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Whistler

$313+ Cheap flights from Chesapeake, VA to Whistler, Canada

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 9/22. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YVR
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Chesapeake to Whistler

Keep the following information in mind while searching for Chesapeake to Whistler flight deals. Data was last updated September 15, 2025.

Round-trip from

$365
(Kiwi.com)

One-way from

$313
(American Airlines)

Popular in

June

Cheapest in

January

Average price

$537
From Chesapeake to Whistler
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One-way flight from Chesapeake to Whistler
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Highest demand for flights based on searches. 11% potential increase in price ($83 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chesapeake to Whistler

Cheapest flights from Chesapeake to Whistler
Explore the most affordable flight options available from Chesapeake to Whistler. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/105:38 pmORF - YVR
1 stop31h 07mMultiple Airlines
Fri 10/175:25 pmYVR - ORF
2 stops36h 37mMultiple Airlines
Deal found 9/15$365
This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/106:13 pmORF - YVR
1 stop21h 17mAmerican Airlines
Fri 10/171:28 pmYVR - ORF
1 stop19h 55mAmerican Airlines
Deal found 9/14$488
This United Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/107:59 pmORF - YVR
2 stops22h 17mUnited Airlines
Fri 10/171:25 pmYVR - ORF
2 stops17h 12mUnited Airlines
Deal found 9/15$503
This American Airlines deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/33:23 pmORF - YVR
1 stop9h 06mAmerican Airlines
Sat 11/81:32 pmYVR - ORF
1 stop21h 58mAmerican Airlines
Deal found 9/15$564
This FlightHub deal was found by Cheapflights users on 9/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/265:15 amORF - YVR
2 stops12h 30mWestJet
Sun 11/3011:00 pmYVR - ORF
1 stop7h 19mWestJet
Deal found 9/15$578

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Whistler 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 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Chesapeake to Whistler that are best for you.

Fly from

Chesapeake

Fly to

Whistler

Route

Depart

Return

Price

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Fri 10/10

5:38 pm-9:45 pm

1 stop31h 07m

Vancouver Intl

Fri 10/17

5:25 pm-9:02 am

2 stops36h 37m

$365

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Fri 10/10

6:13 pm-12:30 pm

1 stop21h 17m

Vancouver Intl

Fri 10/17

1:28 pm-12:23 pm

1 stop19h 55m

$488

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Fri 10/10

7:59 pm-3:16 pm

2 stops22h 17m

Vancouver Intl

Fri 10/17

1:25 pm-9:37 am

2 stops17h 12m

$503

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Mon 11/3

9:50 am-9:29 pm

2 stops14h 39m

Vancouver Intl

Sat 11/8

1:32 pm-9:00 am

2 stops16h 28m

$579

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Wed 11/26

8:30 am-11:12 am

1 stop29h 42m

Vancouver Intl

Sun 11/30

11:00 pm-6:34 pm

1 stop16h 34m

$585

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Mon 9/22

6:34 am-9:21 pm

1 stop17h 47m

$313

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Mon 9/22

2:00 pm-10:36 pm

2 stops11h 36m

$329

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Mon 9/22

5:30 am-6:17 pm

3 stops15h 47m

$2,361

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Best time to book a flight from Chesapeake to Whistler

Have a flexible travel schedule? Discover the best time to fly to Whistler from Chesapeake 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 Chesapeake to Whistler

What is the cheapest month to book a flight from Chesapeake to Whistler?

Currently, October is the cheapest month in which you can book a flight from Chesapeake to Whistler (average of $258). Flying from Chesapeake to Whistler in July is currently the most expensive (average of $405). 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 C6E to WH1?

Find hourly flight availability from Chesapeake to Whistler. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Chesapeake to Whistler as you normally would.

How much does it cost to fly round-trip from Chesapeake to Whistler?

Reviews of airlines servicing Whistler

Get insights into the airlines that provide service to Whistler. 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 Whistler. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Chesapeake to Whistler, such as United Airlines, American Airlines, and WestJet. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,929 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
WestJet
7.2
Good
3,091 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
Air Canada
7.1
Good
10,000 reviews
United Airlines
7.4
Good
8,929 reviews

Overall

7.4

Food

6.6

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Whistler. 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 Chesapeake to Whistler?

    American Airlines and United Airlines can get you from Chesapeake to Whistler in just under 21h 17m. Your travel time can differ by up to 1h. The distance between Chesapeake and Whistler is about 2472 mi. This flight may include one or multiple stops.

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

    $313 is the cheapest one-way deal found within the past few days, from American Airlines. You may also be able to find cheap deals on WestJet and Alaska Airlines, with prices starting from $329 and $2,361, respectively.

  • Can I find deals for flights from Chesapeake to Whistler that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Whistler flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Whistler?

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

  • Can I find deals for business class flights from Chesapeake to Whistler?

    Yes. Cheapflights offers flight deals from Chesapeake to Whistler 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 Chesapeake to Whistler?

    Currently, October is the cheapest month in which you can book a flight from Chesapeake to Whistler (average of $258). Flying from Chesapeake to Whistler in July is currently the most expensive (average of $405). 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

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Top 5 airlines flying from Chesapeake to Whistler

Discover the top 5 airlines that operate flights from Chesapeake to Whistler. 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 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$153Average$592FlexibilityNo cancel feeOn-time67%
DeltaCheapest$176Average$576FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$307Average$554FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$541FlexibilityNo cancel feeOn-time71%
WestJetCheapest$424Average$600FlexibilityNo cancel feeOn-time60%

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