YVR - CHI

C$ 141 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 1/10. 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

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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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, 12 Oct - Sun, 19 Oct
WestJet Logo
6:00 a.m. - 4:43 p.m.YVR-ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 10:36 p.m.ORD-YVR
7h 06m1 stop
C$ 206WestJet
Find Deal
Sun, 12 Oct - Sun, 19 Oct
WestJet Logo
7:00 a.m. - 4:43 p.m.YVR-ORD
7h 43m1 stop
WestJet Logo
5:30 p.m. - 10:36 p.m.ORD-YVR
7h 06m1 stop
C$ 212WestJet
Find Deal
Tue, 28 Oct - Tue, 4 Nov
Air Canada Logo
8:30 a.m. - 2:41 p.m.YVR-ORD
4h 11mdirect
Air Canada Logo
3:40 p.m. - 6:15 p.m.ORD-YVR
4h 35mdirect
C$ 224Air Canada
Find Deal
Tue, 28 Oct - Tue, 4 Nov
Air Canada Logo
8:30 a.m. - 2:41 p.m.YVR-ORD
4h 11mdirect
Air Canada Logo
2:00 p.m. - 10:20 p.m.ORD-YVR
10h 20m1 stop
C$ 226Air Canada
Find Deal
Fri, 24 Oct - Mon, 27 Oct
American Airlines Logo
1:28 p.m. - 7:43 p.m.YVR-ORD
4h 15mdirect
American Airlines Logo
9:53 a.m. - 12:33 p.m.ORD-YVR
4h 40mdirect
C$ 233American Airlines
Find Deal
Thu, 25 Sep - Wed, 1 Oct
United Airlines Logo
1:45 p.m. - 8:04 p.m.YVR-ORD
4h 19mdirect
United Airlines Logo
5:01 a.m. - 9:51 a.m.ORD-YVR
6h 50m1 stop
C$ 246United Airlines
Find Deal
Thu, 25 Sep - Wed, 1 Oct
United Airlines Logo
2:20 p.m. - 10:39 p.m.YVR-ORD
6h 19m1 stop
United Airlines Logo
7:18 a.m. - 1:12 p.m.ORD-YVR
7h 54m1 stop
C$ 252United Airlines
Find Deal
Fri, 26 Sep - Mon, 29 Sep
American Airlines Logo
1:29 p.m. - 7:57 p.m.YVR-ORD
4h 28mdirect
American Airlines Logo
6:55 a.m. - 12:45 p.m.ORD-YVR
7h 50m1 stop
C$ 278American Airlines
Find Deal
Fri, 26 Sep - Sat, 4 Oct
Delta Logo
5:55 a.m. - 5:35 p.m.YVR-MDW
9h 40m1 stop
Delta Logo
1:43 p.m. - 8:31 p.m.MDW-YVR
8h 48m1 stop
C$ 341Delta
Find Deal
Thu, 25 Sep - Tue, 30 Sep
Delta Logo
7:44 p.m. - 8:53 a.m.YVR-MDW
11h 09m2 stops
Delta Logo
1:43 p.m. - 8:31 p.m.MDW-YVR
8h 48m1 stop
C$ 378Delta
Find Deal

Everything you should know

Our travellers' advice
AI-generated summary based on content written by travel experts
United's Economy Plus offers 15 cm more legroom.
YVR's U.S. pre-clearance saves time for Chicago flights.
Expert advice
Expert advice
Expert advice
Expert advice
Top airlines
WestJet
Cheapest • from C$ 206 (round-trip)
Delta
Best reviews • 7.9 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Top routes
YVR-ORD
Cheapest
YVR-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
4 weeks
in advance
Our data shows that travellers who book at least 4 weeks in advance save around 41% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 16% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
C$ 206
Overall average: C$ 364
WestJet
Sun 12/10Sun 19/10
YVR - ORD • 1 stop
Cheapest direct flights
C$ 213
Typical prices: C$ 385-676
Air Canada
Tue 28/10Tue 4/11
YVR - ORD • Direct
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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!
Expert advice

