Cheap flights from Whistler to Chicago

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How to find the cheapest flight from Whistler to Chicago

All the information you need to plan the best WH1 to CHI flight in 2021: compare Whistler to Chicago flight prices with the expected peak season, weather and rainfall in Chicago.

WH1 - CHI

Price

C$ 382 - C$ 505

CHI

Temperature

-5 - 23 °C

CHI

Precipitation

43 - 125 mm

Popular in

December

High demand for flights, 13% potential price rise

Cheapest in

September

Best time to find cheap flights, 13% potential price drop

Round-trip from

C$ 490

From Whistler to Chicago (CHI)

One-way from

C$ 267

One-way flight from Whistler to Chicago (CHI)

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

When searching for a good deal, it’s best to be prepared for potential fluctuations in price. We recommend booking at least 40 days in advance, which can save you up to 23% on flights from Whistler to Chicago compared to booking the week you need them. Waiting 40 days out may not be for everyone, so we have options available for flights within the next two weeks, with the lowest price starting at C$ 602. For sooner than that we have options available in the next 3 days from C$ 711.

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

The best pricing can be found in the month of September. Prices to Chicago from Whistler average C$ 564. You can even find prices in September for less than C$ 564, as users have found deals to Chicago from as low as C$ 410. The month of December appears to be one of the more expensive times to travel to Chicago from Whistler. Flying in the targeted month can save you up to 15%.

When is the cheapest time to fly from Whistler to Chicago (WH1 - CHI)?

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.

Cheap flights from Whistler to Chicago in December, January 2021

The best prices found for Whistler to CHI flights for December, January
25 Jan. - 30 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

11h 01m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

2 stops

15h 16m
C$ 359

Multiple Airlines

View Deal

Deal found 4/12/21

24 Jan. - 30 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

14h 05m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

2 stops

15h 16m
C$ 361

Multiple Airlines

View Deal

Deal found 3/12/21

28 Jan. - 30 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

16h 36m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

2 stops

15h 16m
C$ 371

Multiple Airlines

View Deal

Deal found 3/12/21

Whistler to Chicago 2021 flight deals

Cheap flights to Chicago from Whistler found for this year
13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

6h 40m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

6h 16m
C$ 543

Delta

View Deal

Deal found 6/12/21

13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

8h 45m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

2 stops

9h 03m
C$ 544

Delta

View Deal

Deal found 4/12/21

13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

9h 08m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

17h 08m
C$ 551

Air Canada

View Deal

Deal found 4/12/21

Direct flights to Chicago from Whistler

Save time with Whistler to Chicago direct flight deals
4 Apr. - 8 Apr.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 59m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

Nonstop

4h 30m
C$ 456

United Airlines

View Deal

Deal found 3/12/21

21 Apr. - 25 Apr.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

Nonstop

3h 59m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

Nonstop

4h 30m
C$ 494

United Airlines

View Deal

Deal found 5/12/21

1 Mar. - 31 May
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

Nonstop

4h 01m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

Nonstop

4h 30m
C$ 497

Air Canada

View Deal

Deal found 6/12/21

Last minute flights from Whistler to Chicago

Late deals on round-trip flights to Chicago from Whistler, departing today and this week
13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

6h 40m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

6h 16m
C$ 543

Delta

View Deal

Deal found 6/12/21

13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

2 stops

8h 45m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

2 stops

9h 03m
C$ 544

Delta

View Deal

Deal found 4/12/21

13 Dec. - 10 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

9h 08m
ORD

Chicago O'Hare Intl

YVR

Vancouver Intl

1 stop

17h 08m
C$ 551

Air Canada

View Deal

Deal found 4/12/21

One-way flights to Chicago All airports from Whistler

The cheapest one-way flights from Whistler to Chicago
16 Dec.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

23h 06m
C$ 213

Multiple Airlines

View Deal

Deal found 5/12/21

16 Dec.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

23h 06m
C$ 214

Multiple Airlines

View Deal

Deal found 5/12/21

6 Jan.
YVR

Vancouver Intl

ORD

Chicago O'Hare Intl

1 stop

11h 53m
C$ 239

Air Canada

View Deal

Deal found 4/12/21

Related info for your journey

Useful info, stats and facts about Whistler to Chicago flights.

