$92 Find Cheap Flights from Canada to Chicago O'Hare Airport

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight to O'Hare Intl departing on 9/30. 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

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These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results for flights to Chicago, as well as popular online travel agencies
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Cheap Flights from Canada to O'Hare Intl

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Canada to O'Hare Intl 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 Canada to O'Hare Intl

Fri, Nov 7 - Sun, Nov 9
Air Canada Logo
12:05 pm - 1:01 pmYYZ-ORD
1h 56mnonstop
Air Canada Logo
3:55 pm - 6:34 pmORD-YYZ
1h 39mnonstop
$147Air Canada
Find Deal
Sat, Sep 6 - Sat, Sep 13
WestJet Logo
8:05 am - 12:39 pmYEG-ORD
3h 34mnonstop
WestJet Logo
1:40 pm - 4:28 pmORD-YEG
3h 48mnonstop
$150WestJet
Find Deal
Wed, Sep 24 - Thu, Oct 23
 Logo
12:15 pm - 4:43 pmYYC-ORD
3h 28mnonstop
 Logo
8:47 am - 11:38 amORD-YYC
3h 51mnonstop
Wed, Sep 24 - Thu, Oct 23
 Logo
12:15 pm - 4:43 pmYYC-ORD
3h 28mnonstop
 Logo
9:44 pm - 1:53 pmORD-YYC
17h 09m1 stop
Sun, Oct 5 - Fri, Oct 17
United Airlines Logo
9:00 am - 9:55 amYYZ-ORD
1h 55mnonstop
United Airlines Logo
6:01 pm - 8:44 pmORD-YYZ
1h 43mnonstop
$172United Airlines
Find Deal
Wed, Oct 15 - Sun, Oct 19
United Airlines Logo
8:05 am - 12:32 pmYEG-ORD
3h 27mnonstop
United Airlines Logo
5:01 am - 2:08 pmORD-YEG
10h 07m1 stop
$174United Airlines
Find Deal
Sat, Sep 13 - Sat, Sep 20
American Airlines Logo
6:30 am - 7:25 amYYZ-ORD
1h 55mnonstop
American Airlines Logo
12:33 pm - 10:29 pmORD-YYZ
8h 56m1 stop
$181American Airlines
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Thu, Sep 4 - Sun, Sep 7
Lufthansa Logo
5:15 pm - 6:12 pmYYZ-ORD
1h 57mnonstop
Lufthansa Logo
9:12 pm - 11:58 pmORD-YYZ
1h 46mnonstop
$182Lufthansa
Find Deal
Fri, Sep 5 - Tue, Sep 9
American Airlines Logo
12:30 pm - 2:05 pmYUL-ORD
2h 35mnonstop
American Airlines Logo
5:00 am - 10:32 pmORD-YUL
16h 32m1 stop
$184American Airlines
Find Deal
Thu, Sep 4 - Sun, Sep 7
Lufthansa Logo
5:15 pm - 6:12 pmYYZ-ORD
1h 57mnonstop
Lufthansa Logo
7:10 am - 9:58 amORD-YYZ
1h 48mnonstop
$191Lufthansa
Find Deal
Booking Insights

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

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

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

These are the best round-trip prices found by users searching on KAYAK in the last 72 hours.

In the last 3 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Calgary, at $147 return. The most popular connection is from Toronto to Chicago O'Hare Airport and KAYAK users have found round-trip deals for as low as $147 in the last 3 days.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for flights to Chicago O'Hare Intl Airport, 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 to Chicago O'Hare Intl Airport is May, where tickets cost $263 on average for return flights. On the other hand, the most expensive months are July and December, where the average cost of tickets from Canada is $384 and $348 respectively. For one-way flights, the best month to travel is September with an average price of $288.

What is a good deal for flights to Chicago O'Hare Intl Airport?

