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Cheap flights from Whistler to Chicago O'Hare Intl Airport from C$ 290

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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — ORD
24 Aug — 31 Aug1
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 November, booked 38 days in advance, depart on a Friday or Thursday 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 25 July 2026.

Fri 18/97:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Fri 25/95:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 24/7C$ 396
Thu 15/107:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Thu 22/105:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 22/7C$ 406
Thu 10/96:00 a.m.
YVR
-
ORD
1 stop8h 40m
WestJet
Sun 20/95:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 24/7C$ 413
Thu 10/96:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Fri 23/105:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 24/7C$ 416
Fri 18/96:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Mon 21/95:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 22/7C$ 425
Tue 15/97:30 a.m.
YVR
-
ORD
1 stop7h 10m
WestJet
Tue 29/95:30 p.m.
ORD
-
YVR
1 stop7h 05m
WestJet
Deal found 22/7C$ 428
Tue 15/98:25 a.m.
YVR
-
ORD
Nonstop4h 18m
Air Canada
Tue 22/93:40 p.m.
ORD
-
YVR
Nonstop4h 35m
Air Canada
Deal found 20/7C$ 434
Mon 24/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Wed 26/85:30 p.m.
ORD
-
YVR
1 stop18h 40m
WestJet
Deal found 20/7C$ 435
Fri 21/86:45 a.m.
YVR
-
ORD
1 stop7h 55m
WestJet
Fri 28/85:30 p.m.
ORD
-
YVR
1 stop8h 45m
WestJet
Deal found 23/7C$ 441
Tue 15/96:00 a.m.
YVR
-
ORD
1 stop8h 59m
Delta
Wed 16/95:44 p.m.
ORD
-
YVR
1 stop7h 15m
Delta
Deal found 20/7C$ 442

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 25 July 2026.

Round-trip from

C$ 396

One-way from

C$ 290

Popular in

July

Cheapest in

October

Average price

C$ 804
WestJet
  • WestJet
  • 18/9-25/9
  • 2 total stops
  • 14h 15m total
  • Whistler to Chicago
Search Deals
12/9
  • 12/9
  • 3 total stops
  • 14h 27m total
  • Whistler to Chicago
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 154 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
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 25 July 2026.
Use the filters below to find and compare flights from Whistler to Chicago O'Hare Intl Airport that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 5/10

7:30 p.m.-9:03 a.m.

2 stops11h 33m

Chicago O'Hare Intl

Wed 7/10

5:59 p.m.-11:08 p.m.

1 stop7h 09m

C$ 485

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 26/9

3:40 p.m.-5:38 a.m.

2 stops11h 58m

Chicago O'Hare Intl

Tue 29/9

1:21 p.m.-4:15 p.m.

1 stop28h 54m

C$ 487

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 10/9

8:35 a.m.-10:46 p.m.

1 stop12h 11m

Chicago O'Hare Intl

Wed 16/9

3:40 p.m.-6:15 p.m.

Nonstop4h 35m

C$ 524

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 10/10

1:45 p.m.-8:06 p.m.

Nonstop4h 21m

Chicago O'Hare Intl

Tue 13/10

5:00 a.m.-9:51 a.m.

1 stop6h 51m

C$ 528

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 31/8

2:20 p.m.-10:46 p.m.

1 stop6h 26m

Chicago O'Hare Intl

Tue 8/9

5:51 p.m.-10:56 p.m.

1 stop7h 05m

C$ 537

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Fri 9/10

2:20 p.m.-11:59 p.m.

1 stop7h 39m

Chicago O'Hare Intl

Wed 14/10

3:40 p.m.-6:15 p.m.

Nonstop4h 35m

C$ 544

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Tue 25/8

5:25 p.m.-5:01 a.m.

1 stop9h 36m

Chicago O'Hare Intl

Mon 31/8

5:51 p.m.-10:56 p.m.

1 stop7h 05m

C$ 544
Quickest round-trip

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Thu 3/9

2:20 p.m.-10:46 p.m.

1 stop6h 26m

Chicago O'Hare Intl

Tue 8/9

3:40 p.m.-6:15 p.m.

Nonstop4h 35m

C$ 544

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Sat 5/9

6:45 a.m.-9:47 p.m.

2 stops13h 02m

Chicago O'Hare Intl

Thu 10/9

5:44 p.m.-10:59 p.m.

1 stop7h 15m

C$ 556
Cheapest one-way
Quickest one-way

VancouverChicago

YVR - ORD

YVRORD

Vancouver Intl

Mon 12/10

10:30 a.m.-4:45 p.m.

Nonstop4h 15m

C$ 292

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/7

Showing 1-10 of 18 resultsSorted by cheapest first
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

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 25 July 2026.

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

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 25 July 2026.

The most flights from WH1 to ORD are scheduled on a Thursday (11 on average). You will have fewer flight options on Wednesday, which is when the least amount of flights are scheduled (9 on average).

How much does it cost to fly round-trip from Whistler to Chicago O'Hare Intl Airport?

Airfare is below average for this route at the moment.
Whistler to Chicago O'Hare Intl Airport flights typically cost between C$ 601 and C$ 815 in September.
The cheapest round-trip price found within the last 5 days was C$ 396 on WestJet (18 Sep-25 Sep).

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 25 July 2026.
Get a feel of what it's like to fly with United Airlines,WestJet, andAmerican Airlines 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
10,029 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
10,029 reviews
United Airlines
7.4
Good
10,029 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
3,416 reviews
United Airlines
7.4
Good
10,029 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
7.1
Good
11,844 reviews
United Airlines
7.4
Good
10,029 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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
11,383 reviews
United Airlines
7.4
Good
10,029 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

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$ 528, Delta can have you in Chicago O'Hare Intl Airport from Whistler in 4h 21m. 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 WestJet (C$ 167), United Airlines (C$ 171), and Air Canada (C$ 171).

  • 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: American Airlines (65%), Finnair (60%), Air Canada( 57%).

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

    On average you can expect to pay C$ 869 for a flight from Whistler to Chicago O'Hare Intl Airport. The cheapest flight overall is C$ 278 while the most popular route, (Vancouver Intl - Chicago O'Hare Intl) is currently priced at C$ 458.

  • 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.

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
Northbrook
Evanston
Des Plaines
Downers Grove
Elk Grove Village
Racine
Bolingbrook
Naperville
Schaumburg

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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 25 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 202AverageC$ 541FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 213AverageC$ 416FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 275AverageC$ 606FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 276AverageC$ 679FlexibilityNo 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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