YVR - ORD

C$ 262 Find Cheap Flights from Vancouver 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 from Vancouver to Chicago departing on 21/8. 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, 0 bags

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

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vancouver to Chicago, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vancouver to Chicago, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
C$ 487
Typical prices: C$ 507-C$ 248
WestJet
Mon 28/9Sun 4/10
YVR - ORD • 2 stops
Cheapest direct flights
C$ 546
Typical prices: C$ 778-C$ 400
American Airlines
Thu 18/6Sun 21/6
YVR - ORD • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United's Priority Boarding ensures carry-on space.
YVR's U.S. pre-clearance saves time for travelers.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from C$ 487 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Direct flights
You can fly direct with Air Canada, American Airlines, and United Airlines. Average duration is 4h 16m
Direct flights
Direct flights
+1
+1
Direct flights
Direct flights
+1
Top layover airports
Cheapest • Avg C$ 405 (round-trip)
Shortest trip • 7h 04m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travellers who book at least 3 weeks in advance save around 42% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 44% price drop
Most popular
Good to know
Good to know
+1
+1
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Good to know
+1
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KAYAK searches hundreds of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
Flight Deals
Booking Insights
Expert advice
Flight Deals

Cheap Flights from Vancouver to Chicago (YVR-ORD)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Vancouver to Chicago 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 Vancouver to Chicago

Mon, 28 Sep - Sun, 4 Oct
WestJet Logo
10:45 p.m. - 4:40 p.m.
YVR
-
ORD
15h 55m
2 stops
WestJet Logo
5:30 p.m. - 12:15 a.m.
ORD
-
YVR
8h 45m
1 stop
C$ 487WestJet
Tue, 6 Oct - Fri, 9 Oct
Multiple Airlines Logo
10:55 p.m. - 12:02 p.m.
YVR
-
ORD
11h 07m
1 stop
Multiple Airlines Logo
5:30 p.m. - 12:15 a.m.
ORD
-
YVR
8h 45m
1 stop
C$ 488Multiple Airlines
Tue, 9 Jun - Tue, 30 Jun
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
7:20 a.m. - 4:15 p.m.
ORD
-
YVR
10h 55m
1 stop
C$ 490Multiple Airlines
Wed, 16 Sep - Mon, 21 Sep
Multiple Airlines Logo
8:20 a.m. - 10:01 a.m.
YVR
-
ORD
23h 41m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 498Multiple Airlines
Wed, 16 Sep - Sun, 20 Sep
Multiple Airlines Logo
8:20 a.m. - 10:01 a.m.
YVR
-
ORD
23h 41m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 499Multiple Airlines
Mon, 31 Aug - Mon, 7 Sep
WestJet Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 501WestJet
Wed, 12 Aug - Wed, 19 Aug
Multiple Airlines Logo
9:40 a.m. - 5:28 a.m.
YVR
-
ORD
17h 48m
1 stop
Multiple Airlines Logo
9:07 p.m. - 2:40 p.m.
ORD
-
YVR
19h 33m
2 stops
C$ 505Multiple Airlines
Mon, 19 Oct - Fri, 23 Oct
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 7:00 a.m.
ORD
-
YVR
15h 30m
2 stops
C$ 513WestJet
Tue, 11 Aug - Tue, 18 Aug
Multiple Airlines Logo
8:20 a.m. - 8:52 p.m.
YVR
-
ORD
34h 32m
2 stops
Multiple Airlines Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 514Multiple Airlines
Mon, 19 Oct - Thu, 22 Oct
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 7:35 a.m.
ORD
-
YVR
16h 05m
2 stops
C$ 517WestJet
Booking Insights

KAYAK's insights & trends for Vancouver to Chicago flights

Get data-powered insights and trends into flights from Vancouver to Chicago to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport departing in September.

What’s the cheapest day of the week to fly from Vancouver to Chicago O'Hare Airport?

The average price of all round-trip flights from Vancouver Intl Airport to Chicago O'Hare Intl Airport clicked on KAYAK for each day over the last 12 months.

If your flying dates are flexible, you should consider flying to Chicago O'Hare Airport on a Friday, as we generally find the cheapest rates on that day for this route. On the other hand, Saturday is the most expensive day to fly from Vancouver to Chicago O'Hare Airport. For your return ticket, we recommend flying on a Thursday and avoiding Mondays for the best deals.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Vancouver Intl Airport 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 from Vancouver Intl Airport to Chicago O'Hare Intl Airport is October, where tickets cost C$ 296 (return) on average. On the other hand, the most expensive months are December and February, where the average cost of round-trip tickets is C$ 678 and C$ 642 respectively.

