$68 Find Cheap Flights from Chicago to Whistler

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Chicago to Whistler departing on 11/17. 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.
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Cheap Flights from Chicago to Whistler (CHI-YVR)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Chicago to Whistler 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 Chicago to Whistler

Sat, Oct 11 - Sat, Oct 18
WestJet Logo
5:30 pm - 12:11 amORD-YVR
8h 41m1 stop
WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
$163WestJet
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Sat, Oct 11 - Sat, Oct 18
WestJet Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
$164WestJet
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Sat, Oct 11 - Sun, Oct 12
WestJet Logo
5:30 pm - 10:36 pmORD-YVR
7h 06m1 stop
WestJet Logo
7:00 am - 4:43 pmYVR-ORD
7h 43m1 stop
$165WestJet
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Wed, Oct 29 - Wed, Nov 5
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
Air Canada Logo
8:30 am - 2:41 pmYVR-ORD
4h 11mnonstop
$171Air Canada
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Wed, Oct 29 - Wed, Nov 5
Air Canada Logo
3:40 pm - 6:15 pmORD-YVR
4h 35mnonstop
Air Canada Logo
9:30 am - 7:30 pmYVR-ORD
8h 00m1 stop
$178Air Canada
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Wed, Oct 1 - Tue, Oct 7
American Airlines Logo
9:52 am - 12:34 pmORD-YVR
4h 42mnonstop
American Airlines Logo
1:28 pm - 7:43 pmYVR-ORD
4h 15mnonstop
$199American Airlines
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Tue, Mar 3 - Wed, Mar 4
United Airlines Logo
8:20 pm - 11:03 amORD-YVR
16h 43m1 stop
United Airlines Logo
3:00 pm - 12:58 amYVR-ORD
7h 58m1 stop
$205United Airlines
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Wed, Oct 1 - Sat, Oct 4
United Airlines Logo
4:09 pm - 9:49 pmORD-YVR
7h 40m1 stop
United Airlines Logo
1:45 pm - 8:04 pmYVR-ORD
4h 19mnonstop
$209United Airlines
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Sat, Oct 11 - Sat, Oct 18
Delta Logo
3:00 pm - 8:35 pmMDW-YVR
7h 35m1 stop
Delta Logo
5:55 am - 5:43 pmYVR-MDW
9h 48m1 stop
$286Delta
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Sat, Oct 11 - Sat, Oct 18
Delta Logo
11:10 am - 8:35 pmMDW-YVR
11h 25m2 stops
Delta Logo
5:55 am - 5:43 pmYVR-MDW
9h 48m1 stop
$296Delta
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Good to know

Low seasonFebruary
Cheapest flight$68
Best time to beat the crowds but there is an average 7% increase in price.
Most popular time to fly with an average 13% increase in price.
Flight from Chicago O'Hare Airport to Vancouver

When to book flights from Chicago to Whistler

Are your dates flexible? Find out the best times to travel from Chicago to Whistler based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price

FAQs for booking flights from Chicago to Whistler

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

    When flying out of Chicago you’ll be using one of these airports: Chicago Midway or Chicago O'Hare Intl. Whistler does not have its own airport so you’ll be flying into nearby Vancouver Intl airport, which is 64.4 mi away.

  • How long does a flight from Chicago to Whistler take?

    Direct flights cover the 1,774 miles separating Chicago and Whistler in about 4h 35m.

  • How many flights are there between Chicago and Whistler?

    13 direct flights run between Chicago and Whistler on a daily basis. On average, there are about 91 departures each week.

  • What’s the cheapest day of the week to fly between Chicago and Whistler?

    Consider leaving on a Saturday and avoid Mondays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Fridays and the most expensive ones on Sundays.

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

    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 Chicago to Whistler.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Whistler from Chicago 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 Chicago to Whistler?

    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 Whistler with an airline and back to Chicago with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Chicago to Whistler?

