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Find Business Class Flights to Chicago O'Hare Intl Airport

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Flight Deals

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

Fri, 3 Oct - Sun, 5 Oct
American Airlines Logo
6:29 p.m. - 7:24 p.m.YYZ-ORD
1h 55mdirect
American Airlines Logo
8:15 a.m. - 10:59 a.m.ORD-YYZ
1h 44mdirect
C$ 746American Airlines
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Sun, 28 Sep - Sun, 5 Oct
American Airlines Logo
6:30 a.m. - 7:25 a.m.YYZ-ORD
1h 55mdirect
American Airlines Logo
8:30 p.m. - 11:25 p.m.ORD-YYZ
1h 55mdirect
C$ 761American Airlines
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Fri, 3 Oct - Sun, 5 Oct
Air Canada Logo
7:00 a.m. - 11:23 a.m.YYZ-ORD
5h 23m1 stop
Air Canada Logo
9:12 p.m. - 11:58 p.m.ORD-YYZ
1h 46mdirect
C$ 847Air Canada
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Thu, 2 Oct - Sat, 18 Oct
Alaska Airlines Logo
1:48 p.m. - 12:03 a.m.YVR-ORD
8h 15m1 stop
Alaska Airlines Logo
8:00 a.m. - 12:48 p.m.ORD-YVR
6h 48m1 stop
C$ 1,149Alaska Airlines
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Tue, 7 Oct - Sat, 11 Oct
Alaska Airlines Logo
3:30 p.m. - 11:59 p.m.YVR-ORD
6h 29m1 stop
Alaska Airlines Logo
8:00 a.m. - 12:48 p.m.ORD-YVR
6h 48m1 stop
C$ 1,196Alaska Airlines
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Sat, 4 Oct - Fri, 17 Oct
Alaska Airlines Logo
10:30 a.m. - 8:50 p.m.YVR-ORD
8h 20m1 stop
Alaska Airlines Logo
8:00 a.m. - 2:08 p.m.ORD-YVR
8h 08m1 stop
C$ 1,202Alaska Airlines
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Sat, 4 Oct - Fri, 17 Oct
American Airlines Logo
1:29 p.m. - 7:57 p.m.YVR-ORD
4h 28mdirect
American Airlines Logo
9:50 a.m. - 12:30 p.m.ORD-YVR
4h 40mdirect
C$ 1,283American Airlines
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Wed, 3 Dec - Wed, 10 Dec
Air Canada Logo
8:10 a.m. - 5:01 p.m.YVR-ORD
6h 51m1 stop
Air Canada Logo
8:45 a.m. - 3:44 p.m.ORD-YVR
8h 59m1 stop
C$ 1,401Air Canada
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Wed, 3 Dec - Wed, 10 Dec
Air Canada Logo
8:10 a.m. - 5:01 p.m.YVR-ORD
6h 51m1 stop
Air Canada Logo
8:45 a.m. - 3:44 p.m.ORD-YVR
8h 59m1 stop
C$ 1,406Air Canada
Find Deal
Wed, 3 Dec - Wed, 10 Dec
Air Canada Logo
10:30 a.m. - 4:44 p.m.YVR-ORD
4h 14mdirect
Air Canada Logo
1:10 p.m. - 3:50 p.m.ORD-YVR
4h 40mdirect
C$ 1,413Air Canada
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Useful Info

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

Average price round-tripC$ 1,744
Good deal round-tripC$ 972
Good deal one-wayC$ 600
(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 22m
    Flights from Flint1h 25m
    Flights from Québec City2h 45m
    Flights from Buffalo1h 50m
    Flights from Fargo2h 08m
  • 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$ 613, whereas Business Class travelers from Montreal pay around C$ 434.

  • 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, Alaska Airlines and Air Canada.

  • 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 Delta, with an overall rating of 7.9.

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

  • The most expensive day to fly Business Class to Chicago O'Hare Intl Airport is Tuesday, while the cheapest is Saturday.

