ORD

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Cheap Business Class Flight Deals to Chicago O'Hare Intl Airport

 
These are the cheapest deals for flights from Canada to Chicago O'Hare Intl Airport currently on KAYAK along with options from the most popular airlines KAYAK users selected for this route. 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 business class round-trip flight deals to Chicago O'Hare Intl Airport

Thu, 3 Sep - Fri, 11 Sep
Multiple Airlines Logo
7:20 a.m. - 8:30 a.m.
YYZ
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ORD
2h 10mdirect
Multiple Airlines Logo
8:30 p.m. - 11:26 p.m.
ORD
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YYZ
1h 56mdirect
C$ 597Multiple Airlines
Fri, 21 Aug - Mon, 24 Aug
Multiple Airlines Logo
3:14 p.m. - 4:19 p.m.
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ORD
2h 05mdirect
Multiple Airlines Logo
9:45 a.m. - 12:33 p.m.
ORD
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YYZ
1h 48mdirect
C$ 641Multiple Airlines
Fri, 21 Aug - Tue, 25 Aug
United Airlines Logo
8:40 a.m. - 10:16 a.m.
YUL
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ORD
2h 36mdirect
United Airlines Logo
8:40 a.m. - 11:59 a.m.
ORD
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YUL
2h 19mdirect
C$ 654United Airlines
Thu, 26 Nov - Sat, 28 Nov
United Airlines Logo
9:25 a.m. - 11:07 a.m.
YUL
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ORD
2h 42mdirect
United Airlines Logo
1:55 p.m. - 5:07 p.m.
ORD
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YUL
2h 12mdirect
C$ 661United Airlines
Thu, 13 Aug - Sun, 16 Aug
American Airlines Logo
7:20 a.m. - 8:30 a.m.
YYZ
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ORD
2h 10mdirect
American Airlines Logo
9:45 a.m. - 12:33 p.m.
ORD
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YYZ
1h 48mdirect
C$ 716American Airlines
Fri, 14 Aug - Mon, 17 Aug
Air Canada Logo
8:50 a.m. - 9:53 a.m.
YYZ
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ORD
2h 03mdirect
Air Canada Logo
3:45 p.m. - 6:30 p.m.
ORD
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YYZ
1h 45mdirect
C$ 741Air Canada
Wed, 12 Aug - Sun, 16 Aug
American Airlines Logo
7:20 a.m. - 8:30 a.m.
YYZ
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ORD
2h 10mdirect
American Airlines Logo
9:45 a.m. - 12:33 p.m.
ORD
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YYZ
1h 48mdirect
C$ 752American Airlines
Thu, 10 Sep - Mon, 14 Sep
Multiple Airlines Logo
5:34 p.m. - 7:19 p.m.
YUL
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ORD
2h 45mdirect
Multiple Airlines Logo
8:13 a.m. - 11:44 a.m.
ORD
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YUL
2h 31mdirect
C$ 754Multiple Airlines
Fri, 4 Sep - Mon, 7 Sep
Air Canada Logo
4:00 p.m. - 4:57 p.m.
YYZ
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ORD
1h 57mdirect
Air Canada Logo
9:15 p.m. - 11:59 p.m.
ORD
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YYZ
1h 44mdirect
C$ 775Air Canada
Thu, 10 Sep - Mon, 14 Sep
Aeromexico Logo
11:01 a.m. - 11:59 p.m.
YUL
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ORD
13h 58m
1 stop
Aeromexico Logo
6:25 p.m. - 7:30 a.m.
ORD
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YUL
36h 05m
2 stops
C$ 2,476Aeromexico

Good to Know - Business Class Flights to Chicago O'Hare Intl Airport

Average price round-trip

C$ 4,848

Good deal round-trip

C$ 4,120

Good deal one-way

C$ 1,583
(avg. price over the last 2 weeks)
or less
or less

When to book business class flights to Chicago O'Hare Intl Airport

Are your dates flexible? We break down the daily and monthly prices for business class flights to Chicago O'Hare Intl Airport, so you can find the best time to fly.
Average price per month
To calculate monthly average prices, KAYAK takes all prices for each month over the last year for business class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the median of all the values for each month.
Flight prices as travel date approaches
To calculate daily average prices, KAYAK takes all prices for each day before departure over the last year for business class flights to Chicago, removes the top 0.1% to account for outliers, and then takes the average of all the values for each month.

FAQs for Chicago O'Hare Intl Airport business class flights

  • How long is a flight to Chicago O'Hare Intl Airport?

    Flights from Seattle4h 21m
    Flights from Burlington2h 33m
    Flights from Québec City2h 53m
    Flights from Buffalo1h 55m
    Flights from Boston2h 44m
  • What is the most popular airline offering Business Class flights to Chicago O'Hare Intl Airport?

    Among KAYAK users, American Airlines is the most popular airline offering Business Class seats on flights to Chicago O'Hare Intl Airport.

  • How much is a Business Class ticket to Chicago O'Hare Intl Airport?

