$63 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 6/7. 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

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Everything you should know

Cheapest round-trip
$225
Overall average: $496
Multiple Airlines
Mon 1/12Fri 1/16
ORD - YVR • 1 stop
Cheapest non-stop
$419
Typical prices: $274-$666
Air Canada
Fri 1/9Tue 1/13
ORD - YVR • Non-stop
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Flight Deals
Useful Info
Flight Deals

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

Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
8:08 pm - 4:31 pm
ORD
-
YVR
22h 23m1 stop
Multiple Airlines Logo
3:45 pm - 4:52 pm
YVR
-
ORD
23h 07m2 stops
$225Multiple Airlines
Mon, Jan 26 - Fri, Jan 30
Multiple Airlines Logo
2:20 pm - 7:45 pm
ORD
-
YVR
7h 25m1 stop
Multiple Airlines Logo
3:45 pm - 4:51 pm
YVR
-
ORD
23h 06m2 stops
$228Multiple Airlines
Fri, Jan 16 - Fri, Jan 30
Multiple Airlines Logo
2:20 pm - 7:45 pm
ORD
-
YVR
7h 25m1 stop
Multiple Airlines Logo
3:45 pm - 4:51 pm
YVR
-
ORD
23h 06m2 stops
$229Multiple Airlines
Mon, Jan 12 - Fri, Jan 16
Multiple Airlines Logo
8:08 pm - 4:31 pm
ORD
-
YVR
22h 23m1 stop
Multiple Airlines Logo
9:10 am - 4:52 pm
YVR
-
ORD
29h 42m1 stop
$230Multiple Airlines
Wed, Jan 28 - Mon, Feb 9
Multiple Airlines Logo
8:10 am - 11:12 am
ORD
-
YVR
29h 02m1 stop
Multiple Airlines Logo
4:35 pm - 5:03 pm
YVR
-
ORD
22h 28m1 stop
$231Multiple Airlines
Wed, Jan 7 - Mon, Jan 12
Multiple Airlines Logo
7:57 pm - 10:20 pm
ORD
-
YVR
28h 23m1 stop
Multiple Airlines Logo
7:30 am - 1:13 pm
YVR
-
ORD
27h 43m1 stop
$232Multiple Airlines
Fri, Mar 13 - Thu, Mar 19
WestJet Logo
2:20 pm - 10:04 am
ORD
-
YVR
21h 44m2 stops
WestJet Logo
11:00 am - 1:35 pm
YVR
-
ORD
24h 35m2 stops
$234WestJet
Sun, Jun 14 - Tue, Jun 23
WestJet Logo
5:30 pm - 7:35 pm
ORD
-
YVR
28h 05m2 stops
WestJet Logo
7:00 am - 4:43 pm
YVR
-
ORD
7h 43m1 stop
$235WestJet
Thu, Jun 11 - Tue, Jun 16
WestJet Logo
5:30 pm - 6:55 am
ORD
-
YVR
15h 25m2 stops
WestJet Logo
8:30 am - 4:43 pm
YVR
-
ORD
6h 13m1 stop
$236WestJet
Fri, Apr 3 - Thu, Apr 9
WestJet Logo
2:20 pm - 10:01 am
ORD
-
YVR
21h 41m2 stops
WestJet Logo
1:30 pm - 1:35 pm
YVR
-
ORD
22h 05m2 stops
$237WestJet
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$63
Best time to beat the crowds but there is an average 12% increase in price.
Most popular time to fly with an average 18% 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?

    6 direct flights run between Chicago and Whistler on a daily basis. On average, there are about 42 departures each week.

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

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

  • 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 Air Canada for $77. Delta offered a round-trip connection from $121 and United Airlines from $128.

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 June, July and August. The cheapest month to fly is November.

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 8010 reviews
8.1Boarding
7.9Comfort
8.5Crew
7.9Entertainment
7.3Food
Airline reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

10.0 ExcellentMargaret, Dec 2025
BOS - PIT
Read more Delta reviews

I noticed that the planes seem to be outdated. There was no entertainment per se. Also, the waiting area did not have any working electrical outlets

None of the airplane features were available during the flight.

Original flight was cancelled and when i was rebooked by the airline, they couldn't seat me in the same type of seat as I had originally booked (went from window/aisle to middle/middle and one was a bulkhead seat, and other wasn't in the same class)

Lady Pilot was perfect in every way wheels up to wheels down communication, professionalism, excellent on time departure and on time arrival, excellent communication! Fantastic job with Superb attitude!!

The food is terrible. The staff is wonderful. Comfort is good.

Left on time, a bit delayed due to headwinds most of the trip.

I fly Delta all the time, have Platinum Medallion status. But this route seems to have major problems with delays and seems to never leave on time! Have only taken it twice in the last two weeks, and each time it had delays of more than 1 hour... very disappointed!!!!

