YVR - CHI

C$ 153 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 30/9. 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

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.
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Vancouver to Chicago.
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Flights 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, 24 Sep - Tue, 30 Sep
WestJet Logo
6:00 a.m. - 4:43 p.m.YVR-ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 12:11 a.m.ORD-YVR
8h 41m1 stop
C$ 280WestJet
Find Deal
Wed, 24 Sep - Tue, 30 Sep
WestJet Logo
6:00 a.m. - 4:43 p.m.YVR-ORD
8h 43m1 stop
WestJet Logo
5:30 p.m. - 12:11 a.m.ORD-YVR
8h 41m1 stop
C$ 281WestJet
Find Deal
Wed, 17 Sep - Sun, 21 Sep
 Logo
6:00 a.m. - 4:43 p.m.YVR-ORD
8h 43m1 stop
 Logo
12:53 p.m. - 10:26 p.m.ORD-YVR
11h 33m2 stops
C$ 361
Find Deal
Wed, 27 Aug - Sat, 6 Sep
 Logo
5:35 p.m. - 4:50 a.m.YVR-ORD
9h 15m1 stop
 Logo
1:40 p.m. - 7:11 p.m.ORD-YVR
7h 31m1 stop
C$ 366
Find Deal
Tue, 16 Sep - Wed, 17 Sep
Air Canada Logo
11:05 p.m. - 9:51 a.m.YVR-ORD
8h 46m1 stop
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 368Air Canada
Find Deal
Mon, 15 Sep - Wed, 17 Sep
Air Canada Logo
12:25 a.m. - 10:53 a.m.YVR-ORD
8h 28m1 stop
Air Canada Logo
3:45 p.m. - 6:15 p.m.ORD-YVR
4h 30mdirect
C$ 377Air Canada
Find Deal
Fri, 29 Aug - Wed, 3 Sep
Delta Logo
6:15 a.m. - 5:37 p.m.YVR-MDW
9h 22m1 stop
Delta Logo
1:43 p.m. - 8:33 p.m.MDW-YVR
8h 50m1 stop
C$ 425Delta
Find Deal
Wed, 17 Sep - Sat, 20 Sep
Delta Logo
6:10 a.m. - 5:35 p.m.YVR-MDW
9h 25m1 stop
Delta Logo
1:43 p.m. - 11:58 p.m.MDW-YVR
12h 15m2 stops
C$ 479Delta
Find Deal
Wed, 26 Nov - Sun, 30 Nov
Porter Airlines Logo
7:00 a.m. - 10:05 a.m.YVR-MDW
25h 05m2 stops
Porter Airlines Logo
4:15 p.m. - 11:15 a.m.MDW-YVR
21h 00m2 stops
C$ 766Porter Airlines
Find Deal
Wed, 26 Nov - Sun, 30 Nov
Porter Airlines Logo
12:10 p.m. - 10:05 a.m.YVR-MDW
19h 55m2 stops
Porter Airlines Logo
11:00 a.m. - 11:15 a.m.MDW-YVR
26h 15m2 stops
C$ 767Porter Airlines
Find Deal
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.

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

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

The cheapest price for flight routes found by users searching on KAYAK in the last 2 weeks for round-trip flights from Vancouver Intl Airport to Chicago.

Our data shows that the cheapest route for a return flight from Vancouver Intl Airport to Chicago cost C$ 403 and was between Vancouver Intl Airport (YVR) and Chicago O'Hare Intl Airport (ORD). On average, the best prices are found if you fly this route. The average price for a return flight for this route is C$ 403.

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 April, where tickets cost C$ 429 (return) on average. On the other hand, the most expensive months are July and December, where the average cost of round-trip tickets is C$ 630 and C$ 621 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 1 stop layover the cheapest option at C$ 1,143 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 13 weeks before departure.


Good to know

Low seasonJanuary
Cheapest flightC$ 153
Best time to beat the crowds (13% less expensive on average)
Most popular time to fly and prices are also 6% 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$ 111 for a one-way ticket and C$ 203 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 Alaska Airlines?

    The two airlines most popular with KAYAK users for flights from Vancouver to Chicago are Delta and Alaska Airlines. With an average price for the route of C$ 480 and an overall rating of 8.0, Delta is the most popular choice. Alaska Airlines is also a great choice for the route, with an average price of C$ 846 and an overall rating of 8.0.

  • 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$ 263 or less one-way and C$ 500 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.
8.0
DeltaOverall score based on 7981 reviews
8.5Crew
7.3Food
8.2Boarding
7.9Comfort
7.9Entertainment
Airline reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

4.0 OkayAnonymous, Jul 2025ICN - SEA
Read more Delta reviews

Check in process was terrible. Lady at counter didn’t know what she was doing

Delayed and took off even later than the scheduled delay time

For a 69 year old with health problems I had the worse experience, no wheelchair when I entered a lady told me to sit and wait while a gentleman told me I had to walk to the Delta station, which I did. I had a carry on and a bag, and I was traveling with my service dog, which was on his carrier and the lady charged me for my carry on luggage, beside all the waiting cause of the delay, I had to walk to get my luggage cause no wheelchair showed up, I am so disappointed. I will get in touch with the company. I got home at 3:00 am, not good for my health situation.

Great experience on Delta. Staff from baggage check to flight attendants were very courteous and professional. My only issue was a personal preference for pretzels instead of the chips and cookies that were offered.

The crew was amazing; Von, Vera and Guadalupe were very friendly and attentive throughout the entire flight. They were friendly and welcoming to everyone. A solid and dedicated team for sure!

