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Cheap flights from Canada to Chesapeake from C$ 259

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
17 Aug — 24 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Canada to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Canada to Chesapeake
Explore the most affordable flight options available from Canada to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 July 2026.

Fri 7/86:00 a.m.
YVR
-
ORF
2 stops14h 13m
WestJet
Tue 11/81:51 p.m.
ORF
-
YVR
1 stop23h 54m
WestJet
Deal found 12/7C$ 487
Wed 26/812:20 a.m.
YYC
-
ORF
1 stop10h 05m
Multiple Airlines
Sun 13/912:57 p.m.
ORF
-
YYC
1 stop24h 03m
Multiple Airlines
Deal found 15/7C$ 494
Fri 23/1012:20 a.m.
YYC
-
ORF
1 stop9h 42m
Multiple Airlines
Sat 31/1012:57 p.m.
ORF
-
YYC
1 stop26h 47m
Multiple Airlines
Deal found 13/7C$ 520
Tue 8/96:10 p.m.
YYZ
-
ORF
1 stop5h 23m
Delta
Tue 15/96:00 a.m.
ORF
-
YYZ
1 stop5h 18m
Delta
Deal found 16/7C$ 530
Wed 9/95:05 p.m.
YYZ
-
ORF
1 stop5h 16m
Delta
Sat 12/96:00 a.m.
ORF
-
YYZ
1 stop5h 18m
Delta
Deal found 16/7C$ 532
Tue 10/117:15 a.m.
YYZ
-
ORF
1 stop10h 00m
Multiple Airlines
Tue 17/116:10 p.m.
ORF
-
YYZ
2 stops24h 55m
Multiple Airlines
Deal found 12/7C$ 537
Thu 10/912:40 p.m.
YVR
-
ORF
1 stop18h 13m
United Airlines
Sat 12/96:15 a.m.
ORF
-
YVR
2 stops19h 10m
United Airlines
Deal found 16/7C$ 537
Thu 10/98:25 p.m.
YVR
-
ORF
2 stops10h 22m
WestJet
Sat 12/912:15 p.m.
ORF
-
YVR
2 stops15h 00m
WestJet
Deal found 16/7C$ 539
Thu 20/85:05 p.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Tue 8/95:35 p.m.
ORF
-
YYZ
1 stop5h 37m
Delta
Deal found 16/7C$ 547
Tue 8/99:30 a.m.
YYZ
-
ORF
2 stops36h 59m
Multiple Airlines
Tue 15/96:10 p.m.
ORF
-
YYZ
1 stop22h 35m
Multiple Airlines
Deal found 17/7C$ 553
Thu 24/91:30 p.m.
YYZ
-
ORF
2 stops22h 32m
Multiple Airlines
Thu 1/106:10 p.m.
ORF
-
YYZ
1 stop20h 20m
Multiple Airlines
Deal found 16/7C$ 560
Thu 20/85:05 p.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Mon 24/89:26 a.m.
ORF
-
YYZ
1 stop4h 15m
Delta
Deal found 13/7C$ 562

Find flight deals from Canada to Chesapeake

Keep the following information in mind while searching for Canada to Chesapeake flight deals. Data was last updated 18 July 2026.

Round-trip from

C$ 487

One-way from

C$ 259

Popular in

August

Cheapest in

May

Average price

C$ 756
WestJet
  • WestJet
  • 7/8-11/8
  • 3 total stops
  • 38h 07m total
  • Canada to Chesapeake
Search Deals
26/8
  • 26/8
  • 1 total stop
  • 10h 05m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 169 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 49 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 Canada 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 18 July 2026.
Use the filters below to find and compare flights from Canada to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Fri 7/8

6:00 a.m.-11:13 p.m.

2 stops14h 13m

Norfolk

Tue 11/8

1:51 p.m.-10:45 a.m.

1 stop23h 54m

C$ 487

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 26/8

12:20 a.m.-12:25 p.m.

1 stop10h 05m

Norfolk

Sun 13/9

12:57 p.m.-11:00 a.m.

1 stop24h 03m

C$ 494

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Fri 23/10

12:20 a.m.-12:02 p.m.

1 stop9h 42m

Norfolk

Sat 31/10

12:57 p.m.-1:44 p.m.

1 stop26h 47m

C$ 520

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 8/9

6:10 p.m.-11:33 p.m.

1 stop5h 23m

Norfolk

Tue 15/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 530

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 9/9

5:05 p.m.-10:21 p.m.

1 stop5h 16m

Norfolk

Sat 12/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 532

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 10/9

12:40 p.m.-9:53 a.m.

