Whistler

$113+ 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 3/17. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
feb. 20 — feb. 271
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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 enero 21, 2026.

This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
jue. 5/75:30 pm
ORD
-
YVR
1 stop8h 40m
WestJet
mar. 5/197:00 am
YVR
-
ORD
1 stop7h 43m
WestJet
Deal found 1/19$237
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
jue. 2/266:34 pm
ORD
-
YVR
1 stop29h 46m
Multiple Airlines
mar. 3/37:45 pm
YVR
-
ORD
2 stops13h 06m
Multiple Airlines
Deal found 1/19$255
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
jue. 5/215:30 pm
ORD
-
YVR
1 stop8h 40m
WestJet
vie. 5/298:30 am
YVR
-
ORD
1 stop6h 13m
WestJet
Deal found 1/19$263
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
jue. 2/197:00 am
ORD
-
YVR
2 stops16h 32m
Multiple Airlines
jue. 2/265:30 pm
YVR
-
ORD
1 stop21h 56m
Multiple Airlines
Deal found 1/20$267
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
mar. 4/285:52 pm
ORD
-
YVR
1 stop8h 20m
Multiple Airlines
dom. 5/38:30 am
YVR
-
ORD
1 stop6h 13m
Multiple Airlines
Deal found 1/19$272
This Kiwi.com deal was found by Cheapflights users on 1/21. 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.
mié. 3/114:28 pm
ORD
-
YVR
2 stops31h 52m
Multiple Airlines
dom. 3/158:50 am
YVR
-
ORD
1 stop26h 45m
Multiple Airlines
Deal found 1/21$275
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
lun. 6/15:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
dom. 6/78:30 am
YVR
-
ORD
1 stop6h 13m
WestJet
Deal found 1/19$276
This FlightHub deal was found by Cheapflights users on 1/21. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 4/305:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
jue. 5/78:30 am
YVR
-
ORD
1 stop6h 13m
WestJet
Deal found 1/21$277
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
mié. 2/1811:51 am
ORD
-
YVR
2 stops36h 29m
Multiple Airlines
mié. 2/2511:00 pm
YVR
-
ORD
1 stop9h 51m
Multiple Airlines
Deal found 1/20$280
This Kiwi.com deal was found by Cheapflights users on 1/20. 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.
lun. 3/23:29 pm
MDW
-
YVR
1 stop10h 30m
Multiple Airlines
jue. 3/512:05 pm
YVR
-
MDW
1 stop9h 46m
Multiple Airlines
Deal found 1/20$280
This Kiwi.com deal was found by Cheapflights users on 1/19. 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.
vie. 6/55:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
lun. 6/88:30 am
YVR
-
ORD
1 stop6h 13m
WestJet
Deal found 1/19$283
This Trip.com deal was found by Cheapflights users on 1/21. 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.
mar. 6/25:30 pm
ORD
-
YVR
1 stop7h 05m
WestJet
mié. 6/107:00 am
YVR
-
ORD
1 stop7h 43m
WestJet
Deal found 1/21$284

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 enero 21, 2026.

Round-trip from

$237
(Kiwi.com)

One-way from

$113
(Kiwi.com)

Popular in

July

Cheapest in

November

Average price

$437
From Chicago (CHI) to Whistler
One-way flight from Chicago (CHI) to Whistler
Highest demand for flights based on searches. 21% potential increase in price ($112 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 enero 21, 2026.
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

mié. 2/11

8:00 am-12:10 am

1 stop18h 10m

Vancouver Intl

mié. 2/18

12:30 pm-9:03 pm

2 stops30h 33m

$307

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

mié. 4/15

7:24 pm-12:10 am

1 stop6h 46m

Vancouver Intl

sáb. 4/18

6:00 am-11:59 pm

1 stop15h 59m

$332

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

dom. 6/14

5:30 pm-12:10 am

1 stop8h 40m

Vancouver Intl

mar. 6/23

6:00 am-4:43 pm

1 stop8h 43m

$348

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

mié. 2/11

2:20 pm-11:59 pm

1 stop11h 39m

Vancouver Intl

mar. 2/17

3:35 pm-11:52 pm

1 stop6h 17m

$349

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

mié. 3/4

5:29 pm-12:10 am

1 stop8h 41m

Vancouver Intl

lun. 3/9

6:00 am-11:59 pm

2 stops15h 59m

$353

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

dom. 2/15

12:56 pm-11:59 pm

1 stop13h 03m

Vancouver Intl

vie. 2/20

4:35 pm-7:54 am

2 stops37h 19m

$363

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

jue. 3/5

5:29 pm-12:10 am

1 stop8h 41m

Vancouver Intl

dom. 3/8

8:15 pm-1:35 pm

1 stop15h 20m

$370

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

jue. 4/9

8:00 am-12:45 pm

1 stop6h 45m

Vancouver Intl

dom. 4/12

10:30 am-6:39 am

1 stop18h 09m

$371

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

sáb. 3/14

5:29 pm-12:10 am

1 stop8h 41m

Vancouver Intl

mar. 3/17

6:00 am-2:11 pm

1 stop6h 11m

$381

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

vie. 2/20

3:21 pm-11:59 pm

1 stop10h 38m

Vancouver Intl

lun. 2/23

8:30 am-10:10 am

2 stops23h 40m

$382

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

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 January 16, 2026.

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, February is the cheapest month in which you can book a flight from Chicago to Whistler (average of $103). Flying from Chicago to Whistler in August is currently the most expensive (average of $301). 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 enero 21, 2026.

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 40% 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 January 17, 2026.

Travelers seeking maximum savings on their Chicago to Whistler flight should consider departing on Sunday 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 enero 21, 2026.

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

How much does it cost to fly round-trip from Chicago to Whistler?

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 enero 21, 2026.
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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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.

Crew

8.5

Overall

7.9

Boarding

8.1

Comfort

7.9

Entertainment

7.8

Food

7.2

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 6h 46m. Alaska Airlines provides one of the quickest options available for as low as $332. 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 $77. United Airlines flights start at $80 while deals on WestJet start at $84 one-way.

  • What are the cheapest flights from Chicago to Whistler?

    The cheapest flight price from Chicago to Whistler is $141. On average you can expect to pay $508. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $309.

  • 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, February is the cheapest month in which you can book a flight from Chicago to Whistler (average of $103). Flying from Chicago to Whistler in August is currently the most expensive (average of $301). 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 enero 21, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$121Average$427FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$123Average$484FlexibilityNo cancel feeOn-time69%
Air CanadaCheapest$126Average$366FlexibilityNo cancel feeOn-time67%
WestJetCheapest$135Average$274FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$199Average$524FlexibilityNo cancel feeOn-time71%
Alaska AirlinesCheapest$343Average$705FlexibilityNo cancel feeOn-time75%

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