$101 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 6/29. 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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Cheap Flights from O'Hare Intl to Canada

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Toronto
Torontononstop$218
Calgary
Calgary1 stop$292
Halifax
Halifax1 stop$364
Ottawa
Ottawa1 stop$414
Winnipeg
Winnipeg1 stop$340
Québec City
Québec City1 stop$353
Kelowna
Kelowna1 stop$372
St. John's
St. John's2 stops$516
Saskatoon
Saskatoon1 stop$368
Regina
Regina1 stop$417
Charlottetown
Charlottetown3 stops$544
Deer Lake
Deer Lake1 stop$684
Thunder Bay
Thunder Bay1 stop$436
Fredericton
Fredericton2 stops$556
Whitehorse
Whitehorse1 stop$394
Toronto
Torontononstop$218
Calgary
Calgary1 stop$292
Halifax
Halifax1 stop$364
Ottawa
Ottawa1 stop$414
Winnipeg
Winnipeg1 stop$340
Québec City
Québec City1 stop$353
Kelowna
Kelowna1 stop$372
St. John's
St. John's2 stops$516
Saskatoon
Saskatoon1 stop$368
Regina
Regina1 stop$417
Charlottetown
Charlottetown3 stops$544
Deer Lake
Deer Lake1 stop$684
Thunder Bay
Thunder Bay1 stop$436
Fredericton
Fredericton2 stops$556
Whitehorse
Whitehorse1 stop$394

Book Cheap O'Hare Intl to Canada Plane Tickets

 
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

Mon, Sep 21 - Mon, Sep 28
Porter Airlines Logo
11:45 am - 2:25 pm
ORD
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:40 pm - 9:35 pm
YTZ
-
ORD
1h 55mnonstop
$218Porter Airlines
Mon, Sep 14 - Fri, Sep 18
Air Canada Logo
3:45 pm - 6:30 pm
ORD
-
YYZ
1h 45mnonstop
Air Canada Logo
8:05 am - 9:00 am
YYZ
-
ORD
1h 55mnonstop
$218Air Canada
Thu, Sep 24 - Mon, Sep 28
Porter Airlines Logo
3:20 pm - 6:00 pm
ORD
-
YTZ
1h 40mnonstop
Porter Airlines Logo
8:40 pm - 9:35 pm
YTZ
-
ORD
1h 55mnonstop
$219Porter Airlines
Sat, Jul 11 - Wed, Jul 15
Air Canada Logo
5:35 pm - 8:20 pm
ORD
-
YYZ
1h 45mnonstop
Air Canada Logo
4:00 pm - 4:57 pm
YYZ
-
ORD
1h 57mnonstop
$219Air Canada
Fri, Jun 26 - Mon, Jun 29
Air Canada Logo
7:25 am - 10:07 am
ORD
-
YTZ
1h 42mnonstop
Air Canada Logo
12:15 pm - 1:19 pm
YTZ
-
ORD
2h 04mnonstop
$220Air Canada
Sat, Oct 10 - Mon, Oct 12
Multiple Airlines Logo
3:40 pm - 11:27 pm
ORD
-
YYC
8h 47m
1 stop
Multiple Airlines Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$300Multiple Airlines
Fri, Sep 25 - Fri, Oct 2
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$307WestJet
Mon, Sep 7 - Mon, Sep 14
WestJet Logo
5:30 pm - 8:25 pm
ORD
-
YYC
3h 55mnonstop
WestJet Logo
12:00 pm - 4:40 pm
YYC
-
ORD
3h 40mnonstop
$308WestJet
Fri, Sep 11 - Fri, Sep 11
Multiple Airlines Logo
7:45 pm - 10:36 pm
ORD
-
YYC
3h 51mnonstop
Multiple Airlines Logo
12:55 am - 9:00 am
YYC
-
ORD
7h 05m
1 stop
$310Multiple Airlines
Fri, Jul 24 - Wed, Jul 29
American Airlines Logo
2:39 pm - 9:20 pm
ORD
-
YOW
5h 41m
1 stop
American Airlines Logo
7:00 am - 12:44 pm
YOW
-
ORD
6h 44m
1 stop
$463American 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 5 days was to Calgary, at $260 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 5 days was $278.

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 $423 on average. Morning departures are around 40% cheaper than evening flights, on average. The most expensive time of day to fly to Canada is generally in the evening, which is peak travel time and where the average cost of a ticket is $757.

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 $609, 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 November, when tickets cost $58 (return) on average. On the other hand, the most expensive months are January and February, when the average cost of round-trip tickets is $919 and $853 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.

For Chicago O'Hare Airport to Canada, Thursday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Canada back to Chicago O'Hare Airport, the best deals are generally found on Friday, with Monday being the most expensive.

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 the flight from Chicago O'Hare Intl Airport to Canada, you should book around 4 weeks before departure, which saves you about 49% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flight$101
Best time to beat the crowds with an average 20% drop in price.
Most popular time to fly with an average 11% increase in price.
Flight from Chicago O'Hare Airport to Toronto Island

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

Insights shared by verified travelers 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 travelers 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.

