C$ 86 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 26/4. 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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Flight Deals

Best Canada Flight Deals from O'Hare Intl

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Toronto
Toronto1 stopC$ 255
Calgary
CalgarydirectC$ 223
Halifax
Halifax1 stopC$ 443
Ottawa
Ottawa1 stopC$ 354
Winnipeg
Winnipeg1 stopC$ 362
Saskatoon
Saskatoon1 stopC$ 513
Regina
Regina1 stopC$ 449
Québec City
Québec City2 stopsC$ 586
Charlottetown
Charlottetown1 stopC$ 839
Toronto
Toronto1 stopC$ 255
Calgary
CalgarydirectC$ 223
Halifax
Halifax1 stopC$ 443
Ottawa
Ottawa1 stopC$ 354
Winnipeg
Winnipeg1 stopC$ 362
Saskatoon
Saskatoon1 stopC$ 513
Regina
Regina1 stopC$ 449
Québec City
Québec City2 stopsC$ 586
Charlottetown
Charlottetown1 stopC$ 839

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

Fri, 24 Apr - Mon, 27 Apr
WestJet Logo
2:20 p.m. - 5:15 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 223WestJet
Wed, 15 Apr - Wed, 22 Apr
United Airlines Logo
8:42 a.m. - 11:32 a.m.
ORD
-
YYC
3h 50mdirect
United Airlines Logo
12:34 p.m. - 5:01 p.m.
YYC
-
ORD
3h 27mdirect
C$ 251United Airlines
Fri, 24 Apr - Sun, 26 Apr
WestJet Logo
2:20 p.m. - 7:40 p.m.
ORD
-
YXX
7h 20m
1 stop
WestJet Logo
6:00 a.m. - 4:40 p.m.
YXX
-
ORD
8h 40m
1 stop
C$ 251WestJet
Wed, 6 May - Wed, 13 May
Air Canada Logo
3:50 p.m. - 10:58 p.m.
ORD
-
YYC
8h 08m
1 stop
Air Canada Logo
6:30 a.m. - 2:55 p.m.
YYC
-
ORD
7h 25m
1 stop
C$ 254Air Canada
Thu, 18 Jun - Sun, 21 Jun
Air Canada Logo
8:45 a.m. - 3:51 p.m.
ORD
-
YTZ
6h 06m
1 stop
Air Canada Logo
7:20 p.m. - 8:16 p.m.
YTZ
-
ORD
1h 56mdirect
C$ 255Air Canada
Thu, 19 Feb - Mon, 23 Feb
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
6:40 p.m. - 7:40 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 257Air Canada
Thu, 19 Feb - Mon, 23 Feb
Air Canada Logo
8:00 a.m. - 10:40 a.m.
ORD
-
YYZ
1h 40mdirect
Air Canada Logo
4:00 p.m. - 8:10 p.m.
YYZ
-
ORD
5h 10m
1 stop
C$ 258Air Canada
Mon, 2 Mar - Wed, 4 Mar
American Airlines Logo
6:49 p.m. - 11:44 a.m.
ORD
-
YYC
17h 55m
1 stop
American Airlines Logo
1:40 p.m. - 6:20 p.m.
YYC
-
ORD
3h 40mdirect
C$ 265American Airlines
Wed, 15 Apr - Wed, 22 Apr
United Airlines Logo
8:42 a.m. - 11:32 a.m.
ORD
-
YYC
3h 50mdirect
United Airlines Logo
12:34 p.m. - 5:01 p.m.
YYC
-
ORD
3h 27mdirect
C$ 266United Airlines
Wed, 25 Feb - Tue, 3 Mar
American Airlines Logo
5:00 a.m. - 1:45 p.m.
ORD
-
YUL
7h 45m
1 stop
American Airlines Logo
3:45 p.m. - 5:44 p.m.
YUL
-
ORD
2h 59mdirect
C$ 304American 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 Calgary, at C$ 106 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Toronto Pearson Intl Airport (YYZ), and the cheapest round-trip airline ticket found on this route in the last 72 hours was C$ 129.

