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Cheap flights from Whistler to Chicago from C$ 179

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 28/4. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
27 Feb — 6 Mar1
1 adult

The best prices from Whistler to Chicago are usually found in January or October, booked 66 days in advance, depart on a Wednesday or Tuesday and return on a Wednesday

Cheap flight deals from Whistler to Chicago

Keep the following information in mind while searching for Whistler to Chicago flight deals. Data was last updated 22 February 2025.

Round-trip from

C$ 301

One-way from

C$ 179

Popular in

December

Cheapest in

January

Average price

C$ 476
WestJet
  • WestJet
  • 1/6-7/6
  • 2 total stops
  • 16h 14m total
  • Whistler to Chicago
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28/4
  • 28/4
  • 1 total stop
  • 10h 58m total
  • Whistler to Chicago
Search Deals
Highest demand for flights based on searches. 1% potential increase in price (C$ 12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2025
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Find flight deals from Whistler to Chicago

Cheapest flights from Whistler to Chicago
Explore the most affordable flight options available from Whistler to Chicago. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 22 February 2025.

Sun 1/66:00 a.m.YVR - ORD
1 stop8h 44mWestJet
Sat 7/61:40 p.m.ORD - YVR
1 stop7h 30mWestJet
Deal found 21/2C$ 301
Thu 1/56:00 a.m.YVR - ORD
1 stop8h 44mMultiple Airlines
Tue 6/58:00 a.m.ORD - YVR
1 stop16h 25mMultiple Airlines
Deal found 21/2C$ 319
Wed 2/43:55 p.m.YVR - MDW
1 stop11h 28mMultiple Airlines
Fri 4/48:50 p.m.MDW - YVR
1 stop27h 40mMultiple Airlines
Deal found 21/2C$ 338
Wed 16/46:30 a.m.YVR - ORD
1 stop8h 40mAir Canada
Wed 23/412:57 p.m.ORD - YVR
1 stop7h 27mAir Canada
Deal found 20/2C$ 380
Wed 2/411:45 a.m.YVR - ORD
2 stops8h 00mDelta
Sat 5/47:50 a.m.ORD - YVR
2 stops12h 44mDelta
Deal found 21/2C$ 412
Thu 10/46:15 a.m.YVR - ORD
Nonstop4h 16mUnited Airlines
Sat 12/48:45 a.m.ORD - YVR
1 stop11h 33mUnited Airlines
Deal found 22/2C$ 422
Sun 16/31:30 p.m.YVR - ORD
1 stop8h 29mAmerican Airlines
Wed 19/312:05 p.m.ORD - YVR
1 stop11h 21mAmerican Airlines
Deal found 21/2C$ 493
Mon 31/37:25 p.m.YVR - MDW
2 stops12h 20mDelta
Fri 4/41:15 p.m.MDW - YVR
2 stops12h 46mDelta
Deal found 21/2C$ 520
Fri 31/107:30 p.m.YVR - ORD
1 stop15h 34mAlaska Airlines
Mon 3/1110:00 a.m.ORD - YVR
1 stop8h 53mAlaska Airlines
Deal found 20/2C$ 623
Mon 21/410:05 p.m.YVR - MDW
1 stop10h 15mPorter Airlines
Fri 25/45:35 p.m.MDW - YVR
1 stop29h 25mPorter Airlines
Deal found 21/2C$ 744
Wed 2/76:15 a.m.YVR - MDW
1 stop9h 48mWestJet
Tue 8/72:00 p.m.MDW - YVR
1 stop8h 23mWestJet
Deal found 21/2C$ 813

Find flights from Whistler to Chicago within your budget

Customize your flight search to find flights from Whistler to Chicago 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 629,999 searches. Data last updated 22 February 2025.

Fly from

Whistler

Fly to

Chicago

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 1/6

6:00 a.m.-4:44 p.m.

1 stop8h 44m

Chicago O'Hare Intl

Sat 7/6

1:40 p.m.-7:10 p.m.

1 stop7h 30m

C$ 301

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 1/5

6:00 a.m.-4:44 p.m.

1 stop8h 44m

Chicago O'Hare Intl

Tue 6/5

8:00 a.m.-10:25 p.m.

1 stop16h 25m

C$ 319

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 2/4

3:55 p.m.-5:23 a.m.

1 stop11h 28m

Chicago Midway

Fri 4/4

8:50 p.m.-10:30 p.m.

1 stop27h 40m

C$ 338

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 16/4

6:30 a.m.-5:10 p.m.

1 stop8h 40m

Chicago O'Hare Intl

Wed 23/4

12:57 p.m.-6:24 p.m.

1 stop7h 27m

C$ 380

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 2/4

11:45 a.m.-9:45 p.m.

2 stops8h 00m

Chicago O'Hare Intl

Sat 5/4

7:50 a.m.-6:34 p.m.

2 stops12h 44m

C$ 412

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 10/4

6:15 a.m.-12:31 p.m.

Nonstop4h 16m

Chicago O'Hare Intl

Sat 12/4

8:45 a.m.-6:18 p.m.

1 stop11h 33m

C$ 422

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 16/3

1:30 p.m.-11:59 p.m.

1 stop8h 29m

Chicago O'Hare Intl

Wed 19/3

12:05 p.m.-9:26 p.m.

1 stop11h 21m

C$ 493

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 31/3

7:25 p.m.-9:45 a.m.

2 stops12h 20m

Chicago Midway

Fri 4/4

1:15 p.m.-12:01 a.m.

