ORD - YYZ

£85 Find Cheap Flights from Chicago to Toronto

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Toronto departing on 25/2. 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.
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These are the airlines KAYAK users have selected most often from within our search results in flight searches from Chicago to Toronto, 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 Chicago to Toronto, as well as popular online travel agencies
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Cheap Flight Deals from Chicago to Toronto (ORD-YYZ)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for return flights from Chicago to Toronto that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.

Recent return flight deals from Chicago to Toronto

Recommended return deals departing in the coming months from the most popular airlines that fly from Chicago to Toronto.
Discover the best prices and deals for you by selecting your travel dates.
Choose your dates
21:05 - 08:34ORD-YYZ
10h 29m1 stop
11:00 - 12:09YYZ-ORD
2h 09mdirect
£199United Airlines
Find Deal
Fri, 21 Feb - Sat, 22 Feb
21:05 - 08:34ORD-YYZ
10h 29m1 stop
12:20 - 18:41YYZ-ORD
7h 21m1 stop
£203United Airlines
Find Deal
Fri, 28 Mar - Sat, 29 Mar
20:30 - 23:11ORD-YYZ
1h 41mdirect
10:00 - 14:45YYZ-ORD
5h 45m1 stop
£207Air Canada
Find Deal
Tue, 18 Mar - Wed, 19 Mar
16:00 - 22:13ORD-YYZ
5h 13m1 stop
00:30 - 08:02YYZ-ORD
8h 32m1 stop
Wed, 7 May - Wed, 7 May
11:15 - 22:15ORD-YYZ
10h 00m1 stop
14:00 - 14:51YYZ-ORD
1h 51mdirect
Thu, 20 Feb - Sun, 23 Feb
13:40 - 22:49ORD-YYZ
8h 09m1 stop
14:30 - 22:36YYZ-ORD
9h 06m1 stop
£229Delta
Find Deal
Fri, 21 Feb - Mon, 24 Feb
06:15 - 13:33ORD-YYZ
6h 18m1 stop
06:00 - 12:41YYZ-ORD
7h 41m1 stop
£242Delta
Find Deal
Tue, 25 Mar - Sun, 30 Mar
07:26 - 12:46ORD-YYZ
4h 20m1 stop
00:30 - 07:57YYZ-ORD
8h 27m1 stop
£265Air Canada
Find Deal
Tue, 18 Mar - Tue, 18 Mar
19:35 - 08:55ORD-YYZ
12h 20m1 stop
17:45 - 18:01YYZ-ORD
25h 16m1 stop
£290WestJet
Find Deal
Fri, 9 May - Mon, 12 May
09:34 - 23:33ORD-YYZ
12h 59m2 stops
13:20 - 20:45YYZ-ORD
8h 25m1 stop
£294WestJet
Find Deal
Wed, 2 Apr - Mon, 7 Apr

Flights from Chicago to Toronto - Travel Insights & Trends

Get data-powered insights and trends into flights from Chicago to Toronto 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 Chicago to Toronto?

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

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Chicago O'Hare Intl Airport to Toronto Pearson 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 Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport is March, where tickets cost £215 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is £306 and £286 respectively.

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

The average return price for all direct flights, flights with one stopover, and flights with two stopovers for the route found by users searching on KAYAK in the last 2 weeks.
No, with an average price for the route of £440, prices are generally cheapest when you fly direct.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.
To get a below average price on the flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport, you should book around 3 weeks before departure. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

Good to know - Cheap tickets from Chicago to Toronto

Low season

February

High season

August

Cheapest flight

£85
Best time to beat the crowds (10% less expensive on average)
Most popular time to fly and prices are also 0% lower on average.
Flight from Chicago to Toronto

When to book flights from Chicago to Toronto

Are your dates flexible? Find out the best times to travel from Chicago to Toronto based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated return price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or returns 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 Chicago to Toronto flights

  • Is Chicago O' Hare International Airport (ORD) a hub for any airline?

    The airport is a hub for United Airlines and that's why you find so many of their United Club locations and non-stop flights to Toronto at this airport.

