Find Deal
Sun, 8 Dec
6:15 p.m. - 10:49 a.m.YYZ-ORD
17h 34m1 stop
C$ 274WestJet
Find Deal
Mon, 16 Dec
6:00 a.m. - 4:40 p.m.YYZ-ORD
11h 40m1 stop
C$ 281WestJet
Find Deal
Mon, 30 Dec
7:30 a.m. - 7:16 p.m.YYZ-ORD
12h 46m1 stop
1:20 p.m. - 9:21 p.m.ORD-YYZ
7h 01m1 stop
C$ 573
Find Deal
Mon, 25 Nov - Fri, 29 Nov
6:25 a.m. - 10:54 a.m.YYZ-ORD
5h 29m1 stop
7:20 a.m. - 1:41 p.m.ORD-YYZ
5h 21m1 stop
C$ 587Air Canada
Find Deal
Sun, 24 Nov - Tue, 3 Dec
7:05 a.m. - 2:31 p.m.YYZ-ORD
8h 26m1 stop
1:20 p.m. - 9:21 p.m.ORD-YYZ
7h 01m1 stop
C$ 618
Find Deal
Sun, 24 Nov - Fri, 29 Nov
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
8:11 a.m. - 10:51 a.m.ORD-YYZ
1h 40mdirect
C$ 619American Airlines
Find Deal
Sat, 23 Nov - Sat, 30 Nov
10:00 a.m. - 8:03 p.m.YYZ-ORD
11h 03m1 stop
12:57 p.m. - 5:55 a.m.ORD-YYZ
15h 58m1 stop
C$ 623
Find Deal
Sun, 24 Nov - Tue, 3 Dec
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
5:00 a.m. - 11:00 a.m.ORD-YYZ
5h 00m1 stop
C$ 633American Airlines
Find Deal
Sat, 23 Nov - Sat, 30 Nov
5:30 p.m. - 8:25 p.m.YYZ-ORD
3h 55m1 stop
5:55 p.m. - 10:36 p.m.ORD-YYZ
3h 41m1 stop
C$ 640WestJet
Find Deal
Mon, 25 Nov - Tue, 3 Dec
6:15 a.m. - 7:33 p.m.YYZ-ORD
14h 18m1 stop
6:17 a.m. - 11:34 p.m.ORD-YYZ
16h 17m1 stop
C$ 646WestJet
Find Deal
Sat, 23 Nov - Sun, 1 Dec
8:00 a.m. - 8:57 a.m.YYZ-ORD
1h 57mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 661United Airlines
Find Deal
Sat, 23 Nov - Sun, 1 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
8:57 a.m. - 2:18 p.m.ORD-YYZ
4h 21m1 stop
C$ 704United Airlines
Find Deal
Fri, 22 Nov - Mon, 25 Nov
12:20 p.m. - 1:11 p.m.YYZ-ORD
1h 51mdirect
4:00 p.m. - 6:41 p.m.ORD-YYZ
1h 41mdirect
C$ 249Air Canada
Find Deal
Fri, 10 Jan - Mon, 13 Jan
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 342United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
8:25 p.m. - 11:06 p.m.ORD-YYZ
1h 41mdirect
C$ 366
Find Deal
Fri, 13 Dec - Tue, 17 Dec
9:00 p.m. - 10:07 p.m.YYZ-ORD
2h 07mdirect
10:51 a.m. - 1:42 p.m.ORD-YYZ
1h 51mdirect
C$ 370Air Canada
Find Deal
Tue, 3 Dec - Tue, 10 Dec
6:52 a.m. - 8:05 a.m.YYZ-ORD
2h 13mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 372Lufthansa
Find Deal
Thu, 12 Dec - Sun, 15 Dec
2:00 p.m. - 2:51 p.m.YYZ-ORD
1h 51mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 375Air Canada
Find Deal
Thu, 12 Dec - Sun, 15 Dec
9:00 a.m. - 10:05 a.m.YYZ-ORD
2h 05mdirect
7:19 a.m. - 9:58 a.m.ORD-YYZ
1h 39mdirect
C$ 376United Airlines
Find Deal
Thu, 12 Dec - Sun, 15 Dec
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
6:35 p.m. - 9:20 p.m.ORD-YYZ
1h 45mdirect
C$ 415British Airways
Find Deal
Tue, 31 Dec - Tue, 7 Jan
6:15 a.m. - 7:30 a.m.YYZ-ORD
2h 15mdirect
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 636American Airlines
Find Deal
Sun, 1 Dec - Wed, 4 Dec
1:10 p.m. - 2:10 p.m.YYZ-ORD
2h 00mdirect
1:25 p.m. - 4:00 p.m.ORD-YYZ
1h 35mdirect
C$ 644American Airlines
Find Deal
Mon, 2 Dec - Wed, 4 Dec

