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$157+ 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 8/18. Fares are subject to change and may not be available on all flights or dates of travel.
CHI — YVR
Jul 6 — Jul 131
Sun 7/6
Sun 7/13
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 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 July 1, 2025.

Round-trip from

$358
(Kiwi.com)

One-way from

$158
(American Airlines)

Popular in

December

Cheapest in

October

Average price

$538
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 ($32 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 July 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 July 1, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/2112:35 pmORD - YVR
1 stop10h 34mMultiple Airlines
Sat 7/265:45 pmYVR - ORD
1 stop10h 18mMultiple Airlines
Deal found 6/29$358
This Air Canada deal was found by Cheapflights users on 6/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/183:50 pmORD - YVR
1 stop8h 14mAir Canada
Fri 9/2612:25 amYVR - ORD
1 stop8h 28mAir Canada
Deal found 6/30$361
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/2311:39 amMDW - YVR
1 stop11h 13mMultiple Airlines
Mon 7/2810:10 pmYVR - MDW
1 stop16h 14mMultiple Airlines
Deal found 7/1$361
This Alaska Airlines deal was found by Cheapflights users on 7/1. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/155:55 pmORD - YVR
1 stop8h 16mAlaska Airlines
Fri 8/227:07 pmYVR - ORD
2 stops9h 56mAlaska Airlines
Deal found 7/1$363
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/25:20 pmORD - YVR
1 stop8h 15mAmerican Airlines
Sun 9/76:30 amYVR - ORD
Nonstop4h 15mAmerican Airlines
Deal found 7/1$364
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/67:41 pmORD - YVR
Nonstop4h 37mUnited Airlines
Sun 10/121:45 pmYVR - ORD
Nonstop4h 19mUnited Airlines
Deal found 7/1$370
This Delta deal was found by Cheapflights users on 6/30. 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.
Mon 9/151:43 pmMDW - YVR
1 stop8h 48mDelta
Fri 9/197:44 pmYVR - MDW
2 stops11h 09mDelta
Deal found 6/30$372
This Justfly.com deal was found by Cheapflights users on 6/30. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/75:30 pmORD - YVR
1 stop7h 05mWestJet
Sun 8/107:30 pmYVR - ORD
1 stop19h 14mWestJet
Deal found 6/30$373
This WestJet deal was found by Cheapflights users on 6/30. 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 WestJet is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/3012:10 pmMDW - YVR
1 stop25h 05mWestJet
Wed 12/315:00 pmYVR - MDW
2 stops27h 05mWestJet
Deal found 6/30$451
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/249:40 amMDW - YVR
2 stops13h 21mPorter Airlines
Mon 7/2810:10 pmYVR - MDW
1 stop16h 14mPorter Airlines
Deal found 7/1$454

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 July 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

Mon 7/21

12:35 pm-9:09 pm

1 stop10h 34m

Vancouver Intl

Sat 7/26

5:45 pm-6:03 am

1 stop10h 18m

$358

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 9/18

3:50 pm-10:04 pm

1 stop8h 14m

Vancouver Intl

Fri 9/26

12:25 am-10:53 am

1 stop8h 28m

$361

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Wed 7/23

11:39 am-8:52 pm

1 stop11h 13m

Vancouver Intl

Mon 7/28

10:10 pm-4:24 pm

1 stop16h 14m

$361

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Fri 8/15

5:55 pm-12:11 am

1 stop8h 16m

Vancouver Intl

Fri 8/22

7:07 pm-7:03 am

2 stops9h 56m

$363

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Tue 9/2

2:55 pm-9:15 pm

1 stop8h 20m

Vancouver Intl

Fri 9/12

1:29 pm-7:57 pm

Nonstop4h 28m

$364

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 10/6

7:41 pm-10:18 pm

Nonstop4h 37m

Vancouver Intl

Sun 10/12

1:45 pm-8:04 pm

Nonstop4h 19m

$370

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Mon 9/15

1:43 pm-8:31 pm

1 stop8h 48m

Vancouver Intl

Fri 9/19

7:44 pm-8:53 am

2 stops11h 09m

$372

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Thu 8/7

5:30 pm-10:35 pm

1 stop7h 05m

Vancouver Intl

Sun 8/10

7:30 pm-4:44 pm

1 stop19h 14m

$373

ChicagoVancouver

MDW - YVR

MDWYVR

Chicago Midway

Thu 7/24

9:40 am-9:01 pm

2 stops13h 21m

Vancouver Intl

Mon 7/28

10:10 pm-4:24 pm

1 stop16h 14m

$454

ChicagoVancouver

ORD - YVR

ORDYVR

Chicago O'Hare Intl

Mon 8/18

6:00 am-2:30 pm

3 stops34h 30m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 19 results
1
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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 27, 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 $413). 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 July 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 July 1, 2025.

The most flights from CHI to WH1 are scheduled on a Monday (13 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (6 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 July 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 compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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
296 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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
7,974 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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
1,301 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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
8,858 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Food

7.1

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Overall

8.0

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 American Airlines, which is currently one of the cheapest options available, starting at $158. Delta flights start at $159 while deals on Alaska Airlines start at $160 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 $160. On average you can expect to pay $2,098. The most popular route, (Chicago O'Hare Intl - Vancouver Intl), can usually be booked for $248.

  • 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 $413). 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 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 July 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$141Average$496FlexibilityNo cancel feeOn-time67%
DeltaCheapest$152Average$472FlexibilityNo cancel feeOn-timeN/A
WestJetCheapest$187Average$330FlexibilityNo cancel feeOn-time60%
American AirlinesCheapest$199Average$630FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$271Average$528FlexibilityNo cancel feeOn-time69%
Alaska AirlinesCheapest$464Average$713FlexibilityNo cancel feeOn-time75%

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