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.
7.9
DeltaOverall score based on 7954 reviews
7.9Comfort
8.2Boarding
7.9Entertainment
7.3Food
8.5Crew
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

The airport crew helped a lot, what I didn’t like? We were not informed that we needed to pick our luggage’s, if the crew at the luggage center didn’t tell me I would have been home without my belongings, I was heading out to my next connecting flight while looking for what gate to go to, I asked one of the crews for help, he told me and he also told me to not forget to grab my luggage’s which was chocking, because on my way out the country that wasn’t required, I just hope none of your customers lost their luggage’s because of this.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

The flight crew was friendly. I tried to adjust my seat online ahead of time but no option existed without additional fees. My friend asked at the gate about a seat change and was able to make it happen. That was great! The flight crew moved a very tall gentleman and his companion which allowed us to have more space which was nice. Overall, good experience. Appreciated the blanket and pillow.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

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

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

Worst flight ever. I was suppose to have a 3 1/2 hour layover in Chicago but got to the gate 4 minutes before boarding.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

Do not fly on WestJet if you have a connection. It failed to integrate with my connecting Delta flight and I almost missed it.

There was a man who was very rude at boarding. On the other hand personal bag measuring box is too small compared to USA airlines,

A little better seat cushions would be appreciated. Crews were all good.

The process and flight were both smooth and trouble free

Flight delayed 3 hours, missed my connection in Atlanta. Instead of getting to Savannah at 6PM arrived after 10:00PM Middle seat, couldn't get isle or window, couldn't book my seats in advance, had to book at the gate. That's a 1st for me and I used to travel a lot

my carry-on bag was delayed and I did not receive it until the day of my return at the airport. This delay caused me significant inconvenience, as I did not have access to my personal belongings for the duration of my trip. I had expected to rely on my carry-on items, and being without them negatively impacted my travel experience.

Technology issues at the bag-check counter caused a delay, and we were unable to check out our bags, ultimately missing our flight. They offered no assistance other than telling us to book another flight out of Calgary. We arrived with plenty of time; if there hadn't been an issue with the kiosk and the length of the lines due to the technical issues, we could have made it home.

Worst check in and bag drop off experience. Staff were incredibly rude given that it’s the WestJet system that is faulty.

The staff at the airport and on the plane were wonderful I especially wanna acknowledge the staff who boarded us at the Calgary airport. The women who helped us board at the airport were incredible… they were so kind and sweet…I very happy with WestJet and I am hoping I can fly more often to Canada.

We were happy with our experience. The price for tickets was much less than Delta and we actually took off and landed a little ahead of scheduled times.

I liked the behaviour of the crew members.The flight was good.

1 hour late No hot drinks No restroom in the back of the plane

I swear airplane seats keep getting smaller and smaller but everything else was great. Smooth sailing and we got in early.

No food to provide, they forgot that, in some cases, people stay at the airport for hours without food. Now, to provide them with food, they have to ask them to pay, because some don't have money. That way, they can't eat.

After a long flight from Tokyo, our connecting flight home was canceled due to “maintenance” while we were on our layover in Toronto. Very frustrating to close out our honeymoon, although I’m sure others had it even worse during last week’s strike. Air Canada staff at Pearson Airport are the one thing that kept me remotely at peace during this — they were very helpful and deserve a lot of props. But I would not fly Air Canada again.

I had wonderful wheelchair assistance through the Montreal airport onto the flight. Air Canada was excellent in this both at the Fredericton airport and the Montreal one where an attendant helped us through customs as well as transport and baggage security.

Horrible flight cancelled had to buy another very expensive ticket

Flight was cancelled last minute due to Air Canada strike leaving us stranded and having to stressfully find a way home that cost hundreds of dollars in excess cost added to the trip. Having just experienced our mother's funeral service, this was not a good way to end our trip.

Air Canada marooned me in Canada with no way back home during my summer vacation. I had to buy a last minute flight ticket for over $500 to make it back home. I have their credit card and have flown them for years. Never again.

Flight was cancelled last minute. Had to scramble and purchase a $2000 flight through a separate airlines. Stuck in Toronto two extra days. Missed my first two days on a new job. Had to rent a car for an additional two days. Scrambled to fins a place to live those extra two days. Spent a ton of extra money and lost a lot of money, as well as made a poor impression at work. Difficult difficult difficult

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