  • Are there any non-stop flights between Chicago and Toronto Pearson Airport (YYZ)?

    There are a couple of non-stop flight options. Both Air Canada and United Airlines offer non-stop service between Chicago O' Hare International Airport and Toronto Pearson International Airport.

  • Are there any public transportation options from Toronto Pearson Airport (YYZ) to Downtown Toronto?

    One quick and affordable option for getting from the airport to Downtown Toronto is the UP Express. This train runs most of the day, can get you to downtown in about 25min, and the fare to ride is just around C$12 ($9.50).

  • Are there passenger lounges at Chicago O' Hare International Airport (ORD)?

    There are several lounges at the airport for passengers. United has four of its United Club lounges in Terminals 1 and 2, American Airlines has its Admirals Club at three spots in Terminal 3, and Delta Air Lines has one of its Sky Club locations in Terminal 2.

  • Is there a public transportation option to get to Chicago Midway Airport (MDW)?

    There are several Pace buses that service from the greater Chicago area to the airport, with a drop-off location near the Midway Transportation Center. The fare to ride the bus is around $2.

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

    In the last 3 days, the lowest price for a flight from Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport was £106 for a one-way ticket and £247 for a return.

  • Which airports will I be using when flying from Chicago to Toronto?

    On your way to Toronto, you’ll fly out from Chicago O'Hare Intl. You’ll be landing at Toronto Pearson Intl.

  • Which airlines offer Wi-Fi service onboard planes from Chicago to Toronto?

    Iberia, Finnair, British Airways, Air Canada, and American Airlines offer inflight Wi-Fi service on the Chicago to Toronto flight route.

  • Which aircraft models fly most regularly from Chicago to Toronto?

    The Boeing 777-300ER is the aircraft model that flies most regularly on the Chicago to Toronto flight route.

  • Which airline alliances offer flights from Chicago to Toronto?

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

  • On which days can I fly direct from Chicago to Toronto?

    There are direct flights from Chicago to Toronto on a daily basis.

  • How does KAYAK find such low prices on flights from Chicago to Toronto?

    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 Chicago to Toronto.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Toronto from Chicago 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 Chicago to Toronto?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional return ticket. You could then fly to Toronto with an airline and back to Chicago with another airline.

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

    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 Toronto from Chicago 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 Chicago O'Hare Intl Airport to Toronto Pearson Intl Airport

  • Looking for a cheap flight from Toronto to Chicago? 25% of our users found flights on this route for £103 or less one-way.
  • If you plan on parking your car at Chicago O' Hare International Airport (ORD) before your flight to Toronto, consider the two economy lots at the airport. The daily rates range from around $15 to around $22 to park your car. There is a free shuttle bus that operates between the lots and the terminal buildings 24h per day.
  • When waiting for a flight to Toronto from Chicago Midway Airport (MDW), you'll be glad to know that the airport offers free Wi-Fi as well as charging stations throughout the airport and power outlets at many of the gate areas.
  • If someone is going to pick you up from Toronto Pearson Airport (YYZ), let them know that the airport offers 18min of free contactless parking in their Express Pass lot for picking up passengers.
  • If you’re traveling to Toronto and plan to rent a car, all of the major car rental companies operate at Toronto Pearson Airport. Their counters are on Level 1 of Terminal 1 as well as the parking garages of Terminal 3.
  • For quick and convenient transportation to Chicago O'Hare International Airport, the Chicago Transit Authority (CTA) Blue Line is a great option. This train offers service 24h per day and the fare to ride the train is around $2.50.
  • If you’re taking your kids with you on the trip to Toronto, Chicago Midway Airport offers several amenities for kids and their parents. This includes a nursing room, as well as family lanes at security checkpoints for those with small children that may need extra time to get through security.
See more tips

Prefer to fly direct from Chicago to Toronto?

