$153+ 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 5/8. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YVR
Mar 16 — Mar 231
1 adult, Economy
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1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Chesapeake to Whistler
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Cheapest flights from Chesapeake to WhistlerExplore 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 February 14, 2026.
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 February 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Mon 4/136:45 am
ORF
- YVR
1 stop17h 01m
Multiple Airlines
Wed 4/155:30 am
YVR
- ORF
2 stops34h 59m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$300
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 4/1011:33 am
ORF
- YVR
1 stop26h 39m
Multiple Airlines
Mon 4/1310:05 pm
YVR
- ORF
2 stops18h 41m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Mon 4/136:45 am
ORF
- YVR
1 stop17h 01m
Multiple Airlines
Thu 4/164:15 pm
YVR
- ORF
2 stops24h 14m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$335
This Kiwi.com deal was found by Cheapflights users on 2/12. 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 4/216:05 am
ORF
- YVR
2 stops35h 25m
Multiple Airlines
Sat 4/2511:30 pm
YVR
- ORF
1 stop17h 02m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$354
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sun 5/106:43 pm
ORF
- YVR
2 stops33h 01m
Multiple Airlines
Sat 5/169:30 am
YVR
- ORF
1 stop21h 54m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$365
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/1512:42 pm
ORF
- YVR
2 stops21h 47m
Multiple Airlines
Sun 3/2211:00 pm
YVR
- ORF
1 stop9h 38m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/19:33 am
ORF
- YVR
1 stop17h 26m
Multiple Airlines
Tue 3/316:00 am
YVR
- ORF
2 stops36h 47m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/309:23 am
ORF
- YVR
1 stop17h 49m
Multiple Airlines
Mon 4/66:00 am
YVR
- ORF
2 stops36h 47m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$424
Best flights from Chesapeake to WhistlerDiscover 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 February 14, 2026.
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 February 14, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Mon 4/136:45 am
ORF
- YVR
1 stop17h 01m
Multiple Airlines
Thu 4/164:15 pm
YVR
- ORF
2 stops24h 14m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$335
This United Airlines deal was found by Cheapflights users on 2/12. 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 4/218:00 am
ORF
- YVR
1 stop9h 06m
United Airlines
Sat 4/258:35 am
YVR
- ORF
1 stop11h 41m
United Airlines
Deal found 2/12![United Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Sun 3/17:02 pm
ORF
- YVR
1 stop20h 40m
American Airlines
Tue 3/317:10 am
YVR
- ORF
1 stop12h 40m
American Airlines
Deal found 2/13![American Airlines logo]()
$473
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Mon 4/136:45 am
ORF
- YVR
1 stop17h 01m
Multiple Airlines
Wed 4/1511:00 pm
YVR
- ORF
1 stop8h 24m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$339
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Sun 5/106:43 pm
ORF
- YVR
2 stops33h 01m
Multiple Airlines
Sat 5/169:30 am
YVR
- ORF
1 stop21h 54m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$365
This Mytrip deal was found by Cheapflights users on 2/10. 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.
Fri 4/106:45 am
ORF
- YVR
3 stops20h 25m
Multiple Airlines
Mon 4/136:00 am
YVR
- ORF
3 stops34h 46m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Sun 3/17:02 pm
ORF
- YVR
1 stop20h 40m
American Airlines
Sat 3/71:37 pm
YVR
- ORF
2 stops14h 46m
American Airlines
Deal found 2/12![American Airlines logo]()
$483
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/19:33 am
ORF
- YVR
1 stop17h 26m
Multiple Airlines
Tue 3/316:00 am
YVR
- ORF
2 stops36h 47m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$415
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/1511:25 am
ORF
- YVR
1 stop26h 47m
Multiple Airlines
Sun 3/2211:00 pm
YVR
- ORF
1 stop9h 38m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$441
Last-minute flights from Chesapeake to WhistlerDiscover last-minute flight deals from Chesapeake to Whistler. Data last updated February 14, 2026 and is based on user searches.
Discover last-minute flight deals from Chesapeake to Whistler. Data last updated February 14, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/19:33 am
ORF
- YVR
1 stop17h 26m
Multiple Airlines
Tue 3/316:00 am
YVR
- ORF
2 stops36h 47m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$415
This American Airlines deal was found by Cheapflights users on 2/13. 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.
Sun 3/17:02 pm
ORF
- YVR
1 stop20h 40m
American Airlines
Tue 3/317:10 am
YVR
- ORF
1 stop12h 40m
American Airlines
Deal found 2/13![American Airlines logo]()
$473
This American Airlines deal was found by Cheapflights users on 2/12. 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.
Sun 3/17:02 pm
ORF
- YVR
1 stop20h 40m
American Airlines
Sat 3/71:37 pm
YVR
- ORF
2 stops14h 46m
American Airlines
Deal found 2/12![American Airlines logo]()
$483
This United Airlines deal was found by Cheapflights users on 2/13. 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.
