YVR - CHI

C$ 306 Find Cheap Flights from Vancouver to Chicago – Compare and Save

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 18/9. 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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Everything you should know

Cheapest round-trip
C$ 515
Typical prices: C$ 278-C$ 715
WestJet
Sun 6/9Tue 8/9
YVR - ORD • 2 stops
Cheapest direct flights
C$ 556
Typical prices: C$ 278-C$ 572
United Airlines
Thu 15/10Sun 18/10
YVR - ORD • Direct
Advice from real travellers
AI-powered summary based on content written by travel experts. AI can make mistakes.
United Economy Plus adds up to 15 cm legroom; Air Canada Preferred Economy adds 10.
At YVR, U.S. pre-clearance speeds Chicago trips; United Priority Boarding helps bags.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
Cheapest • from C$ 515 (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 14m
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 C$ 440 (round-trip)
Shortest trip • 6h 54m (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 45% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
Cheapest • 40% price drop
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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We hope you love your trip to Chicago!
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

Sun, 6 Sep - Tue, 8 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 515WestJet
Tue, 1 Sep - Sat, 5 Sep
WestJet Logo
10:45 p.m. - 4:40 p.m.
YVR
-
ORD
15h 55m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 516WestJet
Thu, 3 Sep - Tue, 8 Sep
WestJet Logo
10:30 p.m. - 4:40 p.m.
YVR
-
ORD
16h 10m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 521WestJet
Tue, 1 Sep - Sun, 6 Sep
WestJet Logo
6:00 a.m. - 4:40 p.m.
YVR
-
ORD
8h 40m
2 stops
WestJet Logo
5:30 p.m. - 10:35 p.m.
ORD
-
YVR
7h 05m
1 stop
C$ 529WestJet
Fri, 18 Sep - Wed, 23 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 7:25 p.m.
ORD
-
YVR
14h 35m
2 stops
C$ 531Multiple Airlines
Fri, 18 Sep - Tue, 22 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 4:15 p.m.
ORD
-
YVR
11h 25m
1 stop
C$ 535Multiple Airlines
Fri, 11 Sep - Tue, 15 Sep
Multiple Airlines Logo
7:30 a.m. - 4:40 p.m.
YVR
-
ORD
7h 10m
1 stop
Multiple Airlines Logo
6:50 a.m. - 7:25 p.m.
ORD
-
YVR
14h 35m
2 stops
C$ 538Multiple Airlines
Thu, 15 Oct - Sun, 18 Oct
United Airlines Logo
10:30 a.m. - 4:45 p.m.
YVR
-
ORD
4h 15mdirect
United Airlines Logo
8:49 a.m. - 11:33 a.m.
ORD
-
YVR
4h 44mdirect
C$ 556United Airlines
Fri, 18 Sep - Wed, 23 Sep
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 583Delta
Fri, 11 Sep - Mon, 14 Sep
Delta Logo
6:00 a.m. - 6:19 p.m.
YVR
-
MDW
10h 19m
1 stop
Delta Logo
2:00 p.m. - 8:26 p.m.
MDW
-
YVR
8h 26m
1 stop
C$ 585Delta
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 September.

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 C$ 482 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.

If you are looking for a flight deal from Vancouver to Chicago, look for departures on Fridays and avoid leaving on a Monday, as it's usually the priciest day. When flying back from Chicago, Thursday is the cheapest day to fly and Tuesday is 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 October, where tickets cost C$ 123 (return) on average. On the other hand, the most expensive months are January and July, where the average cost of round-trip tickets is C$ 454 and C$ 234 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 C$ 535 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 45% 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$ 306
Best time to beat the crowds but there is an average 8% increase in price.
Most popular time to fly and prices are also 38% 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 5 days, the lowest price for a flight from Vancouver Intl Airport to Chicago was C$ 306 for a one-way ticket and C$ 515 for a round-trip.

  • 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?

    American Airlines, Air Canada, United 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 direct 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 C$ 487 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$ 326 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 travellers 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 C$ 309 or less one-way and C$ 637 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 nonstop 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 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 9896 reviews
7.7Boarding
8.1Crew
7.3Comfort
7.1Entertainment
6.6Food
Airline reviews

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

8.0 ExcellentJack, Apr 2026
YVR - IAH
Read more United Airlines reviews

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

Reliable, nice crew, I fly often on that flight and I like it all.

The food quality sucks. One must starve if they do not eat flesh Or wheat based products Some variety would be expected. The trivial amount of snacks and or food is inhumane

Efficient, calm when things were delayed and kept us regularly informed of what was happening.

Airbus plane, nice and polite staff, entertainment even as it was a short flight.

Plane temperature was comfortable (not to hot) when boarding and waiting for takeoff.

Michael, our FA was very attentive, even finding me a chocolate brownie from economy class when the dessert selections were all dairy based. ( intolerant, not allergic so don’t usually need to order dairy free)

Not as good as expected Air Can needs to improve totally rated on internet as worst

It was 4 hours late. Almost missed my connecting flight no food or drinks on connecting flight. Overall terrible experience

Cramped seats. Audio jack for the in -flight entertainment was broken.

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

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.

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

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.

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.

Baggage allowances are terrible and the experience of only being allowed one bag and paying so much to take sporting equipment to a known ski area should be addressed.

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.

They cancelled my flight and downgraded me to economy and only gave me $250 for the downgrade

The luggage was completely damaged. It was ripped at the corner and the lock was stuck. We had to rip it open.

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.

check in for premium economy very nice. Friendly attendants. Best security video ever. Seriously. That's about it. Not a good bang for the premium economy buck, to be truthful. I had hoped/expected for a little more.

One crew member, Brandy was very helpful with recovering phone lost in customs. The plane was ancient and poorly maintained. Checked baggage did not arrive with flight. Almost missed flight because if insanely short layover time. Air Canada is worst flight I have ever booked with Kayak. Wanted to charge for headsets for on flight media.

Never flown with Air Canada before, but it's now a top choice! Loved it!

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…

Minimal food offered (crackers). Had to clean the seat with a wet wipe because of dried food.

TV Bathroom sink was full of water not draining. Counter all wet

unexplained delays rude staff (why do we have these people on board? No one needs the silly isle clogging drink cart) missed important appointments and spent nearly a day in the airport due to delays that were not made known prior to arriving reserved / paid -for seats not kept, but I was not reimbursed Will be writing to my local representatives, you need heavy federal regulations applied to your industry to protest customers.

I was never allowed to get checked in to United (Air Canada was booked but moved to United). Tried to check in amd was told our tickets was suspended. Called United and was told tickets were paid for but there was an unknown issue with Kayak. Called Kayak and could NEVER get to a live person. I WILL NEVER BOOK ANYTHING WITH KAYAK AGAIN! I had to spend another $2300 and book with Hotwire.

Delayed because of some passengers being held up or late coming to security. Not fair to all of us who arrived over 2 hours early

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

Information on your arrival and departure airports