YVR - CHI

$109 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 11/18. 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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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

Wed, Dec 3 - Mon, Dec 8
Multiple Airlines Logo
11:00 pm - 5:27 pmYVR-ORD
16h 27m1 stop
Multiple Airlines Logo
12:59 pm - 10:20 pmORD-YVR
11h 21m1 stop
$200Multiple Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 10
Multiple Airlines Logo
11:00 pm - 10:24 pmYVR-ORD
21h 24m1 stop
Multiple Airlines Logo
4:01 pm - 4:54 pmORD-YVR
26h 53m2 stops
$204Multiple Airlines
Find Deal
Sun, Dec 7 - Wed, Dec 10
Multiple Airlines Logo
11:00 pm - 10:24 pmYVR-ORD
21h 24m1 stop
Multiple Airlines Logo
4:01 pm - 11:12 amORD-YVR
21h 11m1 stop
$208Multiple Airlines
Find Deal
Thu, Dec 11 - Mon, Dec 15
WestJet Logo
10:10 pm - 1:35 pmYVR-ORD
13h 25m1 stop
WestJet Logo
2:20 pm - 9:00 pmORD-YVR
8h 40m1 stop
$250WestJet
Find Deal
Thu, Jan 8 - Fri, Jan 16
WestJet Logo
10:10 pm - 1:35 pmYVR-ORD
13h 25m2 stops
WestJet Logo
2:20 pm - 9:00 pmORD-YVR
8h 40m1 stop
$297WestJet
Find Deal
Thu, Nov 20 - Thu, Nov 27
Delta Logo
12:07 pm - 11:40 pmYVR-MDW
9h 33m2 stops
Delta Logo
10:47 am - 10:37 pmMDW-YVR
13h 50m2 stops
$381Delta
Find Deal
Sat, Nov 15 - Mon, Nov 17
Delta Logo
7:36 pm - 9:01 amYVR-MDW
11h 25m2 stops
Delta Logo
9:34 am - 6:46 pmMDW-YVR
11h 12m2 stops
$427Delta
Find Deal
Mon, Nov 17 - Wed, Nov 26
Delta Logo
7:36 pm - 8:54 amYVR-MDW
11h 18m2 stops
Delta Logo
1:15 pm - 11:59 pmMDW-YVR
12h 44m2 stops
$428Delta
Find Deal
Fri, Jan 30 - Tue, Feb 3
WestJet Logo
6:00 am - 10:01 amYVR-MDW
26h 01m2 stops
WestJet Logo
9:50 am - 9:08 pmMDW-YVR
13h 18m2 stops
$515WestJet
Find Deal
Sat, Nov 22 - Tue, Nov 25
WestJet Logo
5:00 pm - 1:07 pmYVR-MDW
18h 07m2 stops
WestJet Logo
9:41 am - 10:44 pmMDW-YVR
15h 03m3 stops
$536WestJet
Find Deal

Everything you should know

Our travelers' advice
AI-generated summary based on content written by travel experts
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 routes
YVR-ORD
Cheapest
YVR-ORD
Most popular
Insights
Insights
Insights
Insights
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 51% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
September
Cheapest • 17% price drop
October
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$200
Overall average: $443
Multiple Airlines
Wed 12/3Mon 12/8
YVR - ORD • 1 stop
Cheapest non-stop
$333
Typical prices: $395-$638
Lufthansa
Sat 12/13Sat 12/20
YVR - ORD • Non-stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Chicago!
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 December.

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 $174 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, Tuesday is the cheapest day to fly on average and Monday is the most expensive. Flying from Chicago back to Vancouver, the best deals are generally found on Thursday, with Monday 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 September, where tickets cost $287 (return) on average. On the other hand, the most expensive months are November and December, where the average cost of round-trip tickets is $426 and $420 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 $231, 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 3 weeks before departure, which saves you about 51% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 13 weeks before departure.

Expert advice

Expert advice for your flight from Vancouver to Chicago

 
Snippets provided in this section are AI-generated based on a summarization 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

Preferred Economy seats offer extra legroom for a fee, unless you have elite status.


Premium Economy includes priority boarding and extra legroom, enhancing comfort.

Read more about Air Canadaby Stefanie Waldek
United Airlines

Economy Plus offers extra legroom, up to six inches more than standard economy seats.


Priority Boarding places you in Zone 2, ensuring carry-on space.

American Airlines

Basic Economy offers low fares but includes restrictions like late boarding and no seat assignment.


Main Cabin Extra provides early boarding and complimentary drinks, ideal for longer flights.

Airports
YVR

At YVR, security queues move quickly, even during busy times. Check real-time wait times online to plan your arrival efficiently.

Read more about YVRby Jessica Macdonald
ORD

For a quick trip to downtown Chicago from ORD, take the CTA Blue Line train. It runs 24/7 and avoids traffic delays.

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
Harriet Baskas

Harriet Baskas

Expert on American Airlines

Harriet Baskas

Harriet Baskas

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.

