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Cheap flights from Canada to Chesapeake from C$ 305

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 15/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
5 Aug — 12 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 6 July 2026.

Sun 4/101:40 p.m.
YVR
-
ORF
1 stop18h 55m
American Airlines
Wed 7/103:16 p.m.
ORF
-
YVR
1 stop9h 10m
American Airlines
Deal found 4/7C$ 520
Sun 4/1010:55 p.m.
YVR
-
ORF
1 stop7h 52m
WestJet
Thu 8/1011:00 a.m.
ORF
-
YVR
1 stop26h 45m
WestJet
Deal found 4/7C$ 529
Sun 4/101:40 p.m.
YVR
-
ORF
1 stop18h 55m
American Airlines
Tue 6/103:16 p.m.
ORF
-
YVR
1 stop22h 37m
American Airlines
Deal found 4/7C$ 571
Sat 29/86:10 a.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Tue 1/97:09 p.m.
ORF
-
YYZ
1 stop4h 32m
Delta
Deal found 2/7C$ 581
Sun 4/1010:55 p.m.
YVR
-
ORF
1 stop13h 59m
WestJet
Wed 7/1011:00 a.m.
ORF
-
YVR
1 stop26h 45m
WestJet
Deal found 4/7C$ 581
Sat 25/77:23 a.m.
YYZ
-
ORF
1 stop11h 40m
American Airlines
Sat 15/85:31 p.m.
ORF
-
YYZ
1 stop4h 07m
American Airlines
Deal found 1/7C$ 585
Sun 4/106:00 a.m.
YVR
-
ORF
2 stops14h 33m
WestJet
Tue 6/105:30 a.m.
ORF
-
YVR
1 stop8h 15m
WestJet
Deal found 4/7C$ 585
Sun 4/101:40 p.m.
YVR
-
ORF
1 stop18h 55m
American Airlines
Sat 10/107:05 a.m.
ORF
-
YVR
1 stop17h 21m
American Airlines
Deal found 4/7C$ 593
Sat 3/1010:55 a.m.
YVR
-
ORF
1 stop9h 11m
United Airlines
Tue 6/105:01 p.m.
ORF
-
YVR
1 stop8h 25m
United Airlines
Deal found 5/7C$ 595
Sat 3/1010:55 p.m.
YVR
-
ORF
1 stop7h 52m
Delta
Tue 6/105:30 a.m.
ORF
-
YVR
2 stops11h 10m
Delta
Deal found 1/7C$ 600
Sat 29/86:10 a.m.
YUL
-
ORF
1 stop8h 07m
United Airlines
Tue 1/96:00 a.m.
ORF
-
YUL
1 stop7h 09m
United Airlines
Deal found 1/7C$ 603
Tue 8/96:30 a.m.
YYZ
-
ORF
2 stops11h 02m
Multiple Airlines
Tue 15/96:10 p.m.
ORF
-
YYZ
1 stop20h 20m
Multiple Airlines
Deal found 3/7C$ 609

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 6 July 2026.

Round-trip from

C$ 520

One-way from

C$ 305

Popular in

August

Cheapest in

May

Average price

C$ 952
American Airlines
  • American Airlines
  • 4/10-7/10
  • 2 total stops
  • 28h 05m total
  • Canada to Chesapeake
Search Deals
15/9
  • 15/9
  • 2 total stops
  • 36h 59m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 238 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 6 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

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 29/8

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

1 stop5h 42m

Norfolk

Tue 1/9

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

1 stop4h 32m

C$ 581

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sun 4/10

7:30 p.m.-9:47 a.m.

2 stops11h 17m

Norfolk

Wed 7/10

11:00 a.m.-9:40 p.m.

2 stops13h 40m

C$ 585

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

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

1 stop9h 11m

Norfolk

Tue 6/10

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

1 stop8h 25m

C$ 595

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

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

2 stops14h 33m

Norfolk

Tue 6/10

6:00 a.m.-12:14 p.m.

2 stops9h 14m

C$ 595

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

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

2 stops10h 22m

Norfolk

Tue 6/10

5:30 a.m.-2:40 p.m.

2 stops12h 10m

C$ 600

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Sat 29/8

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

1 stop8h 07m

Norfolk

Tue 1/9

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

1 stop7h 09m

C$ 603

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Fri 14/8

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

1 stop8h 07m

Norfolk

Sat 22/8

6:00 a.m.-4:10 p.m.

1 stop10h 10m

C$ 605

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/7

2:24 p.m.-11:32 p.m.

1 stop9h 08m

Norfolk

Mon 20/7

7:21 p.m.-11:44 p.m.

1 stop4h 23m

C$ 615

Québec CityNorfolk

YQB - ORF

YQBORF

Québec City

Tue 1/9

3:53 p.m.-11:02 p.m.

1 stop7h 09m

Norfolk

Wed 2/9

6:00 a.m.-12:02 p.m.

1 stop6h 02m

C$ 620

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 25/7

7:23 a.m.-7:03 p.m.

1 stop11h 40m

Norfolk

Sat 15/8

5:31 p.m.-9:38 p.m.

1 stop4h 07m

C$ 632

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/7

Showing 1-10 of 60 resultsSorted by cheapest first
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2
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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 6 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
9,940 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

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
9,940 reviews
United Airlines
7.4
Good
9,940 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

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
3,397 reviews
United Airlines
7.4
Good
9,940 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

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
11,782 reviews
United Airlines
7.4
Good
9,940 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

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
11,308 reviews
United Airlines
7.4
Good
9,940 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

Crew

8.1

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 42m. 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 Montreal Pierre Elliott Trudeau Intl - Norfolk. You may also consider Toronto Pearson 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 Dulles Intl flights
Pearson Intl to Reagan-National flights
Toronto Island to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Toronto Island to Reagan-National flights
Pearson Intl to Raleigh flights
Calgary to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Vancouver Intl to Reagan-National flights
Calgary to Reagan-National flights
Ottawa to Dulles Intl flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Raleigh flights
Edmonton to Reagan-National flights
Ottawa to Reagan-National flights
Edmonton to Dulles Intl flights
Winnipeg to Dulles Intl flights
Pearson Intl to Greensboro flights
Winnipeg to Reagan-National flights
Pearson Intl to Richmond flights
Hamilton to Reagan-National flights
Detroit to Raleigh flights
Vancouver Intl to Richmond flights
Vancouver Intl to Raleigh flights
Pearson Intl to Norfolk flights
Halifax to Dulles Intl flights
Seattle to Reagan-National flights
Calgary to Raleigh flights
Ottawa to Raleigh flights
Québec City to Reagan-National flights
Québec City to Dulles Intl flights
Halifax to Reagan-National flights
Pierre Elliott Trudeau Intl to Greensboro flights
Edmonton to Raleigh flights
Buffalo to Raleigh flights
Calgary to Richmond flights
Pierre Elliott Trudeau Intl to Norfolk flights
Regina to Dulles Intl flights
Pearson Intl to Roanoke flights
London to Dulles Intl flights
Victoria to Dulles Intl flights
Seattle to Dulles Intl flights
Saskatoon to Reagan-National flights
Regina 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 6 July 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 289AverageC$ 682FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 421AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 594AverageC$ 804FlexibilityNo 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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