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Cheap flights from Canada to Chesapeake from C$ 268

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 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
13 Sep — 20 Sep1
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 14 August 2026.

Fri 11/93:35 p.m. -
2 stops20h 38m
Tue 15/98:05 a.m. -
1 stop13h 13m
Deal found 12/8C$ 459
Sat 31/106:15 a.m. -
2 stops13h 48m
Tue 3/118:40 a.m. -
2 stops15h 53m
Deal found 10/8C$ 470
Tue 8/910:55 p.m. -
1 stop14h 01m
Sun 13/95:30 a.m. -
1 stop8h 15m
Deal found 11/8C$ 474
Mon 28/98:25 p.m. -
2 stops10h 22m
Mon 5/103:11 p.m. -
2 stops12h 04m
Deal found 12/8C$ 475
Tue 25/810:55 p.m. -
1 stop9h 44m
Sun 6/911:14 a.m. -
1 stop26h 31m
Deal found 11/8C$ 477
Mon 5/1010:55 p.m. -
1 stop8h 00m
Fri 9/103:13 p.m. -
1 stop22h 32m
Deal found 9/8C$ 482
Mon 14/91:30 p.m. -
2 stops22h 29m
Mon 21/97:43 p.m. -
1 stop20h 57m
Deal found 11/8C$ 503
Thu 10/99:50 a.m. -
1 stop8h 58m
Thu 17/91:18 p.m. -
2 stops31h 37m
Deal found 11/8C$ 509
Mon 21/98:10 a.m. -
1 stop14h 33m
Thu 24/97:30 a.m. -
2 stops13h 25m
Deal found 10/8C$ 514
Wed 16/99:50 a.m. -
1 stop8h 58m
Wed 23/98:00 a.m. -
2 stops36h 55m
Deal found 11/8C$ 516
Tue 8/96:30 a.m. -
2 stops29h 45m
Tue 15/97:43 p.m. -
1 stop20h 57m
Deal found 9/8C$ 517
Sat 26/98:25 p.m. -
2 stops10h 22m
Sat 3/1012:50 p.m. -
2 stops12h 45m
Deal found 12/8C$ 520

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 14 August 2026.

Round-trip from

C$ 459

One-way from

C$ 268

Popular in

August

Cheapest in

May

Average price

C$ 1,149
United Airlines
  • United Airlines
  • 11/9-15/9
  • 3 total stops
  • 33h 51m total
  • Canada to Chesapeake
Search Deals
3/10
  • 3/10
  • 2 total stops
  • 29h 29m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 150 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 46 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 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 14 August 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 Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Fri 11/9

3:35 p.m.-3:13 p.m.

2 stops20h 38m

Norfolk

Tue 15/9

8:05 a.m.-6:18 p.m.

1 stop13h 13m

C$ 459

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Sat 31/10

12:00 p.m.-11:43 p.m.

1 stop8h 43m

Norfolk

Tue 3/11

7:06 a.m.-11:13 p.m.

2 stops18h 07m

C$ 470

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Tue 29/9

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

2 stops14h 33m

Norfolk

Mon 5/10

6:00 a.m.-8:26 p.m.

2 stops17h 26m

C$ 470

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Tue 29/9

10:55 p.m.-9:47 a.m.

1 stop7h 52m

Norfolk

Mon 5/10

3:11 p.m.-12:15 a.m.

2 stops12h 04m

C$ 475

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Mon 28/9

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

2 stops10h 22m

Norfolk

Mon 5/10

3:11 p.m.-12:15 a.m.

2 stops12h 04m

C$ 475

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Tue 25/8

10:55 p.m.-11:39 a.m.

1 stop9h 44m

Norfolk

Sun 6/9

11:14 a.m.-10:45 a.m.

1 stop26h 31m

C$ 477

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Mon 5/10

7:30 p.m.-11:28 a.m.

2 stops12h 58m

Norfolk

Fri 9/10

7:13 a.m.-6:46 p.m.

2 stops14h 33m

C$ 477

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Mon 5/10

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

1 stop8h 00m

Norfolk

Fri 9/10

3:13 p.m.-10:45 a.m.

1 stop22h 32m

C$ 482

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 10/9

9:50 a.m.-6:48 p.m.

1 stop8h 58m

Norfolk

Thu 17/9

1:18 p.m.-8:55 p.m.

2 stops31h 37m

C$ 509

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

6:30 a.m.-12:15 p.m.

2 stops29h 45m

Norfolk

Tue 15/9

7:43 p.m.-4:40 p.m.

1 stop20h 57m

C$ 517

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/8

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 14 August 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
10,113 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.7

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
10,113 reviews
United Airlines
7.4
Good
10,113 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.7

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
3,433 reviews
United Airlines
7.4
Good
10,113 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.7

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
11,930 reviews
United Airlines
7.4
Good
10,113 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.7

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
11,471 reviews
United Airlines
7.4
Good
10,113 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Boarding

7.7

Crew

8.1

Overall

7.4

Food

6.7

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 6h 56m. There are 3360 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 Ottawa - 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 Dulles Intl flights
Toronto Island to Reagan-National flights
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Pearson Intl to Raleigh flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Toronto Island to Raleigh flights
Vancouver Intl to Reagan-National flights
Ottawa to Dulles Intl flights
Calgary to Dulles Intl flights
Ottawa to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Pearson Intl to Norfolk flights
Vancouver Intl to Richmond flights
Calgary to Reagan-National flights
Calgary to Raleigh flights
Vancouver Intl to Norfolk flights
Winnipeg to Reagan-National flights
Winnipeg to Dulles Intl flights
Halifax to Reagan-National flights
Québec City to Dulles Intl flights
Edmonton to Reagan-National flights
Halifax to Dulles Intl flights
Edmonton to Dulles Intl flights
Pearson Intl to Richmond flights
Vancouver Intl to Raleigh flights
Québec City to Reagan-National flights
Pearson Intl to Blountville flights
Seattle to Dulles Intl flights
Edmonton to Raleigh flights
Detroit to Raleigh flights
Pearson Intl to Roanoke flights
Saskatoon to Reagan-National flights
Pearson Intl to Greensboro flights
Halifax to Raleigh flights
Ottawa to Norfolk flights
Victoria to Reagan-National flights
Kelowna to Dulles Intl flights
Hamilton to Reagan-National flights
Pierre Elliott Trudeau Intl to Richmond flights
Victoria to Dulles Intl flights
Saskatoon to Raleigh 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 14 August 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 381AverageC$ 673FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 413AverageC$ 881FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 487AverageC$ 789FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 583AverageC$ 801FlexibilityNo 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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