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Cheap flights from Whistler to Chicago O'Hare Intl Airport from C$ 166

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 4/2. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — ORD
3 Jan — 10 Jan1
1 adult
1 adult, Economy, 0 bags

Cheapflights Tip: The best prices from Whistler to Chicago O'Hare Intl are usually found in October or September, booked 86 days in advance, depart on a Wednesday or Tuesday and return on a Thursday

Cheap flight deals from Whistler to O'Hare Intl

Enter your travel dates to find the best prices.

Cheapest flights from Whistler to O'Hare Intl
Explore the most affordable flight options available from Whistler to O'Hare Intl. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 4 December 2025.

Wed 31/123:40 p.m.YVR - ORD
1 stop20h 37mMultiple Airlines
Wed 7/17:57 p.m.ORD - YVR
1 stop28h 23mMultiple Airlines
Deal found 3/12C$ 387
Sun 28/125:45 p.m.YVR - ORD
1 stop16h 28mAlaska Airlines
Wed 14/13:35 p.m.ORD - YVR
1 stop10h 35mAlaska Airlines
Deal found 4/12C$ 537
Sun 28/125:45 p.m.YVR - ORD
1 stop16h 28mMultiple Airlines
Mon 12/18:08 p.m.ORD - YVR
1 stop22h 23mMultiple Airlines
Deal found 4/12C$ 551
Thu 11/127:35 p.m.YVR - ORD
1 stop8h 46mMultiple Airlines
Sat 13/126:11 a.m.ORD - YVR
2 stops42h 33mMultiple Airlines
Deal found 3/12C$ 560
Mon 8/126:00 a.m.YVR - ORD
1 stop8h 55mMultiple Airlines
Mon 15/126:11 a.m.ORD - YVR
2 stops36h 43mMultiple Airlines
Deal found 3/12C$ 576
Sun 28/125:45 p.m.YVR - ORD
1 stop16h 28mMultiple Airlines
Wed 14/13:44 p.m.ORD - YVR
2 stops32h 36mMultiple Airlines
Deal found 4/12C$ 581
Wed 31/123:20 p.m.YVR - ORD
1 stop16h 24mAir Canada
Wed 7/13:35 p.m.ORD - YVR
Nonstop4h 35mAir Canada
Deal found 3/12C$ 582
Thu 11/127:00 a.m.YVR - ORD
1 stop10h 44mUnited Airlines
Sat 13/121:00 p.m.ORD - YVR
1 stop7h 03mUnited Airlines
Deal found 3/12C$ 594

Find flight deals from Whistler to O'Hare Intl

Keep the following information in mind while searching for Whistler to O'Hare Intl flight deals. Data was last updated 4 December 2025.

Round-trip from

C$ 303

One-way from

C$ 166

Popular in

May

Cheapest in

October

Average price

C$ 601
29/1-1/2
  • 29/1-1/2
  • 2 total stops
  • 51h 41m total
  • Whistler to Chicago
Search Deals
4/2
  • 4/2
  • 1 total stop
  • 23h 21m total
  • Whistler to Chicago
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 97 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Whistler to O'Hare Intl 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 4 December 2025.
Use the filters below to find and compare flights from Whistler to Chicago O'Hare Intl Airport that are best for you.

Fly from

Whistler

Fly to

O'Hare Intl

Route

Depart

Return

Price

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 12/1

7:35 p.m.-11:50 p.m.

1 stop26h 15m

Chicago O'Hare Intl

Wed 14/1

8:00 a.m.-6:45 p.m.

1 stop12h 45m

C$ 343

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 4/5

8:30 a.m.-4:43 p.m.

1 stop6h 13m

Chicago O'Hare Intl

Sat 9/5

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

1 stop7h 05m

C$ 356

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 20/1

6:00 a.m.-11:50 p.m.

1 stop15h 50m

Chicago O'Hare Intl

Mon 26/1

6:06 p.m.-8:55 p.m.

1 stop28h 49m

C$ 357

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

7:35 p.m.-11:50 p.m.

1 stop26h 15m

Chicago O'Hare Intl

Tue 27/1

8:00 a.m.-6:45 p.m.

1 stop12h 45m

C$ 367

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

7:35 p.m.-11:50 p.m.

1 stop26h 15m

Chicago O'Hare Intl

Mon 26/1

3:35 p.m.-12:30 p.m.

1 stop22h 55m

C$ 392

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 23/1

7:37 p.m.-9:41 a.m.

2 stops12h 04m

Chicago O'Hare Intl

Tue 27/1

2:20 p.m.-8:54 p.m.

1 stop8h 34m

C$ 401

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 14/2

7:25 a.m.-11:52 p.m.

1 stop14h 27m

Chicago O'Hare Intl

Sun 22/2

7:40 a.m.-11:59 p.m.

1 stop18h 19m

C$ 420

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 15/2

7:25 a.m.-11:52 p.m.

1 stop14h 27m

Chicago O'Hare Intl

Thu 19/2

2:20 p.m.-9:00 p.m.

1 stop8h 40m

C$ 423

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sun 18/1

11:00 p.m.-10:44 p.m.

1 stop21h 44m

C$ 187

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 13/1

7:55 a.m.-5:10 p.m.

1 stop7h 15m

C$ 195

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 18 results
1
2

Best time to book a flight from Whistler to O'Hare Intl

Have a flexible travel schedule? Discover the best time to fly to O'Hare Intl 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.

