$212 Find Cheap Flights from Chicago to Whistler - Compare and Save

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 9/23. 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

Save 20% or more on flights. Compare deals from all over the web.

Never overpay with our price tracking tools.

Filter searches by price, airline and more to find your best flights.

Everything you should know

Cheapest round-trip
$483
Multiple Airlines
Wed 9/23Sun 9/27
MDW - YVR • 2 stops
Cheapest non-stop
$487
Typical prices: $162-$436
United Airlines, Air Canada
Mon 9/28Thu 10/1
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.
FAQs
FAQs
FAQs
FAQs
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Whistler!
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

Wed, Sep 23 - Sun, Sep 27
Multiple Airlines Logo
3:20 pm - 4:25 pm
MDW
-
YVR
27h 05m
2 stops
Multiple Airlines Logo
10:45 pm - 2:35 pm
YVR
-
MDW
13h 50m
1 stop
$483Multiple Airlines
Wed, Sep 30 - Fri, Oct 9
Air Canada Logo
3:40 pm - 12:05 am
ORD
-
YVR
10h 25m
1 stop
Air Canada Logo
11:10 pm - 10:17 am
YVR
-
ORD
9h 07m
1 stop
$483Air Canada
Tue, Sep 29 - Wed, Oct 7
Delta Logo
2:00 pm - 10:59 pm
MDW
-
YVR
10h 59m
2 stops
Delta Logo
7:36 pm - 8:47 am
YVR
-
MDW
11h 11m
2 stops
$484Delta
Wed, Aug 12 - Tue, Aug 18
Multiple Airlines Logo
5:30 pm - 10:35 pm
ORD
-
YVR
7h 05m
1 stop
Multiple Airlines Logo
6:45 am - 7:53 am
YVR
-
ORD
23h 08m
2 stops
$484Multiple Airlines
Sat, Nov 21 - Mon, Nov 23
Multiple Airlines Logo
9:18 am - 6:25 pm
ORD
-
YVR
10h 07m
1 stop
Multiple Airlines Logo
9:10 am - 5:23 pm
YVR
-
ORD
7h 13m
1 stop
$485Multiple Airlines
Fri, Aug 28 - Sun, Aug 30
Multiple Airlines Logo
5:30 pm - 12:40 pm
ORD
-
YVR
21h 10m
1 stop
Multiple Airlines Logo
8:15 am - 9:43 am
YVR
-
ORD
23h 28m
3 stops
$486Multiple Airlines
Mon, Sep 28 - Thu, Oct 1
Multiple Airlines Logo
7:45 pm - 10:26 pm
ORD
-
YVR
4h 41mnonstop
Multiple Airlines Logo
8:25 am - 2:43 pm
YVR
-
ORD
4h 18mnonstop
$487Multiple Airlines
Wed, Aug 26 - Wed, Sep 2
United Airlines Logo
7:48 pm - 10:25 pm
ORD
-
YVR
4h 37mnonstop
United Airlines Logo
10:30 am - 4:45 pm
YVR
-
ORD
4h 15mnonstop
$489United Airlines
Mon, Sep 28 - Thu, Oct 1
Delta Logo
2:00 pm - 10:59 pm
MDW
-
YVR
10h 59m
2 stops
Delta Logo
6:00 am - 6:19 pm
YVR
-
MDW
10h 19m
1 stop
$490Delta
Sat, Aug 29 - Wed, Sep 2
United Airlines Logo
10:00 pm - 9:51 am
ORD
-
YVR
13h 51m
1 stop
United Airlines Logo
2:20 pm - 11:59 pm
YVR
-
ORD
7h 39m
1 stop
$491United Airlines
Useful Info

Good to know

Low season

February

Cheapest flight

$212
Best time to beat the crowds with an average 23% drop in price.
Most popular time to fly with an average 42% 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 32m.

  • 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 5 days, 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 WestJet 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 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.
7.8
DeltaOverall score based on 8489 reviews
8.5Crew
7.8Comfort
7.8Entertainment
7.2Food
8.1Boarding
Airline reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

2.0 MediocreJean, Jun 2026
MDW - ATL
Read more Delta reviews

The crew was very inconsiderate and rude. My flight was scheduled to depart at 6:00am. I received a call from the crew at 5:40am, asking if I was going to make the flight because I was the only one that hasn't boarded yet and boarding ends at 5:50am. I let them know that I will be at the gate in a few minutes, before the 5:50am cutoff. When I arrived at the gate at 5:45am the gate was closed. Departing early on last minute notice without having all passengers on board is inconsiderate and unprofessional.

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

Okay considering we had weather delays which the Pilot notified us of immediately!

The boarding was organized and informative but the plane was tight meaning that you were sitting on one another and extremely uncomfortable. It’s disappointing that can’t have common seating comfort on the plane.

Everything could have benn better. Short fly, no food, no entertainment and no wifi.

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

The staff was frielndly. The plane was terrible, it was too small and should be decommissioned. There were no back seat screens at all. The only beverages we had a choice from was coffee, tea or water. The only bathroom in the back was behind the flight attendant's jump seat and wasn't working. And I literally felt like I was sitting on top of the guy next to me. It was terribly hot in the plane and we had to sit on the tarmac in Chicago for 1/2 hour due to congestion in Mpls. Wouldn't they have know that before they even boarded us so that we could have sat in comfort in the terminal?