Can I save money by flying with a layover from Vancouver Intl Airport to Chicago O'Hare Intl Airport?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of C$ 656, prices are generally cheapest when you fly direct.

How far in advance should I book a flight from Vancouver Intl Airport 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 from Vancouver Intl Airport 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 on the flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport, you should book around 3 weeks before departure, which saves you about 42% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 22 weeks before departure.

Expert advice

Expert advice for your flight from Vancouver to Chicago

 
AI-powered summary based on content written by travel experts. AI can make mistakes.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada, United Airlines and ORD

Stefanie Waldek is a freelance space, travel, and design writer based in Saratoga Springs, NY. Her words have appeared in Space.com, Travel + Leisure, Condé Nast Traveler, Architectural Digest, and House Beautiful, among other publications. An expert in aviation and expedition cruising, Stefanie is frequently up in the air or on the sea, likely en route to Antarctica or the Arctic.

Lucas Aykroyd

Lucas Aykroyd

Expert on YVR

Lucas Aykroyd is an award-winning travel writer based in Vancouver (YVR). His favorite adventures include tracking polar bears in Nunavut and rafting over a waterfall in New Zealand. Lucas has written for the in-flight magazines of Delta, SAS, and Porter Airlines. He is also a National Geographic and Toronto Star contributor.

Good to know

Low seasonJanuary
Cheapest flightC$ 262
Best time to beat the crowds but there is an average 10% increase in price.
Most popular time to fly and prices are also 44% lower on average.
Flight from Vancouver to Chicago O'Hare Airport

When to book flights from Vancouver to Chicago

Are your dates flexible? Find out the best times to travel from Vancouver to Chicago based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking Vancouver to Chicago O'Hare Airport flights

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

    In the last 3 days, the lowest price for a flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport was C$ 262 for a one-way ticket and C$ 487 for a round-trip.

  • Which airports will I be using when flying from Vancouver to Chicago O'Hare Airport?

    On your way to Chicago O'Hare Airport, you’ll fly out from Vancouver Intl. You’ll be landing at Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Vancouver to Chicago O'Hare Airport?

    Air Canada, United Airlines, American Airlines, and Lufthansa offer inflight Wi-Fi service on the Vancouver to Chicago O'Hare Airport flight route.

  • Which aircraft models fly most regularly from Vancouver to Chicago O'Hare Airport?

    The Boeing 737-800 is the aircraft model that flies most regularly on the Vancouver to Chicago O'Hare Airport flight route.

  • Which airline alliances offer flights from Vancouver to Chicago O'Hare Airport?

    oneworld, and Star Alliance are the airline alliances operating flights between Vancouver and Chicago O'Hare Airport, with oneworld being the most commonly used for this route.

  • On which days can I fly direct from Vancouver to Chicago O'Hare Airport?

    There are direct flights from Vancouver to Chicago O'Hare Airport on a daily basis.

  • Which is the best airline for flights from Vancouver to Chicago, United Airlines or WestJet?

    The two airlines most popular with KAYAK users for flights from Vancouver to Chicago are United Airlines and WestJet. With an average price for the route of C$ 480 and an overall rating of 7.4, United Airlines is the most popular choice. WestJet is also a great choice for the route, with an average price of C$ 371 and an overall rating of 7.2.

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

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vancouver 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 from Vancouver is likely to change within 7 days, so travellers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vancouver 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 to Vancouver with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Vancouver 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 from Vancouver up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

KAYAK’s top tips for finding a cheap flight from Vancouver Intl Airport to Chicago O'Hare Intl Airport

  • Looking for a cheap flight? 25% of our users found flights on this route for C$ 247 or less one-way and C$ 588 or less round-trip.

Prefer to fly direct from Vancouver to Chicago O'Hare Airport?

 
Direct data is based off flight results for the next 60 days. Find direct flights from all airlines flying direct from Vancouver Intl to Chicago O'Hare Intl.
Find which airlines fly direct from Vancouver Intl Airport to Chicago O'Hare Intl Airport, which days they fly and book direct flights.

