C$ 96 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 18/3. 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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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
Toronto1 stopC$ 271
Calgary
CalgarydirectC$ 235
Halifax
Halifax1 stopC$ 236
Ottawa
Ottawa1 stopC$ 347
Winnipeg
Winnipeg1 stopC$ 349
Saskatoon
Saskatoon2 stopsC$ 383
Regina
Regina1 stopC$ 468
Québec City
Québec CitydirectC$ 277
Charlottetown
Charlottetown1 stopC$ 900
Prince George
Prince George1 stopC$ 507
Toronto
Toronto1 stopC$ 271
Calgary
CalgarydirectC$ 235
Halifax
Halifax1 stopC$ 236
Ottawa
Ottawa1 stopC$ 347
Winnipeg
Winnipeg1 stopC$ 349
Saskatoon
Saskatoon2 stopsC$ 383
Regina
Regina1 stopC$ 468
Québec City
Québec CitydirectC$ 277
Charlottetown
Charlottetown1 stopC$ 900
Prince George
Prince George1 stopC$ 507

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, 20 Feb - Mon, 23 Feb
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 235WestJet
Find Deal
Sat, 8 Nov - Fri, 14 Nov
Air Canada Logo
3:35 p.m. - 12:06 a.m.ORD-YHZ
6h 31m1 stop
Air Canada Logo
5:35 a.m. - 11:18 a.m.YHZ-ORD
7h 43m1 stop
C$ 236Air Canada
Find Deal
Sat, 8 Nov - Sat, 15 Nov
Air Canada Logo
7:05 a.m. - 3:47 p.m.ORD-YHZ
6h 42m1 stop
Air Canada Logo
6:55 a.m. - 11:18 a.m.YHZ-ORD
6h 23m1 stop
C$ 239Air Canada
Find Deal
Mon, 2 Feb - Fri, 6 Feb
WestJet Logo
2:20 p.m. - 5:15 p.m.ORD-YYC
3h 55mdirect
WestJet Logo
9:00 a.m. - 1:35 p.m.YYC-ORD
3h 35mdirect
C$ 242WestJet
Find Deal
Tue, 2 Dec - Fri, 5 Dec
American Airlines Logo
5:00 a.m. - 11:14 a.m.ORD-YYZ
5h 14m1 stop
American Airlines Logo
6:00 a.m. - 7:15 a.m.YYZ-ORD
2h 15mdirect
C$ 271American Airlines
Find Deal
Tue, 11 Nov - Sat, 15 Nov
United Airlines Logo
10:46 a.m. - 2:13 p.m.ORD-YQB
2h 27mdirect
United Airlines Logo
2:55 p.m. - 4:57 p.m.YQB-ORD
3h 02mdirect
C$ 277United Airlines
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Fri, 5 Dec - Sun, 7 Dec
American Airlines Logo
2:55 p.m. - 5:44 p.m.ORD-YYZ
1h 49mdirect
American Airlines Logo
6:00 a.m. - 11:03 a.m.YYZ-ORD
6h 03m1 stop
C$ 279American Airlines
Find Deal
Tue, 11 Nov - Sat, 15 Nov
United Airlines Logo
4:06 p.m. - 10:47 p.m.ORD-YQB
5h 41m1 stop
United Airlines Logo
2:55 p.m. - 4:57 p.m.YQB-ORD
3h 02mdirect
C$ 291United Airlines
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Fri, 5 Dec - Mon, 8 Dec
Delta Logo
8:50 a.m. - 4:15 p.m.ORD-YYZ
6h 25m1 stop
Delta Logo
3:38 p.m. - 6:27 p.m.YYZ-ORD
3h 49m1 stop
C$ 326Delta
Find Deal
Sat, 14 Feb - Sat, 21 Feb
Delta Logo
6:00 a.m. - 1:49 p.m.ORD-YUL
6h 49m1 stop
Delta Logo
3:00 p.m. - 9:56 p.m.YUL-ORD
7h 56m1 stop
C$ 330Delta
Find Deal
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 Vancouver, at C$ 112 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$ 237.