This was one of the worst flights I’ve been on in years. I upgraded to comfort and had such an uncomfortable experience. The person next to me was oversized - which I understand - however, they took up their space and mine. I could only use about 50% of my seat space to not be physically touching this person the entire flight and there was no spatial awareness. I also could not use the seat outlet because their body was obstructing it. It was very inconvenient. Their body kept touching me repeatedly during the flight and I felt very uncomfortable. To pay more for an upgraded space and then not even being able to use it was highly disappointing.

It was very cold because the air conditioner was on high power, and my son got sick.

Horrible. Flight ORD to CGH was okay, but Paris was a nightmare. Old planes, delays, involuntary downgrades, broken planes, terrible communication. CGH to CPT was my worst flight ever.

The kid in the middle seat kicked me almost the whole flight, almost kicked my hot tea off my tray. The flight was delayed due to the first plane not being able to be de-iced in July! We had to get a new plane. Now I drive 3 hours back to Edmonton because direct flights from PVR were way to expensive

Not United Airlines' fault. It's ORL airport's fault.

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.

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

Not the fault of United—weather, reroute around weather, time sitting on tarmac, arrived couple hours late, too late for train into city necessitating a much pricier cab but weather…can’t be helped.

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.

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

Boarding was a little difficult. The gate area at O'Hare was very small and crowded due to multiple gates in the area. Could not hear the intercom, so had to rely on signage to see when my group was boarding and the signage was blocked by passengers standing in the gate. Flight was great and we arrived in Montreal on time.

Flight was delayed due to weather and clogged toilet. Had to deplane. Flight was 3 hours delayed. Crew was awesome and offered water and snacks.

Standard flight experience, but there is only power at the seat to row 20 on the aircraft, on my initial check in it did not say that was the case

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 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.

my wife got very sick and we did not travel . we booked and bought the travel insurance and dot nothing but hassle and a triangle of stress in trying to make the insurance claim I called in and was told they would not give me anything in writing to say they would not refund my money back this make it impossible to file the claim I will never book with Kayak again.

Kayak was the problem! The tickets we bought did not allow for carry on or checked luggage and we ended up paying more for those services than the tickets! The paperwork Kayak provided for the receipt left the luggage policy for Westair intentionally blank. This was intentionally decietful on Kayak's part. Our additional cost was over $400.00! I will be calling customer service today asking for refunds and I will keep you informed on any review sites as I can. Keith

Leaving the same day as planned would've been better

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).

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

We didn’t make the flight due to Delta’s check in line moving too slow.

I had my flight of Cedar Rapids. THen Chicago to Boston. Flight out of Cedar rapids was delayed by 12 hrs. Had to drive to Chicago to catch my flight

Long delays to board due to mechanical issues with plane.

Flight was delayed, boarded, sat at the gate for more than 30 minutes, left the gate then waited on the pad for another 30 to 60 minutes then returned to the gate, deboarded and was cancelled... alternative flight was not booked automatically. Waited in line for 30 minutes but fortunately an alternate flight to a different destination was found ... no thanks to the travel agent used by kayak

The flight from Milwaukee to Dallas was great the staff absolutely amazing. After that EVERYTHING WENT DOWN HILL!!! ABSOLUTELY HORRIBLE!!! WILL NOT FLY THIS AIRLINE AGAIN

I was very unhappy with the lack of communication from the cockpit. It took close to a half an hour before we took off after the doors were closed, and we got no announcements as to progress. It would be nice to get some acknowledgement of the situation and updates as to when we are taking off.

The seat was not even cleaned. It has full of cookie crums probably from last flight's passenger. Its basic expectation that, seats are clean.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

The flight was delayed significantly. Communication during the flight was abrupt and caused some panic as we were navigating turbulence. It was also too loud and every announcement felt startling. The flight attendants did not offer any assurances and I felt unsettled most of the flight. The seats, floor and tray table was very dirty. The seat next to me was broken and the passenger sitting there was very uncomfortable. He had a spring in his back and his seat made terrible squeaking noises through the flight.

Significant delays on my trip to Chicago and my trip back to NY

Delayed by 5 hours and I had to wit in the airport for more than 6+ hours.

The code sharing reservation with United was messed up requiring extra trip to airport to fix. Air Canada customer service 2.5 hours on hold and resolved nothing.

I'm 6'8" (2.03m) so more legroom would alwqys be appreciated, especially on long international flights. The food choices were underwhelming.

Didn’t make it on the flight. Delayed then had to be rebooked, which in turn had me waiting at the airport for another 8 hours before next flight

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)

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

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.

All was good except for the seats, not very comfy.

Liked the size of seats. Not much food offered given length of flight.

My seat was with screaming children all around. But the service was great

Business class is very lacking compared to than airlines like United, Swiss, American, Emirates BUT Air Canada price is less so makes sense - get what you pay for. Planes are old so design is cramped/ old fashioned, no blanket provided, toiletry bag ordinary, food was fine. BEST thing about Air Canada are their lounges in Canada - outstanding.

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

Complete your trip to Whistler with a hotel stay or car rental