C$ 243+ 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 2 September 2026.

Fri 25/98:10 a.m. -

2 stops31h 40m

Fri 2/107:00 a.m. -

1 stop7h 55m

Deal found 1/9C$ 507

Fri 23/107:45 a.m. -

1 stop7h 18m

Sun 1/111:31 p.m. -

2 stops26h 44m

Deal found 2/9C$ 515

Fri 25/98:10 a.m. -

1 stop14h 33m

Mon 28/96:00 a.m. -

1 stop14h 05m

Deal found 1/9C$ 543

Fri 25/98:10 a.m. -

1 stop14h 33m

Tue 29/91:18 p.m. -

2 stops25h 12m

Deal found 1/9C$ 552

Sat 31/108:30 a.m. -

2 stops11h 04m

Tue 3/117:50 p.m. -

2 stops22h 09m

Deal found 30/8C$ 557

Wed 30/99:30 a.m. -

2 stops26h 59m

Wed 7/108:00 a.m. -

1 stop8h 40m

Deal found 31/8C$ 562

Sat 10/107:05 p.m. -

2 stops14h 29m

Tue 20/101:19 p.m. -

2 stops27h 01m

Deal found 31/8C$ 566

Mon 5/108:10 a.m. -

2 stops28h 19m

Fri 9/107:00 a.m. -

1 stop7h 55m

Deal found 1/9C$ 570

Mon 12/1010:55 p.m. -

1 stop10h 39m

Mon 19/108:03 p.m. -

2 stops41h 42m

Deal found 28/8C$ 573

Fri 16/109:47 a.m. -

2 stops10h 57m

Fri 23/108:00 a.m. -

1 stop9h 06m

Deal found 1/9C$ 579

Thu 15/1010:55 p.m. -

1 stop8h 00m

Sun 18/101:19 p.m. -

1 stop24h 26m

Deal found 28/8C$ 580

Thu 15/106:00 a.m. -

2 stops14h 03m

Sun 18/105:28 a.m. -

1 stop8h 17m

Deal found 28/8C$ 609

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 2 September 2026.