Flights from Pearson Intl to O'Hare Intl - Travel Insights & Trends

Get data-powered insights and trends into flights from Pearson Intl to O'Hare Intl to help you find the cheapest flights, the best time to fly and much more.

What’s the cheapest day of the week to fly from Toronto Pearson Airport to Chicago O'Hare Airport?

The average price of all flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.
If you are looking for a flight deal from Toronto Pearson Airport to Chicago O'Hare Airport, look for departures on Tuesdays and avoid leaving on a Friday, as it's usually the priciest day. When flying back from Chicago O'Hare Airport, Tuesday is the cheapest day to fly and Thursday is the most expensive.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.
The cheapest month for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport is January, where tickets cost C$ 351 on average. On the other hand, the most expensive months are June and August, where the average cost of tickets is C$ 457 and C$ 446 respectively.

Can I save money by flying with a layover from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

The average price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.
Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 1 stop layover the cheapest option at C$ 623 on average

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

To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for flights from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.
To get a below average price on the flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, you should book around 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 104 days before departure.

Good to know

Low season

January

High season

August

Cheapest flight

C$ 159
Best time to beat the crowds (3% less expensive on average)
Most popular time to fly (7% more expensive on average)
Flight from Toronto Pearson Airport to Chicago O'Hare Airport

When to book flights from Pearson Intl to O'Hare Intl

Are your dates flexible? Find out the best times to travel from Pearson Intl to O'Hare Intl based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Toronto Pearson Airport to Chicago O'Hare Airport flights

  • Are there alternative arrival airports to Chicago O'Hare International Airport (ORD)?

    You can also find flights from Toronto Pearson International Airport (YYZ) that land at Chicago Midway International Airport (MDW), an alternative to ORD. MDW may be better if you will stay in Chicago's south or west sides. However, this route has limited flight options and is mainly served by one-stop flights operated by WestJet and Delta Air Lnes.

  • How do I get to downtown Chicago from Chicago O'Hare International Airport (ORD)?

    ORD is around 29 km from downtown Chicago. If you have less luggage, consider the CTA Blue Line L-train, which takes you to downtown Chicago in 30 to 40 minutes. PACE buses, through their Route 250 and Route 330 lines, take you to different parts of downtown Chicago from ORD. Taxis, ridesharing options, and various car rental providers with a counter at the airport are other options.

  • What lounges are available at Toronto Pearson International Airport (YYZ)?

    You can check into the Air Canada Maple Leaf Lounge, Plaza Premium Lounge, American Airlines Admirals Club (proof of American Airlines ticket required), or Air France KLM Lounge. These lounges have comfortable sofas, free WiFi, dining and entertainment options.

  • Which airlines have Business Class flights from Toronto Pearson Airport to Chicago O'Hare Airport?

    Consider booking Air Canada, United Airlines, and American Airlines, which fly Business Class on their direct and one-stop flights from Toronto Pearson Airport (YYZ) to Chicago O'Hare Airport (ORD). This travel option lets you enjoy priority check-in and boarding, access to specific lounges, specialized onboard service, gourmet dining options, in-flight entertainment, and a special baggage allowance.

  • What is the cheapest flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport?

