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Cheap flights from Canada to Chesapeake from C$ 259

YYZ — RIC
27 Sep — 4 Oct1
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

Sat 10/1010:55 p.m. -
1 stop10h 39m
Sat 17/103:50 p.m. -
1 stop21h 55m
Deal found 26/8C$ 476
Wed 23/97:00 a.m. -
2 stops13h 43m
Wed 30/96:15 a.m. -
2 stops13h 08m
Deal found 24/8C$ 480
Sat 31/1012:00 p.m. -
1 stop8h 43m
Tue 3/116:00 a.m. -
2 stops18h 33m
Deal found 27/8C$ 495
Sat 31/108:30 a.m. -
1 stop11h 46m
Tue 3/118:00 a.m. -
1 stop9h 59m
Deal found 24/8C$ 497
Thu 15/1010:55 a.m. -
1 stop9h 11m
Sun 18/106:00 a.m. -
1 stop10h 45m
Deal found 25/8C$ 513
Thu 24/97:45 a.m. -
1 stop11h 03m
Mon 28/96:00 a.m. -
1 stop14h 05m
Deal found 25/8C$ 544
Tue 29/910:55 p.m. -
1 stop7h 52m
Wed 7/105:30 a.m. -
1 stop8h 15m
Deal found 23/8C$ 549
Tue 20/106:00 a.m. -
3 stops15h 44m
Sat 24/108:00 a.m. -
1 stop7h 53m
Deal found 26/8C$ 556
Wed 23/910:55 p.m. -
1 stop14h 01m
Wed 30/95:30 a.m. -
1 stop8h 15m
Deal found 24/8C$ 573
Thu 1/107:45 a.m. -
1 stop7h 19m
Wed 7/108:00 a.m. -
1 stop8h 40m
Deal found 27/8C$ 574
Thu 8/1010:55 p.m. -
1 stop20h 35m
Thu 15/1011:00 a.m. -
2 stops12h 40m
Deal found 24/8C$ 577
Thu 10/97:45 a.m. -
1 stop11h 03m
Mon 14/97:00 a.m. -
2 stops13h 55m
Deal found 25/8C$ 584

Find flight deals from Canada to Chesapeake

Round-trip from

C$ 476

One-way from

C$ 259

Popular in

October

Cheapest in

May
10/10-17/10
  • 10/10-17/10
  • 2 total stops
  • 32h 34m total
  • Canada to Chesapeake
Search Deals
21/9
  • 21/9
  • 2 total stops
  • 28h 19m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals

Cheapflights Fare Finder

 
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

Wed 23/9

7:00 a.m.-11:43 p.m.

2 stops13h 43m

Norfolk

Wed 30/9

6:15 a.m.-4:23 p.m.

2 stops13h 08m

C$ 480

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 22/1

9:15 a.m.-10:43 p.m.

1 stop13h 28m

Norfolk

Sun 31/1

7:30 a.m.-4:15 p.m.

1 stop8h 45m

C$ 494

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Sat 31/10

12:00 p.m.-11:32 p.m.

2 stops8h 32m

Norfolk

Tue 3/11

6:00 a.m.-10:33 p.m.

2 stops18h 33m

C$ 495

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Sat 10/10

10:55 p.m.-12:34 p.m.

1 stop10h 39m

Norfolk

Sat 17/10

3:50 p.m.-1:35 p.m.

2 stops24h 45m

C$ 495

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Sat 31/10

8:30 a.m.-11:44 p.m.

2 stops12h 14m

Norfolk

Tue 3/11

6:10 a.m.-3:59 p.m.

2 stops11h 49m

C$ 497

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 15/10

9:47 a.m.-11:44 p.m.

2 stops10h 57m

Norfolk

Sun 18/10

6:00 a.m.-1:45 p.m.

1 stop10h 45m

C$ 513

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 19/11

1:36 p.m.-10:16 p.m.

1 stop6h 40m

Norfolk

Sun 22/11

6:10 a.m.-1:45 p.m.

1 stop9h 35m

C$ 513

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Tue 20/10

12:30 p.m.-9:25 p.m.

1 stop6h 55m

Norfolk

Sat 24/10

8:00 a.m.-1:53 p.m.

1 stop7h 53m

C$ 558

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 1/10

7:45 a.m.-3:04 p.m.

1 stop7h 19m

Norfolk

Wed 7/10

8:00 a.m.-4:40 p.m.

1 stop8h 40m

C$ 574

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

11:38 a.m.-6:19 p.m.

1 stop6h 41m

Norfolk

Tue 15/9

12:50 p.m.-5:20 p.m.

1 stop4h 30m

C$ 589

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/8

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

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

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
10,134 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.7

Comfort

7.3

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
10,134 reviews
United Airlines
7.4
Good
10,134 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.7

Comfort

7.3

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
3,440 reviews
United Airlines
7.4
Good
10,134 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.7

Comfort

7.3

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
12,019 reviews
United Airlines
7.4
Good
10,134 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.7

Comfort

7.3

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
11,547 reviews
United Airlines
7.4
Good
10,134 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.7

Comfort

7.3

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

  • How long is the flight from Canada to Chesapeake?

    Departing from Canada to Chesapeake will take you 8h 32m. There are 3978 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 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Canada to Chesapeake

Pearson Intl to Reagan-National flights
Pearson Intl to Dulles Intl flights
Toronto Island to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Toronto Island to Reagan-National flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Vancouver Intl to Reagan-National flights
Pearson Intl to Raleigh flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Calgary to Dulles Intl flights
Ottawa to Dulles Intl flights
Ottawa to Reagan-National flights
Toronto Island to Raleigh flights
Calgary to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Vancouver Intl to Raleigh flights
Buffalo to Raleigh flights
Detroit to Raleigh flights
Pearson Intl to Richmond flights
Pearson Intl to Norfolk flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Halifax to Reagan-National flights
Winnipeg to Dulles Intl flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Winnipeg to Reagan-National flights
Vancouver Intl to Richmond flights
Pearson Intl to Greensboro flights
Calgary to Raleigh flights
Pierre Elliott Trudeau Intl to Richmond flights
Calgary to Charlottesville flights
Ottawa to Norfolk flights
Ottawa to Raleigh flights
Calgary to Richmond flights
Pierre Elliott Trudeau Intl to Greensboro flights
Seattle to Reagan-National flights
Pierre Elliott Trudeau Intl to Charlottesville flights
Seattle to Dulles Intl flights
Edmonton to Raleigh flights
Saskatoon to Raleigh flights
Pearson Intl to Roanoke flights
London to Dulles Intl flights
Québec City to Dulles Intl flights
Pearson Intl to Charlottesville flights
Québec City to Reagan-National flights

Top 4 airlines flying from Canada to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 379AverageC$ 670FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 411AverageC$ 782FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 451AverageC$ 752FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 580AverageC$ 797FlexibilityNo cancel feeOn-time71%
Search American Airlines flights

Fly with Cheapflights

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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