Getting to the flight was arduous and lengthy. The flight itself was good but the food option wasn’t a good selection. I need to do a Kosher option on my return. Flight crew were nice

Good seats in Main cabin, excellent service and excellent landing

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The movies offered were great. Staff were very pleasant and very efficient.

After a delay at the gate, C3, at Ohare on Sunday, I left my Blk ski coat on the bench at the gate, lost! Please review my lob claim, thx.

Very nice flight love the small aircraft. We had a wonderful flight attendant. Nice to see someone that really enjoys her job. Don't have her name but had a southern accent.

Very thoughtful flight attendant offered me water immediately since I had run to make my connection.

Seats in waiting area and on plane hard as rock. Fast internet on the flight was great! Crew was kind.

Always wish for more healthy, gluten free options. We have to bring our own.

Having a long layover, I was very appreciative of the ability to stand by for an earlier flight. Other airlines like Delta have refused this to me in the past, just to be mean (because my ticket class wasn't high enough). United went out of their way to help me get to my destination early, which I really appreciated given that it was the third leg of a 24+ hour journey for me.

Other than a way way too cold cabinets for the entire flight, all was great

One bag is incorrect and not acceptable for an international flight. The food was not just good. I won't fly with them again.

Excellent flight. Smooth, efficient boarding. Quick flight. Arrived early at STL.

We loved the steward on the plane. He made the night enjoyable

The plane was late, when we did board the plane was as cold as a freezer. I was freezing the entire flight, no blankets. Lost miserable flight I’ve ever had.

My wife and I love to travel, so we fly a lot. We've already logged 381,075 miles and with practically every major airline. But this flight was very disappointing. It started off well, with no delays and a new plane. But when lunchtime approached, all that good impression was ruined. Instead of white tablecloths, we were offered small, dark placemats, which, as it turned out, were perfectly adequate for the food. All the food offered—and my wife and I only took fish, and the meat—was not just bad, it was downright disgusting and not heated enough. The same applies to the appetizers. This was the first time in many years of traveling that we've been offered such disgusting food.

Lost luggage stuck no clothes and no word after 2 days leaving on cruise no stuff or clothes

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

Got home 30 min earlier than anticipated. A welcome result when you're tired from a long day of travel. Customs and bags were quick and we were home in no time.

Not sure what happened, but for some reason we had to sit on the plane for an extra 10 minutes once we arrived in Abbotsford. Obviously, it was an engine issue.

We were delayed by an hour without any commu8nocation about what was happening. Long lines just hoping to hear how long the wait would be.

8 hrs. Of waiting instead of couple of hours..the only good thing I'm still able to go to my destination...

Our biggest complaint was a major schedule change that was not communicated to us in any way. Luckily the time change went later not earlier so we did not miss the flight. Our email addresses and phone numbers were on file but we received no email no text message no nothing. Short flight so not much to say.

The check in was quick but the counter person didn’t inform me that the flight was delayed. I was also not informed of the boarding gate. When the plane landed there was a mixup at the gate with the ramp crew which delayed the flight further. All in all the experience didn’t meet the standard I’ve come to expect from WestJet

Counter representative refused to check my luggage despite paying for it in advance

When I purchased the flights I included the luggage, the luggage was not added and got charged the full price anyway. Had to pay for the luggage at check in. Initial flight was delayed, we missed our 9am connection (flew with my wife), then the airline rebooks us to the next flights, putting my wife in at 1.40pm and me at 4pm, what a crazy wait time. We managed to fix it with customer service and they put me in the 1:40pm flight too, but they left my baggage behind in the 4pm flight. When arrived to my destination, of course no luggage. It was delivered to the address thankfully late at night. The experience sucked.

Did not like the seat selection which was poor.? My daughter and I never did get seats together because it all took place at the last minute and we had to accept whatever seats were left

There is no snack and nit much that would be considered gluten free in yiur food selections. One of your snacks should be a gluten free cookie or small bar etc. maybe it was me but I didn’t see any free movies just internet connection and YouTube .

Over 40 years ago my AC return flight was canceled, during this last summer the same thing happened. AC denied everything Canadian like paying for accommodations and basic necessities. So why would I ever want to fly AC again? This last flight my wife took the return flight had problems and left late, so I guess they are getting better. However I have no faith in this airline so I drove to this last destination! I'll never fly AC again!!!

Great check in process in LA and good service The check in process as well as at the gate is way better in the US versus canada 🇨🇦

Boarding was so so after zone 3 was called all other zones went in

For goodness sake, board from the back of the plane to the front and assign overhead space. It would fix everything. Seriously.

Fair. What's the point of partnering with United if we cannot use the lounge. My wife is a frequent flier with United but we were refused access to Air Canada lounge

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

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

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