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Whistler

$114+ 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 5/27. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Round-trip from

$225
(Mytrip)

One-way from

$114
(Kiwi.com)

Popular in

December

Cheapest in

October

Average price

$538
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 ($29 potential savings vs. average RT price).
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Average for round-trip flights in May 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 May 1, 2025.

This Mytrip deal was found by Cheapflights users on 4/30. 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 6/39:02 pmORD - YVR
1 stop27h 23mMultiple Airlines
Tue 6/103:55 pmYVR - ORD
1 stop11h 30mMultiple Airlines
Deal found 4/30$225
This Kiwi.com deal was found by Cheapflights users on 4/30. 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 5/255:30 pmORD - YVR
1 stop8h 40mWestJet
Tue 6/37:00 amYVR - ORD
1 stop7h 44mWestJet
Deal found 4/30$235
This Lucky2Go deal was found by Cheapflights users on 4/30. 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 Lucky2Go is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/256:25 amMDW - YVR
1 stop19h 38mMultiple Airlines
Tue 6/312:15 pmYVR - MDW
1 stop18h 30mMultiple Airlines
Deal found 4/30$360
This Mytrip deal was found by Cheapflights users on 4/30. 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.
Sun 6/87:35 pmORD - YVR
Nonstop4h 43mAir Canada
Sat 6/1411:35 pmYVR - ORD
Nonstop4h 03mAir Canada
Deal found 4/30$362
This Alaska Airlines deal was found by Cheapflights users on 4/30. 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 6/47:00 amORD - YVR
1 stop13h 17mAlaska Airlines
Mon 6/91:17 pmYVR - ORD
1 stop8h 39mAlaska Airlines
Deal found 4/30$395
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/67:35 pmORD - YVR
Nonstop4h 43mUnited Airlines
Thu 6/1211:35 pmYVR - ORD
Nonstop4h 03mUnited Airlines
Deal found 4/30$403
This Delta deal was found by Cheapflights users on 4/30. 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.
Wed 6/2512:50 pmORD - YVR
1 stop10h 12mDelta
Tue 7/81:27 pmYVR - ORD
1 stop8h 29mDelta
Deal found 4/30$404
This Delta deal was found by Cheapflights users on 4/30. 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 4/30$428
This Porter Airlines deal was found by Cheapflights users on 5/1. 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 Porter Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/89:40 amMDW - YVR
2 stops13h 21mPorter Airlines
Sat 6/147:00 amYVR - MDW
2 stops23h 45mPorter Airlines
Deal found 5/1$654
This WestJet deal was found by Cheapflights users on 4/29. 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.
Fri 5/27:00 pmMDW - YVR
2 stops25h 14mWestJet
Sun 5/49:30 amYVR - MDW
1 stop10h 52mWestJet
Deal found 4/29$786

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 May 1, 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

Tue 6/3

9:02 pm-10:25 pm

1 stop27h 23m

Vancouver Intl

Tue 6/10

3:55 pm-5:25 am

1 stop11h 30m

$225

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sun 5/25

5:30 pm-12:10 am

1 stop8h 40m

Vancouver Intl

Tue 6/3

7:00 am-4:44 pm

1 stop7h 44m

$235

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 6/3

7:35 pm-10:18 pm

Nonstop4h 43m

Vancouver Intl

Mon 6/9

12:45 am-12:01 pm

1 stop9h 16m

$360

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 5/25

6:25 am-12:03 am

1 stop19h 38m

Vancouver Intl

Tue 6/3

12:15 pm-8:45 am

1 stop18h 30m

$360

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 6/4

7:00 am-6:17 pm

1 stop13h 17m

Vancouver Intl

Mon 6/9

1:17 pm-11:56 pm

1 stop8h 39m

$395

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 6/6

7:35 pm-10:18 pm

Nonstop4h 43m

Vancouver Intl

Thu 6/12

11:35 pm-5:38 am

Nonstop4h 03m

$403

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 6/25

12:50 pm-9:02 pm

1 stop10h 12m

Vancouver Intl

Tue 7/8

1:27 pm-11:56 pm

1 stop8h 29m

$404

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 6/3

1:55 pm-8:15 pm

1 stop8h 20m

Vancouver Intl

Fri 6/6

6:15 am-5:45 pm

1 stop9h 30m

$428

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 6/8

9:40 am-9:01 pm

2 stops13h 21m

Vancouver Intl

Sat 6/14

7:00 am-8:45 am

2 stops23h 45m

$654

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Tue 6/24

9:21 am-9:20 pm

2 stops13h 59m

Vancouver Intl

Wed 7/2

7:15 pm-5:40 pm

3 stops20h 25m

$812

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 22 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 25, 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 May 1, 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 May 1, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (8 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 May 1, 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
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
9,972 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Porter Airlines
8.0
Very good
285 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,934 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,696 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
JetBlue
7.3
Good
2,923 reviews
Alaska Airlines
8.0
Very good
9,972 reviews

Comfort

7.9

Entertainment

7.1

Food

7.1

Overall

8.0

Boarding

8.1

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

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 WestJet, which is currently one of the cheapest options available, starting at $114. JetBlue flights start at $137 while deals on Sun Country Air start at $167 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 $77. On average you can expect to pay $1,047. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $225.

  • 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$477FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$142Average$462FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$160Average$624FlexibilityNo cancel feeOn-time71%
WestJetCheapest$187Average$327FlexibilityNo cancel feeOn-time60%
United AirlinesCheapest$268Average$493FlexibilityNo cancel feeOn-time69%

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