2 stops12h 46m

C$ 520

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 21/4

10:05 p.m.-10:20 a.m.

1 stop10h 15m

Chicago Midway

Fri 25/4

5:35 p.m.-9:00 p.m.

1 stop29h 25m

C$ 744

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 2/7

6:15 a.m.-6:03 p.m.

1 stop9h 48m

Chicago Midway

Tue 8/7

2:00 p.m.-8:23 p.m.

1 stop8h 23m

C$ 813

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/2

Showing 1-10 of 21 results
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Best time to book a flight from Whistler to Chicago

Have a flexible travel schedule? Discover the best time to fly to Chicago from Whistler 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.

Travel insights for flights from Whistler to Chicago

Get recent, data-driven insights about flights from Whistler to Chicago including ideal travel times, pricing trends, and more.

How far ahead should I book a flight from Whistler to Chicago?

Use this chart to determine the optimal time to book a round-trip flight from Whistler to Chicago. Price data was last updated on 14 February 2025.

To ensure you get the cheapest price possible for a flight from Whistler to Chicago, you should look to book at least 66 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from Whistler to Chicago?

Currently, January is the cheapest month in which you can book a flight from Whistler to Chicago (average of C$ 261). Flying from Whistler to Chicago in March is currently the most expensive (average of C$ 355). 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 WH1 to CHI?

Find hourly flight availability from Whistler to Chicago. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 22 February 2025.

When flying from Whistler to Chicago, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Whistler to Chicago?

Use this chart to determine the cheapest time to fly round-trip from Whistler to Chicago. Price data was last updated on 10 November 2024.

Travelers seeking maximum savings on their Whistler to Chicago flight should consider departing on Thursday afternoons when fares are most often at their lowest. Sunday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from Whistler to Chicago

Explore weekly flight availability from Whistler to Chicago. 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 22 February 2025.

The most flights from WH1 to CHI are scheduled on a Thursday (5 on average). You will have fewer flight options on Tuesday, which is when the least amount of flights are scheduled (2 on average).

Rainfall in Chicago by month

Plan your trip to Chicago by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Chicago ranges from 43.0 - 125.0 mm per month. August is typically the wettest month, when rainfall can reach 125.0 mm. January is typically the driest time to visit Chicago when rainfall is around 43.0 mm.

Temperature in Chicago by month

Plan your trip to Chicago by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Chicago, 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 23.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around -5.0 C).

Reviews of airlines servicing Chicago

Get insights into the airlines that provide service to Chicago. 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 Chicago. Reviews last updated 22 February 2025.
See what other customers who have flown with Alaska Airlines, Delta and Porter Airlines from Whistler to Chicago have to say. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Alaska Airlines
8.0
Very good
9,702 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Delta
8.0
Very good
8,203 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Porter Airlines
7.9
Good
277 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

United Airlines
7.4
Good
8,754 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,702 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Overall

8.0

Food

7.1

Crew

8.5

Reviews

1 / 20

10.0
Excellent

Cheri,Jan 2025

FAT - SEA

Very friendly. I really liked that they had water for us in cartons not plastic. Impressed with Alaska Airlines, First time I had flown them

Related info for your journey

Find useful and relevant information for your journey from Whistler to Chicago. 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 Whistler to Chicago one-way?

    C$ 190 is the cheapest one-way deal found within the past few days, from WestJet. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from C$ 231 and C$ 237, respectively.

  • What are the most reliable airlines from Whistler to Chicago?

    Before booking your flight to Chicago from Whistler, check out the most reliable airlines to get you to your destination on time: Avianca (100%), Emirates (90%), United Airlines( 85%).

  • What are the cheapest flights from Whistler to Chicago?

    On average you can expect to pay C$ 1,093 for a flight from Whistler to Chicago. The cheapest flight overall is C$ 204 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 309.

  • Can I find deals for flights from Whistler to Chicago that include hotel bookings?

    Yes. In addition to deals on Whistler to Chicago flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Whistler to Chicago?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Whistler to Chicago.

  • Can I find deals for business class flights from Whistler to Chicago?

    Yes. Cheapflights offers flight deals from Whistler to Chicago 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 Whistler to Chicago?

    Currently, January is the cheapest month in which you can book a flight from Whistler to Chicago (average of C$ 261). Flying from Whistler to Chicago in March is currently the most expensive (average of C$ 355). 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 Whistler to Chicago

Discover the top 5 airlines that operate flights from Whistler to Chicago. 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 629,999 searches. Data last updated 22 February 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 307AverageC$ 429FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Air CanadaCheapestC$ 365AverageC$ 577FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
Alaska AirlinesCheapestC$ 369AverageC$ 617FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
United AirlinesCheapestC$ 381AverageC$ 559FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 400AverageC$ 551FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Whistler to Chicago?

Cheapflights helps you search for flights from Whistler to Chicago via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Whistler to Chicago?

Cheapflights simply makes it quick and affordable to book flights from Whistler to Chicago by bringing together all flight options from hundreds of airlines and agencies online — and put it in one place for you to choose from. Plus, Cheapflights is 100% free to use for all.

Can Cheapflights find flights from Whistler to Chicago with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Whistler to Chicago, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Whistler to Chicago become cheaper?

Yes! Start tracking prices for Whistler to Chicago flights today and get alerted whenever prices for these flights change. To access this feature, click the bell icon next to the flight deals above, which will prompt you for a valid email address to receive your alerts.

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