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$ 452 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 July, when tickets cost C$ 334 (return) on average. On the other hand, the most expensive months are October and January, when the average cost of round-trip tickets is C$ 576 and C$ 532 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 Mondays 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 54% 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$ 96
Best time to beat the crowds (6% less expensive on average)
Most popular time to fly and prices are also 3% lower on average.
Flight from Chicago to Québec City

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 CanadaORD-YYZJul 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 CanadaORD-YULJan 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 CanadaORD-YOWNov 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 AirlinesORD-YOWJan 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$ 312 on average. Morning departures are around 36% 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$ 473.

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$ 137 one-way - C$ 124 round-trip; Calgary C$ 165 one-way - C$ 266 round-trip; Toronto C$ 142 one-way - C$ 415 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 9001 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

10.0 ExcellentDr. Joseph, Oct 2025ORD - STL
Read more United Airlines reviews

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

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.

I will never book a flight through Cheap fare. They booked me from Portland Main . And would not give me a refund, so I bought 2 tickets one for 299. From Portland Main to ORD. Then I had to buy a ticket from Oregon PDX to ORD that was another 440. So Just so you know they even told me it was there fault but no refund. Bad bussniess. I did inform United but they said they couldn't help me due to the fact I booked through Cheap Tickets. Never again. And I'm spreding the word. I let everyone know at my 50th class reunion

The flight attendants were rude. Seemed like they didn’t want to be there. Except for one girl that was really nice. Seats are sooooo uncomfortable. They give you a piece of paper and a thin cushion for a pillow and blanket that does nothing. Airlines have gone way downhill, especially United international flights. Food was disguting. Definitely flying ANA next time.

Crew and customer service were excellent. This flight also had plenty of leg room and seat mounted screens for entertainment. A very pleasant flight all around!

It would have been better if the crew has supported my husband's reasons for needing to keep the space clear around his feet, rather than insisting that he put his knapsack in that space.

Subject: Formal Complaint: Discriminatory and Unprofessional Conduct – Request for Immediate Action & Compensation Dear [Airline Customer Relations Team], I am writing to file a formal complaint regarding my recent travel experience with [Airline], which was by far the worst I have ever encountered. What occurred was not only unprofessional, but in several instances discriminatory, unsafe, and unacceptable. On the first leg of my trip, I arrived only four minutes past check-in. Instead of making any attempt to resolve the matter, your representative flatly denied me boarding and made me wait while she attended to passengers who arrived after me. By the time a manager intervened, it was too late to board, costing me time, money, and unnecessary frustration. The second leg of my trip (Chicago–San Francisco) raised even more serious concerns. From the outset, it was apparent that the staff—particularly two attendants—prioritized Caucasian passengers while dismissing African American and minority passengers. • When a Caucasian passenger in the exit row refused to comply with federal safety requirements, I, as a first responder, immediately offered to switch seats and assume the responsibility. My offer was blatantly ignored, and instead, a Caucasian passenger seated further up was chosen. This was discriminatory and deeply insulting, especially as I was actively de-escalating the situation that could have delayed the flight further. • During a lengthy tarmac delay of over 90 minutes, passengers were given conflicting and unreasonable instructions that created unnecessary distress and tension. • Throughout the flight, a visibly intoxicated passenger directly in front of me was disruptive, rude to others, failed to comply with seatbelt and electronic device rules, and yet faced no enforcement from the crew. In stark contrast, I was singled out for repeated compliance checks even though I was following every rule. This unequal treatment was so obvious that multiple passengers around me spoke up in my defense. This pattern of behavior demonstrated a clear lack of professionalism, disregard for passenger safety, and discriminatory treatment. I expect far better from an airline of your stature. As a paying customer subjected to this unacceptable treatment, I am formally requesting: 1. A full investigation into the conduct of the staff on both flights. 2. A written apology acknowledging the discriminatory and unprofessional behavior I endured. 3. Appropriate compensation for the distress, inconvenience, and mishandling of my travel. If this matter is not addressed promptly and thoroughly, I will have no choice but to escalate my complaint further, including filing with the U.S. Department of Transportation and sharing my experience through other channels. I trust [Airline] will take this complaint seriously and provide a timely resolution.

