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Cheap flights from Canada to Chesapeake from C$ 258

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 25/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
2 Aug — 9 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 3 Juli 2026.

Sa 3/106:00 a.m.
YVR
-
ORF
1 stop10h 40m
Delta
Di 6/107:05 a.m.
ORF
-
YVR
1 stop8h 09m
Delta
Deal found 29/6C$ 518
Sa 10/1012:20 a.m.
YYC
-
ORF
1 stop9h 42m
Multiple Airlines
Di 20/1012:57 p.m.
ORF
-
YYC
1 stop24h 03m
Multiple Airlines
Deal found 29/6C$ 534
Fr 2/106:00 a.m.
YVR
-
ORF
2 stops14h 33m
WestJet
So 4/105:30 a.m.
ORF
-
YVR
2 stops16h 55m
WestJet
Deal found 30/6C$ 538
Do 5/1110:40 a.m.
YYZ
-
ORF
1 stop12h 16m
Multiple Airlines
Mo 9/117:00 a.m.
ORF
-
YYZ
1 stop10h 40m
Multiple Airlines
Deal found 30/6C$ 541
Fr 2/101:40 p.m.
YVR
-
ORF
1 stop19h 03m
American Airlines
So 4/106:13 a.m.
ORF
-
YVR
1 stop9h 32m
American Airlines
Deal found 30/6C$ 542
Mi 29/77:10 p.m.
YVR
-
ORF
2 stops11h 29m
United Airlines
Di 11/86:15 a.m.
ORF
-
YVR
2 stops19h 41m
United Airlines
Deal found 29/6C$ 549
Di 8/96:30 a.m.
YYZ
-
ORF
2 stops29h 32m
Multiple Airlines
Di 15/96:10 p.m.
ORF
-
YYZ
1 stop22h 35m
Multiple Airlines
Deal found 30/6C$ 556
Do 30/76:04 a.m.
YYZ
-
ORF
1 stop5h 18m
Delta
Do 6/82:42 p.m.
ORF
-
YYZ
1 stop6h 37m
Delta
Deal found 30/6C$ 579
Sa 29/87:00 a.m.
YYZ
-
ORF
1 stop7h 17m
United Airlines
Di 1/91:00 p.m.
ORF
-
YYZ
1 stop6h 40m
United Airlines
Deal found 29/6C$ 581
Sa 25/77:23 a.m.
YYZ
-
ORF
1 stop11h 40m
American Airlines
Sa 15/85:31 p.m.
ORF
-
YYZ
1 stop4h 07m
American Airlines
Deal found 1/7C$ 585
Do 16/710:57 a.m.
YYZ
-
ORF
1 stop6h 44m
American Airlines
Mo 20/76:11 p.m.
ORF
-
YYZ
1 stop5h 02m
American Airlines
Deal found 29/6C$ 593
Sa 3/1010:55 a.m.
YVR
-
ORF
1 stop9h 11m
United Airlines
Di 6/105:01 p.m.
ORF
-
YVR
1 stop8h 25m
United Airlines
Deal found 1/7C$ 595

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 3 Juli 2026.

Round-trip from

C$ 518

One-way from

C$ 258

Popular in

August

Cheapest in

May

Average price

C$ 952
Delta
  • Delta
  • 3/10-6/10
  • 2 total stops
  • 18h 49m total
  • Canada to Chesapeake
Search Deals
25/8
  • 25/8
  • 2 total stops
  • 11h 02m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 235 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 48 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 3 Juli 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

Sa 3/10

6:00 a.m.-12:06 a.m.

2 stops15h 06m

Norfolk

Di 6/10

7:00 a.m.-8:33 p.m.

2 stops16h 33m

C$ 518

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Sa 10/10

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

1 stop9h 42m

Norfolk

Di 20/10

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

1 stop24h 03m

C$ 534

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Fr 2/10

6:00 a.m.-11:33 p.m.

2 stops14h 33m

Norfolk

So 4/10

5:30 a.m.-7:25 p.m.

2 stops16h 55m

C$ 538

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Fr 2/10

1:40 p.m.-11:43 a.m.

1 stop19h 03m

Norfolk

So 4/10

6:13 a.m.-12:45 p.m.

1 stop9h 32m

C$ 542

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Mi 29/7

7:10 p.m.-9:39 a.m.

2 stops11h 29m

Norfolk

Di 11/8

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

1 stop8h 23m

C$ 549

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Do 30/7

6:04 a.m.-11:22 a.m.

1 stop5h 18m

Norfolk

Do 6/8

2:42 p.m.-9:19 p.m.

1 stop6h 37m

C$ 579

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sa 29/8

6:10 a.m.-11:52 a.m.

1 stop5h 42m

Norfolk

Di 1/9

7:09 p.m.-11:41 p.m.

1 stop4h 32m

C$ 579

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sa 3/10

10:55 a.m.-11:06 p.m.

1 stop9h 11m

Norfolk

Di 6/10

5:01 p.m.-10:26 p.m.

1 stop8h 25m

C$ 595

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Sa 29/8

6:10 a.m.-2:17 p.m.

1 stop8h 07m

Norfolk

Di 1/9

6:00 a.m.-1:09 p.m.

1 stop7h 09m

C$ 603

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Di 28/7

3:25 p.m.-11:44 p.m.

2 stops8h 19m

Norfolk

Di 4/8

10:47 a.m.-4:10 p.m.

1 stop5h 23m

C$ 605

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/6

Showing 1-10 of 60 resultsSorted by cheapest first
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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 3 Juli 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
9,926 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

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
9,926 reviews
United Airlines
7.4
Good
9,926 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

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
3,393 reviews
United Airlines
7.4
Good
9,926 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

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
11,768 reviews
United Airlines
7.4
Good
9,926 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

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
11,287 reviews
United Airlines
7.4
Good
9,926 reviews
Check prices

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Overall

7.4

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 8h 07m. There are 974 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 Vancouver Intl - Norfolk or Montreal Pierre Elliott Trudeau 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 Dulles Intl flights
Pearson Intl to Reagan-National flights
Vancouver Intl to Dulles Intl flights
Toronto Island to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Vancouver Intl to Reagan-National flights
Pearson Intl to Raleigh flights
Toronto Island to Reagan-National flights
Calgary to Dulles Intl flights
Vancouver Intl to Richmond flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Raleigh flights
Edmonton to Dulles Intl flights
Ottawa to Dulles Intl flights
Vancouver Intl to Raleigh flights
Edmonton to Reagan-National flights
Seattle to Reagan-National flights
Pearson Intl to Richmond flights
Calgary to Reagan-National flights
Ottawa to Reagan-National flights
Winnipeg to Dulles Intl flights
Pearson Intl to Norfolk flights
Pearson Intl to Roanoke flights
Québec City to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Vancouver Intl to Norfolk flights
Québec City to Reagan-National flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Winnipeg to Reagan-National flights
Edmonton to Raleigh flights
Hamilton to Reagan-National flights
Calgary to Raleigh flights
Pearson Intl to Greensboro flights
Seattle to Dulles Intl flights
Buffalo to Raleigh flights
Halifax to Reagan-National flights
Calgary to Norfolk flights
Halifax to Raleigh flights
Ottawa to Raleigh flights
Victoria to Dulles Intl flights
Regina to Reagan-National flights
London to Dulles Intl 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 3 Juli 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 289AverageC$ 681FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 421AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 594AverageC$ 803FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 636AverageC$ 816FlexibilityNo cancel feeOn-time71%
Search American 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 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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