1 stop18h 13m

Norfolk

Sat 12/9

6:15 a.m.-10:25 p.m.

2 stops19h 10m

C$ 537

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 10/9

8:25 p.m.-9:47 a.m.

2 stops10h 22m

Norfolk

Sat 12/9

12:15 p.m.-12:15 a.m.

2 stops15h 00m

C$ 539

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 20/8

5:05 p.m.-10:47 p.m.

1 stop5h 42m

Norfolk

Tue 8/9

5:35 p.m.-11:12 p.m.

1 stop5h 37m

C$ 547

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 8/9

9:30 a.m.-10:29 p.m.

2 stops36h 59m

Norfolk

Tue 15/9

6:10 p.m.-4:45 p.m.

1 stop22h 35m

C$ 553

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 20/8

5:05 p.m.-10:47 p.m.

1 stop5h 42m

Norfolk

Mon 24/8

9:26 a.m.-1:41 p.m.

1 stop4h 15m

C$ 562

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 60 resultsSorted by cheapest first
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6

Best time to book a flight from Canada to Chesapeake

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

No data available for this route at this time. Please check back soon.

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 18 July 2026.
See what other customers who have flown with United Airlines,WestJet, andAmerican Airlines from Canada to Chesapeake have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,999 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Food

6.6

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
9,999 reviews
United Airlines
7.4
Good
9,999 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Food

6.6

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
3,409 reviews
United Airlines
7.4
Good
9,999 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Food

6.6

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
American Airlines
7.1
Good
11,822 reviews
United Airlines
7.4
Good
9,999 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Food

6.6

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
Air Canada
7.1
Good
11,349 reviews
United Airlines
7.4
Good
9,999 reviews
Check prices

Boarding

7.7

Entertainment

7.1

Crew

8.1

Comfort

7.3

Overall

7.4

Food

6.6

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 Canada 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 Canada to Chesapeake?

    Departing from Canada to Chesapeake will take you 5h 23m. There are 808 km between Canada and Chesapeake. Both multi-stop and direct flights can be found to your destination and back.

  • What are the most popular routes from Canada to Chesapeake?

    The most popular route from Canada to Chesapeake is Toronto Pearson Intl - Norfolk. You may also consider Montreal Pierre Elliott Trudeau Intl - Norfolk or Vancouver Intl - Norfolk.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Canada 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

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Alternative routes for Canada to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Reagan-National flights
Pearson Intl to Dulles Intl flights
Toronto Island to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pearson Intl to Raleigh flights
Vancouver Intl to Reagan-National flights
Ottawa to Dulles Intl flights
Toronto Island to Reagan-National flights
Ottawa to Reagan-National flights
Calgary to Dulles Intl flights
Toronto Island to Raleigh flights
Calgary to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Buffalo to Raleigh flights
Seattle to Reagan-National flights
Seattle to Dulles Intl flights
Edmonton to Dulles Intl flights
Vancouver Intl to Raleigh flights
Detroit to Raleigh flights
Vancouver Intl to Richmond flights
Pearson Intl to Richmond flights
Halifax to Dulles Intl flights
Winnipeg to Reagan-National flights
Winnipeg to Dulles Intl flights
Edmonton to Reagan-National flights
Pearson Intl to Norfolk flights
Halifax to Reagan-National flights
Calgary to Raleigh flights
Ottawa to Raleigh flights
Victoria to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Victoria to Reagan-National flights
Pierre Elliott Trudeau Intl to Richmond flights
Pearson Intl to Charlottesville flights
Regina to Dulles Intl flights
Edmonton to Raleigh flights
Halifax to Raleigh flights
Québec City to Reagan-National flights
Pierre Elliott Trudeau Intl to Greensboro flights
Saskatoon to Reagan-National flights
Québec City to Dulles Intl flights
Vancouver Intl to Norfolk flights
Kelowna to Reagan-National flights

Top 4 airlines flying from Canada to Chesapeake

Discover the top 4 airlines that operate flights from Canada 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 18 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 393AverageC$ 666FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 416AverageC$ 848FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 586AverageC$ 806FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 587AverageC$ 802FlexibilityNo cancel feeOn-time60%
Search WestJet 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 Canada to Chesapeake?

When you search for this flight from Canada to Chesapeake, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

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

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chesapeake from Canada.

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

Cheapflights does show flights with no change fees to all users. To see these options for flights from Canada to Chesapeake, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Canada to Chesapeake become cheaper?

Yes, Cheapflights offers price alerts on Canada to Chesapeake flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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