$108 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 4/18. 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

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Everything you should know

Cheapest round-trip
$252
Overall average: $468
WestJet
Thu 5/7Sun 5/10
ORD - YVR • 1 stop
Cheapest non-stop
$417
Typical prices: $322-$537
Air Canada
Fri 4/3Thu 4/9
ORD - YVR • Non-stop
Arrival airport
You can't fly directly to Whistler. It is served by Vancouver (YVR), located 64.4 miles from Whistler.
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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

Thu, May 7 - Sun, May 10
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$252WestJet
Fri, May 1 - Sun, May 3
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
WestJet Logo
6:45 am - 4:40 pm
YVR
-
ORD
7h 55m
1 stop
$257WestJet
Mon, Apr 27 - Thu, Apr 30
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$261WestJet
Thu, May 28 - Sun, May 31
WestJet Logo
5:30 pm - 12:15 am
ORD
-
YVR
8h 45m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$266WestJet
Wed, Apr 8 - Sun, May 31
Multiple Airlines Logo
4:36 pm - 10:20 pm
ORD
-
YVR
31h 44m
2 stops
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$271Multiple Airlines
Sun, May 17 - Sun, May 24
WestJet Logo
5:30 pm - 7:40 am
ORD
-
YVR
16h 10m
1 stop
WestJet Logo
6:45 am - 4:40 pm
YVR
-
ORD
7h 55m
1 stop
$272WestJet
Wed, Apr 8 - Tue, May 26
Multiple Airlines Logo
4:36 pm - 10:20 pm
ORD
-
YVR
31h 44m
2 stops
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$274Multiple Airlines
Fri, May 15 - Sun, May 24
WestJet Logo
5:30 pm - 7:40 am
ORD
-
YVR
16h 10m
1 stop
WestJet Logo
6:45 am - 4:40 pm
YVR
-
ORD
7h 55m
1 stop
$277WestJet
Tue, May 26 - Fri, May 29
WestJet Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$278WestJet
Tue, Apr 21 - Mon, Apr 27
Delta Logo
9:27 am - 6:40 pm
MDW
-
YVR
11h 13m
2 stops
Delta Logo
7:30 pm - 8:46 am
YVR
-
MDW
11h 16m
2 stops
$430Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$108
Best time to beat the crowds with an average 14% drop in price.
Most popular time to fly with an average 16% 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 31m.

  • How many flights are there between Chicago and Whistler?

    7 direct flights run between Chicago and Whistler on a daily basis. On average, there are about 49 departures each week.

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

    Consider leaving on a Thursday and avoid Sundays 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 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 Air Canada for $77. WestJet offered a round-trip connection from $110 and Delta from $121.

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 February, March and April. 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 8293 reviews
8.1Boarding
8.5Crew
7.2Food
7.9Comfort
7.8Entertainment
Airline reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

10.0 ExcellentAnonymous, Mar 2026
ATL - DTW
Read more Delta reviews

First class is comfortable. Enjoyed a movie and was able to relax compared to coach.

Loved flying First Class. Very comfortable. The seat was amazing. Enjoyed a movie and was able to relax so much better than in coach.

We landed and sat on the tarmac for 45 minutes because they only have one gate at the airport and there was another plane running late so we had to wait

The WiFi was not working. That made for a long flight.

With Aeromexico it ended up good but with Delta it was bad because we did everything through Delta... Showed up at the Delta terminal... It was the wrong place! Nothing ever told us to go to the Aeromexico terminal. It said "in partnership with Aeromexico" but I was never instructed to check in with them or go to their terminal. We had to haul @$$ running through the airport and almost didn't make it thanks to this poor communication. 👎🏽

Absolutely no communication on why there's a delay and multiple flight time reschedules. I would have canceled the flight and drove back home if I known it was going to be rescheduled 3 or 4 times.

Another late night flight and MORE men belligerently drinking and yelling. I had to move from first to economy because they were so obnoxious and disruptive. Crazy to go from a cozy chair to cardboard when you were supposed to be in first. Delta allows was too much drinking which leads to belligerent behavior.

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Stop changing gates. Stop cancelling flights Stop moving my seat.

This trip did not start off well. The inbound flight was delayed about 20 minutes. Then, after initial onboarding, the passengers had to deplane due to a mechanical problem. That took about 30 minutes to fix and be cleared. Then, reboarding was chaotic. It took a long time to sort passengers and two passengers on standby were ticketed but there was no seat. So, they had to deplane. One of the flight crew was trying to help passengers figure out a place to put their carry-on bags and that took more time. In the end, our scheduled 10:30 am departure did not actually take off until about 12:05 pm CST. The flight itself was long but we got to Houston. Some passengers missed their connecting flights and had to rebook. Not the best of flights I've had.

We were delayed for about an hour from taking off due to traffic control procedures at the destination airport. But once in the air, the flight went well. The crew members were great and provided cabin service despite moderate turbulence during much of the flight.

Short flight, but no drink/snack service. The flights both going and coming were delayed.