    The price of a Business Class flight ticket to Chicago varies greatly based on its origin. From Toronto, the cost generally starts at C$ 495, whereas Business Class travelers from Montreal pay around C$ 504.

  • Which airlines offer Business Class tickets on flights to Chicago O'Hare Intl Airport?

    Traveling to Chicago O'Hare Intl Airport and want to offer yourself a Business Class experience? Depending on the origin, the following airlines offer seats in Business Class: American Airlines, United Airlines, Air Canada and Aeromexico.

  • How does KAYAK find such good deals on Business Class tickets to Chicago O'Hare Intl Airport?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can 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 Intl Airport for economy class as well as Business Class travelers.

  • What is the best airline for business class flights to Chicago O'Hare Intl Airport?

    The highest-rated airline by KAYAK users offering business class flights to Chicago O'Hare Intl Airport is Porter Airlines, with an overall rating of 8.0.

Top tips for finding business class flights to Chicago O'Hare Intl Airport

  • Try flying direct if you’re looking to save money, as direct business class tickets are cheaper on average.
  • What’s a good price for a business class ticket between Canada and Chicago O'Hare Intl Airport? 25% of our users found flights on this route for C$ 814 or less one-way and C$ 2,552 or less round-trip.

Reviews of the top 5 airlines flying to Chicago O'Hare Intl Airport

 
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 business class to Chicago O'Hare Intl Airport? 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.
8.0
Porter AirlinesOverall score based on 448 reviews
7.5Food
8.2Boarding
8.0Comfort
6.9Entertainment
8.6Crew
Airline reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

4.0 OkayJeff, Jul 2026
YYZ - SFO
Read more Porter Airlines reviews

Look, I understand that Kayak doesn't know I cancelled my flight on Porter. So I didn't actually fly yesterday. My main disappointment is with Porter ticket fare policies, and maybe you can pass this on to them: At my employer's request, I had booked a full fare ticket with no change fees since my trip to Toronto would likely be extended. Indeed, when I went to change my flight home to a later date, I was told the Fare Difference would cost an additional $550. So much for no change fees lol! While I had the agent on the line, I hopped over to Kayak, searched for new flights on the date in question, and saw a one-way ticket that got me home for only $355. So I got reimbursed about $450for the unused half of my roundtrip and bought a new ticket for $355. What good is a full fare / no change fee ticket if they screw you with "fare difference" BS. I'm still flying home on Porter Airlines but they just lost a hundred bucks with their stupid shenanigans.

I flew with Porter yesterday and overall had a positive experience. The flight was delayed, but the airline did a good job keeping passengers informed with frequent updates throughout the process. My biggest challenge was actually in Terminal 3, where the speaker system wasn’t very clear. It was often difficult to hear the announcements, which made it harder to follow updates at the gate. On board, the experience improved significantly. The aircraft felt very new and well maintained, and the seats were surprisingly comfortable for a short-haul flight. One of the flight attendants seemed a little disengaged, but the other was excellent—friendly, professional, and a pleasure to interact with. Despite the delay, the comfortable aircraft, clear communication from Porter, and positive onboard service made for a good overall experience.

It was okay. Had a thing with the front desk, she had me repack my suitcases to have them be under the weight restrictions, but then the other one was overweight, she argued with me about it when there were tons of people in line. Wasn’t great.

Organization and the adjusted times but the snacks could be of a bigger portion

Our flight was delayed by a bit. I appreciated that we were kept informed on why periodically. Boarding was fine. I overheard one flight attendant sounding very rude to a passenger who was not paying attention to the safety demonstration. The snacks were minimal as it was a short flight. There was no entertainment. Overall the flight was good back to LGA.

All good the seats a little tight and no I pad screen

Just an evening before they canceled my ticket and offered me ticket costing 3 x times more than. I will not fall prey to these scams,Will never book through kayak now. Such a bad experience.

was okay except.. 1)the porter check in webpage doesn't let you print your boarding pass from home 2)that there was a 90 min cut off for checking in on the kiosk in general, and to print a boarding pass, even tho i checked in online already....

It was amazing although they did bump us up to the front which gave us more leg room and a meal. The service was great! The staff were friendly. :)

The flight was delayed by more than one hour. The terminal was consequently overcrowded and hot. We lost our car reservation and hit rush hour traffic in Boston, which added two hours stuck in traffic to our trip.

Prefer not to have an almost 3 hour delay with useless communication that wasn't accurate.

Starlink is great Crew was polite Business class didn’t get a welcome drink just water and snacks were ok

very average service no complimentary alcoholics drinks unlike other airlines such as Porter airlines No decent seats available during check-in time the day before

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

Reliable, nice crew, I fly often on that flight and I like it all.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

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

It was my first time with United Airlines and I would say it was very good experience and best of all the flights were on time. Will definitely fly with United Airlines next time.

lots of delays the crew were unclear about where to pick up my carry-on, which they took from me to check in on the plane.