Terrible. I was bumped off of my original flight and spent the next six days fighting to get back on it. I lost hours of my vacation trying to get this situation corrected.

There was no problems, just a little uncomfortable with seats that do not lay back a little

Always good but we must do something about people in rows ahead of you that don't put their seats back up when they are suppose to. And It's rough to not be able to even lean over to get something out of my purse.

Flight was delayed, 30+ bags had to be gate checked. Crew were very friendly!

Everything was good until we were boarding our connection flight in Atlanta, we were told to gate check our carry-on, but when we got inside the plane, there was plenty of room in the overhead.

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.

All flight attendants could benefit by taking an international flight on Qantas Airline. Qantas attendants are much more hospitable in every way. Much superior than and attendants on any US airline.

While the staff was pleasant and helpful, the following observations are for your awareness. There was some delay on the tarmac on take off and landing. The paid lunch/food offerings were limited. Entertainment was only available on WiFi at a cost.

The first flight was better in terms of the aircraft.

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Very clean and comfortable cabin. Amazing Mediterranean salad for lunch before landing. Great range of films to watch. Really quiet and easy to sleep on the flight also. The initial food was a bit weird: odd fried chicken pieces in some weird white gloop, but that would be my lack of cultural knowledge on the grub. Salad more than made up for it at the other end. Staff were super attentive and helpful. Great and easy flight

The flight was fine and the crew awesome. The problem is ORD and AA. Computers went down, ORD fell apart and a 40 min flight turned into a 3 hour trip. Guess the answer is to not try and fly to ORD after noon. But, as I said, crew was awesome and did everything they could to lesson the flight time.

The flight was fine but the 8 hour delay in Chicago was awful - 5 gate changes and repeated delays without an explanation. No vouchers. Nothing.

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

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Not sure the logic of the boarding in Groups. I was loaded first on the aisle. Then the guy in the middle. Then the guy by the window. Constantly holding up the other people boarding behind them with us blocking the aisle and this happened in most of the other rows

To start, I’d like to say that every American Airline personnel I interacted with on the ground, especially flight crew, was very friendly and did their best to help me out. Despite this, however, my experience with the airline was an entire mess. The 7:19 PM flight was heavily delayed due to weather, and pushed to 10:30 AM the next morning. Because of this, I had to spend the night inside of the airport. At some point later in the night, I got an email saying that the flight had been canceled. I called the support number, and the representative on the other line told me that the flight was still on and that I didn’t need to rebook. The next morning, no one came to the gate to open the door for the crew until almost 11 AM. By this time the flight crew had been waiting for over an hour, and they had called management to get someone to open the door for them multiple times. Around 11:30, the gate screen had changed to a different flight. I ended up buying a last minute ticket with Southwest airline just to get to Chicago, because the next flight with American wasn’t until 7:19 pm that day. Now, earlier that morning my suitcase had been sent ahead of me to ORD. I went to baggage claim to ask them if I could have my suitcase forwarded to where I was staying. The representative at SDF baggage claim said they could and put the claim in for me. As I was going back through TSA, I got an email that the airline had found my suitcase, but the next step was to send it BACK to SDF. I called the airline support number again, and I made it clear that my suitcase needed to stay in Chicago and to not come back to SDF. The representative told me that they would hold my suitcase at ORD and that it wasn’t going to be forwarded anywhere. Once I got there, I found that they had loaded my suitcase onto a plane to send it back to SDF. Thankfully, I had gotten to the baggage claim counter in time for them to put in a request to bring my suitcase back up. My refund with the airline is processing already, but because of this entire experience and miscommunication at every turn of the way, I will not book with American Airlines in the future.

The plane was late and then sat on the runway for almost 45 minutes before taking off.

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

My flight was delayed three times then eventually cancelled the next flight was the following day scheduled for 1030 it was delayed I had to cancel reservations I had to put people up in hotels on the other end as they came out of town to pick me up all at my expense because WestJet couldn’t get it together I’m very disappointed in WestJet’s performance and how they handled the situation Get your customers to where they need to be in a timely fashion, even if that means putting them on your competitors jets Customer service should be number one I will think twice now with booking with WestJet

Poorly staffed check-in in Victoria. Unhappy WestJet person on counter. Then our flight was delayed by 2 hours, which meant our luggage failed to make the flight to LHR. Overall poor communications to passengers. Fortunately the flight from YYC to LHR was good and on time.

Our flight info was lost as the original booking was with westjet... almost missed our outbound flight trying to get it corrected. Inbound we had to reschedule completely as they didn't have our information and resold our seats ending up getting home much later than planned. The confirmation numbers we received from justfly for westjet didn't help anything with delta as they said we needed a delta confirmation which we never received. I talked with justfly and they said it's the airlines problem and with westjet and they said it is the 3rd party bookers issue.... so, not fun

They kept making changes to the itinerary. I actually wasn't able to go and i tried to get flight credit in exchange for the ticket, but the customer service chat was taking way too much time.

WestJet canceled my booking, replaced it with a booking that didn't work (departing from cruise ship), and didn't offer any flights that did work. Their only option was for me to cancel and go to another airline for more money. Which I did.

Flights were cancelled setting me in panic mode since my much needed weekend escape with friends was only a short one. No apologies given at the airport nor on the plane. Flight was rescheduled

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.

There is not enough space between two chairs and raws.

Terrible. 3 missed flights and 24 hours delayed with lost bag and promised $100 compensation from United and absolutely nothing from them…

It was a lovely flight. Very attentive crew, comfortable seats, good food and entertainment. Highly recommended. Only difficulty was with their app.

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

Information on your arrival and departure airports

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