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Whistler

$296+ Cheap flights from Chesapeake, VA to Whistler, Canada

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 2/2. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YVR
Jan 20 — Jan 271
Tue 1/20
Tue 1/27
1 adult, Economy
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Cheap flight deals from Chesapeake to Whistler

Best flights from Chesapeake to Whistler
Discover carefully curated flight deals from Chesapeake to Whistler that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated December 21, 2025.

This Mytrip deal was found by Cheapflights users on 12/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/26:45 amORF - YVR
2 stops17h 40mMultiple Airlines
Mon 2/910:05 pmYVR - ORF
2 stops17h 33mMultiple Airlines
Deal found 12/19$296
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/36:20 amORF - YVR
2 stops15h 24mDelta
Tue 2/107:25 amYVR - ORF
2 stops12h 53mDelta
Deal found 12/20$534
This American Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 1/273:41 pmORF - YVR
1 stop23h 49mAmerican Airlines
Fri 1/301:44 pmYVR - ORF
1 stop22h 07mAmerican Airlines
Deal found 12/19$547
This United Airlines deal was found by Cheapflights users on 12/19. 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.
Tue 2/38:00 amORF - YVR
1 stop13h 03mUnited Airlines
Tue 2/1012:35 pmYVR - ORF
1 stop7h 20mUnited Airlines
Deal found 12/19$586
This Mytrip deal was found by Cheapflights users on 12/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/37:33 pmORF - YVR
3 stops28h 52mMultiple Airlines
Tue 2/107:00 amYVR - ORF
3 stops31h 20mMultiple Airlines
Deal found 12/20$328
This Kiwi.com deal was found by Cheapflights users on 12/19. 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.
Tue 1/278:05 amORF - YVR
2 stops54h 07mMultiple Airlines
Fri 1/3011:00 pmYVR - ORF
1 stop18h 30mMultiple Airlines
Deal found 12/19$457
This Delta deal was found by Cheapflights users on 12/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/277:45 amORF - YVR
2 stops16h 09mDelta
Fri 1/307:37 pmYVR - ORF
2 stops13h 42mDelta
Deal found 12/19$548
This American Airlines deal was found by Cheapflights users on 12/20. 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.
Tue 2/33:41 pmORF - YVR
1 stop23h 49mAmerican Airlines
Tue 2/101:44 pmYVR - ORF
1 stop22h 07mAmerican Airlines
Deal found 12/20$586

Find flight deals from Chesapeake to Whistler

Keep the following information in mind while searching for Chesapeake to Whistler flight deals. Data was last updated December 21, 2025.

Round-trip from

$241
(Kiwi.com)

Popular in

December

Cheapest in

August

Average price

$881
From Chesapeake to Whistler
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($58 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($22 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 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 December 21, 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

Mon 2/2

6:45 am-9:25 pm

2 stops17h 40m

Vancouver Intl

Mon 2/9

10:05 pm-6:38 pm

2 stops17h 33m

$296

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 2/3

7:33 pm-9:25 pm

3 stops28h 52m

Vancouver Intl

Tue 2/10

7:00 am-5:20 pm

3 stops31h 20m

$328

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 1/27

8:05 am-11:12 am

2 stops54h 07m

Vancouver Intl

Fri 1/30

11:00 pm-8:30 pm

1 stop18h 30m

$457

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 2/3

6:20 am-6:44 pm

2 stops15h 24m

Vancouver Intl

Tue 2/10

7:25 am-11:18 pm

2 stops12h 53m

$534

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 1/27

3:41 pm-12:30 pm

1 stop23h 49m

Vancouver Intl

Fri 1/30

1:44 pm-2:51 pm

1 stop22h 07m

$547

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 1/27

7:45 am-8:54 pm

2 stops16h 09m

Vancouver Intl

Fri 1/30

7:37 pm-12:19 pm

2 stops13h 42m

$548

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 2/3

8:00 am-6:03 pm

1 stop13h 03m

Vancouver Intl

Tue 2/10

12:35 pm-10:55 pm

1 stop7h 20m

$586

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Tue 2/3

3:41 pm-12:30 pm

1 stop23h 49m

Vancouver Intl

Tue 2/10

1:44 pm-2:51 pm

1 stop22h 07m

$586

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/19

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, February is the cheapest month in which you can book a flight from Chesapeake to Whistler (average of $160). Flying from Chesapeake to Whistler in November is currently the most expensive (average of $723). 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 December 21, 2025.

When flying from Chesapeake to Whistler, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 70% versus a flight in the morning.

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 December 21, 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
9,097 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,097 reviews
United Airlines
7.4
Good
9,097 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,050 reviews
United Airlines
7.4
Good
9,097 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,207 reviews
United Airlines
7.4
Good
9,097 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,549 reviews
United Airlines
7.4
Good
9,097 reviews

Overall

7.4

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

Boarding

7.7

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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.

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

    $175 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on American Airlines and WestJet, with prices starting from $183 and $191, 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, February is the cheapest month in which you can book a flight from Chesapeake to Whistler (average of $160). Flying from Chesapeake to Whistler in November is currently the most expensive (average of $723). 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

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Top 4 airlines flying from Chesapeake to Whistler

Discover the top 4 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 December 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapest$173Average$603FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$348Average$557FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$377Average$541FlexibilityNo cancel feeOn-time71%
WestJetCheapest$439Average$585FlexibilityNo cancel feeOn-time60%

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