YVR - CHI

$191 Find Cheap Flights from Vancouver to Chicago

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 6/9. 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

 
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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41,299,237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$363
Typical prices: $492-$284
WestJet
Fri 8/14Mon 8/17
YVR - ORD • 1 stop
Cheapest non-stop
$366
Typical prices: $528-$297
American Airlines
Thu 6/18Sun 6/21
YVR - ORD • Non-stop
Advice from real travelers
AI-powered summary based on content written by travel experts. AI can make mistakes.
American's Basic Economy has low fares but restrictions.
United's Economy Plus offers extra legroom for comfort.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from $364 (round-trip)
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop 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 routes
Cheapest
Most popular
Insights
Insights
Insights
Insights
Top layover airports
Cheapest • Avg $262 (round-trip)
Shortest trip • 6h 46m (one-way)
Insights
Insights
Insights
Insights
When to book
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 43% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 46% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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Flight Deals
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Expert advice
Flight Deals

Cheap Flights from Vancouver to Chicago (YVR-CHI)

 
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

Fri, Aug 14 - Mon, Aug 17
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
8:34 pm - 1:40 pm
ORD
-
YVR
19h 06m
2 stops
$363Multiple Airlines
Tue, Jun 9 - Tue, Jun 16
American Airlines Logo
1:45 pm - 5:00 am
YVR
-
ORD
13h 15m
1 stop
American Airlines Logo
6:00 am - 3:59 pm
ORD
-
YVR
11h 59m
1 stop
$364American Airlines
Fri, May 29 - Sun, May 31
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 pm - 7:40 am
ORD
-
YVR
16h 10m
1 stop
$365WestJet
Thu, Jun 18 - Sun, Jun 21
American Airlines Logo
11:57 pm - 6:07 am
YVR
-
ORD
4h 10mnonstop
American Airlines Logo
8:10 pm - 10:59 pm
ORD
-
YVR
4h 49mnonstop
$366American Airlines
Sun, Sep 13 - Thu, Sep 17
Multiple Airlines Logo
9:30 am - 10:48 am
YVR
-
ORD
23h 18m
2 stops
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$367Multiple Airlines
Fri, May 22 - Thu, May 28
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
5:11 pm - 9:15 pm
ORD
-
YVR
30h 04m
2 stops
$369Multiple Airlines
Sat, Jun 6 - Tue, Jun 9
Multiple Airlines Logo
8:20 am - 5:59 am
YVR
-
ORD
19h 39m
1 stop
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
$370Multiple Airlines
Fri, Sep 4 - Fri, Sep 11
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
$372WestJet
Sat, Jun 20 - Tue, Jun 30
Delta Logo
6:00 am - 5:54 pm
YVR
-
MDW
9h 54m
1 stop
Delta Logo
1:49 pm - 8:31 pm
MDW
-
YVR
8h 42m
1 stop
$394Delta
Sat, May 23 - Thu, Jun 11
Delta Logo
6:00 am - 5:56 pm
YVR
-
MDW
9h 56m
1 stop
Delta Logo
1:49 pm - 8:31 pm
MDW
-
YVR
8h 42m
1 stop
$410Delta
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?

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 departing in August.

What is the cheapest Vancouver Intl Airport to Chicago flight route?

Data is based on round-trip flight searches on KAYAK over the past month.

The cheapest return flight from Vancouver Intl Airport to Chicago costs $175 on the route between Vancouver Intl Airport (YVR) and Chicago O'Hare Intl Airport (ORD). It is also the most popular route.

What’s the cheapest day of the week to fly from Vancouver to Chicago?

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

For Vancouver to Chicago, Friday is the cheapest day to fly on average and Sunday is the most expensive. Flying from Chicago back to Vancouver, the best deals are generally found on Thursday, with Tuesday being the most expensive.

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

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, 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 is August, where tickets cost $76 (return) on average. On the other hand, the most expensive months are January and December, where the average cost of round-trip tickets is $320 and $155 respectively.

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

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.

Yes, flying with a layover may cost you more time, but you can also save money on the route, with a 2 stops layover the cheapest option at $269 on average.

How far in advance should I book a flight from Vancouver Intl Airport to Chicago?

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, 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, you should book around 3 weeks before departure, which saves you about 43% 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.

Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet is an award-winning journalist who is happiest in an airport or an unusual museum. Her stories about airports, air travel, and the business of travel have appeared on NBC News, CNBC, USA TODAY, The Points Guy and other outlets. She is the creator of the StuckatTheAirport.com blog and the author of nine books. When not out on the road or exploring the latest airport amenities, she’s home in Seattle getting ready for the next adventure.

