$196 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 7/25. 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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Everything you should know

Cheapest round-trip
$277
Typical prices: $618-$320
Multiple Airlines
Sat 5/16Sun 5/24
ORD - YVR • 2 stops
Cheapest non-stop
$381
Typical prices: $736-$363
Air Canada
Mon 5/25Tue 6/2
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
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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

Sat, May 16 - Sun, May 24
Multiple Airlines Logo
9:37 pm - 4:50 pm
ORD
-
YVR
21h 13m
2 stops
Multiple Airlines Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$277Multiple Airlines
Sun, May 24 - Sat, May 30
WestJet Logo
5:30 pm - 6:40 pm
ORD
-
YVR
27h 10m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$282WestJet
Wed, May 27 - Wed, Jun 3
WestJet Logo
5:30 pm - 9:00 am
ORD
-
YVR
17h 30m
1 stop
WestJet Logo
6:00 am - 4:40 pm
YVR
-
ORD
8h 40m
1 stop
$284WestJet
Tue, May 26 - Tue, Jun 2
WestJet Logo
5:30 pm - 10:10 am
ORD
-
YVR
18h 40m
1 stop
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$286WestJet
Sun, May 24 - Sat, May 30
WestJet Logo
5:30 pm - 7:15 am
ORD
-
YVR
15h 45m
2 stops
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$288WestJet
Sun, May 24 - Sat, May 30
WestJet Logo
5:30 pm - 7:15 am
ORD
-
YVR
15h 45m
2 stops
WestJet Logo
7:30 am - 4:40 pm
YVR
-
ORD
7h 10m
1 stop
$289WestJet
Tue, Jul 21 - Thu, Jul 30
Multiple Airlines Logo
6:00 am - 12:15 am
MDW
-
YVR
20h 15m
2 stops
Multiple Airlines Logo
10:55 pm - 11:07 am
YVR
-
MDW
10h 12m
1 stop
$453Multiple Airlines
Thu, Jun 11 - Sun, Jun 14
Delta Logo
1:49 pm - 8:31 pm
MDW
-
YVR
8h 42m
1 stop
Delta Logo
6:00 am - 6:18 pm
YVR
-
MDW
10h 18m
1 stop
$481Delta
Wed, Jul 22 - Tue, Jul 28
Delta Logo
1:49 pm - 8:29 pm
MDW
-
YVR
8h 40m
1 stop
Delta Logo
6:00 am - 6:18 pm
YVR
-
MDW
10h 18m
1 stop
$490Delta
Sat, May 30 - Tue, Jun 2
Delta Logo
9:23 am - 10:32 pm
MDW
-
YVR
15h 09m
2 stops
Delta Logo
6:00 am - 5:56 pm
YVR
-
MDW
9h 56m
1 stop
$491Delta
Useful Info

Good to know

Low seasonFebruary
Cheapest flight$196
Best time to beat the crowds with an average 19% 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?

    12 direct flights run between Chicago and Whistler on a daily basis. On average, there are about 84 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 Wednesdays and the most expensive ones on Saturdays.

  • 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 United Airlines for $80. Air Canada offered a round-trip connection from $119 and United Airlines from $123.

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 8465 reviews
7.2Food
7.8Entertainment
8.1Boarding
7.9Comfort
8.5Crew
Airline reviews

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

6.0 GoodSilvestre, Apr 2026
MCO - GRU
Read more Delta reviews

The flight was operated by Latam. The aircraft had a technical issue and the flight was delayed for the next day. They grounded other passengers to get their airplane assigned to my flight. Most of he ground staff don't speak English (Orlando Airport), but were very polite.The crew on the other hand could speak English and Portuguese. On board service was good.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

Flight was delayed it was hot while sitting on the plane, one engine was working on the plane until they had to do some jimmy rigging down the runway in order for the other engine to charge up. It was ridiculous

The flight was very good and the staff was very friendly and helpful!

The only thing I would say is we tried to get on a standby earlier flight, but with our fair we couldn’t. That seems senseless to leave with open seats..

Very easy to use and convenient, you can perform any action within the same portal

In a world of delays, Delta was on time both ways! Boarding was fast and efficient. Staff was friendly. AND wifi worked.

WiFi didn’t work. Flight delayed 3 hours Crew members were illiterate Seat lean back did not work.

Flight was delayed, we could have been notified earlier and in a consistent manner. App was not refreshing for another passenger to get the latest flight status. We could have stayed and waited at the hotel instead of waiting at the airport had we known the flight was going to delayed for more than 5 hours. The toilet is too tight, and needs to be cleaned more frequently (every hour). The entertainment screen froze, the touch screen not responding to touch. We were upgraded to comfort, it is more comfortable than regular economy seats.

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

The crew was great. Very friendly and responsive. The plane was old, small and tight. We ran out of overhead space and I had to check. Middle seat was particularly tight.

Several missed and almost missed connections. It felt like everything was being patched together last minute without enough resources and it ended up being an extremely stressful experience that basically ruined our weekend on the west coast. What a waste.

Crew was friendly. Seats are too narrow, particularly when a big person is in the adjacent seat, but I understand this is due to smaller planes usually flight into Lincoln. I have experienced several flight delays going out and coming into Lincoln airport, I say maybe 50% or higher of the flights I've taken out of this airport have been delayed.

Great flight. Boarded efficiently. Arrived early at CLT. There was no in flight entertainment on this aircraft. Great crew.

The seat was comfortable. There was a lot of turbulence. If it weren't for that,it would have been okay.

Poor communication, flight was delayed for preventable reasons. I missed my connection.

The boarding timing needs to be improved. The flight was delayed again because it took way too long to board. I was already exhausted from sleeping at the airport and spending all day there due to delay from my previous flight that connected in Chicago.

Great until we got to FRA. The next trip leg we were put in Business Class where seats had minimal padding!!!! They were awful and United Airlines needs to have their Lufthansa partner up their game or I won’t fly with them again!!

Flight didn’t happen because both my connections were lost and Toronto wouldn’t let me board. I was checked in to all 3 flights at the check-in fest in Dublin.

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.

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

Original flight was on time, then late, then changed gates...4 times. Once our newest plane came in, it was fine.

I almost missed my flight and they helped me out enormously

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Moved to earlier flight which unexpectedly had maintenance issues initially indicated as quick fix to ultimately plane changes. Moved back to original flight, also delayed. In all cases customer updates and communication very unclear, no updates on drivers for delays.

Typical AA - late by 90+ mn. Gate changed twice... Changed the departure time 6 times No explanation, no communication on reasons for delay I travel with AA twice a year... and it is consistently very poor.. I will continue to use AA only when i have to.

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

All good……but luggage didn’t make it on the airplane. Had to wait 3 days. Was a bummer.

Small suitcase used for carryon the last time was refused by boarding crew this time. Appears to be at the discretion and mood of the person on the day. Flight was only half booked, there would have been no problem with space.

the check-in lady at ORD was extremely rude and unprofessional. very disappointed as it was supposed to be a celebration for my wife's birthday and it really put a damper on things. if i wanted to be treated like trash, i would have flown Economy! (as opposed to business class)

The whole plane smelled and felt old. The seats were very uncomfortable. Multiple delays. Extra fees.

The most uncomfortable flight I’ve ever been on. I’m only 5,4” and barely had enough room to exist, couldn’t even fully relax my shoulders. Not sure why they bother with snacks. Half a coke and a single cookie?? Wow. Purchasable food looked gross too. Remember when airlines used to treat you like a human being?

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.

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

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