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Whistler

$122+ Cheap flights from Chicago (CHI) to Whistler, Canada

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
Apr 29 — May 61
Tue 4/29
Tue 5/6
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whistler are usually found in October or January, booked 40 days in advance, depart on a Thursday or Friday and return on a Wednesday

Cheap flight deals from Chicago to Whistler

Keep the following information in mind while searching for Chicago to Whistler flight deals. Data was last updated April 24, 2025.

Round-trip from

$161
(Kiwi.com)

One-way from

$125
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$377
From Chicago (CHI) to Whistler
Search Deals
One-way flight from Chicago (CHI) to Whistler
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Highest demand for flights based on searches. 3% potential increase in price ($19 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($30 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Chicago to Whistler

Cheapest flights from Chicago to Whistler
Explore the most affordable flight options available from Chicago to Whistler. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 24, 2025.

This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/95:30 pmORD - YVR
1 stop8h 40mWestJet
Tue 5/137:00 amYVR - ORD
1 stop7h 44mWestJet
Deal found 4/23$161
This Trip.com deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/306:10 amORD - YVR
1 stop10h 20mMultiple Airlines
Mon 6/27:00 amYVR - ORD
1 stop7h 44mMultiple Airlines
Deal found 4/22$207
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/96:15 pmORD - YVR
1 stop6h 44mDelta
Thu 6/121:25 pmYVR - ORD
1 stop8h 38mDelta
Deal found 4/23$312
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/31:55 pmMDW - YVR
1 stop8h 20mDelta
Tue 6/106:15 amYVR - MDW
1 stop9h 25mDelta
Deal found 4/23$312
This Kiwi.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/1711:39 amMDW - YVR
2 stops12h 46mMultiple Airlines
Tue 6/2411:00 pmYVR - MDW
1 stop9h 41mMultiple Airlines
Deal found 4/23$317
This Gotogate deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/87:36 pmORD - YVR
Nonstop4h 42mAir Canada
Wed 5/1411:30 pmYVR - ORD
Nonstop4h 16mAir Canada
Deal found 4/23$325
This Alaska Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/288:00 amORD - YVR
2 stops12h 17mAlaska Airlines
Mon 6/21:17 pmYVR - ORD
1 stop8h 39mAlaska Airlines
Deal found 4/23$352
This United Airlines deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/166:05 amORD - YVR
1 stop9h 48mUnited Airlines
Tue 5/206:15 amYVR - ORD
Nonstop4h 17mUnited Airlines
Deal found 4/23$370
This American Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/138:04 pmORD - YVR
Nonstop4h 54mAmerican Airlines
Thu 6/191:25 pmYVR - ORD
Nonstop4h 20mAmerican Airlines
Deal found 4/22$398
This Mytrip deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/229:40 amMDW - YVR
2 stops13h 15mPorter Airlines
Tue 5/277:00 amYVR - MDW
2 stops23h 45mPorter Airlines
Deal found 4/23$471
This Trip.com deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/812:48 pmMDW - YVR
1 stop10h 04mWestJet
Tue 5/139:30 amYVR - MDW
1 stop9h 58mWestJet
Deal found 4/23$787

Cheapflights Fare Finder

Customize your flight search to find flights from Chicago to Whistler that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
Use the filters below to find and compare flights from Chicago to Whistler that are best for you.