Expert advice for your flight from Vancouver to Chicago

 
Snippets provided in this section are AI-generated based on a summarisation of KAYAK-commissioned articles. The articles are presented as-is, for general informational purposes only, and may not be up-to-date. The opinions contained in the articles are original to the author and reflect their authentic experience, which may vary significantly from the experience of others.
KAYAK teamed up with top travel experts to share the best tips for your journey.
Airlines
Air Canada

Air Canada's Preferred Economy offers up to 10 cm extra legroom for a fee or elite status.


Air Canada offers priority check-in for higher fare classes and elite status members.

Read more about Air Canadaby Stefanie Waldek
United Airlines

United's Economy Plus seats offer up to 15 cm more legroom than standard economy.


United offers Priority Boarding for Zone 2, reducing carry-on gate-check risk.

Airports
YVR

YVR offers U.S. pre-clearance facilities, saving time for travelers heading to Chicago. Gates are a short 10-minute walk apart.

Read more about YVRby Lucas Aykroyd
ORD

The CTA Blue Line train is the best way to reach downtown Chicago from ORD, taking about 45 minutes and avoiding traffic.

Read more about ORDby Stefanie Waldek
Our travel experts
Stefanie Waldek

Stefanie Waldek

Expert on Air Canada, United Airlines and ORD

Stefanie Waldek

Stefanie Waldek

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.

Read more
Lucas Aykroyd

Lucas Aykroyd

Expert on YVR

Lucas Aykroyd

Lucas Aykroyd

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.

Read more
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.

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$ 198 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 Wednesdays 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 Saturday 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 September, where tickets cost C$ 403 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is C$ 591 and C$ 565 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.

No, with an average price for the route of C$ 271, prices are generally cheapest when you fly direct.

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 4 weeks before departure, which saves you about 41% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Good to know

Low seasonJanuary
Cheapest flightC$ 141
Best time to beat the crowds (9% less expensive on average)
Most popular time to fly and prices are also 16% 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 C$ 102 for a one-way ticket and C$ 149 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?

    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 direct flights from Vancouver to Chicago on a daily basis.

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

    The two airlines most popular with KAYAK users for flights from Vancouver to Chicago are Delta and United Airlines. With an average price for the route of C$ 644 and an overall rating of 7.9, Delta is the most popular choice. United Airlines is also a great choice for the route, with an average price of C$ 464 and an overall rating of 7.4.

  • 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$ 387 or less one-way and C$ 360 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 5 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.
7.9
DeltaOverall score based on 7954 reviews
8.5Crew
8.2Boarding
7.9Entertainment
7.9Comfort
7.3Food
Airline reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

10.0 ExcellentAnonymous, Sep 2025CLT - BOS
Read more Delta reviews

Perfect flight both ways. On time, courteous staff, plane comfortable and cool. Best domestic flights I’ve had in awhile.

Really low quality food especially for an international flight. The crew also was surprisingly unpleasant except couple of ladies. I know we were not in first class but that’s no reason to treat customers as less.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

Crew was good. The reservation got mixed up and they didn't have my TSA number. I am also a Silver Medallion and wasn't able to use Sky Priority.

The airport crew helped a lot, what I didn’t like? We were not informed that we needed to pick our luggage’s, if the crew at the luggage center didn’t tell me I would have been home without my belongings, I was heading out to my next connecting flight while looking for what gate to go to, I asked one of the crews for help, he told me and he also told me to not forget to grab my luggage’s which was chocking, because on my way out the country that wasn’t required, I just hope none of your customers lost their luggage’s because of this.

Delta made it easy, comfortable and timely. The crew was fantastic.