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.

No, with an average price for the route of C$ 432, prices are generally cheapest when you fly direct.

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 July, when tickets cost C$ 324 (return) on average. On the other hand, the most expensive months are October and August, when the average cost of round-trip tickets is C$ 544 and C$ 444 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 55% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 16 weeks before departure.

Good to know

Low seasonNovember
Cheapest flightC$ 86
Best time to beat the crowds (12% less expensive on average)
Most popular time to fly (1% more expensive on average)
Flight from Chicago to Calgary

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.

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

    The cheapest time of day to fly to Canada is generally at night, when round-trip flights cost C$ 273 on average. Morning departures are around 56% 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$ 456.

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: Vancouver C$ 203 one-way - C$ 641 round-trip; Calgary C$ 87 one-way - C$ 250 round-trip; Toronto C$ 196 one-way - C$ 179 round-trip

Reviews of the top 3 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 9214 reviews
7.7Boarding
7.3Comfort
7.1Entertainment
6.6Food
8.1Crew
Airline reviews

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

8.0 ExcellentAnonymous, Jan 2026
ORD - TPA
Read more United Airlines reviews

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Not United Airlines' fault. It's ORL airport's fault.

Great flight. On time boarding. Smooth flight and on time arrival at EWR. The flight crew was marvelous and there was a great selection of movies on the entertainment system. Our bags were at the carousel before we got there. Another excellent flight from United.

I liked the snacks and the flight attendants were friendly.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

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

my wife got very sick and we did not travel . we booked and bought the travel insurance and dot nothing but hassle and a triangle of stress in trying to make the insurance claim I called in and was told they would not give me anything in writing to say they would not refund my money back this make it impossible to file the claim I will never book with Kayak again.

We got delayed to the point of having a 20 hour layover. That is absurd. I couldn’t believe it. I’m furious.

The plane was delayed substantially due to a mechanical problem, that being said, the airline was very fair with providing a meal coupon for us. I would rather arrive late on a mechanically sound plane than the alternative. The food served in the plane was just awful, however and I recommend a new catering company.

I waiting for 2 hrs to retrieve my luggage. Didn't get home till 3am.

The flight left late and I didn’t get a glass of bubbly upon boarding (which I’m used to when booking business class on other flights), but otherwise it was a pleasant flight with lovely, helpful crew members and I enjoyed my meal.

Flight cancellations, delays, mass confusion and disorganization! That’s Air Canada for you, nothing new. I would have chosen a different airline if it were an option, and Air Canada continues to prove they don’t care about their customers.

everything was fine. but paying for 1 piece of check-in luggage and denying passengers to board with carry-on luggage which by air line's standards does not fit is not acceptable. when one travels for a longer time one needs to have some essentials

Couldn't fit knees, only 1 toilet working, didn't get anything to drink cause the stewards were not able to get to us

Flight was canceled for a reason they knew hours before but did not mention. Next the gate chnage from 37 to 38 at least 10 times. Ridiculous.

The flight from SFO to YVR was delayed and my bag did not make it to my next flight from YVR to SYD. It took almost 3 days after I landed to get my bag and when I got it, it was filled with dust

Our biggest complaint about Air Canada is that if you don’t like your seat during check-in, there’s a fee to move elsewhere. On our flight from YUL to FFL, we were charged to change seats—just regular seats. What’s maddening is that the plane wasn’t even full; there were even a few people sleeping in the middle row sections (entire rows, completely empty), using them as beds. In my opinion, charging passengers for seat changes is a cash grab by Air Canada. They are definitely not the airline they were back in the day. I suppose they need to gouge the consumer now that they pay their attendants while on ground. One out of 10.

Nothing specific. Cabin temperature was too high for some reason.

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

Information on your arrival and departure airports