Our itinerary included a 1 hour and 30 minute layover, which should have been sufficient under normal circumstances. However, our original flight was delayed. Before we even deplaned, we were instructed to collect our checked bags from baggage claim, clear immigration and customs, and then recheck our bags for the connecting flight. The airline knew—or should have known—that this was impossible. Checked baggage acceptance closes one hour before departure, meaning there was no realistic way for passengers from the delayed flight to recheck their bags in time. Despite this, the airline gave us misleading instructions instead of informing us that we would likely miss our connection. We completed immigration and customs in approximately 10 minutes, but our checked bags did not arrive at the carousel for more than 30 minutes. After collecting them, we had another 10-minute walk to the baggage drop area, only to find that no airline attendant was present. We then went to another airline counter, where an employee told us this had happened before and that there was nothing they could do because the baggage acceptance window had already closed. At that point, there were still 40 minutes remaining before our flight's departure, yet no one was willing to assist or offer a practical solution. When we asked to be rebooked, we were simply told to call the airline's 800 number ourselves. There was no accountability or customer support at the airport, leaving us stranded in a foreign country with no immediate assistance. After finally reaching an agent on the 800 number, we were rebooked on a flight for the following day. However, we were initially told that the airline would not provide any hotel accommodation and that we would have to arrange and pay for it ourselves. Only after making multiple calls and speaking with several different agents did one representative finally issue a hotel voucher. The entire experience was an exhausting and frustrating ordeal. What should have been a 20-hour journey ultimately became more than 30 hours due to the airline's poor planning, misleading instructions, lack of accountability, and inadequate customer service. The unnecessary delays, confusion, and absence of meaningful assistance caused significant physical exhaustion and severe mental stress. This experience fell far below the level of service passengers should reasonably expect.

Despite travelling ultra basic for the first time due to such increased rates we both managed with one bag each. Even boarding last wasn’t SO bad.

I loved the fact it was on time and it was a smooth flight to my destination.

Service was okay except attendant over served alcohol to passenger and passenger got tipsy and made me uncomfortable

Food was not inspired but was satisfying. Same for infotainment selection. You’d think business class would come with complimentary WiFi. Crew was uniformly attentive and excellent.

Could not make the flight. No one would help us at all

The agents at the Kelowna YLW airport were really grumpy. Same with oversized baggage person. Staff on the plane were great.

Did not like the seat selection which was poor.? My daughter and I never did get seats together because it all took place at the last minute and we had to accept whatever seats were left

Very good experience. Great cabin crew. Much better than expected

crew was great, wifi was very poor could not even load a youtube video

This may have been the hottest cabin temperatures I have experienced on any flight prior to take off lasting for approximately 30 minutes. I am not typically one to complain but I was genuinely worried about the health of several passengers on the flight due to the extreme temperatures including a small toddler.

The planes can use an actual cleaning. The armrest and seats do not appear to be cleaned on this one and most other planes.

weather delay of almost 2 hours then we landed and our gate wasn't available so we waited another 30 min

The flight was delayed significantly and we sat on runway after landing for awhile. Best thing was the flight attendant, Jenny, in first class, who was very professional and attentive. She was excellent - the rest of the flight was not.

The flight from LA to Chicago was smooth and service was very good overall.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Jill was the flight attendant in first class she was fabulous!! Best flight attendant I have had in years.!! And I fly every other week. Other can learn from her!!

As a first class customer, there was no power the entire flight which limited my ability to work. I find this unacceptable. The first 11 rows on the left side of the plan were out. I was only offered the option to charge my phone which was not the issue because my laptop was out of power. I asked if there was anything that can be done for me, and the answer was, "no". I was not offered any type of compensation for this AA problem which caused me unnecessary stress due to inability to address business issues on an already challenging travel day. Flight attendants tried to reset the power once but that was the extent of their support. Very disappointing for the lack of expected services on a flight. Please contact me with customer focused response to this complaint.

Waited for oxygen tanks for 30 minutes after boarding was complete.

The flight was on time and crew were nice, seats were tight and there was entertainment available

After 3 hours of delays, they ended up cancelling my flight. And although I could purchase one-way tickets to get to my destination, they would not offer me these flights as compensation for the cancelled flight, and I didn't end up making it home until 13 hours after I was originally supposed to arrive. It made for an extremely strenuous end to an otherwise good trip.

It's kindof ridiculous that your system is even asking me about this since my flight was canceled and I wasn't rescheduled.

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

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

flight was delayed 6 hours for weather, then cancelled because of the crash in toronto, but none of the links to cancel or rebook my flights are working

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

They charge 5 dollars for plastic headphones for a flight of 1 hour! Seats are awful. Service is terrible.

Everything was seamless. I would have appreciated knowing there would not be any real food available for purchase in advance. Otherwise a great experience. Thank you!

I was mostly pleased. My greatest disappointment was with respect to the timely update to the estimated departure and arrival times. It was especially sad that the arrival time was not updated online once we were in flight so as to allow my wife to arrive on time to the airport. She was not happy.

United had a delay on the flight and we lost this connection to Vancouver We lost one and half day from our time and money The reservations for the hotel and the tour was prepaid and we lost all that money 💰 So I’m very disappointed.

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

Information on the airport you'll fly into in Chicago O'Hare Intl Airport