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Cheap flights from Whistler to Chesapeake from C$ 286

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 29/8. Fares are subject to change and may not be available on all flights or dates of travel.
YVR — RIC
2 Sep — 9 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Whistler to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Whistler to Chesapeake
Explore the most affordable flight options available from Whistler to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 3 August 2026.

Wed 4/112:50 p.m.
YVR
-
ORF
1 stop17h 04m
United Airlines
Sat 7/116:15 a.m.
ORF
-
YVR
2 stops11h 44m
United Airlines
Deal found 29/7C$ 490
Mon 14/97:30 p.m.
YVR
-
ORF
2 stops11h 17m
WestJet
Mon 21/95:30 a.m.
ORF
-
YVR
2 stops11h 10m
WestJet
Deal found 30/7C$ 495
Thu 3/91:25 p.m.
YVR
-
ORF
1 stop24h 02m
WestJet
Wed 9/910:52 a.m.
ORF
-
YVR
1 stop26h 53m
WestJet
Deal found 2/8C$ 513
Wed 4/111:00 p.m.
YVR
-
ORF
1 stop7h 43m
Delta
Sat 7/116:00 a.m.
ORF
-
YVR
2 stops19h 13m
Delta
Deal found 31/7C$ 538
Thu 3/910:25 p.m.
YVR
-
ORF
1 stop8h 09m
United Airlines
Wed 9/95:02 p.m.
ORF
-
YVR
1 stop8h 23m
United Airlines
Deal found 2/8C$ 539
Thu 27/81:25 p.m.
YVR
-
ORF
1 stop7h 17m
WestJet
Thu 3/910:20 a.m.
ORF
-
YVR
2 stops30h 20m
WestJet
Deal found 30/7C$ 558

Find flight deals from Whistler to Chesapeake

Keep the following information in mind while searching for Whistler to Chesapeake flight deals. Data was last updated 3 August 2026.

Round-trip from

C$ 490

One-way from

C$ 286

Popular in

February

Cheapest in

April

Average price

C$ 766
United Airlines
  • United Airlines
  • 4/11-7/11
  • 3 total stops
  • 28h 48m total
  • Whistler to Chesapeake
Search Deals
United Airlines
  • United Airlines
  • 29/8
  • 2 total stops
  • 13h 25m total
  • Whistler to Chesapeake
Search Deals
Highest demand for flights based on searches. 24% potential increase in price (C$ 338 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 39 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Whistler to Chesapeake 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 3 August 2026.
Use the filters below to find and compare flights from Whistler to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 4/11

2:50 p.m.-9:54 a.m.

1 stop17h 04m

Norfolk

Sat 7/11

6:15 a.m.-3:59 p.m.

2 stops11h 44m

C$ 490

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 3/9

1:25 p.m.-4:27 p.m.

1 stop24h 02m

Norfolk

Wed 9/9

10:52 a.m.-10:45 a.m.

1 stop26h 53m

C$ 513

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 4/11

8:20 a.m.-11:06 p.m.

2 stops12h 46m

Norfolk

Sat 7/11

12:30 p.m.-11:13 p.m.

2 stops12h 43m

C$ 537

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 3/9

10:25 p.m.-9:34 a.m.

1 stop8h 09m

Norfolk

Wed 9/9

5:02 p.m.-10:25 p.m.

1 stop8h 23m

C$ 539

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 27/8

1:25 p.m.-11:42 p.m.

1 stop7h 17m

Norfolk

Thu 3/9

10:20 a.m.-1:40 p.m.

2 stops30h 20m

C$ 558
Quickest round-trip

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Mon 5/10

10:55 p.m.-9:55 a.m.

1 stop8h 00m

Norfolk

Fri 9/10

5:30 a.m.-10:45 a.m.

1 stop8h 15m

C$ 590

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 12/9

6:35 p.m.-10:29 a.m.

2 stops12h 54m

Norfolk

Sat 19/9

4:13 p.m.-10:56 p.m.

1 stop9h 43m

C$ 590
Cheapest one-way
Quickest one-way

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 29/8

7:00 a.m.-11:25 p.m.

2 stops13h 25m

C$ 286

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 29/8

6:45 a.m.-11:42 p.m.

2 stops13h 57m

C$ 293

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 29/8

2:30 p.m.-12:25 p.m.

3 stops18h 55m

C$ 326

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/7

Sorted by cheapest first

Best time to book a flight from Whistler to Chesapeake

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

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

Airfare is below average for this route at the moment.
Whistler to Chesapeake flights typically cost between C$ 766 and C$ 871 in November.
The cheapest round-trip price found within the last 5 days was C$ 490 on United Airlines (4 Nov-7 Nov).

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated 3 August 2026.
Check out reviews from past customers who have flown with United Airlines and WestJet from Whistler to Chesapeake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,058 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
10,058 reviews
United Airlines
7.4
Good
10,058 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,424 reviews
United Airlines
7.4
Good
10,058 reviews
Check prices

Overall

7.4

Crew

8.1

Food

6.6

Entertainment

7.1

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

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

    Airlines like United Airlines, WestJet, and Delta fly from Whistler to Chesapeake in about 12h 46m. The time it takes to get you to your destination can typically vary by up to 11h 16m. Whistler and Chesapeake are separated by a distance of 3978 km. When browsing for deals, the options you’ll see will be for both direct flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Whistler to Chesapeake 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

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 2 airlines flying from Whistler to Chesapeake

Discover the top 2 airlines that operate flights from Whistler to Chesapeake. 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 3 August 2026.
AirlineCheapestAverageFlexibilityOn-time
WestJetCheapestC$ 490AverageC$ 695FlexibilityNo cancel feeOn-time60%
Search WestJet flights
United AirlinesCheapestC$ 529AverageC$ 595FlexibilityNo cancel feeOn-time69%
Search United Airlines 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 Chesapeake?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Whistler to Chesapeake. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

Why should you use Cheapflights to find cheap flight tickets from Whistler to Chesapeake?

Millions of users choose and trust Cheapflights to book the best flight deals from Whistler to Chesapeake for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

Can Cheapflights find flights from Whistler to Chesapeake with no change fees?

Yes! Cheapflights helps users easily find flights from Whistler to Chesapeake with no change fees.

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Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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