Fly from

Chicago

Fly to

Whistler

Route

Depart

Return

Price

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 5/9

5:30 pm-12:10 am

1 stop8h 40m

Vancouver Intl

Tue 5/13

7:00 am-4:44 pm

1 stop7h 44m

$161

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 5/30

6:10 am-2:30 pm

1 stop10h 20m

Vancouver Intl

Mon 6/2

7:00 am-4:44 pm

1 stop7h 44m

$207

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 6/9

6:15 pm-10:59 pm

1 stop6h 44m

Vancouver Intl

Thu 6/12

6:15 am-4:46 pm

1 stop8h 31m

$312

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 6/3

1:55 pm-8:15 pm

1 stop8h 20m

Vancouver Intl

Tue 6/10

6:15 am-5:40 pm

1 stop9h 25m

$312

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 6/17

11:39 am-10:25 pm

2 stops12h 46m

Vancouver Intl

Tue 6/24

11:00 pm-10:41 am

1 stop9h 41m

$317

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 5/8

7:36 pm-10:18 pm

Nonstop4h 42m

Vancouver Intl

Wed 5/14

11:30 pm-5:46 am

Nonstop4h 16m

$325

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 5/28

8:00 am-6:17 pm

2 stops12h 17m

Vancouver Intl

Mon 6/2

1:17 pm-11:56 pm

1 stop8h 39m

$352

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 5/16

6:05 am-1:53 pm

1 stop9h 48m

Vancouver Intl

Tue 5/20

6:15 am-12:32 pm

Nonstop4h 17m

$370

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 6/13

8:04 pm-10:58 pm

Nonstop4h 54m

Vancouver Intl

Fri 6/20

11:54 pm-6:00 am

Nonstop4h 06m

$398

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 5/22

9:40 am-8:55 pm

2 stops13h 15m

Vancouver Intl

Tue 5/27

7:00 am-8:45 am

2 stops23h 45m

$471

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 23 results
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Best time to book a flight from Chicago to Whistler

Have a flexible travel schedule? Discover the best time to fly to Whistler from Chicago with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

How far ahead should I book a flight from Chicago to Whistler?

Use this chart to determine the optimal time to book a round-trip flight from Chicago to Whistler. Price data was last updated on April 18, 2025.

The price you pay for your flight from Chicago to Whistler may vary depending on when you book. For the best chance of a lower fare, look to book 40 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Chicago to Whistler?

Currently, October is the cheapest month in which you can book a flight from Chicago to Whistler (average of $258). Flying from Chicago to Whistler in July is currently the most expensive (average of $418). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from CHI to WH1?

Find hourly flight availability from Chicago to Whistler. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 24, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chicago to Whistler as you normally would.

What is the cheapest day to fly from Chicago to Whistler?

Use this chart to determine the cheapest time to fly round-trip from Chicago to Whistler. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Chicago to Whistler flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Chicago to Whistler

Explore weekly flight availability from Chicago to Whistler. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated April 24, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (4 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (3 on average).

Rainfall in Whistler by month

Plan your trip to Whistler by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Whistler ranges from 1.4 - 7.4 inches per month. November is typically the wettest month, when rainfall can reach 7.4 in. July is typically the driest time to visit Whistler when rainfall is around 1.4 in.

Temperature in Whistler by month

Plan your trip to Whistler by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Whistler, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 64.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 39.2 F).

Reviews of airlines servicing Whistler

Get insights into the airlines that provide service to Whistler. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Whistler. Reviews last updated April 24, 2025.
See what other customers who have flown with Alaska Airlines, Porter Airlines and Delta from Chicago to Whistler have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Alaska Airlines
8.0
Very good
9,918 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Porter Airlines
8.0
Very good
284 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
Delta
8.0
Very good
7,920 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
United Airlines
7.4
Good
8,685 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >
JetBlue
7.3
Good
2,924 reviews
Alaska Airlines
8.0
Very good
9,918 reviews

Crew

8.5

Comfort

7.9

Boarding

8.2

Food

7.1

Overall

8.0

Entertainment

7.1

Reviews

1 / 20
4.0
Okay

Anonymous,Apr 2025

LAS - STS

flight was delayed both ways even tho the weather was clear >

Related info for your journey

Find useful and relevant information for your journey from Chicago to Whistler. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What are the cheapest airlines to fly from Chicago to Whistler one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $134. Air Canada flights start at $135 while deals on JetBlue start at $137 one-way.

  • What are the most reliable airlines from Chicago to Whistler?

    Before booking your flight to Whistler from Chicago, check out the most reliable airlines to get you to your destination on time: Air Canada (64%), United Airlines (64%), Avianca( 50%).

  • What are the cheapest flights from Chicago to Whistler?

    The cheapest flight price from Chicago to Whistler is $160. On average you can expect to pay $1,068. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $207.

  • Can I find deals for flights from Chicago to Whistler that include hotel bookings?

    Yes. In addition to deals on Chicago to Whistler flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chicago to Whistler?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chicago to Whistler.

  • Can I find deals for business class flights from Chicago to Whistler?

    Yes. Cheapflights offers flight deals from Chicago to Whistler by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Chicago to Whistler?

    Currently, October is the cheapest month in which you can book a flight from Chicago to Whistler (average of $258). Flying from Chicago to Whistler in July is currently the most expensive (average of $418). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Chicago to Whistler

Discover the top 5 airlines that operate flights from Chicago to Whistler. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 24, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$142Average$474FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$160Average$618FlexibilityNo cancel feeOn-time71%
WestJetCheapest$189Average$331FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$272Average$495FlexibilityNo cancel feeOn-time69%
DeltaCheapest$310Average$477FlexibilityNo cancel feeOn-timeN/A

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