    In the last 3 days, the lowest price for a flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport was C$ 114 for a one-way ticket and C$ 178 for a round-trip.

  • Which airlines offer Wi-Fi service onboard planes from Toronto Pearson Airport to Chicago O'Hare Airport?

    Air Canada, and United Airlines offer inflight Wi-Fi service on the Toronto Pearson Airport to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Toronto Pearson Airport to Chicago O'Hare Airport?

    The Boeing 737 MAX 8 is the aircraft model that flies most regularly on the Toronto Pearson Airport to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Toronto Pearson Airport to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Toronto Pearson Airport and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Toronto Pearson Airport to Chicago O'Hare Airport?

    There are direct flights from Toronto Pearson Airport to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Toronto to Chicago, United Airlines or WestJet?

    The two airlines most popular with KAYAK users for flights from Toronto to Chicago are United Airlines and WestJet. With an average price for the route of C$ 439 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 543 and an overall rating of 7.3.

  • How does KAYAK find such low prices on flights from Toronto Pearson Airport to Chicago O'Hare Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Toronto Pearson Airport to Chicago O'Hare Airport.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Toronto Pearson Airport to Chicago O'Hare Airport?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport from Toronto Pearson Airport is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Toronto Pearson Airport to Chicago O'Hare Airport?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Chicago O'Hare Airport with an airline and back to Toronto Pearson Airport with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Toronto Pearson Airport to Chicago O'Hare Airport?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Chicago O'Hare Airport from Toronto Pearson Airport up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

See more FAQs

KAYAK’s top tips for finding a cheap flight from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 331 or less one-way and C$ 656 or less round-trip.
  • Toronto Pearson International Airport (YYZ) is the main hub for Canada’s national carrier Air Canada. It also serves other major airlines with domestic and international connections. Flights from Toronto Pearson Airport to Chicago O'Hare Airport (ORD) are mainly operated by Air Canada, United Airlines, ANA, American Airlines, British Airways, WestJet, and Delta Air Lines.
  • The YYZ to ORD route features many direct and one-stop flights. If you take a one-stop flight, you’ll likely have a layover in Ottawa (YOW), Detroit (DTW), Montreal (YUL), Atlanta (ATL), Washington (WAS), Minneapolis (MSP), New York (EWR), or Charlotte (CLT). The flight route determines the layover city since no airline has a specific layover airport.
  • Alternative Toronto airports with flights to Chicago O'Hare International Airport (ORD) include John C. Munro Hamilton International Airport (YHM), Region of Waterloo International Airport (YKF), and Billy Bishop Toronto City Airport (YTZ). These airports only have one-stop flights to ORD. YYZ remains the best departure airport because it has more flight options to ORD.
  • If you wish to extend your trip from ORD, you can fly to domestic destinations such as Atlanta, Dallas, New York, Los Angeles, and San Francisco or international destinations like London, Mexico, Tokyo, Frankfurt, and different Caribbean cities.
  • For eco-friendly flights from Toronto Pearson Airport to Chicago O'Hare Airport, consider booking United Airlines flights which emit 38% less CO₂ (117 kg CO₂) per passenger compared to other flights on this route. You may also consider Air Canada flights which emit 29% less CO₂ (135 kg CO₂).
See more tips

Flights from Pearson Intl to O'Hare Intl: the best tips from KAYAK users' own experiences

Insights shared by verified travellers who flew the route from Pearson Intl to O'Hare Intl 
BrianFlew with Air CanadaOct 2024
Be prepared for a labyrinthine experience traversing the various levels and passages of the Toronto airport. Bring quality walking shoes, as it is likely well over a km in total walking time.
Jo AnnFlew with Air CanadaJun 2024
It seemed that anyone who checked a bag was able to retrieve it quickly.
Verified travelerFlew with United AirlinesMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time
Verified travelerFlew with Air CanadaFeb 2024
I would definitely choose Air Canada over dirty old United airplanes any day.
Verified travelerFlew with United AirlinesDec 2023
The departure time was very convenient with the United.

Prefer to fly non-stop from Toronto Pearson Airport to Chicago O'Hare Airport?

