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Whistler

$63+ 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 6/7. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
Jan 15 — Jan 221
Thu 1/15
Thu 1/22
1 adult, Economy
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Cheapflights Tip: The best prices from Chicago to Whistler are usually found in November or October, booked 74 days in advance, depart on a Thursday or Wednesday and return on a Tuesday

Cheap 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 December 16, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Thu 12/251:09 pmORD - YVR
1 stop7h 36mAlaska Airlines
Thu 1/11:20 pmYVR - ORD
1 stop8h 39mAlaska Airlines
Deal found 12/14$420
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - YVR
1 stop6h 33mDelta
Tue 1/66:20 amYVR - ORD
1 stop15h 33mDelta
Deal found 12/15$458
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - YVR
1 stop6h 33mDelta
Fri 1/911:40 amYVR - ORD
1 stop10h 13mDelta
Deal found 12/15$468
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - YVR
1 stop6h 33mDelta
Wed 1/77:37 pmYVR - ORD
2 stops12h 04mDelta
Deal found 12/15$507
This Delta deal was found by Cheapflights users on 12/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/256:00 amORD - YVR
1 stop6h 33mDelta
Thu 1/86:20 amYVR - ORD
2 stops9h 24mDelta
Deal found 12/15$508
This Air Canada deal was found by Cheapflights users on 12/16. 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.
Wed 12/243:40 pmORD - YVR
Nonstop4h 35mAir Canada
Tue 1/68:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 12/16$515
This Kiwi.com deal was found by Cheapflights users on 12/16. 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.
Wed 12/243:51 pmORD - YVR
2 stops26h 40mMultiple Airlines
Thu 1/83:40 pmYVR - ORD
1 stop27h 52mMultiple Airlines
Deal found 12/16$526
This Delta deal was found by Cheapflights users on 12/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/212:15 pmORD - YVR
1 stop8h 39mDelta
Tue 1/67:25 amYVR - ORD
1 stop14h 28mDelta
Deal found 12/14$527
This Kiwi.com deal was found by Cheapflights users on 12/14. 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.
Sun 12/147:44 amMDW - YVR
2 stops18h 31mMultiple Airlines
Wed 1/79:10 amYVR - MDW
1 stop24h 35mMultiple Airlines
Deal found 12/14$527
This Air Canada deal was found by Cheapflights users on 12/16. 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.
Wed 12/247:05 amORD - YVR
1 stop11h 06mAir Canada
Fri 1/98:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 12/16$529
This Air Canada deal was found by Cheapflights users on 12/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2512:50 pmORD - YVR
1 stop9h 54mAir Canada
Fri 1/98:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 12/15$530
This Air Canada deal was found by Cheapflights users on 12/15. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/247:05 amORD - YVR
1 stop11h 06mAir Canada
Mon 12/298:30 amYVR - ORD
Nonstop4h 11mAir Canada
Deal found 12/15$531

Find flight deals from Chicago to Whistler

Keep the following information in mind while searching for Chicago to Whistler flight deals. Data was last updated December 16, 2025.

Round-trip from

$225
(Kiwi.com)

One-way from

$63
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$572
From Chicago (CHI) to Whistler
Search Deals
One-way flight from Chicago (CHI) to Whistler
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($91 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

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 December 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

MDW - YVR

MDWYVR

Chicago Midway

Mon 3/2

3:29 pm-11:59 pm

1 stop10h 30m

Vancouver Intl

Thu 3/5

12:05 pm-11:51 pm

1 stop9h 46m

$283

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 1/28

1:20 pm-4:54 pm

2 stops29h 34m

Vancouver Intl

Sun 2/1

11:00 pm-11:45 am

1 stop10h 45m

$300

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Fri 2/13

3:26 pm-11:59 pm

1 stop10h 33m

Vancouver Intl

Wed 2/18

11:00 pm-11:27 am

1 stop10h 27m

$319

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 1/28

1:20 pm-11:12 am

1 stop23h 52m

Vancouver Intl

Wed 2/4

7:00 am-10:10 am

2 stops25h 10m

$328

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sat 1/10

8:00 am-8:55 pm

1 stop14h 55m

Vancouver Intl

Wed 1/14

6:00 am-11:50 pm

1 stop15h 50m

$334

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Sun 1/11

12:41 pm-11:12 am

1 stop24h 31m

Vancouver Intl

Sun 1/18

9:10 am-7:24 pm

1 stop8h 14m

$334

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 3/4

7:00 am-12:10 am

1 stop19h 10m

Vancouver Intl

Sun 3/8

6:00 am-2:05 pm

1 stop6h 05m

$345

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Wed 3/4

3:54 pm-12:10 am

1 stop10h 16m

Vancouver Intl

Mon 3/9

6:00 am-11:56 pm

1 stop15h 56m

$345

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Sat 2/7

8:00 am-8:55 pm

1 stop14h 55m

Vancouver Intl

Fri 2/13

5:45 pm-4:33 pm

1 stop20h 48m

$345

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 2/13

5:29 pm-12:10 am

1 stop8h 41m

Vancouver Intl

Tue 2/17

5:45 pm-4:33 pm

1 stop20h 48m

$351

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/15

Showing 1-10 of 37 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 December 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, May is the cheapest month in which you can book a flight from Chicago to Whistler (average of $115). Flying from Chicago to Whistler in August is currently the most expensive (average of $291). 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 December 16, 2025.

One of the essential ways to save on airfare from Chicago to Whistler is to remain as flexible as possible. Flights that are in the afternoon tend to be the most expensive. A flight in the evening could potentially save you up to 64% on airfare.

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 Friday evenings 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 December 16, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (4 on average). You will have fewer flight options on Thursday, which is when the least amount of flights are scheduled (2 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 December 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
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,010 reviews
Delta
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
United Airlines
7.4
Good
9,094 reviews
Delta
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,048 reviews
Delta
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
WestJet
7.2
Good
3,202 reviews
Delta
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Air Canada
7.1
Good
10,527 reviews
Delta
7.9
Good
8,010 reviews

Comfort

7.9

Food

7.3

Overall

7.9

Boarding

8.1

Crew

8.5

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

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 14h 55m. Alaska Airlines provides one of the quickest options available for as low as $334. Airlines will cover a distance of 1758 mi.

  • 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 $77. United Airlines flights start at $80 while deals on WestJet start at $93 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: American Airlines (81%), Qatar Airways (81%), Air Canada( 55%).

  • What are the cheapest flights from Chicago to Whistler?

    The cheapest flight price from Chicago to Whistler is $163. On average you can expect to pay $493. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $216.

  • 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, May is the cheapest month in which you can book a flight from Chicago to Whistler (average of $115). Flying from Chicago to Whistler in August is currently the most expensive (average of $291). 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 December 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$135Average$510FlexibilityNo cancel feeOn-time69%
DeltaCheapest$152Average$467FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$154Average$398FlexibilityNo cancel feeOn-time67%
WestJetCheapest$162Average$302FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$199Average$524FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$343Average$711FlexibilityNo cancel feeOn-time75%

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