Cheapflights Insights

Everything you need to know about your flight from Whistler to Chicago O'Hare Intl Airport

How far ahead should I book a flight from Whistler to Chicago O'Hare Intl Airport?

Use this chart to determine the optimal time to book a round-trip flight from Whistler to O'Hare Intl. Price data was last updated on 28 November 2025.

The price you pay for your flight from Whistler to Chicago O'Hare Intl Airport may vary depending on when you book. For the best chance of a lower fare, look to book 86 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 Whistler to Chicago O'Hare Intl Airport?

Currently, October is the cheapest month in which you can book a flight from Whistler to Chicago O'Hare Intl Airport (average of C$ 158). Flying from Whistler to Chicago O'Hare Intl Airport in January is currently the most expensive (average of C$ 363). 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 ORD?

Find hourly flight availability from Whistler to O'Hare Intl. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 4 December 2025.

A simple way to save on the total cost of your ticket is to fly from Whistler to Chicago O'Hare Intl Airport in the afternoon. If you’re flexible enough to do this you can expect to save up to 17% on your trip compared to booking a flight in the morning.

Weekly flight availability from Whistler to Chicago O'Hare Intl Airport

Explore weekly flight availability from Whistler to O'Hare Intl. 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 4 December 2025.

The most flights from WH1 to ORD are scheduled on a Monday (6 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (5 on average).

Reviews of airlines servicing O'Hare Intl

Get insights into the airlines that provide service to O'Hare Intl. 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 O'Hare Intl. Reviews last updated 4 December 2025.
Get a feel of what it's like to fly with United Airlines,American Airlines, andWestJet from Whistler to Chicago O'Hare Intl Airport by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,063 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
United Airlines
7.4
Good
9,063 reviews
United Airlines
7.4
Good
9,063 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
American Airlines
7.2
Good
11,043 reviews
United Airlines
7.4
Good
9,063 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
WestJet
7.2
Good
3,191 reviews
United Airlines
7.4
Good
9,063 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.
Air Canada
7.1
Good
10,500 reviews
United Airlines
7.4
Good
9,063 reviews
Check prices

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Oct 2025

YUL - ORD

Crew and customer service are 5 stars. I had a lot of luggage for a very long trip and they were nothing but helpful and found solutions to every problem. It was my first time flying with United, and they really are the friendly skies. Leg room however, on 2/3 flights was terrible. Same for entertainment: There was only a seat-mounted screen on 1/3 flights. It would have been nice to have on the longest leg of the journey.

Related info for your journey

Find useful and relevant information for your journey from Whistler to O'Hare Intl. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Whistler to Chicago O'Hare Intl Airport?

    For as low as C$ 356, Alaska Airlines can have you in Chicago O'Hare Intl Airport from Whistler in 6h 13m. The distance from Whistler to Chicago O'Hare Intl Airport is about 2829 km. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from Whistler to Chicago O'Hare Intl Airport one-way?

    The cheapest airlines for a one-way flight from Whistler to Chicago O'Hare Intl Airport are United Airlines (C$ 169), WestJet (C$ 174), and Air Canada (C$ 195).

  • What are the most reliable airlines from Whistler to Chicago O'Hare Intl Airport?

    Before booking your flight to Chicago O'Hare Intl Airport from Whistler, check out the most reliable airlines to get you to your destination on time: Avianca (89%), Emirates (87%), American Airlines( 85%).

  • What are the cheapest flights from Whistler to Chicago O'Hare Intl Airport?

    On average you can expect to pay C$ 662 for a flight from Whistler to Chicago O'Hare Intl Airport. The cheapest flight overall is C$ 207 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 282.

  • Can I find deals for flights from Whistler to O'Hare Intl that include hotel bookings?

    Yes. In addition to deals on Whistler to O'Hare Intl flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Whistler to O'Hare Intl?

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

  • Can I find deals for business class flights from Whistler to O'Hare Intl?

    Yes. Cheapflights offers flight deals from Whistler to O'Hare Intl 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 O'Hare Intl Airport?

    Currently, October is the cheapest month in which you can book a flight from Whistler to Chicago O'Hare Intl Airport (average of C$ 158). Flying from Whistler to Chicago O'Hare Intl Airport in January is currently the most expensive (average of C$ 363). 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

Travelling to a place near Chicago O'Hare Intl Airport?

Book flights to Chicago O'Hare Intl Airport if you plan to visit one of these locations
Evanston
Des Plaines
Elk Grove Village
Skokie
Downers Grove
Racine
Naperville
Bolingbrook
Romeoville

Browse thousands of different options on Cheapflights for your next trip

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Top 4 airlines flying from Whistler to O'Hare Intl

Discover the top 4 airlines that operate flights from Whistler to O'Hare Intl. 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 4 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 206AverageC$ 486FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 236AverageC$ 343FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 238AverageC$ 427FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 257AverageC$ 481FlexibilityNo cancel feeOn-time67%
Search Air Canada 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 O'Hare Intl?

Deals for Whistler to O'Hare Intl flights are sourced from 900+ travel sites when you use Cheapflights. When all flight results come back, Cheapflights lets you sort and filter flights using different criteria to choose better, like price, airport, cabin class, and plenty of other options.

Why should you use Cheapflights to find cheap flight tickets from Whistler to O'Hare Intl?

Cheapflights simply makes it quick and affordable to book flights from Whistler to O'Hare Intl 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 O'Hare Intl with no change fees?

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

Can Cheapflights notify me if prices for flights from Whistler to O'Hare Intl become cheaper?

Yes! Start tracking prices for Whistler to O'Hare Intl 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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