C$ 149 Find Cheap Flights from Chicago O'Hare Airport to Canada – Compare and Save

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 6/9. 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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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$ 333
Calgary
CalgarydirectC$ 371
Halifax
Halifax1 stopC$ 491
Winnipeg
Winnipeg1 stopC$ 468
Ottawa
Ottawa1 stopC$ 509
Saskatoon
Saskatoon1 stopC$ 424
Regina
Regina1 stopC$ 513
Québec City
Québec City1 stopC$ 573
Charlottetown
Charlottetown1 stopC$ 677
Prince George
Prince George2 stopsC$ 471
Toronto
TorontodirectC$ 333
Calgary
CalgarydirectC$ 371
Halifax
Halifax1 stopC$ 491
Winnipeg
Winnipeg1 stopC$ 468
Ottawa
Ottawa1 stopC$ 509
Saskatoon
Saskatoon1 stopC$ 424
Regina
Regina1 stopC$ 513
Québec City
Québec City1 stopC$ 573
Charlottetown
Charlottetown1 stopC$ 677
Prince George
Prince George2 stopsC$ 471

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

Wed, 9 Sep - Wed, 16 Sep
Air Canada Logo
7:25 a.m. - 10:07 a.m.
ORD
-
YTZ
1h 42mdirect
Air Canada Logo
9:30 a.m. - 2:52 p.m.
YTZ
-
ORD
6h 22m
1 stop
C$ 333Air Canada
Fri, 11 Sep - Fri, 18 Sep
Air Canada Logo
7:25 a.m. - 10:07 a.m.
ORD
-
YTZ
1h 42mdirect
Air Canada Logo
9:30 a.m. - 2:52 p.m.
YTZ
-
ORD
6h 22m
1 stop
C$ 333Air Canada
Thu, 10 Sep - Sun, 13 Sep
Air Canada Logo
8:40 p.m. - 11:26 p.m.
ORD
-
YYZ
1h 46mdirect
Air Canada Logo
7:00 a.m. - 8:00 a.m.
YYZ
-
ORD
2h 00mdirect
C$ 334Air Canada
Wed, 9 Sep - Wed, 9 Sep
United Airlines Logo
6:00 a.m. - 11:43 a.m.
ORD
-
YYZ
4h 43m
1 stop
United Airlines Logo
2:45 p.m. - 3:51 p.m.
YYZ
-
ORD
2h 06mdirect
C$ 337United Airlines
Tue, 1 Sep - Sat, 5 Sep
Lufthansa Logo
2:30 p.m. - 11:54 p.m.
ORD
-
YYZ
8h 24m
1 stop
Lufthansa Logo
11:00 a.m. - 12:00 p.m.
YYZ
-
ORD
2h 00mdirect
C$ 340Lufthansa
Thu, 10 Sep - Sun, 13 Sep
Multiple Airlines Logo
8:55 a.m. - 5:20 p.m.
ORD
-
YYZ
7h 25m
1 stop
Multiple Airlines Logo
7:00 a.m. - 8:00 a.m.
YYZ
-
ORD
2h 00mdirect
C$ 343Multiple Airlines
Sat, 19 Sep - Sat, 19 Sep
United Airlines Logo
2:52 p.m. - 5:56 p.m.
ORD
-
YYZ
2h 04mdirect
United Airlines Logo
8:00 p.m. - 12:28 a.m.
YYZ
-
ORD
5h 28m
1 stop
C$ 346United Airlines
Wed, 9 Sep - Wed, 9 Sep
United Airlines Logo
6:00 a.m. - 11:49 a.m.
ORD
-
YYZ
4h 49m
1 stop
United Airlines Logo
2:45 p.m. - 3:51 p.m.
YYZ
-
ORD
2h 06mdirect
C$ 353United Airlines
Tue, 1 Sep - Thu, 10 Sep
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 371WestJet
Wed, 19 Aug - Mon, 24 Aug
WestJet Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
WestJet Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
C$ 371WestJet
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 5 days was to Toronto, at C$ 151 round-trip. The most popular route is from Chicago O'Hare Intl Airport (ORD) to Montreal Pierre Elliott Trudeau Intl Airport (YUL), and the cheapest round-trip airline ticket found on this route in the last 5 days was C$ 167.

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$ 281 on average. Morning departures are around 31% more expensive than evening flights, on average. The most expensive time of day to fly to Canada is generally in the afternoon, which is peak travel time and where the average cost of a ticket is C$ 495.

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$ 448 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 October, when tickets cost C$ 456 (return) on average. On the other hand, the most expensive months are July and December, when the average cost of round-trip tickets is C$ 630 and C$ 598 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 Tuesday, as we generally find the cheapest rates on that day for this route. On the other hand, Sunday 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 3 weeks before departure, which saves you about 44% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 7 weeks before departure.

Good to know

Low season

January

Cheapest flight

C$ 149
Best time to beat the crowds (21% less expensive on average)
Most popular time to fly (13% more expensive on average)
Flight from Chicago O'Hare Airport to Toronto Pearson Airport

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 
ScottFlew with Air Canada
ORD
-
YUL
Jun 2026
Make sure you have enough time between connecting flights so ½ of your baggage doesn't miss the flight and take another 24hrs to show up
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: Toronto C$ 302 one-way - C$ 157 round-trip; Montreal C$ 210 one-way - C$ 474 round-trip; Calgary C$ 239 one-way - C$ 219 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 10049 reviews
7.3Comfort
7.1Entertainment
6.6Food
7.7Boarding
8.1Crew
Airline reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

2.0 MediocreAnonymous, Jul 2026
ORD - YYC
Read more United Airlines reviews

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

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

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Delay and keep changing gates. I have to run around from B to C then to E.

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

I do prefer to fly United and have always had excellent service, except for bad weather. Flights are on time and staff is alway curtious and helpful

Flight was delayed due to weather and clogged toilet. Had to deplane. Flight was 3 hours delayed. Crew was awesome and offered water and snacks.

It was ok. Jet was ok but it lacked many convinces we have experienced on other airlines such as in seat entertainment. Space seamed more compact than other airlines. They did not provide the gate to gate assistance we arranged for for our mom who needed a wheel chair.

Due to delays at SFO, my WestJet light missed its connecting WestJet flight. If they had held the plane in Calgary for 15 minutes, 2 families with children would not have been stranded in Calgary for more than 24 hours. I understand the need to be on-time, but when it is the same company, you would think they could make a phone call. Or maybe they could go to a higher altitude to make up for lost time? Instead of attempting to put us on another flight, they rescheduled us for the same connecting flight 24 hours later. We then had to scramble to find a hotel, which they state that they were not responsible for since the delay was not their fault and therefore became an additional out of pocket expense for us. The customer service is severely lacking here at this company. They also mentioned that if we purchased our tickets through a 3rd party site (Kayak) versus WestJet directly, that they couldn't help us. Seriously?? Additionally, we lost 2 days of travel and missed out on tours and taxis that were pre-booked. I will not be using WestJet again,

This airline would not refund my money and I had a physician note that I could not fly. They are crooks

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 code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

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)

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Abandoned me in hallway in a wheelchair… which I asked for because I sprained my back. After waiting in the hallway, I decided to walk the rest of the way since someone respecting me up.. My experience with the united was totally the opposite. Wheelchair access, propped swift and save me a lot of grief. Air Canada totally disorganized.

Terrible confusion btw air Canada and United. Wasn’t able to change ticket because I had purchased on kayak. Rethinking booking tickets on this site, and will try to avoid United and aircanada going forward.

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

Information on your arrival and departure airports