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Find cheap flights from Chicago to Whistler from $120

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 9/7. 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
0 bags
Tue 6/4
Tue 6/11

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Good to know

Low season

January

High season

July

Cheapest flight

$120
Best time to beat the crowds with an average 26% drop in price.
Most popular time to fly with an average 20% increase in price.
Flight from Chicago Midway 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 20m.

  • How many flights are there between Chicago and Whistler?

    9 direct flights run between Chicago and Whistler on a daily basis. On average, there are about 66 departures each week.

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

    Consider leaving on a Wednesday and avoid Thursdays if you are looking for the best rates. For your return to Chicago, you’ll find the best rates on Tuesdays 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 Sun Country Air for $133. WestJet offered a round-trip connection from $332 and Air Canada from $356.

See more FAQs

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 47 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 April, May and June. The cheapest month to fly is October.
See more tips

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.
8.0
DeltaOverall score based on 10826 reviews
7.9Comfort
8.0Entertainment
8.2Boarding
8.6Crew
7.4Food
Airline reviews

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

8.0 ExcellentCynthia, May 2024ATL - TYS
Read more about Delta reviews

Very frustrated with boarding gate crew. She announced the plane was small and they would be limiting us to one item to carry on. Not a problem for me as I understand the tiny planes have limited space!! Not the case here! It was a rather large plane and had plenty of room for bags! So because I don’t want to be one of “those people” who ignores the request to check a carry on I did so asking if I would be able to pick it up at the bottom of the ramp on arrival in Knoxville to which she responded “yes”! Then I watched as every other passenger held onto their 2 items and boarded!! Then when we arrived in Knoxville our 2 carry ons had been put with all the other luggage and we had to go to baggage pick up and wait for all the big checked bags to come off the carousel! So she lied!! Frustrating. Next time I won’t be so nice!

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

On time departure, smooth trip, flight attendant told through passengers the gate we would arrive at and the gate our outbound flight was departing from. Early arrival

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Delayed due to an ill passenger after loading. Not preventable on Delta's part. Was in first class. The seats are becoming worn and detaching from their velcro attachments. Only got snacks on flight. The attendant was not the friendliest.

I would fly again the whole experience was great. The only feed back I can give that they don't do that American Airlines does is the crew there is more humorous with boarding and thank their passengers. It makes it more fun to fly with them. I would however fly Delta again.

Big plane, long flight, absolutely no leg room and basically non existent air! I am 5”4’ and always travel Main Cabin, I was miserable on this plane and could barely move when we arrived in Cabo due to the cramped leg area!

From Atlanta to Cabo I would have hoped on a plane that size I would have been able to breathe and wiggle my feet a little! The leg room in that plane is non existent and I am only 5”4’. And the air vent either wasn’t working very well or just could not blow air from the ceiling to the seat area as I was suffocating through the entire flight! And please don’t say I would have been more comfortable in first class because I cannot afford those rates and have always travelled Main Cabin without issues !

The pilots were good. Disappointing when planes don't have electrical ports

I liked the piloting of the aircraft. Very disappointed about lack of electrical ports. Also, although a short flight. there was enough time to hand out snacks to comfort + seats as was done for first class.

All as expected. Flight on time and journey was uneventful

The on time performance and the ease of boarding are great. The crew were cordial. During landing the pilot made a hard landing with some swerve that was a bit rough but other than that everything else is as smooth as it can be.

1.5 hours late departing YVR for a 14-minute flight. Packed waiting area. Full plane. Families with tired, screaming kids. 40-minute wait for baggage at YYJ. For a Dash-8. Obviously there was some kind of breakdown but there was no communication from anyone. Most of this was not WestJet's fault but it was an unpleasant night overall. I fell asleep in a chair waiting for the luggage carousel to start.

Horrible, flight on the way to Vegas was delayed significantly and then on my way back my second flight was cancelled

Difficult to say. Over crowded but that is the fault of the airplane not WestJet

If they have a tv for movie or map during 5h flight could be better and the food can purchase on flight are ok with that.

I have purposely avoided West Jet for our last four trips as our friends experienced unreasonable difficulties with receiving a refund during COVID. You didn't provide a flight for whatever reason, give people their money back. Do you want people to use your airline again? I grudgingly used WestJet this time as it was direct flights. I was pleasantly surprised. I had more space than I expected and the in flight entertainment was also not expected.

We requested 2 wheel chairs upon arrival. On board an attendant told us to remain in our seats until everyone was off the plane. we were in row 11 and thought we would be off early. After all were off, a different attendant said we should leave, and that the chairs were gone. One was available for my friend who had just spent 9 days in hospital but I had to walk quite some distance. Eventually a cart arrived to take us the rest of the way. This was over an hour after our arrival. The staff at the terminal did their best to help us but if we had been allowed off with the other passengers, our ride home would have been an hour earlier.