Find which airlines fly direct from Toronto Pearson Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Nonstop departures

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Tuesday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Wednesday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Thursday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Friday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Saturday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

Sunday

ANA,Air Canada,Air New Zealand, +12 more

ANA,Air Canada, +13 more

See more nonstop flights

Nonstop returns

Chicago O'Hare Intl to Toronto Pearson Intl

Monday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Tuesday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Wednesday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Thursday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Friday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Saturday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

Sunday

ANA,Air Canada,Air New Zealand, +11 more

ANA,Air Canada, +12 more

See more nonstop flights
See more nonstop flights

Top 5 airlines serving from Pearson Intl to O'Hare Intl

 
See real verified KAYAK customer reviews for airlines flying from Toronto to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Pearson Intl to O'Hare Intl? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.8
Porter AirlinesOverall score based on 286 reviews
8.0Boarding
7.9Comfort
8.6Crew
6.9Entertainment
7.6Food
Airline reviews

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

10.0 ExcellentJoan, Nov 2024YOW - YYZ
Read more Porter Airlines reviews

The check-in staff, boarding staff, and flight crew were all very friendly. Really miss the Porter lounge in Ottawa.

Thanks for giving a beer to everyone in the seat infront of me and then telling me that I can’t have one because they are going to land. I guess I need to pay for a seat and then pick one in the very front of the plane

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Awesome, the whole way through. Thank you, this is the new Canadian Airline benchmark.

We were given a complimentary seat upgrade which was so unexpected but so lovely!

Porter was excellent. Boarding was a breeze. The seats were a little uncomfortably but the overall trip was excellent.

Only packaged snacks were served. It was a flight at lunchtime and a hot meal would have been a great.

Reserve check-in was very slow compared to regular check-in. Internet was slow

Lavatories broke with an hour to go. At least we were on time.

Chaotic boarding, but mostly my issues are with Toronto airport

They canceled our flight and left us stranded to figure it out

We appreciated the friendly, efficient, and professional flight attendants. A wider selection of hot foods would be nice.

Did not have enough time from Venice seaport at Ravenna to get to Venice airport in order to make the scheduled flights. Need to have at least 3+ hours from ship docking to airport.

Everything was very good. Was able to change a make run flight leaving on direct earlier in the app -seamless!!! Well done

Being stick waiting for gate at ORD cause me to almost miss my connecting flight…being deaf United made no no effort to keep me updated as I couldn’t hear the PA

As usual, United scheduling is completely misleading. A 54-minute layover at O’Hare is too short to make a lot of connections, especially since the flight landed “on time” but had to wait on the taxiway 15 minutes for a gate to open up. Then it takes another 10 minutes to exit the plane before one can run to another concourse to catch a connecting flight.

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

The plane used to go to Chicago was a bit outdated and needed a refresh

My connecting gate in .Chicago was across the aisle from my arriving gate. Otherwise I would not have made my connection. So that was very fortunate.

when you can say you don't remember being at any point upset during a flight, the airline is winning .

flight was delayed and stewards were preoccupied and not helping passengers. The pilot was very communicative which was great. The window was dirty as were the back of the front seats with chewed gum and slime on it. I hope this helps.

The flight was on time and shorter time arrival than planned. I was an ultra basic passenger and understood one personal item on the plane. The announcements of one personal item and zone 9 boarding certainly felt like we were separated from the rest. Actually zone 9 passengers should be boarded second; we are not blocking aisles and can be seated much faster and deboarded faster too.

Still sitting in a hotel when I'm due for work

Delays happen but communication and care were very low on what ended up being a long day.

Never been on a long haul flight that didn't have on flight entertainment. I hope the way back is better !

Very easy boarding. The on board snacks were not good.

