C$ 123 Find Cheap Flights from Chicago O'Hare Airport to Canada

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from O'Hare Intl to Canada departing on 26/5. 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
1 adult, Economy, 0 bags

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Best Canada Flight Deals from O'Hare Intl

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Toronto
TorontodirectC$ 291
Calgary
CalgarydirectC$ 322
Halifax
Halifax2 stopsC$ 513
Winnipeg
Winnipeg1 stopC$ 343
Ottawa
Ottawa1 stopC$ 476
Saskatoon
Saskatoon2 stopsC$ 456
Regina
Regina1 stopC$ 519
Québec City
Québec CitydirectC$ 534
Charlottetown
Charlottetown1 stopC$ 829
Prince George
Prince George2 stopsC$ 497
Toronto
TorontodirectC$ 291
Calgary
CalgarydirectC$ 322
Halifax
Halifax2 stopsC$ 513
Winnipeg
Winnipeg1 stopC$ 343
Ottawa
Ottawa1 stopC$ 476
Saskatoon
Saskatoon2 stopsC$ 456
Regina
Regina1 stopC$ 519
Québec City
Québec CitydirectC$ 534
Charlottetown
Charlottetown1 stopC$ 829
Prince George
Prince George2 stopsC$ 497

Cheap Flights from O'Hare Intl to Canada

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from O'Hare Intl to Canada 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.
Discover the best prices for you by selecting your travel dates on KAYAK.

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

Sun, 24 May - Sat, 30 May
WestJet Logo
5:30 p.m. - 10:25 p.m.
ORD
-
YXX
6h 55m
1 stop
WestJet Logo
6:00 a.m. - 4:40 p.m.
YXX
-
ORD
8h 40m
1 stop
C$ 229WestJet
Tue, 26 May - Sat, 30 May
WestJet Logo
5:30 p.m. - 10:25 p.m.
ORD
-
YXX
6h 55m
1 stop
WestJet Logo
6:00 a.m. - 4:40 p.m.
YXX
-
ORD
8h 40m
1 stop
C$ 231WestJet
Tue, 4 Aug - Sun, 9 Aug
Air Canada Logo
7:25 a.m. - 10:06 a.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
12:15 p.m. - 1:10 p.m.
YTZ
-
ORD
1h 55mdirect
C$ 291Air Canada
Tue, 2 Jun - Tue, 9 Jun
Air Canada Logo
2:00 p.m. - 4:41 p.m.
ORD
-
YTZ
1h 41mdirect
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 293Air Canada
Sat, 13 Jun - Sun, 14 Jun
United Airlines Logo
9:40 p.m. - 10:04 a.m.
ORD
-
YYZ
11h 24m
1 stop
United Airlines Logo
1:00 p.m. - 2:06 p.m.
YYZ
-
ORD
2h 06mdirect
C$ 301United Airlines
Fri, 11 Sep - Sun, 13 Sep
Porter Airlines Logo
7:00 a.m. - 9:40 a.m.
ORD
-
YTZ
1h 40mdirect
Porter Airlines Logo
1:40 p.m. - 2:35 p.m.
YTZ
-
ORD
1h 55mdirect
C$ 302Porter Airlines
Thu, 3 Sep - Mon, 7 Sep
Porter Airlines Logo
7:00 a.m. - 9:40 a.m.
ORD
-
YTZ
1h 40mdirect
Porter Airlines Logo
1:40 p.m. - 2:35 p.m.
YTZ
-
ORD
1h 55mdirect
C$ 305Porter Airlines
Tue, 16 Jun - Tue, 16 Jun
United Airlines Logo
8:50 a.m. - 11:49 a.m.
ORD
-
YYZ
1h 59mdirect
United Airlines Logo
3:00 p.m. - 9:00 p.m.
YYZ
-
ORD
7h 00m
1 stop
C$ 309United Airlines
Sat, 23 May - Thu, 28 May
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
Multiple Airlines Logo
7:05 a.m. - 4:20 p.m.
YYC
-
ORD
8h 15m
1 stop
C$ 332Multiple Airlines
Sat, 23 May - Wed, 27 May
Multiple Airlines Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
Multiple Airlines Logo
7:05 a.m. - 4:20 p.m.
YYC
-
ORD
8h 15m
1 stop
C$ 337Multiple Airlines
Booking Insights

KAYAK's insights & trends for O'Hare Intl to Canada flights

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

What is the cheapest Chicago O'Hare Intl Airport to Canada flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest ticket to Canada from Chicago O'Hare Intl Airport found in the last 72 hours was to Toronto, at C$ 112 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Calgary (YYC), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 186.

What is the cheapest time of day to fly to Canada?

The average price for all round-trip flights from Chicago O'Hare Intl Airport to Canada depending on the time of departure, clicked by users on KAYAK in the last 2 weeks.

The cheapest time of day to fly to Canada is generally at night, when round-trip flights cost C$ 258 on average. Morning departures are around 54% more expensive than evening flights, on average. The most expensive time of day to fly to Canada is generally in the morning, which is peak travel time and where the average cost of a ticket is C$ 449.

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

The average round-trip 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 2 stops layover the cheapest option at C$ 475 on average.

