ORD

Find First Class Flights to Chicago O'Hare Intl Airport – Compare and Save

1 adult
1 adult, First, 0 bags

KAYAK searches hundreds of travel sites at once for deals on first 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 First 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 first class round-trip flight deals to Chicago O'Hare Intl Airport

Wed, 7 Oct - Sun, 11 Oct
Multiple Airlines Logo
6:10 a.m. - 7:51 a.m.
YUL
-
ORD
2h 41mdirect
Multiple Airlines Logo
7:11 a.m. - 10:40 a.m.
ORD
-
YUL
2h 29mdirect
C$ 711Multiple Airlines
Fri, 10 Jul - Mon, 13 Jul
Delta Logo
2:24 p.m. - 8:31 p.m.
YYZ
-
ORD
7h 07m
1 stop
Delta Logo
8:52 a.m. - 1:34 p.m.
ORD
-
YYZ
3h 42m
1 stop
C$ 769Delta
Sat, 24 Oct - Fri, 30 Oct
Delta Logo
12:10 p.m. - 6:59 p.m.
YYZ
-
ORD
7h 49m
2 stops
Delta Logo
8:55 a.m. - 5:20 p.m.
ORD
-
YYZ
7h 25m
1 stop
C$ 879Delta
Tue, 28 Jul - Tue, 6 Oct
Delta Logo
4:10 p.m. - 11:53 p.m.
YYZ
-
ORD
8h 43m
2 stops
Delta Logo
11:19 a.m. - 5:20 p.m.
ORD
-
YYZ
5h 01m
1 stop
C$ 897Delta
Wed, 16 Sep - Wed, 23 Sep
Delta Logo
6:15 a.m. - 12:59 p.m.
YYZ
-
ORD
7h 44m
2 stops
Delta Logo
1:55 p.m. - 11:59 p.m.
ORD
-
YYZ
9h 04m
2 stops
C$ 1,066Delta
Wed, 12 Aug - Wed, 19 Aug
Delta Logo
12:00 p.m. - 4:40 p.m.
YYC
-
ORD
3h 40mdirect
Delta Logo
5:30 p.m. - 8:25 p.m.
ORD
-
YYC
3h 55mdirect
C$ 1,068Delta
Wed, 16 Sep - Wed, 23 Sep
Delta Logo
7:55 a.m. - 4:30 p.m.
YYZ
-
ORD
9h 35m
2 stops
Delta Logo
11:17 a.m. - 9:59 p.m.
ORD
-
YYZ
9h 42m
2 stops
C$ 1,160Delta
Tue, 14 Jul - Tue, 18 Aug
United Airlines Logo
5:20 p.m. - 6:47 p.m.
YOW
-
ORD
2h 27mdirect
United Airlines Logo
6:21 p.m. - 9:35 p.m.
ORD
-
YOW
2h 14mdirect
C$ 1,338United Airlines
Mon, 20 Jul - Fri, 24 Jul
United Airlines Logo
7:00 a.m. - 9:34 a.m.
YWG
-
ORD
2h 34mdirect
United Airlines Logo
9:14 a.m. - 11:52 a.m.
ORD
-
YWG
2h 38mdirect
C$ 2,070United Airlines
Fri, 4 Sep - Fri, 4 Sep
Alaska Airlines Logo
6:33 a.m. - 5:15 p.m.
YYC
-
ORD
9h 42m
2 stops
Alaska Airlines Logo
8:17 p.m. - 6:10 p.m.
ORD
-
YYC
22h 53m
2 stops
C$ 2,654Alaska Airlines

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

Average price round-tripC$ 8,531
Good deal round-tripC$ 7,251
Good deal one-wayC$ 10,187
(avg. price over the last 2 weeks)
or less
or less

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

Are your dates flexible? We break down the daily and monthly prices for first 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 first 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 first 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 first class flights

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

    Flights from Seattle4h 23m
    Flights from Detroit Metropolitan Wayne County Airport1h 32m
    Flights from Québec City2h 50m
    Flights from Bangor3h 01m
    Flights from Los Angeles4h 18m
  • What is the most popular airline offering First Class flights to Chicago O'Hare Intl Airport?

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

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

    The price of a First Class flight ticket to Chicago varies greatly based on its origin. From Toronto, the cost generally starts at C$ 921, whereas First Class travelers from Los Angeles pay around C$ 995.

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

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

  • How does KAYAK find such good deals on First 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 First Class travelers.

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

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

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

  • What’s a good price for a first class ticket between Canada and Chicago O'Hare Intl Airport? 25% of our users found flights on this route for C$ 6,918 or less one-way and C$ 5,794 or less round-trip.
  • Look for a flight with a layover if you’re looking to save money, as direct first class flights are generally more expensive for the route.

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 first 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 441 reviews
7.5Food
6.9Entertainment
8.6Crew
8.2Boarding
8.0Comfort
Airline reviews

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.

8.0 ExcellentVishan, Jun 2026
YYZ - LGA
Read more Porter Airlines reviews

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.

Lavatories broke with an hour to go. At least we were on time.

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

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.

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.

I had requested wheelchair assistance prior to flight. The airport staff had no record of it. It was not provided at Cedar Rapids which was a small airport, so I managed on my own. At O'Hare airport the same thing happened. The staff told me they had no record of my request for a wheel chair. But they finally provided it after a delay when I insisted that I needed it.

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

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.

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.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Very efficient boarding and quick flight. Attendants don’t come by often so would often have a lot of trash at seat.

The flight de-boarded after being informed of a 3 hour delay. The gate agent said we could go to lounge. The flight ended up boarding 20 minutes later and I missed it.

We had a mechanical delay which made us 90 minutes late (9:30 PM) then land and put into the penalty box because a plane was in our gate? What the hell! We should get priority.Damn American.

The seats were extremely cramped, with very little legroom or personal space. There was no room left in the overhead bins for a backpack, and the space under the seat in front was so limited that I could barely fit my bag underneath. Overall, the seating arrangement felt very uncomfortable and overcrowded.

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

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.

Airplane was cold. Flight attendants were rude. Phone charger did not work. No food available.

lounge was the highlight - seats weren't that comfortable - it was a full flight but no complaints

Incompetent crew at the boarding counter. Never flying AA again.

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.

I needed to catch a United flight. There wasn't enough signage or help on arrival to navigate the transfer.

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