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Cheap flights from Whistler to Chicago from C$ 230

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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
26 Jan — 2 Feb1
1 adult

The best prices from Whistler to Chicago are usually found in October or February, booked 83 days in advance, depart on a Wednesday or Tuesday and return on a Monday

Cheap flight deals from Whistler to Chicago

Discover tips and strategies to find the most affordable flight options for your journey from Whistler (WH1) to Chicago (CHI). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated 21 January 2025.

Round-trip from

C$ 340

One-way from

C$ 230

Popular in

December

Cheapest in

October

Average price

C$ 553
WestJet
  • WestJet
  • 27/2-3/3
  • 2 total stops
  • 17h 17m total
  • Whistler to Chicago
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3/3
  • 3/3
  • 3 total stops
  • 16h 46m total
  • Whistler to Chicago
Search Deals
Highest demand for flights based on searches. 3% potential increase in price (C$ 31 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease (C$ 12 potential savings vs. average RT price).
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Average for round-trip flights in January 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 21 January 2025.

Sat 1/35:30 p.m.YVR - ORD
1 stop9h 35mMultiple Airlines
Tue 4/36:50 a.m.ORD - YVR
2 stops17h 40mMultiple Airlines
Deal found 20/1C$ 360
Sat 1/35:30 p.m.YVR - MDW
1 stop10h 01mMultiple Airlines
Tue 4/37:05 a.m.MDW - YVR
2 stops17h 25mMultiple Airlines
Deal found 21/1C$ 361
Thu 13/26:30 a.m.YVR - ORD
1 stop7h 26mWestJet
Mon 17/24:45 p.m.ORD - YVR
1 stop27h 56mWestJet
Deal found 20/1C$ 367
Sat 1/36:30 a.m.YVR - ORD
Nonstop4h 14mUnited Airlines
Tue 4/33:40 p.m.ORD - YVR
Nonstop4h 33mUnited Airlines
Deal found 20/1C$ 410
Thu 13/26:30 a.m.YVR - ORD
Nonstop4h 14mAir Canada
Tue 18/211:35 a.m.ORD - YVR
1 stop11h 12mAir Canada
Deal found 20/1C$ 420
Wed 5/27:00 a.m.YVR - ORD
2 stops12h 22mDelta
Mon 10/27:15 a.m.ORD - YVR
1 stop9h 38mDelta
Deal found 20/1C$ 429
Sun 9/27:29 p.m.YVR - MDW
2 stops11h 22mDelta
Wed 12/21:26 p.m.MDW - YVR
2 stops11h 29mDelta
Deal found 20/1C$ 430
Sat 1/34:15 p.m.YVR - MDW
1 stop16h 05mPorter Airlines
Tue 4/311:15 a.m.MDW - YVR
1 stop11h 49mPorter Airlines
Deal found 21/1C$ 593
Thu 13/212:55 p.m.YVR - MDW
1 stop26h 48mWestJet
Tue 18/210:19 a.m.MDW - YVR
2 stops28h 36mWestJet
Deal found 21/1C$ 842

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 21 January 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/3

5:30 p.m.-5:05 a.m.

1 stop9h 35m

Chicago O'Hare Intl

Tue 4/3

6:50 a.m.-10:30 p.m.

2 stops17h 40m

C$ 360

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

5:30 p.m.-5:31 a.m.

1 stop10h 01m

Chicago Midway

Tue 4/3

7:05 a.m.-10:30 p.m.

2 stops17h 25m

C$ 361

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 13/2

6:30 a.m.-3:56 p.m.

1 stop7h 26m

Chicago O'Hare Intl

Mon 17/2

4:45 p.m.-6:41 p.m.

1 stop27h 56m

C$ 367

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 1/3

6:30 a.m.-12:44 p.m.

Nonstop4h 14m

Chicago O'Hare Intl

Tue 4/3

3:40 p.m.-6:13 p.m.

Nonstop4h 33m

C$ 410

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 13/2

8:30 a.m.-6:34 p.m.

1 stop8h 04m

Chicago O'Hare Intl

Tue 18/2

11:35 a.m.-8:47 p.m.

1 stop11h 12m

C$ 420

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 5/2

7:00 a.m.-9:22 p.m.

2 stops12h 22m

Chicago O'Hare Intl

Mon 10/2

7:15 a.m.-2:53 p.m.

1 stop9h 38m

C$ 429

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sun 9/2

7:29 p.m.-8:51 a.m.

2 stops11h 22m

Chicago Midway

Wed 12/2

1:26 p.m.-10:55 p.m.

2 stops11h 29m

C$ 430

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Sat 1/3

4:15 p.m.-10:20 a.m.

1 stop16h 05m

Chicago Midway

Tue 4/3

11:15 a.m.-9:04 p.m.

1 stop11h 49m

C$ 593

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 13/2

12:55 p.m.-5:43 p.m.

1 stop26h 48m

Chicago Midway

Tue 18/2

10:19 a.m.-12:55 p.m.

2 stops28h 36m

C$ 842

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Mon 3/3

10:45 a.m.-5:31 a.m.

3 stops16h 46m

C$ 230

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/1

Showing 1-10 of 19 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 17 January 2025.

To ensure you get the cheapest price possible for a flight from Whistler to Chicago, you should look to book at least 83 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 21 January 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. Saturday afternoons 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 21 January 2025.

The most flights from WH1 to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 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 21 January 2025.
See what other customers who have flown with WestJet, United Airlines and Air Canada 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.
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Porter Airlines
7.9
Good
277 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

WestJet
7.2
Good
2,829 reviews
Delta
8.0
Very good
8,521 reviews
Check prices

Comfort

8.0

Food

7.3

Overall

8.0

Entertainment

7.9

Crew

8.6

Boarding

8.2

Reviews

1 / 10

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

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$ 233 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on WestJet and Air Canada, with prices starting from C$ 235 and C$ 239, 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 (95%), United Airlines( 80%).

  • What are the cheapest flights from Whistler to Chicago?

    On average you can expect to pay C$ 970 for a flight from Whistler to Chicago. The cheapest flight overall is C$ 201 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 377.

  • 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 21 January 2025.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 348AverageC$ 454FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Alaska AirlinesCheapestC$ 374AverageC$ 625FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Air CanadaCheapestC$ 376AverageC$ 598FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 386AverageC$ 568FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 406AverageC$ 558FlexibilityNo cancel feeOn-timeN/A
Search Delta flights

Fly with Cheapflights

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

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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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