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Whistler

$121+ 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 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
Jun 23 — Jun 301
Mon 6/23
Mon 6/30
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 Tuesday

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 June 18, 2025.

Round-trip from

$251
(Kiwi.com)

One-way from

$121
(Trip.com)

Popular in

December

Cheapest in

October

Average price

$522
From Chicago (CHI) to Whistler
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One-way flight from Chicago (CHI) to Whistler
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Highest demand for flights based on searches. 6% potential increase in price ($31 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 18, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/16. 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.
Thu 9/116:00 amORD - YVR
2 stops12h 11mMultiple Airlines
Mon 9/156:00 amYVR - ORD
1 stop8h 43mMultiple Airlines
Deal found 6/16$251
This Kiwi.com deal was found by Cheapflights users on 6/15. 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.
Sun 8/35:30 pmORD - YVR
1 stop7h 05mWestJet
Sat 8/1610:15 pmYVR - ORD
1 stop16h 29mWestJet
Deal found 6/15$256
This Kiwi.com deal was found by Cheapflights users on 6/17. 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.
Thu 9/116:15 amMDW - YVR
1 stop16h 33mMultiple Airlines
Tue 9/1612:15 pmYVR - MDW
1 stop8h 43mMultiple Airlines
Deal found 6/17$325
This Trip.com deal was found by Cheapflights users on 6/16. 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.
Mon 6/305:00 amORD - YVR
1 stop6h 51mUnited Airlines
Wed 7/91:45 pmYVR - ORD
Nonstop4h 18mUnited Airlines
Deal found 6/16$349
This Alaska Airlines deal was found by Cheapflights users on 6/16. 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.
Fri 9/126:20 amORD - YVR
2 stops13h 57mAlaska Airlines
Tue 9/237:30 pmYVR - ORD
1 stop9h 33mAlaska Airlines
Deal found 6/16$352
This American Airlines deal was found by Cheapflights users on 6/16. 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 9/56:00 amORD - YVR
1 stop8h 45mAmerican Airlines
Mon 9/86:30 amYVR - ORD
Nonstop4h 15mAmerican Airlines
Deal found 6/16$370
This Air Canada deal was found by Cheapflights users on 6/16. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/53:40 pmORD - YVR
Nonstop4h 33mAir Canada
Sun 9/712:25 amYVR - ORD
1 stop8h 28mAir Canada
Deal found 6/16$383
This Delta deal was found by Cheapflights users on 6/16. 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 7/151:46 pmMDW - YVR
1 stop8h 45mDelta
Fri 7/186:15 amYVR - MDW
1 stop9h 24mDelta
Deal found 6/16$386
This Sun Country Air deal was found by Cheapflights users on 6/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/286:10 amORD - YVR
1 stop6h 47mSun Country Air
Sat 7/57:00 amYVR - ORD
1 stop8h 09mSun Country Air
Deal found 6/16$414
This Mytrip deal was found by Cheapflights users on 6/16. 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.
Tue 7/299:40 amMDW - YVR
1 stop12h 15mPorter Airlines
Sat 8/24:40 pmYVR - MDW
1 stop14h 05mPorter Airlines
Deal found 6/16$451
This WestJet deal was found by Cheapflights users on 6/17. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/67:21 pmMDW - YVR
1 stop17h 33mWestJet
Tue 7/89:00 amYVR - MDW
2 stops22h 45mWestJet
Deal found 6/17$586

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 June 18, 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

Thu 9/11

6:00 am-4:11 pm

2 stops12h 11m

Vancouver Intl

Mon 9/15

6:00 am-4:43 pm

1 stop8h 43m

$251

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 8/3

5:30 pm-10:35 pm

1 stop7h 05m

Vancouver Intl

Sat 8/16

10:15 pm-4:44 pm

1 stop16h 29m

$256

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 9/11

6:15 am-8:48 pm

1 stop16h 33m

Vancouver Intl

Tue 9/16

12:15 pm-10:58 pm

1 stop8h 43m

$325

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 6/30

5:00 am-9:51 am

1 stop6h 51m

Vancouver Intl

Wed 7/9

1:45 pm-8:03 pm

Nonstop4h 18m

$349

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 9/12

6:20 am-6:17 pm

2 stops13h 57m

Vancouver Intl

Tue 9/23

7:30 pm-7:03 am

1 stop9h 33m

$352

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 9/5

6:00 am-12:45 pm

1 stop8h 45m

Vancouver Intl

Tue 9/16

1:29 pm-7:57 pm

Nonstop4h 28m

$370

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 9/5

3:40 pm-6:13 pm

Nonstop4h 33m

Vancouver Intl

Sun 9/7

12:25 am-10:53 am

1 stop8h 28m

$383

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 7/15

1:46 pm-8:31 pm

1 stop8h 45m

Vancouver Intl

Fri 7/18

6:15 am-5:39 pm

1 stop9h 24m

$386

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 7/1

11:32 am-10:57 am

1 stop25h 25m

Vancouver Intl

Sat 7/5

7:00 am-5:09 pm

1 stop8h 09m

$394

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 7/29

9:40 am-7:55 pm

1 stop12h 15m

Vancouver Intl

Sat 8/2

4:40 pm-8:45 am

1 stop14h 05m

$451

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/16

Showing 1-10 of 25 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 June 13, 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 $415). 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 June 18, 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 June 18, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (12 on average). You will have fewer flight options on Friday, which is when the least amount of flights are scheduled (10 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 June 18, 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
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Porter Airlines
8.0
Very good
289 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,964 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Finnair
7.6
Good
1,292 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,810 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Overall

8.0

Crew

8.5

Comfort

7.8

Entertainment

7.1

Food

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 Alaska Airlines, which is currently one of the cheapest options available, starting at $149. WestJet flights start at $155 while deals on Finnair start at $158 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: United Airlines (79%), Air Canada (71%), Avianca( 47%).

  • What are the cheapest flights from Chicago to Whistler?

    The cheapest flight price from Chicago to Whistler is $144. On average you can expect to pay $1,217. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $261.

  • 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 $415). 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

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Top 6 airlines flying from Chicago to Whistler

Discover the top 6 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 June 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$141Average$486FlexibilityNo cancel feeOn-time67%
DeltaCheapest$152Average$472FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$160Average$630FlexibilityNo cancel feeOn-time71%
WestJetCheapest$187Average$328FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$268Average$524FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$464Average$713FlexibilityNo cancel feeOn-time75%

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