They canceled the flight with no reason given they should not be in business

We had a 44 minute layover ( ??? ) to change planes for our flight to SRQ. We landed at Concourse D, and the SRQ plane was located at Concourse B, as we were told in Toronto. We got to "B4" as directed by ( Delta Help ), in less than 10 minutes, only to see the flight we booked to leave at 2:28, was showing "DEPARTED". Back to Delta Help, got an extremely obnoxious and rude clerk who gave use two options, next flight leaving 5:20, on "B12", (STANDBY). or (CONFIRMED), leaving around 8:PM, not sure of the exact time because they took our seat request and gave us another boarding pass minus the exact time. We had been waiting hours for the 5:20 flight and at the very last minute a group appeared and were allowed to board. When the "standby" folks were summoned, several were allowed to board ahead of us, even though we were there much earlier. The clerk, who gave his name as Markus, a black man with a beard, was the most arrogant. rude and condescending individual in existence. When I asked him to repeat his name he said "what did it sound like?". Had I been thinking I would have answered to me it sounded like (markasshole) which is exactly what he was. When we originally got to that gate and asked for advice, he went on and on telling me he could only comment on the flight that was in progress, that ATL was a big airport, and treated us, both, in our 80"s like we were children unable to understand the process, and directly in my face in a loud voice, shouted exactly what we were already aware of. Not one ounce of consideration for our problem, of just trying to get home. When he called out the names of the remaining "standby" people, he left several go before us, even though we were there waiting hours earlier. He called out our names, John and Nubia, looked at us and shouted out that he only had ONE, and with a grin on his face, let another standby board, and told that person that she got the "lucky" last seat, still grinning, meaning we had to wait once again for the later flight. This obviously prejudiced and biased poor excuse of human beings needs to find a job he is better suited for, perhaps dog catcher or janitor, IMHO. This entire fiasco put us home more than 7 hours later than previously indicated on our original and paid for flight schedule. If Kayak continues to offer flights with different concourse locations and with only a 44 minute layover, they might also consider a more reasonable and reliable time frame for layover. It was a horrible experience and considering alternatives to this service is paramount.

Plane was tooo small, making cracking sound felt lime its breaking down. No tv, wifi doesn’t work. Only 2 restroom

Flight was re-scheduled for the next day. No voucher for a hotel offered. Boarding was delayed by almost 1 hour. No free meal or even water was offered on board. When tried to purchase a coke, was denied because they didn’t accept coins less than 1 euro denominations. A young male flight attendant was especially rude and unhelpful.

It was nice being on a flight that had working wifi. The boarding was quick - why don’t all airlines have small boarding groups window to aisle? Makes so much sense!!! I was disappointed to be the first person stopped to have to gate check my carryon. Especially when there was plenty of overhead space at the back! But I get it…keeps it moving. Crew was nice.

The flight from Buffalo to Chicago was on an older and smaller plane. Seating was tight. Looking closely at the interior of the aircraft there were definitely signs of aging and wear.

The flight encountered a delay exceeding 4 hours. The food voucher issued was valued at $12, insufficient to cover our meal expenses. Consequently, I was unable to take my medication, leading to a drop in blood sugar levels and exacerbating my anxiety.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

3hour delay In the last 3 months i had 3 flights and 2 of these had a more than 2:40 hrs delayed

My initial flight to ORD was extended without reason. We circled the airport a few time and then drove on the ground for at least 20 minutes. These kinds of delays are annoying but somewhat expected… it would be nice if the crew would make an announcement to give updates on how long we could expect to be delayed.

Fantastic. I am low vision and was impressed with how helpful and accommodating the service tam was. It was super appreciated! I was pleasantly surprised about how delicious the food was. Like, “I wish I had more even though I’m no longer hungry” delicious. 100% enjoyable trip.

The flight was uneventful. What was a problem was I was delayed getting home one entire day because the flight from Sacramento was delayed. That made getting to my connecting flight impossible. I had to stay another night at the hotel and incur that expense as a result.

Flights were on time both ways, such a big plus! Staff was very accommodating and friendly. Question the choice of snacks that, which on both flights was dairy based. Appreciated using bottled water.

This flight was fine but had no time to breathe as the connection was late from Sea to ORD.. Super stressful. If we checked bags, the trip would have been very distressed.