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

Direct departures

Chicago O'Hare Intl to Toronto Pearson Intl

Monday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Tuesday

ANA, Air Canada, Air New Zealand, +9 more

ANA, Air Canada, +10 more

Wednesday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Thursday

ANA, Air Canada, Air New Zealand, +9 more

ANA, Air Canada, +10 more

Friday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Saturday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

Sunday

ANA, Air Canada, Air New Zealand, +10 more

ANA, Air Canada, +11 more

See more direct flights

Direct returns

Toronto Pearson Intl to Chicago O'Hare Intl

Monday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 more

Tuesday

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

ANA, Air Canada, +12 more

Wednesday

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

ANA, Air Canada, +13 more

Thursday

ANA, Air Canada, Air New Zealand, +13 more

ANA, Air Canada, +14 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, +13 more

ANA, Air Canada, +14 more

See more direct flights
See more direct flights

Top airline flying from Chicago to Toronto

 
See real verified KAYAK customer reviews for airlines flying from Chicago to Toronto. 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 Chicago to Toronto? 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.
7.0
Air CanadaOverall score based on 8638 reviews
7.3Boarding
6.8Entertainment
7.0Comfort
7.8Crew
6.2Food
Airline reviews

Everything was good till we got to yyz...then we got to the gate and there was NO GATE AGENT. We waited 15 min before disembarking. No internet No IFE Old aircraft Second leg in two weeks NOT IMPRESSED

8.0 ExcellentAnonymous, Jan 2025LGA - YYZ
Read more Air Canada reviews

Everything was good till we got to yyz...then we got to the gate and there was NO GATE AGENT. We waited 15 min before disembarking. No internet No IFE Old aircraft Second leg in two weeks NOT IMPRESSED

The flight was delayed at the last moment quoting an absurd weather reason. This delay led to an issue with my connecting flight. I was made to run (literary) from this flight to the next one ( as they preponed departure. I was still in my DCA to YYZ flight when the boarding started for the next connecting flight. After my sprint to get the connecting flight, found that no place for my carry on. Had to sit for 3 hours with my back-pack on my lap , it was the most uncomfortable and inconvenient journey with little to no empathy shown by cabin crew in both flights. Another poor show from Air Canada!! Cant help because of lack of options !!

I was not even asked if I want some water. Joke. Steward gave me a biscuit cover in chocolate and did not even look at me.

Ok Did not like that the second leg of flight was moved earlier making it a rush to make

Overall it was great! Seats were comfortable. We were offered snack and drink on the way to Florida but only a drink coming back. Free messaging for aero plan members was a great feature to have on board so we can connect with loved ones … entertainment like movies and shows was also a good selection!

The problem in part was with the airports, not really the fault of Air Canada. Confusing directions regarding the gate, in Seattle the recommended shuttle train entrance was not working. Simular problems in Toronto. Baggage arrived in good time. Marx Bros movie on entertainment from Seattle. I was told I was laughing too loudly, by the flight attendant. No lounge in Seattle. Lounge in Toronto excellent.

Made me check my carry on despite there being dozens of empty bins when I boarded which significantly inconvenienced me.

I arrived for my flight and was told I was now on standby as my assigned seat when I purchased my ticket was just deemed unusable 15 mins ago. My parents had to wait and hour and a half at the airport to see if I’d get in the plane. Finally when all passengers had boarded the plane I was finally told they did have another seat for me. When I boarded I saw someone else sitting in my originally assigned seat. It was in the emergency exit row and has extra leg room. I have sat in this row many times and am able to help in an emergency so no reason for me to have been kicked out of this seat. The new seat I was assigned had no padding and was extremely uncomfortable. Upon landing my back was very sore and I will probably need to see a massage therapist to help ease the tension. There was no tv or way to charge my phone on the plane. Worst flight I’ve taken in a while by far.

My wife was in a wheelchair. Most accommodating and kind staff!

The flight was delayed 2 times. The 2nd time with no knowledge of why.

Travelling to a place near Toronto?

Book flights to Toronto if you plan to visit one of these locations
Mississauga
Whitby
Niagara-on-the-Lake
Peterborough
Clarington
Cobourg
Simcoe
Bracebridge
Port Colborne
Ajax
Pickering
Elmira
Muskoka

Everything you need to know for your flight from Chicago to Toronto

Information on your arrival and departure airports

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