Find flights
Deals
When to book
Airlines
FAQs

Cheap flights from Whistler to Chicago from C$ 219

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — CHI
23 Dec — 30 Dec1
1 adult

The best prices from Whistler to Chicago are usually found in October or September, booked 83 days in advance, depart on a Thursday or Wednesday 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 18 December 2024.

Round-trip from

C$ 393

One-way from

C$ 219

Popular in

December

Cheapest in

October

Average price

C$ 711
31/1-7/2
  • 31/1-7/2
  • 2 total stops
  • 53h 03m total
  • Whistler to Chicago
Search Deals
Air Canada
  • Air Canada
  • 15/1
  • 1 total stop
  • 6h 41m total
  • Whistler to Chicago
Search Deals
High demand for flights, 6% potential price rise
Search Deals
Best time to find cheap flights, 1% potential price drop
Search Deals
Average for round-trip flights in December 2024
Search Deals

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 18 December 2024.

Mon 30/126:45 a.m.YVR - ORD
2 stops12h 54mDelta
Sat 25/14:15 p.m.ORD - YVR
2 stops8h 40mDelta
Deal found 18/12C$ 564
Tue 31/124:50 p.m.YVR - ORD
1 stop9h 50mAlaska Airlines
Tue 28/17:45 a.m.ORD - YVR
1 stop6h 44mAlaska Airlines
Deal found 18/12C$ 568
Sun 29/126:55 a.m.YVR - ORD
1 stop22h 25mAmerican Airlines
Wed 22/18:05 a.m.ORD - YVR
1 stop15h 19mAmerican Airlines
Deal found 18/12C$ 570
Mon 30/1212:44 p.m.YVR - ORD
1 stop9h 15mUnited Airlines
Wed 22/13:40 p.m.ORD - YVR
Nonstop4h 33mUnited Airlines
Deal found 18/12C$ 573
Sun 29/1211:00 p.m.YVR - ORD
1 stop7h 57mAir Canada
Mon 27/12:05 p.m.ORD - YVR
1 stop8h 59mAir Canada
Deal found 18/12C$ 581
Tue 31/1212:15 p.m.YVR - ORD
2 stops15h 15mMultiple Airlines
Mon 27/11:39 p.m.ORD - YVR
1 stop10h 51mMultiple Airlines
Deal found 18/12C$ 608
Mon 30/123:55 p.m.YVR - MDW
1 stop11h 38mMultiple Airlines
Mon 6/110:04 p.m.MDW - YVR
2 stops19h 39mMultiple Airlines
Deal found 17/12C$ 797
Mon 30/125:00 p.m.YVR - MDW
2 stops22h 11mWestJet
Mon 6/11:26 p.m.MDW - YVR
2 stops31h 04mWestJet
Deal found 17/12C$ 1,060
Tue 31/121:15 p.m.YVR - ORD
2 stops27h 59mWestJet
Sat 25/111:50 a.m.ORD - YVR
2 stops14h 14mWestJet
Deal found 18/12C$ 1,155
Thu 19/127:32 p.m.YVR - MDW
2 stops11h 18mDelta
Wed 8/110:19 a.m.MDW - YVR
2 stops10h 11mDelta
Deal found 18/12C$ 1,363
Sun 22/127:00 a.m.YVR - MDW
2 stops26h 10mPorter Airlines
Fri 27/125:35 p.m.MDW - YVR
2 stops29h 26mPorter Airlines
Deal found 17/12C$ 2,144

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 18 December 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Fri 31/1

11:00 p.m.-11:29 p.m.

1 stop22h 29m

Chicago Midway

Fri 7/2

6:40 a.m.-11:14 a.m.

1 stop30h 34m

C$ 393

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 27/1

10:40 p.m.-8:57 a.m.

1 stop8h 17m

Chicago O'Hare Intl

Thu 30/1

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

Nonstop4h 33m

C$ 394

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 16/1

10:30 a.m.-4:38 p.m.

Nonstop4h 08m

Chicago O'Hare Intl

Wed 22/1

7:10 a.m.-6:03 p.m.

1 stop12h 53m

C$ 401

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 2/2

11:00 p.m.-10:27 p.m.

1 stop21h 27m

Chicago O'Hare Intl

Sun 9/2

1:39 p.m.-10:30 p.m.

1 stop10h 51m

C$ 404

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Wed 22/1

7:00 a.m.-5:47 p.m.

2 stops8h 47m

Chicago Midway

Sat 25/1

11:19 a.m.-10:55 p.m.

2 stops13h 36m

C$ 408

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Wed 7/5

6:30 p.m.-4:44 p.m.

1 stop20h 14m

Chicago O'Hare Intl

Sun 11/5

5:30 p.m.-10:35 p.m.

1 stop7h 05m

C$ 447

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 27/1

7:29 p.m.-9:16 a.m.

2 stops11h 47m

Chicago O'Hare Intl

Thu 30/1

7:15 a.m.-6:39 p.m.

2 stops13h 24m

C$ 448

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 31/12

4:50 p.m.-4:40 a.m.

1 stop9h 50m

Chicago O'Hare Intl

Tue 28/1

7:45 a.m.-12:29 p.m.

1 stop6h 44m

C$ 568

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 29/12

6:55 a.m.-7:20 a.m.

1 stop22h 25m

Chicago O'Hare Intl

Sat 25/1

10:00 a.m.-9:24 p.m.

1 stop13h 24m

C$ 570

VancouverChicago

YVR - MDW

YVRMDW

Vancouver Intl

Thu 16/1

10:05 p.m.-12:10 p.m.

1 stop12h 05m

Chicago Midway

Wed 22/1

1:05 p.m.-1:05 a.m.

1 stop14h 00m

C$ 760

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/12

Showing 1-10 of 21 results
1
2
3

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 13 December 2024.

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 May is currently the most expensive (average of C$ 342). 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 18 December 2024.

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 18 December 2024.

The most flights from WH1 to CHI are scheduled on a Monday (5 on average). You will have fewer flight options on Thursday, 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 18 December 2024.
See what other customers who have flown with United Airlines, American Airlines and WestJet 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
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Alaska Airlines
8.0
Very good
9,554 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Delta
8.0
Very good
8,604 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

Porter Airlines
7.9
Good
283 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

United Airlines
7.4
Good
9,055 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
9,554 reviews
Check prices

Boarding

8.2

Comfort

7.9

Entertainment

7.1

Crew

8.5

Overall

8.0

Food

7.2

Reviews

1 / 10

Things were good, crew was good. It was just the flight itself was very rough. Lots of turbulence, probably one of the shakiest flights I've been on. Kids throwing up, kids crying everywhere because of it.

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$ 219 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 WestJet and United Airlines, with prices starting from C$ 226 and C$ 233, 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: Emirates (94%), United Airlines (72%), Air Canada( 71%).

  • What are the cheapest flights from Whistler to Chicago?

    On average you can expect to pay C$ 1,045 for a flight from Whistler to Chicago. The cheapest flight overall is C$ 196 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 391.

  • 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 May is currently the most expensive (average of C$ 342). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 18 December 2024.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 345AverageC$ 453FlexibilityNo cancel feeOn-time60%
Search WestJet flights
Alaska AirlinesCheapestC$ 371AverageC$ 642FlexibilityNo cancel feeOn-time75%
Search Alaska Airlines flights
Air CanadaCheapestC$ 376AverageC$ 601FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 384AverageC$ 571FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 419AverageC$ 554FlexibilityNo 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.

100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.