    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 Whistler from Chicago up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • Which airlines provide the cheapest flights from Chicago to Whistler?

    In the last 72 hours, the cheapest one-way ticket between Chicago and Whistler found on KAYAK was with WestJet for $68. WestJet offered a round-trip connection from $163 and Air Canada from $171.

Top tips for finding cheap flights from Chicago to Whistler

  • There is no airport in Whistler. Instead, you’ll be flying into Vancouver Airport when flying between Chicago and Whistler.
  • The cheapest flight from Chicago to Whistler was found 74 days before departure, on average.
  • Book at least 1 week before departure in order to get a below-average price.
  • High season is considered to be November, December and January. The cheapest month to fly is September.

Reviews of the top 5 airlines serving Chicago to Whistler

 
Need help choosing which airline to fly with from Chicago to Whistler? 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
7.9Comfort
7.3Food
8.5Crew
7.9Entertainment
8.2Boarding
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.

The food was terrible especially for a 15 hour international flight. The crew was unpleasant as well.

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.

Quick check in. Everything went smooth. I don't know what can be done about airline food.

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.

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

Nothing special. The crew never went out of their way for anything.

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

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

We had a layover from YVR to Denver. We bought 4 bottles of Absolut Vodka at the YVR Duty Free for $116.20, after going through security and American Customs Pre Clearance at YVR, Vancouver. When we landed in Denver, United put us behind the American Customs as well as TSA again for some reason. We were forced to go through American Customs and TSA again. TSA confiscated our rightfully owned Duty Free Absolut Vodka bottles. Because United incorrectly forced our flight behind American border and TSA again, we missed the connecting flight. After United put us on a later flight, we eventually arrived in Chicago very late, with hardly any sleep. I am looking for compensation from United for our incorrectly confiscated Absolut Vodka bottles worth $116.20, as well as compensation for incorrectly putting us behind American Customs and TSA again, causing us to miss our connecting flight, making us arrive extremely late in Chicago.

Excellent flight. Boarding was efficient and departure was on time. Smooth flight with on time arrival. Deplaning was also efficient.

It was delayed instead of departing at 9:20pm, we departed at 11pm… putting us in Columbus after 2am! It was awful. Had I known about the delay, I could have spent some time in the United Lounge… I was starving because I started my journey in Budapest… so I was exhausted and hungry. Plus I had to make new arrangements to be picked up at the airport in Columbus, instead of midnight it was 2:30 am after getting luggage and out of airport. Not feasible. I would have just stayed in Chicago for the night and gotten a morning flight.

It was great, I’m very grateful for the pilots and crew flight attendants for everything.

Evidently, my seat had the only broken TV. I couldn’t plug it in, get it to come on, or watch anything, and of course, no one could fix it while we were on the plane. The service was good and the boarding was quick

The boarding of took of late.The presentation of the food was horrable as was the tast of the food was cold and tastless.

Delay and keep changing gates. I have to run around from B to C then to E.

I was charged for my daughters bag when I am supposed to receive two free checked bags with my United Explorer card.

The schedule to Moline changed 5 times. The gate changed 6 times. That is a pathetic way to run an airline. No wonder that no one in our company flies on United Express to or from Moline. Changes happen most of the time. I learned my lesson on this trip…never again!

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

After we'd boarded , they canceled the flight. The crew didn't even know , we just all received text messages. Then after they deplaned us , AA was just like "too bad, go F your self, we sure ain't gonna help you"

After a two hour delay, my flight was CANCELLED! No pilot available. Such BS.

Amazing food, great staff, with one noticable detail missing ...but no seat entertainment in any of aircraft ...I am not a fan

I wish American Airlines would change the airline industry by loading the plane back to front instead of front to back. Planes would board so much more smoothly and quickly.