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

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 Canada, 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 Canada is December, when tickets cost C$ 125 (return) on average. On the other hand, the most expensive months are November and January, when the average cost of round-trip tickets is C$ 1,743 and C$ 1,171 respectively.

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

The average price of all round-trip flights from Chicago O'Hare Intl Airport to Canada clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Canada on a Thursday, as we generally find the cheapest rates on that day for this route. On the other hand, Monday is the most expensive day to fly from Chicago O'Hare Airport to Canada. For your return ticket, we recommend flying on a Friday and avoiding Tuesdays for the best deals.

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

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 Canada, 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 a flight from Chicago O'Hare Intl Airport to Canada, you should book around 5 weeks before departure, which saves you about 60% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flightC$ 123
Best time to beat the crowds (18% less expensive on average)
Most popular time to fly (10% more expensive on average)
Flight from Chicago to Abbotsford

Flights from O'Hare Intl to Canada: the best tips from KAYAK users

Insights shared by verified travellers who flew the route from O'Hare Intl to Canada 
NikhilFlew with Air Canada
ORD
-
YYZ
Jul 2025
small flight, not much storage space as per the passengers. Try to get a booking which is Group 1 or 2 latest.
valerieFlew with Air Canada
ORD
-
YUL
Jan 2025
“Meal” usually means more than a light snack. I thought what they served was an appetizer not the total meal. So I’d eat before or bring food.
Verified travelerFlew with Air Canada
ORD
-
YOW
Nov 2024
Ottawa, as a small airport is easiest to navigate! Overhead baggage compartments seem to be smaller, and on every flight they seem to need travellers to volunteer to put carryons in checked luggage instead.
Verified travelerFlew with United Airlines
ORD
-
YOW
Jan 2024
I always expect issues with United but there doesn't seem to be another airline to use. Advice: Give yourself and extra day to get anywhere - don't be in a hurry to get home either.

FAQs - booking Canada flights

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

    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 O'Hare Airport to Canada.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Chicago O'Hare Airport to Canada 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 O'Hare Airport to Canada?

    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 from Chicago O'Hare Airport to Canada with an airline and back with another airline.

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

    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 from Chicago O'Hare Airport to Canada up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Top tips for finding cheap flights to Canada

  • Looking for a cheap flight? 25% of our users found tickets from Chicago O'Hare Airport to the following destinations at these prices or less: Calgary C$ 203 one-way - C$ 388 round-trip; Toronto C$ 190 one-way - C$ 138 round-trip

Reviews of the top 4 airlines flying from O'Hare Intl to Canada

 
Need help choosing which airline to fly with from O'Hare Intl to Canada? 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.
7.4
United AirlinesOverall score based on 9677 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

A long delay. Don't travel late in the day.

8.0 ExcellentTimothy, Apr 2026
ORD - CID
Read more United Airlines reviews

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

Westjet was late and we missed our connecting flight with Cathay. Had to wait 8 hours. Westjet only allows 1 checked in baggage for international flights- it’s always been 2. Canada allows only 1 sandwhich bag size full off small liquids. Everything else will be tossed. Awful trip. Will never fly west jet or go to Toronto to connect flights!

No pre boarding kiosk to check in, baggage claim detected luggage didn’t leave the airport, poorly managed recovery of lost luggage, and blame lost tag from conveyor to TSA/security, very poor from TSA/security check to delivery, crucial if compensation will go thru and will likely wait for months unlike United,

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

Plane seating was uncomfortable, very tight fitting for someone my height, did not recline and overall un enjoyable

Everything was good except for flight delay, but it was because of the snow storm in the arrival airport.

No communication from Kayak or West Jet. Booked extra flights, flights cancelled, no one answers calls. Will be disputing charges.

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

Leg room is a problem the plane was dirty and there were no movies available on the app

The personal item sizer cannot take a standard backpack, and the cabin luggage sizer cannot take a standard carry-on. Designed for people from the island of Lilliput!!. and also compels people to pay additional fees to check their bags. Making money by ticking off the passengers is a very short-sighted business strategy, especially since they have a choice of carriers

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

shittiest airline in the hemisphere. To improve - start thinking you're flying people, not cattle

Easy boarding, inflight refreshments came on time and comfortable seat

It was good that our flight left early. It was a nice smooth flight and landing.

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

It was a problem because there was a delay where we sat before taking off from newark,then when landed in Toronto we sat on tarmac and they wouldn't let us out for a long period of time. When we finally were released to the airport in Toronto the attendant scanned our boarding pass that we were here for our connection to Brazil. We ran all the way to the gate and they said at the gate the door is shut so we can not let you on the plane. We explained that we were checked in by the attendant when we arrived at Toronto airport to go to Brazil and they should not have shut the door. We were ignored at the gate

Flight home was delayed multiple times, did not get home until 2am

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

My original flight was cancelled and then rebooked four hours later on a recovery flight, but I was checked in as stanby and had no seats so as a family of four we were concerned about not being seated altogether. Our flight then got delayed by another 1.5 hours and when seats were assigned at the gate, three of the four of us were together and we could get my wife closer, they offered no assistance.

I bought a ticket from Kayak. When I got to the airport, the was no ticket. I had to pay 5X to get to my destination. No response received from Kayak. I will NEVER use them again.

Everything you need to know for your flight from O'Hare Intl to Canada

Information on your arrival and departure airports