We had to walk up a stairway at PVR which was not illuminated at all. I was carrying carry on luggage and stumbled a few times due to the poor lighting.

Departure delay on a late night flight. Made us even later. Tired but got home.

Great! The plane was decently sized and comfortable. The staff was nice and there was great in flight entertainment

Last minute gate change nearly caused us to miss our flight. Change was not announced or displayed in the main board at the old gate. Terrible communication. When we landed we had to wait 20 minutes because there was another plane at the assigned gate. Not the crew’s fault, but adding 20 minutes to a 45 minute flight sucked.

Nothing beats ANA customer service on my opinion. Maybe because of their Japanese culture (and food). Arigatō

delay several times and wait extra long to board. no entertainment service because there are problem for some rows. always encounter some delays for the last flight of the day.

Flight delayed for 2 hours due to a part. The plane sat waiting for boarding for a long time and during final preflight inspection the issue was found. Why not do the preflight inspection sooner if you know the plane is being used?

The flight experience was very good! Especially the United Club!

I was not able to buy food in the flight. They refer to include your Credit card in the APP, and if you are not from USA (i have a credit card form Canada) it is not possible

Aircraft has better leg room than any of United's larger planes. We had requested mobility assistance for this and related flights. United's response to all was superb.

The flight from Ottawa to Chicago took a lot longer due to DC in Ottawa. We got to Chicago and went to our gate to catch our flight. We only had nine minutes I found that very stressful.

Good boarding. Crew started quick with drinks and food. They came around several times for trash which I really liked. Other than turbulence due to storms in the area, flight was great.

It was spectacular. I had basic Economy and was given so much space and their seats lean back so far. Staff was superb, food was superb, everything was superb, Finnair is Fantastic.

Good flights. Departure and arrivals were on time. DFW was a little problematic in that the Skytrain without prior notice bypassed the Echo terminal so that delayed my arrival at my connecting flight.

Because I can’t stand very long in one place, I was allowed to reword.

We were delayed bc ground crew gave the flight crew the wrong paperwork. We taxiied to the runway then back to the gate to get the correct paperwork that no one bothered reviewing the first time we pushed back. Boarding was rude and stressful like it always is. Gate agents and flight attendants are all over 55 years of age, embittered by years of underpayment From AA leading to their passive agressive bitchiness for no reason.

Boarding time was easy & quick. Crew was excellent. In-flight entertainment was great/easy. Seats are too small and not enough room between rows: felt like a sardine/very cramped.

5 hour flight - full flight - not enough room to use my computer - slightly delayed - Admirals club was excellent quality food, drink made up for flight seating. No food offerred on flight, you ahd to prebook.

Excellent- plan was barely populated. I cannot remember a flight where I was able/encouraged to stretch out!

Great flight. Boarding was efficient and quick. On time departure and smooth flight. Flight arrived early at destination. Good experience.

Had technical issue which delayed the flight period. Flight crew knew there was 5 passengers that the connecting flight was within 15 minutes once at the gate. Rather than identify the 5 passengers to assure they got first. The flight attended mentioned it but didn't assist to assure passengers with connecting flights off first. This caused a hardship and our party of 3 missed the connecting flight.

I don't like that I have to pay if I want extra leg room. The seats are so expensive; I sit in normal seats and my legs and knees cramp the entire flight. I never feel comfortable on AA flights.

Flight was delayed 1.5 hrs due to problem with a previous flight to mine; I was informed appropriately via Text & Email, however, website did not keep up with messages sent by nearly an hour. When checking-in warm & friendly reception at check-in desk until female Air Canada Rep noticed my flight number and instantly pivoted to a condescending & sarcastic comments about getting my bag checked in since I’m running so late; then tone instantly changed again few minutes later when she muttered, “Oh, they’ve delayed it” another sign systems & worse front line staff, not fully informed or simply not reading their flight status updates. Flight crew were very friendly & did a great job trying to make up lost time due to the delay.

It was great, love the experience and will definitely recommend 👌. Communication was great

It was great to check carryon luggage at no charge when there was no room for ours. A hidden benefit of having low-tier tickets. Also great to stay off plane as long as possible. Airline gave us seats we wanted on this last leg, again at no charge.

We had a good flight, service was good and lots of leg room. Service was good and the staff were friendly.

Short flight, crew members were very nice, so much so I'll take the return flight next weekend

It was fine. The seating was tight. My husband is 6' 2", so we were glad to get seats with no one in front of him. I was glad that the plane wasn't packed so I could spread out.

I liked Seattle but nothing air Canada did there was any good at all neither was kayak as when I purchased my flights the price I purchased at was not what kayak charged to my card and there has been no responses to my emails ....

