ORD

Find Business Class Flights to Chicago O'Hare Intl Airport

1 adult
1 adult, Business, 0 bags

KAYAK searches hundreds of travel sites at once for deals on business class flights to Chicago O'Hare Intl Airport

 
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 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

Mon, 11 May - Wed, 13 May
American Airlines Logo
6:20 p.m. - 7:25 p.m.
YYZ
-
ORD
2h 05mdirect
American Airlines Logo
8:36 p.m. - 11:29 p.m.
ORD
-
YYZ
1h 53mdirect
C$ 608American Airlines
Sun, 17 May - Thu, 21 May
American Airlines Logo
1:15 p.m. - 2:20 p.m.
YYZ
-
ORD
2h 05mdirect
American Airlines Logo
9:42 a.m. - 12:34 p.m.
ORD
-
YYZ
1h 52mdirect
C$ 764American Airlines
Sat, 27 Jun - Sat, 11 Jul
Air Canada Logo
6:15 a.m. - 10:16 a.m.
YYZ
-
ORD
5h 01m
1 stop
Air Canada Logo
9:50 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 45mdirect
C$ 832Air Canada
Fri, 26 Jun - Sun, 28 Jun
Air Canada Logo
7:30 a.m. - 11:21 a.m.
YUL
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ORD
4h 51m
1 stop
Air Canada Logo
5:55 p.m. - 11:22 p.m.
ORD
-
YUL
4h 27m
1 stop
C$ 833Air Canada
Sat, 27 Jun - Sat, 11 Jul
Air Canada Logo
4:00 p.m. - 4:57 p.m.
YYZ
-
ORD
1h 57mdirect
Air Canada Logo
2:15 p.m. - 5:01 p.m.
ORD
-
YYZ
1h 46mdirect
C$ 838Air Canada
Sun, 28 Jun - Sat, 11 Jul
Air Canada Logo
7:00 a.m. - 8:00 a.m.
YYZ
-
ORD
2h 00mdirect
Air Canada Logo
9:50 a.m. - 12:35 p.m.
ORD
-
YYZ
1h 45mdirect
C$ 864Air Canada
Sun, 28 Jun - Sat, 11 Jul
Air Canada Logo
10:15 a.m. - 11:21 a.m.
YYZ
-
ORD
2h 06mdirect
Air Canada Logo
11:03 a.m. - 7:02 p.m.
ORD
-
YYZ
6h 59m
1 stop
C$ 868Air Canada
Tue, 2 Jun - Fri, 5 Jun
Air Canada Logo
9:45 a.m. - 11:20 a.m.
YUL
-
ORD
2h 35mdirect
Air Canada Logo
6:04 p.m. - 9:26 p.m.
ORD
-
YUL
2h 22mdirect
C$ 915Air Canada
Fri, 26 Jun - Sun, 28 Jun
American Airlines Logo
5:33 p.m. - 7:27 p.m.
YUL
-
ORD
2h 54mdirect
American Airlines Logo
8:15 a.m. - 11:44 a.m.
ORD
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YUL
2h 29mdirect
C$ 979American Airlines
Fri, 12 Jun - Mon, 15 Jun
ANA Logo
8:40 a.m. - 10:18 a.m.
YUL
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ORD
2h 38mdirect
ANA Logo
11:05 a.m. - 2:16 p.m.
ORD
-
YUL
2h 11mdirect
C$ 1,187ANA

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 25m
    Flights from Québec City2h 56m
    Flights from Detroit1h 30m
    Flights from Newark2h 28m
    Flights from Los Angeles4h 25m
  • 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.

  • 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, Air Canada and ANA.

  • 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.

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 430 reviews
8.2Boarding
8.6Crew
7.6Food
8.0Comfort
7.0Entertainment
Airline reviews

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

10.0 ExcellentDeanna, Mar 2026
YWG - YOW
Read more Porter Airlines reviews

Even tho the flight was a bit delayed the team was apologetic. Everyone was friendly and efficient.

The Flight took off 2hrs late because there was no pilot showing up when the flight was ready to board.. Though the cabin crew was present and had prepared the plane, the FO turned around after 15 min and went away. A crew to fly the plane finally arrived over an hour later and we were able to board 1h30 min later than planned time... until everything was loaded, we left 2h late from the gate. This was a small plane, so don't expect any Entertainment... Wi-Fi access on board would work, but took an awful amount of time to figure out and get it work (I'm an IT person). Flying as VIPorter customer, I was expecting at least some warm meal, but everything served was just cold.. except the coffee maybe. Even in so-called VIPorter seats, space is cramped and trays are so tiny, you can barely setup your food. Flight caught up during the coast-to-coast crossing and was able to recoup about 45 min from the delay.. still arrived very late in Vancouver and had to wait a long time to get our registered bags. Let's see how the return flight will be in a few days..

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.

Due to a known technical error that Porter has not fixed in over a year, I was unable to check in the children on my reservation online and had to do it at the airport. Upon check in, there were no seats together, which was an issue as we had young children. The gate agent did manage to seat us together by moving other passengers, which was appreciated, but the other passengers were never informed, leading to confusion and delay upon boarding. The flight was over an hour late; no explanation or apology was ever issued. The bags on Porter take a long time to arrive--over half an hour at Hamilton on my inbound flight, and not much better on my return to Edmonton.