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

was wondreful! just let me know what airline im flying in advance!

On this flight, we didn't even get water offered, nor any other beverage. Therefore we got a snack of pretzels. Flight was good and Air Canada a good airline

I would realllllly like to have been in a seat closer than row FORTY. Needing assistance - longgg way to walk down and back; then they put me in the middle seat-needing to get up for the window seat passenger to go to the washroom etc.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

The flight was delayed but at least they let us know early about it (the night before)! Everything after that was smooth!

Our seats were changed 3 times in the final 24 hours, and then my wife and I ended up with two middle seats in different rows. Full flight so no changes could be made at the gate.

Air Canada was on schedule, fast, and took care of me the whole flight. With affordable price, I 100% recommend you fly Air Canada if you are able to.

United agent at FLL excellent - due 55 min conx at ORD rerouted us on an earlier departure via DEN and got home 5 hours earlier than expected

I book my air canada flight and i am an aeroplan card holder however I was required to pay for my first check-in bag. Terrible experience

Book cheap flights from Toronto to Chicago

Recent one-way flight deals

 
Only flying one-way? Below are some of the best one-way flight deals from Toronto to Chicago found on KAYAK in the last 72 hours.
12/2Wed
directAir Canada
1h 51mYYZ-ORD
C$ 159
17/12Tue
directUnited Airlines
1h 57mYYZ-ORD
C$ 205
13/12Fri
1 stopUnited Airlines
7h 16mYYZ-ORD
C$ 212
12/2Wed
1 stopAir Canada
5h 45mYYZ-ORD
C$ 219
14/12Sat
1 stopDelta
8h 30mYYZ-ORD
C$ 231
17/1Fri
1 stopDelta
9h 36mYYZ-ORD
C$ 242
5/12Thu
directAmerican Airlines
2h 15mYYZ-ORD
C$ 247
8/12Sun
1 stopAmerican Airlines
5h 43mYYZ-ORD
C$ 254
16/12Mon
1 stopWestJet
17h 34mYYZ-ORD
C$ 274
30/12Mon
1 stopWestJet
11h 40mYYZ-ORD
C$ 281

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Last minute flights from Pearson Intl to O'Hare Intl

Last minute flight, train and bus deals

 
These last-minute flight deals are the cheapest flights found on KAYAK in the last 72 hours for flights from Toronto to Chicago that are departing in the next 10 days.
25/11Mon
multi-stop
12h 46mYYZ-ORD
29/11Fri
multi-stop
7h 01mORD-YYZ
C$ 573
24/11Sun
multi-stopAir Canada
5h 29mYYZ-ORD
3/12Tue
multi-stopAir Canada
5h 21mORD-YYZ
C$ 587
24/11Sun
multi-stop
8h 26mYYZ-ORD
29/11Fri
multi-stop
7h 01mORD-YYZ
C$ 618
23/11Sat
directAmerican Airlines
2h 15mYYZ-ORD
30/11Sat
directAmerican Airlines
1h 40mORD-YYZ
C$ 619
24/11Sun
multi-stop
11h 03mYYZ-ORD
3/12Tue
multi-stop
15h 58mORD-YYZ
C$ 623
23/11Sat
directAmerican Airlines
2h 15mYYZ-ORD
30/11Sat
multi-stopAmerican Airlines
5h 00mORD-YYZ
C$ 633
25/11Mon
multi-stopWestJet
3h 55mYYZ-ORD
3/12Tue
multi-stopWestJet
3h 41mORD-YYZ
C$ 640
23/11Sat
multi-stopWestJet
14h 18mYYZ-ORD
1/12Sun
multi-stopWestJet
16h 17mORD-YYZ
C$ 646
23/11Sat
directUnited Airlines
1h 57mYYZ-ORD
1/12Sun
directUnited Airlines
1h 39mORD-YYZ
C$ 661
22/11Fri
directUnited Airlines
2h 07mYYZ-ORD
25/11Mon
multi-stopUnited Airlines
4h 21mORD-YYZ
C$ 704

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