Jessica Macdonald

Jessica Macdonald

Expert on YVR

Currently based in Scotland after living in South Africa and the United States, Jessica has been writing travel and aviation content for more than 10 years. She regularly contributes to Travel + Leisure and TripSavvy, and has had work published by Condé Nast Traveller and The Independent. She has traveled to more than 50 countries across six continents.

Good to know

Low seasonJanuary
Cheapest flight$191
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly and prices are also 3% 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 flights

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

    In the last 3 days, the lowest price for a flight from Vancouver Intl Airport to Chicago was $191 for a one-way ticket and $363 for a round-trip.

  • Do I need a passport to fly between Vancouver and Chicago?

    Yes, you'll most likely have to show a valid passport before boarding the plane in Vancouver and on arrival in Chicago.

  • Which airports will I be using when flying from Vancouver to Chicago?

    On your way to Chicago, you’ll fly out from Vancouver Intl. You’ll be landing in one of Chicago’s 2 airports: Chicago Midway or Chicago O'Hare Intl.

  • Which airlines offer Wi-Fi service onboard planes from Vancouver to Chicago?

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

  • Which aircraft models fly most regularly from Vancouver to Chicago?

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

  • Which airline alliances offer flights from Vancouver to Chicago?

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

  • On which days can I fly direct from Vancouver to Chicago?

    There are nonstop flights from Vancouver to Chicago 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 $388 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 $261 and an overall rating of 7.2.

  • How does KAYAK find such low prices on flights from Vancouver to Chicago?

    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.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Vancouver to Chicago?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Chicago from Vancouver is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Vancouver to Chicago?

    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 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?

    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 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

  • Looking for a cheap flight? 25% of our users found flights on this route for $235 or less one-way and $350 or less round-trip.

Prefer to fly direct from Vancouver to Chicago?

 
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.
Find which airlines fly direct from Vancouver Intl Airport to Chicago, which days they fly and book direct flights.

Direct departures

Vancouver Intl to Chicago

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 direct flights

Direct returns

Chicago 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 direct flights

Reviews of the top 4 airlines serving 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 9681 reviews
7.3Comfort
7.7Boarding
8.1Crew
6.6Food
7.1Entertainment
Airline reviews

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.

8.0 ExcellentAnonymous, Apr 2026
ZRH - ORD
Read more United Airlines reviews

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.

Good but airlines getting smaller. I didn't like the meal but the service was fine. Flight was fine and luggage arrived. So good.

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.

newer aircraft, ability to connect my headset via blue tooth for entertainment.

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.

Staff were courteous and helpful. The only negative was the flight delays (which are usually unavoidable) and the high baggage price.

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.

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.

Air Canada cancelled our flight and reschedule it 26 hours later that completely interrupted my family's long waited Japan trip, it wasn't due to natural reason such as weather but under the company's control. On the day we wasted 9 hours of our time from 6am to 3pm, including a few hours in the customer counter waiting for supervisor to handle our rescheduling. When we came to the counter for rebooking help there were at least 4 employees on the counter but we were told they were not trained to handle customer rebooking, we were also told the supervisor could come 10:30 to handle our rebooking, but she showed up more than one hour later, the end result was exactly the same so the few hours we spent waiting for her was completely wasted; We already prepaid hotel and all the tickets for the our stay in Tokyo so all of the cost for the first day is completed wasted; The $80 meal voucher issues was far less than our financial loss due to the financial cancellation, and it was not surprisingly invalid (as Your company screw up everything possible along the flight), the vouchers were supposed to last 72 hours, when we tried to used it at our lounge next day less than 24 hours from its issuing at a designated restaurant, the worker there couldn't scan the vouchers after multiple tries on all 4 vouchers issued, so we had to pay the food from our own money; For the two return flights they were also full of unfortunate events that caused bad experience and further delay and waste of our time, both flights departed late and the last leg had another significant delay of more than half an hour after touchdown, the gate was for some reason not available so we waited more than half an hour, when we got out of plane it was almost one hour later than the supposed arrival time; The gate you arranged is the farthest in Vancouver airport, also was the luggage pickup location in Seattle airport; We also called customer service for rescheduling help and after a long time wait (more than an hour) we got a call back but the CS representative was equally clueless and unhelpful. Other than a fatal crash, your company couldn't do anything right and provided the worst service possible among the tons of flights we have taken in our lives.

I knew I was going to fall asleep unsettlingly from exhaustion so I warned the guy next to me in advance. The attendant took to checking on me frequently and even insisted I take my snack because I said no while sleep hazed and then absolutely wanted it about 5 minutes later. He was So caring and kind to my situation!!

Could not understand what the attendant was saying during his announcements.

Economy seats always cramped, no meal on international flight, no plugs for electronics, but we got there and cabin crew was excellent.

I paid for comfort plus seats but did not get the extra leg room. When I told the stewardess, she just ignored me.

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

Information on your arrival and departure airports