On my e-boarding pass it shows free wifi, yet the plane I was on didn’t have wifi. Please remove false advertising from your website and boarding passes

3.5 hr delay for a 1 hr work flight. No information as to why the delay until 20 mins before boarding.

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

Smaller plane. Food and bar service for free is amazing. Drinks were in glass not plastic cups.

Poor landing as we overshot the runway and had to re land the plane. Lost both of my luggage not found as of yet. Had to pay extra money for my luggage in USD, now great my luggage is gone. Will not fly with Porter again.

This flight to St. Johns was really good. Boarding was a breeze. We left spot on time. Seats were actually pretty good. Recliner further than I expected. Three more flights to go we will see if this is the status quo for Porter.👍

3 hour delay…. Nearly 2 hours sitting on tarmac. Do better, United. Or at least have the sense to not say “we hope you enjoyed your flight with us” upon disembarking.

Flights were on time. Free Wifi on plane. Everything was well organized.

Economy plus was so cramped I could not use my laptop. It was beyond bad.

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

They never clean the toilet, and the food is worse

Wonderful. Quick boarding. Early departure and we arrived 30 minutes early at our destination. Unfortunately, when you arrive early, there is still a departing aircraft at our gate. We had to park for 30 minutes until the gate was clear. So our early arrival was not really early at the gate. Otherwise it was a quick and smooth flight. Appreciated the efficiency.

Chargers didn’t work, no entertainment and we had to wait for taxiing for easily 40 minutes after arriving early. Bags were late too!

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Horrible Flight significantly delayed. Not due to united issue. But trying to rebook connection flight and get information about overnight accommodation was difficult. Agent did not seem to care or have any interest to help.

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

Flight was early. That’s the only positive I can share. I paid for wifi on the flight and it didn’t allow me to use any streaming services so it was a waste of $20. West Jet also lost my ski equipment on my way to a ski vacation. They told me it would be delivered to the hotel as soon as it arrived at the airport. It was never delivered. I had to pick it up at the airport on my way home. I am completely disgusted with my experience on west jet

The window seat on the emergency row was too small. I had a different seat booked and they moved me. My seat remained open. It was very uncomfortable.

Experience was good, the wifi hook up is somewhat tough

Great flight, great landing, nice staff. Our seats were a little cramped.

I will not be flying with westjet again. I was uncomfortable in my seat. The position made my back hurt so bad. My wife was able to fit the seatbelt around her with out an extension but was unable to put the tray table down or fit in the seat for that matter. Our bag was smashed and I spent two hours trying to fill out the application for a damaged bag before I gave up. The 80 photos I took would not work and nothing telling me the format to upload them as.. I made the mistake of unpacking the bag before taking photos so no claim for me. Next trip to Canada I will have to use air Canada.

Overall good experience. The wait for baggage at our destination was quite long, but other than that everything was good as expected

Airplane is too small. Crew, especially the flight attendant who looked after our area, was not at all friendly and a touch authoratative. She may have been the most gruff flight attendant i've come across in 40 years of business travel

I selected "carry-on" for a round trip on Kayak, but my return flight on WestJet did not include a carry-on and they would not allow me to add one. My only option was to add a "checked bag" which I had to wait for on the luggage carousel after landing. Not a good experience.

I was seated near a "stinky" person. That's not the fault of Westjet🙁😶‍🌫️

The staff are very, very professional. It's what flying should feel like.

Flight was delayed half hour before boarding, but when I checked flight aware the plane that would Pick us up had a delay of more than an hour. AA should let us know in advance to avoid waiting several hours in the airport

Delays with no explanation. It could have been handled better.

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.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

I understand that there is a catering issue - water should be the minimum stock. During the flight, not once that the attendants came through with water. The conversations in the kitchen were very loud and they were swearing. I do not expect any white glove service, at the minimum, we should be cordial. It was almost an inconveniece that we were on the flight. And it made us feel if you even dare question us, we'll make you deplane.

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

It was good experience this time. The flight was on time.

There was a delay with the plan which cause the flight to leave later and once arrived in Chicago there was another delay and some passengers missed their connecting flights

Be careful about the bad policy and when purchasing seats

Very disappointed with premier lounge. Food selection very poor, both coffee machines out of order. For the price you charge for an upgrade, the seats don’t fully recline, movie selection is old. Not very good value. Asian airlines are light years ahead at a more affordable price.

The seat design in the premium economy section leaves virtually no room under the seat to store a bag or purse. Other than that, it was a great flight. Arrived early.

The flight was delayed, but not for weather. We landed over 3hrs later than planned.

The stag were helpful, kind and liked the passengers. The plane was pristinely clean! Great flight!

My flight was delayed more than once, but Air Canada updated us regularly. Friends on other airlines had much worse experiences.

My ticket did not exist when I got to the airport. I had to book another flight and was still charged by Kayak

Got denied my flight was told on Google that Air Canada was supposed to book me a flight back home because I never was able to go to my destination. They did not help me whatsoever. I had to book a whole new flight for that reason I would write this is zero

The plane was delayed an hour. Heard from other passengers that the Vancouver connection to SFO was never on-time.

My experience was good with United too But only not so good thing was that at Calgary airport I was not given lounge access despite of flying business. Aspire lounge denied it to me, which was unfair I feel

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