Not being stranded in Chicago for her airport to 11:30 tomorrow morning the 3rd

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

They lost my luggage, so, not happy. The crew was nice but my suitcases never made it, still trying to find out what happened!

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

Essy to get on. The hostess gave very little pop, the plane was late getting in, and we are still waiting for our bags. This sucks. :/

Flight was good, crew was excellent. No complaints at all

Delayed 3 times in a row for 4 hours total. Incrementally pushing back the flight claiming gate delays but they eventually changed the actual plane, due to technical issues. This strategy to avoid compensation to passengers is unprofessional.

The delays were never ending and we were never properly informed as to why. 1st and 2nd delay were handled well, but by the time we received our 7th delay, and then subsequently asked to willingly get bumped, it turned into one of the worst flying situations of my life. I didn’t get home until 2am which is roughly 5 hours later than originally planned.

Flight was 4 hours late. Landed at almost 1am instead of 9pm. No explanation given. The new seat configuration is the absolute worst. Uncomfortable seats, unreasonably warm. In flight "entertainment" is just wifi. We're expected to use our own streaming services. Terrible, terrible flight.

Very short flight. No food or entertainment required. Nice crew. Flight left late.

Took 3 hours to check in and drop off our suitcases. Half of the passengers were still in line by boarding time. The computer systems and staff were very slow. Staff were also disorganized and kept allowing later flights to skip lines. Suitcases were piling on that several other passengers didn't get their suitcases. Then, we were sitting in the plane for 2 hours and were told that the flight was overbooked. We missed our connecting flight and had to fly the following day but with a stop over. Good thing ONE WestJet customer rep was pleasant and actually knew how to do her job when we wanted to rebook to a direct flight. Thank you to Kim at Toronto airport. Terrible experience at PUJ. Won't go back to Dominican Republic.

The trip from LAX to Calgary was aboard a 737-700, which is more than twenty years old. Service was fine, and the food was good, but there was no inflight entertainment, and no WiFi. The flight from Calgary to Vancouver was also delayed more than an hour, due to congestion on the Calgary tarmac. And no food service, but there was in-flight WiFi which made a big difference.

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.

The gate got changed several times and the flight was delayed over an hour. Awful experience

American continues to decline in their customer service and its beyond disappointing.

It was an older plane. First Class was not especially roomy or comfortable. It was a short flight so there were no meal but they did offer mixed nuts which used to be normal but now is rare. Crew member was very polite and professional.

Flight to Tampa was delayed taking off due to plane arriving late but no other issues

As previously stated the delay I experienced flying from Wichita to Chicago caused a host of issues. When I finally was able to be booked on the last remaining American flight from Chicago to Cincinnati, the gate changed four times with the last change occurring very near the scheduled boarding time. While I didn't have a problem moving from gate to gate, I did notice and make note of others that had mobility issues and had to move each time for the gate change.

Maintenance took a very long time and then we were in a holding pattern. While a one-off maintenance issue is standard, there were delays on both of my flights for this trip based on maintenance issues with the planes, which delayed both flights over 45 minutes. Thankfully, I didn't have any connections but it wasn't an experience that would make me pick AA if I have other options.

No Snacks or Entertainment. The flight was short, snacks should still be given.

See prior comment about how Kayak mishandled my reservation and delayed my arrival by 6 hours.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Delayed an hour due to operational issues. Minimal apologies or care for the significant inconvenience caused. Landed at nearly 1am and they still couldn’t find ground staff to get us off the plane promptly.

Departed Palm Springs over an hour late because there’s only one gate, and it has always delayed by the arriving and departing flight to Toronto and the arriving flight from Vancouver.

Extremely disappointing. My original Denver–Vancouver–Bangkok itinerary was cancelled due to a crewing issue. I was not proactively supported and had to drive back home after already reaching the airport. Communication was poor throughout, and attempts to contact customer service resulted in being on hold for nearly three hours without reaching anyone. Instead of being rebooked on the same direct routing the following day, I was rerouted onto a much longer itinerary via multiple cities and airlines, which resulted in arriving approximately 30 hours later than scheduled. At Denver airport, there was no visible Air Canada representative available to properly assist. Ground staff offered no real support beyond directing passengers to a phone number. There was no clear communication, no ownership, and no meaningful customer care during a major disruption. The final journey involved three flights instead of the original two, significantly increasing travel time and stress. Overall, the handling of the cancellation and lack of customer support was unacceptable. What could have been better? Clear communication during the cancellation Accessible customer service (phone support that actually answers) Proper in-person assistance at the airport Rebooking onto a comparable routing rather than a significantly longer one

Flight cancellations, delays, mass confusion and disorganization! That’s Air Canada for you, nothing new. I would have chosen a different airline if it were an option, and Air Canada continues to prove they don’t care about their customers.

The flight from SFO to YVR was delayed and my bag did not make it to my next flight from YVR to SYD. It took almost 3 days after I landed to get my bag and when I got it, it was filled with dust

Nothing specific. Cabin temperature was too high for some reason.

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

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

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