Check in was quick and easy during early hours. Flight was on time, and customer services was a plus.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

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.

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.

Kayak was the problem! The tickets we bought did not allow for carry on or checked luggage and we ended up paying more for those services than the tickets! The paperwork Kayak provided for the receipt left the luggage policy for Westair intentionally blank. This was intentionally decietful on Kayak's part. Our additional cost was over $400.00! I will be calling customer service today asking for refunds and I will keep you informed on any review sites as I can. Keith

Leaving the same day as planned would've been better

I like the web site, prompt notifications, website checks in process, and airport check in. The flight attendants are attentive and polite. The return flight was 2 hours late and reason vine doesn't sound like an unplanned and unexpected issue (scheduled plane maintenance).

Our flight was delayed almost 3.5 hours (some of the issue seemed to be weather-related, yes) but NOTHING was offered as an conciliatory gesture for this delay. No food offering or any additional drink offering. There is no entertainment is available on any screen behind the seats. The airlines are so quick to penalize customers for slightest requests for comfort- seat changes, complicated baggage allowances, seating zones which are utterly dehumanizing (ZONE 9? after Zone 4- why? This is so clearly meant to be a message to those that do not have 'loyalty' to this airline to make a distinguishing line in the sand. There is such a lack of humanity in the way people are corralled in and spoken to. So, I don't think airlines should be all that surprised when those some dehumanizing corporate treatment is returned to them when asked. The flight on the way into Calgary was scheduled to arrived at 9:25 and we arrived at 12:45 AM. It is not okay. I would think TWICE and possibly once more before booking with them again. Their overhead bins are small and limited so they bully you into either paying for a $90 checked bag or gate check a lot of people's bags. Often on their website there is no carry-on bag allowance. Beware!

They cancelled and moved my flight with no email or text or any other notice. I discovered this only when I attempted to check in for my flight. Actual flying experience was above average.

They were on time and everything went as expected. The only thing that could be better was they didn't wait for us to get through customs to pick up our luggage off the carousel. An employee picked it up and was shoving it together with others onto a cart. Later we found one of our luggage was slightly bent.

Delayed boarding. Delayed taking off. Delayed landing. Missed our connecting flight. Our seats on this plane were not assigned until last minute, splitting up our family with kids. I sat in the last row next to the bathroom with so many people rubbing up against me to get to the bathroom the entire flight.

Another delayed flight. Then got bumped to a later connecting flight, over two hours later! Plane was hot and uncomfortable.

My seat was one of those that couldn't recline, but the problem was that it was abnormally upright, so the headrest actually made the seat concave, which was uncomfortable and hard on my lower back. I had to ball my jacket up and use it as lumbar support. goodness I had it with me.

Boarding was so so after zone 3 was called all other zones went in

I liked a lot , the flight attendant so nice ,the seat very comfortable I enjoyed the flight , I will do it again with Air Canada,

Plane left an hour late, I missed my connection and my bow case was never even loaded on the plane in VA. I deal with this type of nonsense everytime I fly air canada.

For goodness sake, board from the back of the plane to the front and assign overhead space. It would fix everything. Seriously.

Elderly female flight attendant was not customer friendly. There were only about 12 people on a regional jet that had about 60 seats. There were 8 exit row seats and none of them were taken. We attempted to sit in those seats and the flight attendant gave the standard " you didn't pay for those" so she would not allow us to move. What harm would that have caused ? They assigned seats to 5 of the 12 people in 2 rows, row 20 and 21. A simple friendly customer experience gesture of allowing us to sit in exit rows would have gone a long way in me having a very favorable impression on Air Canada. After that I have very poor impression of Air Canada and will not fly with them when I can avoid it.

It was a smooth flight both in the sky and landing!

Pearson Airport could not properly handle all the passengers who they needed to process in order to properly get them on board. As a result, I missed the departure of my flight from Toronto. The only saving grace is that Air Canada found a flight that only delayed me by one hour. However, this was no thanks to Pearson Airport!

Almost everything it was a “cool” ambiance but we arrived to Toronto so that it’s ok for me

The crew was really nice. The plane seats were kinda small even for a 5’6” / 158 lbs person.

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