Reviews of the top 5 airlines serving 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.
7.9
DeltaOverall score based on 8405 reviews
7.2Food
7.8Entertainment
8.5Crew
7.8Comfort
8.1Boarding
Airline reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

6.0 GoodCynthia, Jun 2026
DTW - TYS
Read more Delta reviews

Should never have had to go to Detroit from Orlando back to Tennessee!

Got rerouted from a straight flight from Orlando to Atlanta to Knoxville to a flight from Orlando to Detroit to Knoxville! Seriously!! Flight delay out of Detroit! Long day for what should have been a pretty easy travel day!

Two delays on two separate planes with parts they could not easily find and replace.

Checkin was good, fllight ws good. Onlly complaint is lack of foot on 6 hour flight from Seattle to Boston. Snacks were flimsy - chips and cookies. could have offered something more substantial for such a long flight. I know you can buy food in airport but for the price you pay for a ticket, they should step up for the passengers.

Only beverages were offered to first class and I thought the flight attendant could have also served the Delta Comfort as well instead of sitting down and staring at her phone and walking past all of us to the back of the plane to charge her phone more. There was a complete lack of turbulence and was safe enough for flights attendant to walk around in the front of the plane, collect trash and serve a few people water and turn off the seat belt light. Also didn’t enforce people putting their seats into the upright position and allowed two passengers to remain reclined during landing. They seemed out to lunch completely. Usually my experience on Delta is much better.

Long story short, it was one of the better flight experiences I've had in some time when compared with other airlines.

Flight was great! This flight from Atlanta was even better than when I paid for Comfort from SNA to Atlanta.

Connection flights should be spaced out farther because too close I missed my connection.

Definitely a southern flavor. Cordiality was evident even though no drinks or snacks were served.

On time! There were plenty of airport employees who were able to keep us moving in the right direction. The crew on the plane were professional.

Smooth travel. Immediate update prior flight delay so I can arrange myself properly without too rush.

Boarded early; and arrived home 40 mins early. After a long flight, it’s nice to be back home early. These flights have no amenities; no snacks. So need to bring your own

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.

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 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

I’ve got 31F seat and window seat . My 2 co passengers was AA crew members and they were very rude attitude and when I was going to use bathroom their gestures was very different and awkward and the guy beside me completely occupied the hand rest and I was really uncomfortable

It was so much better than expected, Ohare is not such a pleasant experience but American Airlines with the new, clean aeroplane and free Wi-Fi was outstanding and the crew so pleasant and helpful.

It wa sort of on time; the cab was left with some trash

My pillow had a shoe print on it, when I asked if I can have another pillow, I was told “I’m sorry but it is one pillow per guest, do YOU want to turn it inside out” to which I responded , no thanks I will go without. This is generally not ok, but For the price tag I paid flying business this is absolutely unacceptable. Hopefully American Airlines can update their accommodations to bedding that is not tossed on the ground and stepped on, or at least have a couple of extra pillows in hand, incase someone had decided to step on the pillows for what ever reason

American Airlines II: Delay Boogaloo. Multiple gate changes, delays, boarded and then MORE delays. I hate to say this won’t matter, but posting stuff about major corporations in 2026 is a post-modern “scream into the void.” Was multiple hours late coming home, so there you go.

Our flight was cancelled while we are on our way to the airport. So, no notice. We were rescheduled to another airline with a 2 hour later takeoff and so arrived at our destination on time. We pre-paid American Airlines $190 to upgrade our seats. No refund. So no use for AA or Kayak.

Terrible, horrible, disappointing- without telling us they changed planes and moved and separated our seats to opposite sides - said they changed seats putting us together - got to airport to find no, they did not - we sat opposing sides of plane - food overly salty to inedible, never saw stewardess but once - it was terrible

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

It was pretty straight forward, no glitches or hidden costs

It was a short flight so, everything went smoothly and we got to where we needed to be safely.

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

No TV on the flight. The charging outlet was not working. No food, even a sandwich. The served orange was poor quality.

Selected seats 5 months prior to date. Had email confirmation and seats were not honoured. Family did not sit together

The flight was comfortable and the staff were helpful and friendly. However, we did not know we were flying PAL until we arrived in Canada, so it was a bit disconcerting. In addition, which port we were leaving from was confusing.

They did not let us board because one member needed a transit visa, which was not evident at the time of ticket purchase.

I was charge a baggage checking fee $68!! I volunteered to check my duffle bag which usually goes under my seat!

I did not like anything because the flight was cancelled yesterday and I did not get to arrive on time in Toronto as I was rebooked with another airline. This caused me to be really stressed out as I am an individual with back injury and to be forced to stay longer in an airport to accommodate a change of airline and the transfers associated with it Due to this I am probably not going to book through your website to eliminate this potentially chaos in the future

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

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

Information on your arrival and departure airports