Sun 3/16:20 am
ORF
- YVR
2 stops14h 43m
United Airlines
Tue 3/318:35 am
YVR
- ORF
2 stops12h 05m
United Airlines
Deal found 2/13![United Airlines logo]()
$488
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 3/138:41 pm
ORF
- YVR
2 stops44h 14m
Multiple Airlines
Mon 3/237:30 am
YVR
- ORF
1 stop11h 17m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$465
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Sun 3/1512:42 pm
ORF
- YVR
2 stops21h 47m
Multiple Airlines
Sun 3/2211:00 pm
YVR
- ORF
1 stop9h 38m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$399
This Kiwi.com deal was found by Cheapflights users on 2/11. 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.
Sun 3/2911:19 am
ORF
- YVR
1 stop26h 53m
Multiple Airlines
Sun 4/510:45 am
YVR
- ORF
2 stops32h 02m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$431
This Kiwi.com deal was found by Cheapflights users on 2/13. 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.
Mon 3/309:23 am
ORF
- YVR
1 stop17h 49m
Multiple Airlines
Mon 4/66:00 am
YVR
- ORF
2 stops36h 47m
Multiple Airlines
Deal found 2/13![Multiple Airlines logo]()
$424
One-way flights from Chesapeake to WhistlerSearch for one-way flight options from Chesapeake to Whistler. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
Search for one-way flight options from Chesapeake to Whistler. Find affordable one-way fares based on user searches. Data last updated February 14, 2026.
This Trip.com deal was found by Cheapflights users on 2/10. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/86:43 pm
ORF
- YVR
2 stops25h 57m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$153
This Kiwi.com deal was found by Cheapflights users on 2/10. 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.
Thu 5/79:31 am
ORF
- YVR
3 stops15h 39m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$169
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 February 14, 2026.
Round-trip from | $300 (Kiwi.com) |
|---|---|
One-way from | $153 (Trip.com) |
Popular in | February |
Cheapest in | January |
Average price | $866 |
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 February 14, 2026.
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 4/13
6:45 am-8:46 pm
1 stop17h 01m
Vancouver Intl
Thu 4/16
4:15 pm-7:29 pm
2 stops24h 14m
$335
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Mon 4/13
6:45 am-8:46 pm
1 stop17h 01m
Vancouver Intl
Wed 4/15
11:00 pm-10:24 am
1 stop8h 24m
$339
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Sun 5/10
6:43 pm-12:44 am
2 stops33h 01m
Vancouver Intl
Sat 5/16
9:30 am-10:24 am
1 stop21h 54m
$365
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Fri 4/10
6:45 am-12:10 am
3 stops20h 25m
Vancouver Intl
Mon 4/13
6:00 am-7:46 pm
3 stops34h 46m
$379
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Sun 3/1
9:33 am-11:59 pm
1 stop17h 26m
Vancouver Intl
Tue 3/31
6:00 am-9:47 pm
2 stops36h 47m
$415
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Sun 3/15
11:25 am-11:12 am
1 stop26h 47m
Vancouver Intl
Sun 3/22
11:00 pm-11:38 am
1 stop9h 38m
$441
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Tue 4/21
8:00 am-2:06 pm
1 stop9h 06m
Vancouver Intl
Sat 4/25
8:35 am-11:16 pm
1 stop11h 41m
$473
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Sun 3/1
7:02 pm-12:42 pm
1 stop20h 40m
Vancouver Intl
Tue 3/31
7:10 am-10:50 pm
1 stop12h 40m
$473
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Sun 3/1
7:02 pm-12:42 pm
1 stop20h 40m
Vancouver Intl
Sat 3/7
1:37 pm-7:23 am
2 stops14h 46m
$483
NorfolkVancouver
ORF - YVR
ORFYVR
Norfolk
Fri 5/8
6:43 pm-5:40 pm
2 stops25h 57m
$153
Showing 1-10 of 11 results
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.
ORF-YVR
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
C6E-WH1
ORF-YVR
What is the cheapest month to book a flight from Chesapeake to Whistler?
Currently, March is the cheapest month in which you can book a flight from Chesapeake to Whistler (average of $178). 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.
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 February 14, 2026.
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.
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
Food
6.6
Crew
8.1
Entertainment
7.1
Overall
7.4
Boarding
7.7
Comfort
7.3
Reviews
1 / 20
10.0
ExcellentDane,Jan 2026
TYS - IAD
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.
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Chesapeake and Whistler flights
Browse other Chesapeake and Whistler flight options. Last updated on February 14, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Chesapeake to Whistler flights
Consider these flights traveling from Chesapeake to Whistler.
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 February 14, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$156 | Average$624 | FlexibilityNo cancel fee | On-time67% | |
| Cheapest$304 | Average$544 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$377 | Average$541 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$445 | Average$620 | FlexibilityNo cancel fee | On-time60% |