Flew in Business Class. The new AC lounge at SFO is one of the best I’ve been to with a spacious design and an open air deck. Flight itself was on-time and as expected overall.

No food, not even snacks on the 6hr flight from Newark to Vancouver! The movie collection made up for it though and they did come around with drinks twice. Just good to know so you can eat ahead/bring snacks onto the flight. It was a bumpy ride induced by wind and rain but otherwise got to the destination safely and promptly.

On the flight back from SFO to Vancouver ..the crew was less than professional. They completely missed asking if I wanted a drink (and I was awake at all times) and I had to walk to the back of the plane to ask for a cup of water to take with my medication. Also, there was a charge for ear adapters for the movie screen which were given out free on the flight from Vancouver to SFO. The flight from Vancouver to SFO had pleasant crew members. What a difference in the flight back.

Book cheap flights from Chicago to Whistler

Recent round-trip flight deals

5/15Wed
1 stop
16h 48mORD-YVR
5/21Tue
1 stop
9h 10mYVR-ORD
$265
6/4Tue
1 stop
16h 48mORD-YVR
6/11Tue
1 stop
15h 44mYVR-ORD
$275
5/19Sun
1 stopWestJet
8h 13mORD-YVR
5/26Sun
1 stopWestJet
8h 05mYVR-ORD
$332
5/25Sat
1 stopWestJet
7h 08mORD-YVR
6/1Sat
1 stopWestJet
8h 35mYVR-ORD
$346
5/15Wed
nonstopAir Canada
4h 38mORD-YVR
5/25Sat
nonstopAir Canada
4h 12mYVR-ORD
$356
5/15Wed
nonstopUnited Airlines
4h 20mORD-YVR
5/25Sat
1 stopUnited Airlines
8h 53mYVR-ORD
$361
5/16Thu
1 stopAir Canada
6h 51mORD-YVR
5/27Mon
1 stopAir Canada
8h 34mYVR-ORD
$362
6/4Tue
1 stopUnited Airlines
6h 47mORD-YVR
6/7Fri
nonstopUnited Airlines
4h 12mYVR-ORD
$365
5/31Fri
1 stopDelta
10h 34mORD-YVR
6/8Sat
1 stopDelta
8h 42mYVR-ORD
$380
5/15Wed
1 stopDelta
6h 29mORD-YVR
5/26Sun
2 stopsDelta
11h 48mYVR-ORD
$390

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Recent one-way flight deals

9/7Sat
1 stop
25h 14mMDW-YVR
$120
5/15Wed
1 stop
16h 48mORD-YVR
$121
6/25Tue
1 stopWestJet
7h 09mORD-YVR
$152
6/5Wed
nonstopUnited Airlines
4h 38mORD-YVR
$159
5/11Sat
1 stopUnited Airlines
10h 35mORD-YVR
$166
7/6Sat
1 stopWestJet
7h 09mORD-YVR
$177
9/5Thu
nonstopAir Canada
4h 35mORD-YVR
$184
7/10Wed
1 stopDelta
10h 52mORD-YVR
$189
8/4Sun
1 stopDelta
10h 52mORD-YVR
$194
8/4Sun
1 stopAir Canada
17h 17mORD-YVR
$229

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Last minute flights from Chicago to Whistler

Last minute flight, train and bus deals

5/10Fri
multi-stopUnited Airlines
18h 15mORD-YVR
5/13Mon
nonstopUnited Airlines
4h 13mYVR-ORD
$365
5/10Fri
multi-stopDelta
6h 26mORD-YVR
5/21Tue
multi-stopDelta
8h 26mYVR-ORD
$380
5/10Fri
multi-stopDelta
6h 26mORD-YVR
5/21Tue
multi-stopDelta
9h 34mYVR-ORD
$390
5/10Fri
multi-stop
16h 48mORD-YVR
5/13Mon
multi-stop
40h 55mYVR-ORD
$407
5/10Fri
nonstopAir Canada
4h 38mORD-YVR
5/13Mon
nonstopAir Canada
4h 13mYVR-ORD
$569
5/9Thu
multi-stop
31h 56mMDW-YVR
5/16Thu
multi-stop
25h 14mYVR-MDW
$582
5/10Fri
multi-stopAlaska Airlines
23h 17mORD-YVR
5/20Mon
multi-stopAlaska Airlines
10h 01mYVR-ORD
$651
5/7Tue
multi-stopWestJet
16h 52mMDW-YVR
5/8Wed
multi-stopWestJet
24h 27mYVR-MDW
$676
5/10Fri
multi-stopAlaska Airlines
10h 48mORD-YVR
5/20Mon
multi-stopAlaska Airlines
10h 01mYVR-ORD
$782
5/7Tue
nonstopAir Canada
4h 39mORD-YVR
5/12Sun
nonstopAir Canada
4h 13mYVR-ORD
$813

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Flights to Whistler

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