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

The flight crew was friendly. I tried to adjust my seat online ahead of time but no option existed without additional fees. My friend asked at the gate about a seat change and was able to make it happen. That was great! The flight crew moved a very tall gentleman and his companion which allowed us to have more space which was nice. Overall, good experience. Appreciated the blanket and pillow.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

Flight attendant in first class gave poor service (like he didn't want to be there) and food was awful. We sat waiting for gate upon arrival over 45 mins.

Inoperable monitor left no entert for 9 hours. Crew was not helpful Food was awful.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Overall it was good. I missed my connection but I was put on another flight.

Overall a very poor experience - booked premium economy tickets but due to last minute flight delays , all my itinery went for a toss and had to fly economy class with no access to lounge or any compensation by united airlines to make up for the flight delays . i had expected better experience than that from united.

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

It was fine, definitely older planes with no charging or anything. There’s no entertainment set up on board, but it is nice that they allow you to access the in flight entertainment from your phone without having to pay for the Wi-Fi and they do offer free texting.

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

I liked that the flight was nonstop from ORD to CIU for $200 round trip.

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

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

Food was ok, but not as good as I have had before on AA.

Pretty good. The food was just mediocre, the boarding and crew were good.

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.

My flight got switched and my prepaid bag didnt transfer over properly so I paid to check ANOTHER BAG. I was placed in a middle seat and it was just miserable. At least it was a bulkhead row so I had legroom. The flight just never seem3d to end

They should have MSNBC available on board. A 4- hour flight should provide more than a cookie.

Was not able to watch most shows on the entertainment site. They would not load

On Wednesday, July 30 we were in mid flight from Manchester to Charlotte and we turned around because the right engine was malfunctioning. That was the last flight out of Manchester that night. I was rebooked for Thursday, which became a weather event Friday. There were no seats left on the flight from Manchester to Charlotte. Consequently I didn’t leave Manchester until Saturday morning and we flew to Chicago so to say the least my scheduled flight and return to Iowa was three days off and it messed with my business schedule. Consequently cash flow. I would like some sort of acknowledgment of this event.

Dreadful experience. Our flight was delayed more than 8 hours due to a maintenance issue and the assistance from rebooking was poor. I was travelling with a bad knee and needed assistance waited in one place more than 3 hours before someone came with a wheelchair. The woman next to me was a 91 year old great grandmother who had waited more than 4 hours. There were moments of support from the staff but it appeared as they were going against the direction of management. It was apathy, lack of ownership and dismissive responses with small moments of kindness and understanding typically from grey haired, female, veteran staff..

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.

Could not fly out of Canada. Called airlines on Monday, July 14th. Tried to cancel the flight 7 days away, but they said I could not cancel and there would be no refund.

A little disorganized but overall good. The Delta flights were great though

Price was good. Entertainment and food could have been better

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.

I did not noticed baggage was separate - I had assumed international flights included luggage, so it surprised me I had to pay to check a bag.

Bad service as well. Another 3hr delayed flight from chicago to Charlotte.

Everything was good. Except Broken looking escape/exit doors over the wings need tending,

Really good, super comfy flight and the stewardess was great.

Good flight, friendly crew and overall - good service on United Airlines.

flight landed late almost 1.00hr and we 4 passengers missed our connected flight to indianapolis, we need to get the hotel and taxi for the next day flight to home in indianapolis, cost us $ 300 more

From the kind young lady (w/Vancouver air security) who expedited our check-in to U.S. Customs to the Air Canada gate crew who gave us pre-boarding, the flight attendants who actually offered a strong hand to help me board once I had surrendered my rolling walker at the door, they are all reflections of the thoughtful, genuinely helpful Canadians we have grown to appreciate. Water and other beverages were offered throughout the flight to make sure we weren't dehydrated and the cookie was great. (Husband bought the fruit & crackers snack,) I was delighted to see three movies that I would not have otherwise seen and appreciate that AC left the last film viewable until its conclusion although the flight had actually landed. Last, mahalo to the kind strong gentleman who not offered his hand to help me debark the plane, but gave me an AC pin that I'll truly treasure.

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

Information on your arrival and departure airports

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