C$ 260+ Cheap Flights from Canada to Chesapeake | Cheapflights

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Cheap flight deals from Canada to Chesapeake

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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 31 August 2026.

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 27/8C$ 556

Sat 10/107:05 p.m. -

2 stops14h 29m

Tue 20/101:19 p.m. -

2 stops27h 01m

Deal found 31/8C$ 566

Mon 12/1010:55 p.m. -

1 stop10h 39m

Mon 19/108:03 p.m. -

2 stops41h 42m

Deal found 28/8C$ 573

Thu 1/107:45 a.m. -

1 stop7h 19m

Wed 7/108:00 a.m. -

1 stop8h 40m

Deal found 27/8C$ 575

Thu 15/1010:55 p.m. -

1 stop8h 00m

Sun 18/101:19 p.m. -

1 stop24h 26m

Deal found 28/8C$ 580

Sat 26/96:30 a.m. -

2 stops29h 59m

Sat 3/107:43 p.m. -

1 stop18h 02m

Deal found 26/8C$ 584

Sat 26/96:15 a.m. -

1 stop7h 51m

Sat 3/105:25 p.m. -

1 stop6h 34m

Deal found 26/8C$ 590

Tue 22/99:30 a.m. -

2 stops36h 59m

Mon 28/97:43 p.m. -

1 stop20h 57m

Deal found 29/8C$ 601

Mon 21/99:30 a.m. -

2 stops26h 29m

Mon 28/97:43 p.m. -

1 stop20h 57m

Deal found 29/8C$ 602

Thu 15/107:00 a.m. -

2 stops15h 56m

Sun 18/107:41 p.m. -

1 stop18h 49m

Deal found 27/8C$ 605

Tue 10/117:44 p.m. -

1 stop13h 59m

Sun 15/116:00 a.m. -

1 stop5h 48m

Deal found 26/8C$ 608

Best flights from Canada to Chesapeake
Discover carefully curated flight deals from Canada to Chesapeake that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated 31 August 2026.

