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Whistler

$68+ 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 11/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
Oct 16 — Oct 231
Thu 10/16
Thu 10/23
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whistler are usually found in September or October, booked 74 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 September 16, 2025.

Round-trip from

$157
(Kiwi.com)

One-way from

$68
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$282
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. 5% potential increase in price ($27 potential increase over avg. RT price).
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Cheapest flight prices on average. 6% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
Sat 10/185:30 pmORD - YVR
1 stop7h 06mWestJet
Sat 10/257:00 amYVR - ORD
1 stop7h 43mWestJet
Deal found 9/16$157
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Sat 10/115:30 pmORD - YVR
1 stop8h 41mWestJet
Sat 10/187:00 amYVR - ORD
1 stop7h 43mWestJet
Deal found 9/14$163
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Sat 10/115:30 pmORD - YVR
1 stop7h 06mWestJet
Sun 10/127:00 amYVR - ORD
1 stop7h 43mWestJet
Deal found 9/15$165
This Trip.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/293:40 pmORD - YVR
Nonstop4h 35mAir Canada
Wed 11/58:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 9/14$171
This SmartFares deal was found by Cheapflights users on 9/15. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/303:40 pmORD - YVR
Nonstop4h 35mAir Canada
Thu 11/68:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 9/15$180
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/195:30 pmORD - YVR
1 stop7h 06mWestJet
Sun 11/1610:10 pmYVR - ORD
1 stop13h 25mWestJet
Deal found 9/15$182
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 11/212:20 pmORD - YVR
1 stop7h 25mWestJet
Sun 11/2310:10 pmYVR - ORD
1 stop13h 25mWestJet
Deal found 9/15$183
This oojo deal was found by Cheapflights users on 9/14. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/185:30 pmORD - YVR
1 stop8h 41mWestJet
Fri 10/246:00 amYVR - ORD
1 stop8h 43mWestJet
Deal found 9/14$185
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/105:30 pmORD - YVR
1 stop21h 06mWestJet
Sun 10/127:00 amYVR - ORD
1 stop7h 43mWestJet
Deal found 9/15$186
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Fri 10/175:30 pmORD - YVR
1 stop7h 06mWestJet
Thu 11/1310:10 pmYVR - ORD
1 stop13h 25mWestJet
Deal found 9/15$188
This Kiwi.com deal was found by Cheapflights users on 9/14. 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.
Wed 10/292:06 pmMDW - YVR
2 stops28h 48mMultiple Airlines
Wed 11/511:00 pmYVR - MDW
1 stop17h 39mMultiple Airlines
Deal found 9/14$196
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Wed 11/122:06 pmMDW - YVR
1 stop23h 06mMultiple Airlines
Tue 11/187:45 pmYVR - MDW
2 stops14h 56mMultiple Airlines
Deal found 9/15$203

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 September 16, 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

Wed 10/15

7:41 pm-10:18 pm

Nonstop4h 37m

Vancouver Intl

Sat 10/18

1:45 pm-8:04 pm

Nonstop4h 19m

$199

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 10/15

7:41 pm-10:18 pm

Nonstop4h 37m

Vancouver Intl

Mon 10/20

1:45 pm-8:04 pm

Nonstop4h 19m

$199

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 9/25

8:51 am-11:33 am

Nonstop4h 42m

Vancouver Intl

Wed 10/1

10:30 am-4:42 pm

Nonstop4h 12m

$199

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 10/1

4:09 pm-9:49 pm

1 stop7h 40m

Vancouver Intl

Sat 10/4

1:45 pm-8:04 pm

Nonstop4h 19m

$209

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sat 10/18

2:35 pm-8:59 pm

1 stop8h 24m

Vancouver Intl

Fri 10/24

10:30 am-4:42 pm

Nonstop4h 12m

$209

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 10/29

6:15 am-1:39 pm

1 stop9h 24m

Vancouver Intl

Wed 11/5

10:30 am-4:44 pm

Nonstop4h 14m

$209

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 10/8

7:41 pm-10:18 pm

Nonstop4h 37m

Vancouver Intl

Sat 10/11

11:25 pm-9:09 am

1 stop7h 44m

$211

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 10/19

8:51 am-11:33 am

Nonstop4h 42m

Vancouver Intl

Sun 10/26

3:05 pm-12:10 pm

1 stop19h 05m

$214

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sat 10/4

7:41 pm-10:18 pm

Nonstop4h 37m

Vancouver Intl

Sat 10/11

2:20 pm-11:59 pm

1 stop7h 39m

$214

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 11/20

7:10 am-1:58 pm

1 stop8h 48m

Vancouver Intl

Sun 11/23

10:30 am-4:44 pm

Nonstop4h 14m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 39 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 September 12, 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 74 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 $405). 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 September 16, 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 Thursday at noon when fares are most often at their lowest. Wednesday 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 September 16, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (12 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (11 on average).

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 September 16, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Chicago to Whistler have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,957 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,924 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
3,093 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
10,000 reviews
Delta
8.0
Very good
7,957 reviews

Entertainment

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Overall

8.0

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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.

  • How long is the flight from Chicago to Whistler?

    A quick flight from Chicago to Whistler can take about 4h 37m. United Airlines provides one of the quickest options available for as low as $199. Airlines will cover a distance of 1758 mi. This flight may include one or multiple stops.

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

    To fly one-way, consider booking your trip with Air Canada, which is currently one of the cheapest options available, starting at $74. WestJet flights start at $75 while deals on United Airlines start at $80 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 (74%), American Airlines (64%), Qatar Airways( 64%).

  • What are the cheapest flights from Chicago to Whistler?

    The cheapest flight price from Chicago to Whistler is $42. On average you can expect to pay $1,005. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $183.

  • 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 $405). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 September 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$130Average$499FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$141Average$463FlexibilityNo cancel feeOn-time67%
DeltaCheapest$152Average$472FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$187Average$321FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$258Average$580FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$464Average$709FlexibilityNo cancel feeOn-time75%

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