If you’re looking for cheap airfare to Chicago O'Hare Intl Airport, 25% of our users found tickets to Chicago O'Hare Intl Airport for the following prices or less: From Calgary $203 round-trip, from Edmonton $287 round-trip, from Vancouver Intl Airport $309 round-trip.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights to Chicago O'Hare Intl Airport, 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, you should book around 3 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 12 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flight$92
Best time to beat the crowds with an average 0% drop in price.
Most popular time to fly with an average 6% increase in price.
Flight from Calgary to Chicago O'Hare Airport

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

Insights shared by verified travelers who flew the route from Canada to O'Hare Intl 
LisaFlew with United AirlinesYWG-ORDDec 2024
Turn on your data or the wifi in case gates change.
Verified travelerFlew with WestJetYYC-ORDJun 2024
checkin luggage online as they jack up the price 100% at airport
Verified travelerFlew with United AirlinesYUL-ORDApr 2024
Come prepared with your own entertainment as the flight did not offer in flight entertainment
Verified travelerFlew with United AirlinesYYZ-ORDMar 2024
Carry-on baggage sizing for United US bound flights appears to be much smaller than for Canadian flights, which forced me to check my bag at the last minute. So check online ahead of time

FAQs - booking Chicago O'Hare Airport flights

  • What is the cheapest flight to Chicago O'Hare Airport?

    In the last 3 days, the cheapest flight deal to Chicago O'Hare Airport was found on the route from Calgary, at $147 return. The most popular connection is from Toronto to Chicago O'Hare Airport and KAYAK users have found round-trip deals for as low as $147 in the last 3 days.

  • How far is Chicago O'Hare Intl Airport from central Chicago?

    The city center of Chicago is 16 miles from Chicago O'Hare Intl Airport.

  • How much is a flight to Chicago?

    On average, a flight to Chicago costs $416. The cheapest price found on KAYAK in the last 2 weeks cost $122 and departed from Toronto Pearson Intl Airport.

  • What is the cheapest day to fly to Chicago?

    Based on KAYAK data, the cheapest day to fly to Chicago is Friday where round-trip tickets can be as cheap as $450. On the other hand, the most expensive day to fly is Monday, where round-trip prices are $634 on average.

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

    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 to Chicago O'Hare Airport.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago O'Hare Airport is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport 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 to Chicago O'Hare Airport?

    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 to Chicago O'Hare Airport 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 Chicago O'Hare Intl Airport?

    The cheapest time of day to fly to Chicago O'Hare Intl Airport is generally at night, when round-trip flights cost $375 on average. The most expensive time of day to fly to Chicago O'Hare Intl Airport is generally in the evening, which is peak travel time and where the average cost of a ticket is $597.

  • How many direct flights to Chicago O'Hare Intl Airport are there each week?

    Each week there are around 9,440 direct flights from within Canada to Chicago O'Hare Intl Airport. The most common day for departures is Sunday, with 15% of flights taking off on this day.

Top tips for finding cheap flights to Chicago O'Hare Airport

  • Looking for cheap airfare to Chicago O'Hare Airport? 25% of our users found round-trip tickets to Chicago O'Hare Airport for the following prices or less: From Calgary $204, from Vancouver Intl $415, from Ottawa $1,388
  • Enter your preferred departure airport and travel dates into the search form above to unlock the latest Chicago O'Hare Airport flight deals.

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

 
See real verified KAYAK customer reviews for airlines flying to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline from Canada to Chicago. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with to O'Hare Intl? 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 8900 reviews
8.1Crew
7.1Entertainment
7.7Boarding
6.6Food
7.3Comfort
Airline reviews

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

4.0 OkayGary, Jul 2025PIA - ORD
Read more United Airlines reviews

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

So far so good but food and entertainment are not available for this flight

Smooth flight. Boarding was chaotic. Could not hear the gate agent over the intercom. People were lined up in the wrong lines. Groups one and two were told to board through line one and group 3 through line 2. All very confusing. Once in the air, the flight was smooth. There was no entertainment option on this aircraft, even though it was a larger aircraft.