Read more
Jessica Macdonald

Jessica Macdonald

Expert on YVR

Jessica Macdonald

Jessica Macdonald

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.

Read more

Good to know

Low seasonJanuary
Cheapest flight$109
Best time to beat the crowds with an average 10% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from Vancouver to Chicago Midway 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 $109 for a one-way ticket and $200 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, Lufthansa, and Delta 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 American Airlines?

    The two airlines most popular with KAYAK users for flights from Vancouver to Chicago are United Airlines and American Airlines. With an average price for the route of $372 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $314 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 $124 or less one-way and $299 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, United Airlines

Air Canada, United Airlines

Tuesday

Air Canada, United Airlines

Air Canada, United Airlines

Wednesday

Air Canada, United Airlines

Air Canada, United Airlines

Thursday

Air Canada, United Airlines

Air Canada, United Airlines

Friday

Air Canada, United Airlines

Air Canada, United Airlines

Saturday

Air Canada, United Airlines

Air Canada, United Airlines

Sunday

Air Canada, United Airlines

Air Canada, United Airlines

See more direct flights

Direct returns

Chicago to Vancouver Intl

Monday

Air Canada, United Airlines

Air Canada, United Airlines

Tuesday

Air Canada, United Airlines

Air Canada, United Airlines

Wednesday

Air Canada, United Airlines

Air Canada, United Airlines

Thursday

Air Canada, United Airlines

Air Canada, United Airlines

Friday

Air Canada, United Airlines

Air Canada, United Airlines

Saturday

Air Canada, United Airlines

Air Canada, United Airlines

Sunday

Air Canada, United Airlines

Air Canada, United Airlines

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 8996 reviews
7.7Boarding
7.1Entertainment
7.3Comfort
6.6Food
8.1Crew
Airline reviews

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

10.0 ExcellentDr. Joseph, Oct 2025STL - ORD
Read more United Airlines reviews

Flight was delayed only slightly before takeoff due to traffic control. However, the flight arrived early to ORD. Good flight. United has been very reliable for me.

Another delayed flight. When the delays exceed the duration of the flight, it’s a problem.

After boarding the plane in Chicago, the passengers were told that there was a technical problem with the plane. Passengers remained on the plane as they tried to fix the problem. After what was probably an hour passengers were told that there was a need to change planes as the problem was not solved. Passengers disembarked and boarded another plane. After taxing to the runway and waiting for takeoff, passengers were told that owing to the thunderstorm the flight was unable to take off but would try and reroute. After some time passengers were told there wasn't enough fuel for the new route and the plane had to return to the gate for additional fuel. after another log delay the flight got underway. On the plane there was food, drinks, ice or entertainment. We were a glass of water, which appeared rationed. Flight arrived about 5 hours late. The pilot was fantastic and communicated with the passengers throughout the ordeal.

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

Excellent all round, first time flying United. App is very helpful.

Efficient all round, very good crew. Short flight so the food, of course, was just snacks

Better WiFi. I cannot understand that in 2025, United is so behind on a technology that is now a necessity and still painfully unreliable, slow and keeps disconnecting.

Trip was great. A wild landing in Ottawa with the wind and rain, but the pilot did a great job. Always love flying United.👍

Excellent experience. Starting with the agent at the Premier bag drop who noticed I was very early for my scheduled flight and offered to rebook me on an earlier flight with my seat preference. She would not let me leave the counter until she knew that all of the changes and new boarding pass showed up on my United app. At the gate, the flight boarded quickly such that we departed early and the flight was smooth. We arrived 20 minutes early at ORD and I was able to be home in time for dinner. One of the best flights I've had.

Salina to travers city was great! But the sept 24 Tranverse city was not! Traverse city to chichago was cancelled, i went to Denver & got to Salina 6 hours later!

It was good..clean, comfy seat. Friendly warm welcoming crew. Was able to check my cabin luggage at the gate which I was able to pickup in a decent time from baggage claim. The app gave all updates from delays to baggage claim info. Overall smooth flight.

It was a typical flight. We had a delay which seems to be the normality now. And we had no in flight service due to conditions.

After we landed we sat on the tarmac for 1.5 hours waiting to get to our gate. Ridiculous.

Flight, food and crew were all good, friendly and very satisfactory.

Terrible. Flight delayed for more than 8 hours with only a $12 meal voucher provided for the inconvenience. The airplane did not have breaks on arrival yet they still made us go through the motions and board on time knowing we could not take off then sit for 40+ minutes before having to get of the time. A complete waste of my time. I cannot believe they can stay business with these shenanigans. I’ll avoid this company like the plague moving forward as the lack of accountability is disgraceful.

This was the best 2 flights I have had with American out of SGF. Great crew both flights.

Premium economy seat was decent. As always poor headphones, poor food and beverage, crew is not overly friendly

Excellent - explanations were clear staff was nice and flight was comfortable

Lost bag and 2 days no word leaving for cruise no clothes or stuff

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

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.

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

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.

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.

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

Information on your arrival and departure airports

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