Direct departures

Vancouver Intl to Chicago O'Hare Intl

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more nonstop flights

Direct returns

Chicago O'Hare Intl to Vancouver Intl

Monday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Tuesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Wednesday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Thursday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Friday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Saturday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

Sunday

Air Canada,American Airlines,United Airlines

Air Canada,American Airlines, +1 more

See more nonstop flights

Reviews of the top 4 airlines flying from Vancouver to Chicago

 
See real verified KAYAK customer reviews for airlines flying from Vancouver to Chicago. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Vancouver to Chicago? 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 9717 reviews
6.6Food
7.3Comfort
7.1Entertainment
7.7Boarding
8.1Crew
Airline reviews

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

2.0 MediocreAnonymous, May 2026
MUC - ORD
Read more United Airlines reviews

The clerk at check in for my bags was very rude. My credit card was hacked during my vacation and she told me it was not possible to pay in cash for my bag. “You bought the cheapest ticket, you should have bought a ticket that included a bag. If you cannot pay with a credit card, we will not let you on this flight”. She spoke to her supervisor and then told me , I could ask other passengers, if they would use their credit card to check my bag. I had to beg 5 different people, till one agreed to use their credit card. I payed them cash of course. This was a very stressful and humiliating experience for me. I strongly suggest you build in some kind of provision for travelers who got robbed.

O’hsre taxi and deboarding took 40 minutes. Needed 20 minutes extra time between connecting flights to avoid running through terminal.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

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

Delayed - weather wasn't bad at either end. Also sat on tarmac in ORD.

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

boarded early to only find out that flight would sit at gate for 45 min to an hour. Landed in chicago and sat on runway for over an hour before got to gate. Total delay was extensive for a 45 min flight door to door.

The flight was significantly delayed. The inbound flight from EWR was delayed departing because of mechanical problems. My original departure from CLT was 5:28 pm but due to the delay of the inbound flight, after arrival, deplaning, cleaning, boarding, we did not push back from the gate until 9:00 pm. Once in the air, the flight was smooth and what was originally supposed to be an arrival in ORD at 7:30 pm local time turned out to be 9:35 pm.

The flight I was supposed to be on was supposed to take off at 1:50 from State College. It was delayed over and over and over again until somehow I had to rebook on a flight that was supposed to have left State College at 8 am that morning but didn't end up taking off until almost 6 pm. Not only was this completely unacceptable, the "token from United" was a 15 dollar meal voucher that has to be used by today. I would personally like some miles added to my account for this inconvenience. I was in transit for 8 hours from the time I arrive at State College Aiport to when I got home. I was supposed to be home at 3 pm and I returned at 8 pm. Unacceptable. I have not been on an on Time united flight in nearly 5 years.

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

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

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

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

The experience was good just the upcharge of over a hundred dollars was not cool.

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,

The process and flight were both smooth and trouble free

everything was fine expect massive delays - not the airline’s fault

Seat back entertainment monitors would be nice. We did enjoy the In-Flight WiFi.

Our flight schedule was changed over six times, ultimately leaving us with a layover much shorter than we originally booked, which meant a panicked run through the airport. And the entertainment screen didn't function. As I've come to expect with Delta, a very mediocre and not customer-focused experience. This is on top of an outbound flight that was so delayed by mechanical issues, we had to spend the night at our layover city.

It was good, the staff was great, and the food, was as usual, tea and biscuit. Bathroom was clean, and the plane was clean as well.

Very good I can’t complain one bit. Thank you American Airlines for making my flight enjoyable and safe!

The staff and service on American Airlines were truly outstanding. I had requested wheelchair assistance for my mother due to her knee issues, and the team went above and beyond every step of the way—from boarding in Boston to our arrival in Chicago. Their care, professionalism, and attentiveness made the entire experience smooth and stress-free. I’m very grateful for the support they provided.

The new planes (American Eagle) are beautiful and especially comfortable. The flight attendants are consistently professional and courteous. And, while it may seem inconsequential, the new liquid tube of coffee creamer—in contrast to the powdered coffee creamer—makes all the difference in a cup of coffee.

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.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Crew at the gate was very crabby and not at all polite. The plane was very hot the entire flight. And the seat cushion was very worn out.

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.

Horrible crew, horrible seats configuration, ridiculous space in the toilets, Air Canada is no longer a option.

Crew at gate and onboard were just very OK, not very friendly and honestly seemed bothered to be there. I will give a shout out to still selling headphones for those who forgot.

Flight Boarded and departed on time. The Flight crew was very friendly and accommodating. The aircraft was clean and free from clutter and debris. I will be happy to recommend Air Canada to my friends and relatives for their flight needs. They were very attentive and responsive to our needs as Senior citizens.

Everything. The crew was so friendly, helpful & smiled. We had an excellent flight getting in earlier.

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.

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.

they were super helpful. Agents at the desk got me on an earlier flight and I was able to get home several hours earlier.

This is a great non-stop YVR-MIA. Very comfortable plane, and no transfer through a city that gets major winter weather!

Amazing service, with enthusiastic crew members, and some breathtaking views of Vancouver. No IFE though, as it is only a 1 hour flight on a regional Turboprop jet.

Everything you need to know for your flight from Vancouver to Chicago

Information on your arrival and departure airports