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Very clean and comfortable cabin. Amazing Mediterranean salad for lunch before landing. Great range of films to watch. Really quiet and easy to sleep on the flight also. The initial food was a bit weird: odd fried chicken pieces in some weird white gloop, but that would be my lack of cultural knowledge on the grub. Salad more than made up for it at the other end. Staff were super attentive and helpful. Great and easy flight

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

Crew professional. Easy bag drop off. On time. Good entertainment.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

Absolutely terrible, from the customer service to boarding the plane. On the phone, there was some mishaps with getting in my correct date and they did not help me retrieve a refund or any assistance. I’m gonna be reporting to all my followers and family around the region of Los Angeles to New York.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

Staff was nice, helpful, and did all they could. I understand economy seats are bottom of the barrel, but we're crammed in there with others in our row.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Nothing to like because my inbound flight was cancelled without notification by West Jet or third party, JustFly. I couldn’t take the inbound flight due to cancellation; therefore could not take the outbound flight back.

I did not noticed baggage was separate - I had assumed international flights included luggage, so it surprised me I had to pay to check a bag.

Flight got delayed for no reason. And Air Canada was doing 3 boardings via the same gate. It was chaotic!

My return flight experience was one of the worst times I have had traveling anywhere this year. Not because of the flight. It was because there was not enough time allocated to deplane, go through U.S. Customs and U.S. Security to get to the gate for the connecting flight to Boston which I missed, There was well less than an hour between my landing in Montreal from Prince Edward Island to my connecting gate. I even called Air Canada on the morning of my return and noted my concern over the short layover time, not more that 45 minutes. The initial flight was four minutes late. I was seated in the rear of the first aircraft, and it took at least 20 minutes to deplane. The U.S. Customs was a considerable distance from the gate at which we landed. The need for double security seemed unnecessary and redundant. The distance from the security to my gate was again fairly great, and the wrong gate number was listed on my boarding pass. The agent I approached at the flight that was going to Newark, New Jersey was too busy to answer my question as to what gate was for Boston. When I got to the right gate, they had just closed the door to the aircraft even though I arrived a minute late. If I knew the distance to Customs and from Security to the gate, I would have asked for a seat on the next available flight which was 4:30 pm. When I made my call at 6:00AM that morning. When I asked the agent at the Boston gate, he said that the 4:30 flight was already “OVERBOOKED!” I was put on an 8:30 PM flight and didn’t get home until MIDNIGHT. I then had to care for a barnful of hungry animals and didn’t get to bed until 2:00 AM.

From Montreal to Cincinnati the flight was perfect! Flight free and everyone was perfect and a pleasure to travel with. But from Casablanca to Montreal the flight crew were quite cold, unhelpful, also seemed to scold many passengers instead of simply educating or instructing them. There were a couple for sure I could describe but not name… i was really shocked bc my experience w air Canada is typically a good one at the very least. It seemed something was very much so I’m the air w the crew. The two older lady crew members and the male were amazing but the younger lady crew members w the exception of one were very clique-y and snarky, sassy

Seating wasn’t too cramped; I don’t understand how luggage bins get full if there are enough for each person. Shouldn’t there be room for the designated carry-on and personal item for each passenger at their seat? THEN, IF for some reason extra room is available for someone who prefers it, then shifts can occur. I’m simply saying it seems that I should have primary access to the storage bin at my seat and underneath in front of me. It was suggested that I go to the back of the plane to store my carry-on when I paid to have access to the first seat after 1st class. The additional stress and inconvenience could be avoided and I think all passengers and flight crew are interested in guidelines that are fair, clear, and reduce tension.

Wonderful airline. All staff were pleasant and helpful. What is sad is that it wasn’t grand gestures just everyday pleasantness and friendliness that are missing from the other airlines I have flown recently.

Friendly efficient crew, but plane had no way to charge phone. That is a near necessity with today’s travel where we carry out travel documents on our phones.

The flight was delayed for 2 hrs. We were changed to a smaller plane, which was shaking a lot.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Orlando to Canada, despite being close and an international flight, the plane was not at all comfortable. It felt like the chair was being pushed forward, in addition to not having a TV and having to choose from a tiny glass of drink, for example, water or soda. I couldn't have both. When I asked the flight attendant for an extra glass of water, she looked at me with an ugly face. This is ridiculous. They don't want to give water to passengers. I will never fly with this airline again in my life.

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

Information on the airport you'll fly into in Chicago

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