I have long legs, my foot was out in the aisle and when a flight attendant came walking by and I didn't notice, instead of saying "excuse me" or anything like that, she kicked my foot. Extremely rude

Excellent! The gate agents were kind enough to rebook me on an earlier flight saving me from a 6 hour layover. Even my luggage made it despite the fact that the connection was technically too narrow. The flight itself was very comfortable, roomy, and clean. Plenty of space for my carryon items with plugs to charge my phone. After a long international flight of 14 hours, this was an excellent way to end my travels!

Great experience. Flight boarded easily. Departed early. Smooth flight. Great arrival in DC--almost no taxing! Almost direct to gate from runway. Crew was terrific. Same cookies and beverages in main cabin. I did not use the entertainment system on this flight.

This particular flight wasn't very full at the back, so there were three seats available for spreading out and getting relatively comfortable

Most of the delay was due to weather which is not what was at issue here. One delay was due to a missing flashlight and in the end the flashlight was actually found on the plane. The entertainment system is very limited. Live TV options offer only a few channels that are not very appealing. Boarding and deplaning are always difficult. It just takes too much time to get on and off the plane. On the plus side, I missed my connecting flight, but was easily able to book a later flight from the app while enroute.

The experience was good just the upcharge of over a hundred dollars was not cool.

No internet, not even westjet connect makes for a boring flight

I like the web site, prompt notifications, website checks in process, and airport check in. The flight attendants are attentive and polite. The return flight was 2 hours late and reason vine doesn't sound like an unplanned and unexpected issue (scheduled plane maintenance).

Good, a bit cramped in the seat as my neighbour was a bit large

7 hour layover was a drag. Free internet on the long leg was great.

From vancouver go calgary nd vice vetsa fligjt was delayed

It was good! Short flight and it was on time!

Asked to cancel flight 6 days in advance of flight back to St. Louis, MO. Would not allow. No credit either.

Crew was nice especially by North American standards. Bad good. No entertainment screens. Terrible WiFi

This flight was better than the first. Two of the flight attendants were wonderful at supporting m through nausea and vomiting through the flight. No tv, no food, very interesting. I’ve never paid for wifi (just the $3 chatting) until these 2 flights. This experience has changed my opinion on layovers. Idk if I’ll ever do one again

Short flight. Everything was fine except the flight was delayed twice for a total of an hour.

My flight from New York to Canada and Canada to Brisbane was canceled, so I had to take united airlines instead flight from New York to Dubai then layover in Dubai 8 hours then from Dubai to Brisbane it was extremely difficult for me , it was a nightmare flying with Canadian airlines unfortunately.

Real smooth and easy, Real good leg room in coach!

There labor disputes cancelled my flight less than 24 hours before my boarding time but there customer service/website was easy enough to navigate and they rebooked me for no upcharge.

Very bad, flight was cancelled due to strike and staff was unable to rebook us

They rescheduled me and I had no issues with the new flight

They could care less about you. Just under a 4 hour delay in Seattle, leading into a missed connection in Vancouver, which led to 2 more delays that added up to 3 more hours leaving us to have to sleep on the floor of the Toronto airport cause they don't help you find accomodations and they just book you on the next flight out. Took an additional 14 hours to get home. Always given the brush off to get rid of us. Worst airline ever

Both flights are delayed so I rate the whole experience as mediocre.

Flight was delayed by 1.5hrs. Once inside, people had their small handbags on the storage. The crew (male guy) was not helpful in making some space in the storage. Instead, he asked few bags to be checked-in and it was not a great experience. No attempt to help but just followed the things with a straight face. People had their literally small bags and he wouldnt not move from one storage to another even if there was space and would not let us do i as well. Once flight was on, they ran out of Orange juice, really running out of orange juice when the temp were 32.degrees outside. didnt made the sense. Onasking for a extra snack, he made a face as if he was giving me out of his pocket. if the flight was delayed, there could have an attempt to provide something extra incase people did asked.

Aircraft had technical issues. After 3 hours of trying to resolve, flight was cancelled. Was booked on a flight leaving 12 hours after intended departure. Now on 4 flights instead of 2 and a day late to my destination.

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

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