Which airlines flying from Whistler to Chicago have flexible cancellations due to COVID-19?

Some of the carriers operating flights from Whistler to Chicago that may be offering flexible cancellation policies are United Airlines, Air Canada, and American Airlines. Our site will let you filter for all airlines offering greater flexibility due to COVID-19.

Can I find flights from Whistler to Chicago for under C$ 400 on Cheapflights?

Yes, there are multiple flights from Whistler to Chicago for under C$ 400. The cheapest flight booked recently is on Multiple Airlines for just C$ 359, but on average you can expect to pay C$ 444.

Are there direct flights from Whistler to Chicago for under C$ 500 on Cheapflights?

Cheapflights has 20 direct flights from Whistler to Chicago under C$ 500. A good price for a direct flight from Whistler to Chicago is less than C$ 597.

Are there last-minute flights available from Whistler to Chicago for under C$ 600?

There are currently 20+ open flights from Whistler to Chicago within the next 7 days for less than C$ 600.

What are the cheapest airlines to fly from Whistler to Chicago one-way?

C$ 239 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from C$ 245 and C$ 252, respectively.

What are the most popular airlines that fly from Whistler to Chicago?

The most popular airlines flying from Whistler to Chicago are American Airlines, Air Canada and Alaska Airlines. Something to consider prior to booking your flight.

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: Air Canada (76%), Jazz (76%), United Airlines( 76%).

What are the cheapest flights from Whistler to Chicago?

On average you can expect to pay C$ 364 for a flight from Whistler to Chicago. The cheapest flight overall is C$ 141 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 448.

Other flights to Chicago

Can I fly to Chicago from Whistler right now?

Information is based on travel restrictions from Whistler to Chicago

Most visitors from Whistler need to provide a negative COVID-19 test result and/or quarantine to enter Chicago.

COVID-19 testing requirements
Visitors from Whistler must present a negative RT-PCR (NAAT) or Antigen (quick-test) test taken 24 hours before departing to Chicago.

Quarantine requirements
Visitors from Whistler are not required to quarantine after entering Chicago.

Can I fly back to Whistler from Chicago?

Returning to Whistler from Chicago

COVID-19 testing requirements
Visitors from Chicago must present a negative RT-PCR (NAAT) test taken 72 hours before departing to Whistler.

Quarantine requirements
Visitors from Chicago are not required to quarantine after entering Whistler.

Top 7 airlines flying from Whistler to Chicago

The chart below displays the airlines Cheapflights users travelling from Whistler to Chicago choose most often. Cheapest and average prices are based on aggregated data from the past 12 months.
AirlineCheapestAverageFlexibilityOn-timeCOVID-19 safety
Alaska Airlines
CheapestC$ 169
AverageC$ 414
FlexibilityNo cancel fee
On-time75%
COVID-19 safety
Delta
CheapestC$ 227
AverageC$ 518
FlexibilityNo cancel fee
On-timeN/A
COVID-19 safety
Air Canada
CheapestC$ 241
AverageC$ 590
FlexibilityNo cancel fee
On-time67%
COVID-19 safety
American Airlines
CheapestC$ 251
AverageC$ 465
FlexibilityNo cancel fee
On-time71%
COVID-19 safety
United Airlines
CheapestC$ 329
AverageC$ 604
FlexibilityNo cancel fee
On-time69%
COVID-19 safety
WestJet
CheapestC$ 387
AverageC$ 524
FlexibilityNo cancel fee
On-time60%
COVID-19 safety
Aer Lingus
CheapestC$ 438
AverageC$ 593
FlexibilityNo cancel fee
On-timeN/A
COVID-19 safety

Hourly flight availability from Whistler to Chicago

See what time of day planes typically take off from Whistler to Chicago
0%of flight departuresEarly morningMidnight to 6 am
0%of flight departuresMorning6 am to noon
100%of flight departuresAfternoonNoon to 6 pm
0%of flight departuresEvening6 pm to midnight
Midnight
6 AM
Noon
6 PM

Weekly flight availability from Whistler to Chicago

See how many times per day planes take to the skies headed from Whistler to Chicago
Sunday2daily flights
Monday2daily flights
Tuesday2daily flights
Wednesday2daily flights
Thursday2daily flights
Friday2daily flights
Saturday2daily flights