Sat 31/1012:00 p.m. -

2 stops8h 32m

Tue 3/116:00 a.m. -

2 stops18h 33m

Deal found 27/8C$ 495

Fri 22/14:50 p.m. -

1 stop29h 39m

Sun 31/17:30 a.m. -

1 stop8h 45m

Deal found 31/8C$ 526

Sat 31/108:30 a.m. -

2 stops12h 14m

Tue 3/116:10 a.m. -

1 stop9h 35m

Deal found 30/8C$ 556

Thu 26/115:00 a.m. -

2 stops10h 12m

Wed 16/1211:02 a.m. -

2 stops30h 58m

Deal found 27/8C$ 611

Tue 29/96:45 a.m. -

2 stops12h 14m

Tue 6/106:00 a.m. -

2 stops8h 51m

Deal found 30/8C$ 637

Sat 31/108:00 a.m. -

2 stops23h 58m

Tue 3/116:08 a.m. -

3 stops20h 37m

Deal found 29/8C$ 681

Wed 27/13:10 p.m. -

2 stops19h 10m

Sat 30/16:00 a.m. -

1 stop10h 41m

Deal found 30/8C$ 816

Thu 1/107:45 a.m. -

1 stop7h 19m

Wed 7/108:00 a.m. -

1 stop8h 40m

Deal found 27/8C$ 575

Sat 10/108:50 a.m. -

1 stop6h 26m

Sat 17/106:15 p.m. -

1 stop15h 04m

Deal found 26/8C$ 590

Fri 18/96:15 a.m. -

1 stop5h 40m

Mon 21/96:20 p.m. -

1 stop5h 19m

Deal found 27/8C$ 624

Tue 29/97:00 a.m. -

1 stop6h 56m

Tue 6/105:30 a.m. -

1 stop7h 30m

Deal found 30/8C$ 656

Sat 10/103:15 p.m. -

3 stops18h 19m

Tue 20/101:19 p.m. -

2 stops27h 01m

Deal found 31/8C$ 604

Sat 23/13:00 p.m. -

2 stops8h 36m

Mon 1/26:00 a.m. -

1 stop7h 33m

Deal found 26/8C$ 608

Mon 26/107:45 a.m. -

1 stop8h 35m

Fri 30/105:15 p.m. -

1 stop5h 41m

Deal found 27/8C$ 624

Sun 11/106:30 p.m. -

2 stops12h 25m

Sun 18/105:28 a.m. -

1 stop8h 17m

Deal found 27/8C$ 684

Fri 25/97:00 a.m. -

1 stop8h 16m

Mon 28/97:59 p.m. -

1 stop3h 55m

Deal found 26/8C$ 624

Thu 24/97:50 a.m. -

2 stops7h 09m

Sun 27/95:00 a.m. -

2 stops7h 26m

Deal found 27/8C$ 799

Fri 22/13:00 p.m. -

2 stops8h 36m

Sun 31/16:00 a.m. -

1 stop12h 42m

Deal found 26/8C$ 624

Tue 20/106:00 a.m. -

3 stops15h 44m

Sat 24/1010:30 a.m. -

2 stops13h 18m

Deal found 28/8C$ 627

Sat 21/118:45 a.m. -

1 stop7h 40m

Sat 28/117:18 a.m. -

2 stops15h 42m

Deal found 28/8C$ 762

Mon 12/108:00 p.m. -

2 stops20h 20m

Mon 19/1012:00 p.m. -

2 stops19h 05m

Deal found 27/8C$ 776

Thu 10/97:25 p.m. -

2 stops11h 16m

Sat 12/91:00 p.m. -

2 stops12h 47m

Deal found 27/8C$ 963

Wed 23/97:43 p.m. -

1 stop4h 00m

Sat 3/105:49 p.m. -

1 stop4h 34m

Deal found 29/8C$ 662

Mon 12/107:00 a.m. -

1 stop9h 20m

Mon 19/102:25 p.m. -

1 stop4h 33m

Deal found 27/8C$ 827

Thu 10/96:00 a.m. -

1 stop5h 55m

Mon 14/96:00 a.m. -

1 stop7h 31m

Deal found 31/8C$ 831

Sat 26/97:00 a.m. -

1 stop5h 15m

Tue 29/91:00 p.m. -

1 stop7h 44m

Deal found 29/8C$ 662

Thu 17/126:00 a.m. -

1 stop17h 43m

Thu 24/1210:20 a.m. -

2 stops28h 30m

Deal found 30/8C$ 853

Tue 27/102:00 p.m. -

1 stop9h 44m

Tue 3/116:10 a.m. -

1 stop7h 59m

Deal found 26/8C$ 683

Fri 20/111:25 a.m. -

1 stop6h 36m

Sun 29/116:37 p.m. -

2 stops23h 28m

Deal found 28/8C$ 866

Sat 19/96:00 a.m. -

1 stop4h 04m

Sat 26/95:49 p.m. -

1 stop4h 17m

Deal found 30/8C$ 684

Find flight deals from Canada to Chesapeake

Round-trip from	C$ 476
One-way from	C$ 260

10/10-17/10

10/10-17/10
2 total stops
32h 34m total
Canada to Chesapeake

21/9

21/9
2 total stops
28h 19m total
Canada to Chesapeake

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

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

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 22/1

4:50 p.m.-10:29 p.m.

1 stop29h 39m

Norfolk

Sun 31/1

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

1 stop8h 45m

C$ 526

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.-1:45 p.m.

1 stop9h 35m

C$ 556

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$ 575

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 10/10

8:50 a.m.-3:16 p.m.

1 stop6h 26m

Norfolk

Sat 17/10

6:15 p.m.-9:19 a.m.

1 stop15h 04m

C$ 590

KelownaNorfolk

YLW Kelowna - ORF Norfolk

YLWORF

Kelowna

Sat 10/10

3:15 p.m.-12:34 p.m.

3 stops18h 19m

Norfolk

Tue 20/10

1:19 p.m.-1:20 p.m.

2 stops27h 01m

C$ 604

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 23/1

3:00 p.m.-11:36 p.m.

2 stops8h 36m

Norfolk

Mon 1/2

6:00 a.m.-1:33 p.m.

1 stop7h 33m

C$ 608

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 26/11

5:00 a.m.-5:12 p.m.

2 stops10h 12m

Norfolk

Wed 16/12

11:02 a.m.-4:00 p.m.

2 stops30h 58m

C$ 611

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 18/9

6:15 a.m.-11:55 a.m.

1 stop5h 40m

Norfolk

Mon 21/9

6:20 p.m.-11:39 p.m.

1 stop5h 19m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Mon 26/10

7:45 a.m.-4:20 p.m.

1 stop8h 35m

Norfolk

Fri 30/10

5:15 p.m.-10:56 p.m.

1 stop5h 41m

C$ 624

Flights are sorted by cheapest round-trip flights first.

Deals found on 28/8

Showing 1-10 of 60 resultsSorted by cheapest first

1

2

3

...

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.

YYZ-ORF

YUL-ORF

YYC-ORF

YVR-ORF

YEG-ORF

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

CA0-C6E

YYZ-ORF

YUL-ORF

YYC-ORF

YVR-ORF

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

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

United Airlines

7.4

Good

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

7.2

Good

United Airlines

7.4

Good

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

United Airlines

7.4

Good

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

7.1

Good

United Airlines

7.4

Good

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 Ottawa - 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

Pearson Intl to Reagan-National flights

Pearson 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

Pearson Intl to Raleigh flights

Vancouver Intl to Dulles Intl flights

Vancouver Intl to Reagan-National flights

Toronto Island to Reagan-National flights

Calgary to Dulles Intl flights

Ottawa to Dulles Intl flights

Pierre Elliott Trudeau Intl to Raleigh flights

Ottawa to Reagan-National flights

Calgary to Reagan-National flights

Toronto Island to Raleigh flights

Pierre Elliott Trudeau Intl to Richmond flights

Pearson Intl to Richmond flights

Pearson Intl to Norfolk flights

Halifax to Dulles Intl flights

Winnipeg to Reagan-National flights

Buffalo to Raleigh flights

Edmonton to Dulles Intl flights

Winnipeg to Dulles Intl flights

Victoria to Dulles Intl flights

Vancouver Intl to Richmond flights

Ottawa to Raleigh flights

Pierre Elliott Trudeau Intl to Greensboro flights

Québec City to Dulles Intl flights

Edmonton to Reagan-National flights

Detroit to Raleigh flights

Québec City to Reagan-National flights

Ottawa to Norfolk flights

Calgary to Raleigh flights

Seattle to Reagan-National flights

Halifax to Reagan-National flights

Pearson Intl to Greensboro flights

Saskatoon to Reagan-National flights

Calgary to Richmond flights

Kelowna to Reagan-National flights

Pierre Elliott Trudeau Intl to Charlottesville flights

Edmonton to Raleigh flights

Vancouver Intl to Norfolk flights

Victoria to Reagan-National flights

Winnipeg to Norfolk flights

Pearson Intl to Roanoke flights

Top 4 airlines flying from Canada to Chesapeake

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestC$ 379	AverageC$ 670	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 411	AverageC$ 782	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
WestJet	CheapestC$ 451	AverageC$ 794	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
American Airlines	CheapestC$ 580	AverageC$ 798	FlexibilityNo cancel fee	On-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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