Fri 25/98:10 a.m. -

2 stops31h 40m

Fri 2/107:00 a.m. -

1 stop7h 55m

Deal found 1/9C$ 507

Sat 31/108:30 a.m. -

2 stops12h 14m

Tue 3/116:10 a.m. -

1 stop9h 35m

Deal found 30/8C$ 557

Tue 20/101:40 p.m. -

2 stops8h 26m

Sat 24/108:00 a.m. -

2 stops14h 40m

Deal found 31/8C$ 627

Mon 12/108:25 p.m. -

2 stops16h 55m

Mon 19/106:00 a.m. -

2 stops21h 15m

Deal found 28/8C$ 636

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$ 682

Wed 27/13:10 p.m. -

2 stops19h 10m

Sat 30/16:00 a.m. -

1 stop10h 41m

Deal found 29/8C$ 816

Sat 10/107:05 p.m. -

2 stops14h 29m

Tue 20/101:19 p.m. -

2 stops27h 01m

Deal found 31/8C$ 566

Fri 16/108:00 a.m. -

1 stop12h 06m

Fri 23/106:20 a.m. -

1 stop8h 13m

Deal found 1/9C$ 579

Tue 29/97:00 a.m. -

1 stop6h 56m

Tue 6/105:30 a.m. -

1 stop7h 30m

Deal found 30/8C$ 657

Sat 26/911:38 a.m. -

1 stop8h 35m

Tue 29/96:00 a.m. -

1 stop7h 40m

Deal found 1/9C$ 662

Tue 20/106:00 a.m. -

3 stops15h 44m

Sat 24/1010:30 a.m. -

2 stops13h 18m

Deal found 31/8C$ 627

Thu 24/96:10 p.m. -

1 stop5h 23m

Tue 29/96:40 a.m. -

1 stop5h 39m

Deal found 1/9C$ 683

Fri 25/96:10 p.m. -

1 stop5h 23m

Fri 2/106:20 p.m. -

1 stop5h 19m

Deal found 30/8C$ 701

Sat 19/93:00 p.m. -

2 stops8h 43m

Sat 26/95:01 p.m. -

1 stop6h 58m

Deal found 30/8C$ 661

Fri 18/96:15 a.m. -

1 stop5h 40m

Sat 19/95:35 p.m. -

1 stop5h 37m

Deal found 1/9C$ 683

Sat 26/97:00 a.m. -

1 stop5h 15m

Tue 29/91:00 p.m. -

1 stop7h 44m

Deal found 29/8C$ 662

Thu 26/116:00 a.m. -

1 stop8h 06m

Mon 30/116:37 p.m. -

1 stop24h 17m

Deal found 2/9C$ 756

Mon 26/107:45 a.m. -

1 stop8h 35m

Fri 30/105:15 p.m. -

1 stop5h 41m

Deal found 30/8C$ 702

Sat 26/97:00 a.m. -

1 stop5h 15m

Sun 4/106:15 a.m. -

1 stop3h 49m

Deal found 29/8C$ 683

Fri 18/96:45 a.m. -

2 stops9h 48m

Sat 19/96:00 a.m. -

1 stop5h 58m

Deal found 1/9C$ 770

Sun 27/97:00 a.m. -

1 stop5h 15m

Wed 30/96:15 a.m. -

1 stop3h 49m

Deal found 29/8C$ 683

Thu 24/97:00 a.m. -

1 stop5h 15m

Sat 3/1010:30 a.m. -

1 stop3h 49m

Deal found 29/8C$ 683

Thu 17/126:00 a.m. -

1 stop17h 43m

Thu 24/1210:20 a.m. -

2 stops28h 30m

Deal found 30/8C$ 854

Sat 19/96:00 a.m. -

1 stop4h 04m

Sat 26/95:49 p.m. -

1 stop4h 17m

Deal found 30/8C$ 684

Tue 20/103:25 p.m. -

2 stops8h 19m

Sat 24/1010:30 a.m. -

1 stop4h 10m

Deal found 31/8C$ 688

Fri 25/127:44 p.m. -

1 stop3h 46m

Sun 3/15:30 a.m. -

1 stop6h 18m

Deal found 31/8C$ 702

Fri 18/99:15 a.m. -

1 stop5h 00m

Sat 19/96:15 a.m. -

1 stop13h 30m

Deal found 1/9C$ 720

Wed 27/112:45 p.m. -

1 stop9h 58m

Sat 30/16:00 a.m. -

1 stop5h 48m

Deal found 29/8C$ 727

Tue 20/103:10 p.m. -

2 stops8h 34m

Sat 24/107:59 p.m. -

1 stop3h 55m

Deal found 29/8C$ 772

Find flight deals from Canada to Chesapeake

Round-trip from	C$ 505
One-way from	C$ 243

22/1-31/1

22/1-31/1
2 total stops
22h 13m total
Canada to Chesapeake

17/10

17/10
3 total stops
18h 14m total
Canada to Chesapeake

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

8:10 a.m.-3:50 p.m.

2 stops31h 40m

Norfolk

Fri 2/10

7:00 a.m.-2:55 p.m.

1 stop7h 55m

C$ 507

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$ 557

KelownaNorfolk

YLW Kelowna - ORF Norfolk

YLWORF

Kelowna

Sat 10/10

7:05 p.m.-12:34 p.m.

2 stops14h 29m

Norfolk

Tue 20/10

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

2 stops27h 01m

C$ 566

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Fri 16/10

8:00 a.m.-11:06 p.m.

1 stop12h 06m

Norfolk

Fri 23/10

6:20 a.m.-11:33 a.m.

1 stop8h 13m

C$ 579

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Tue 20/10

1:40 p.m.-12:06 a.m.

2 stops8h 26m

Norfolk

Sat 24/10

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

2 stops14h 40m

C$ 627

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Tue 20/10

6:00 a.m.-11:44 p.m.

3 stops15h 44m

Norfolk

Sat 24/10

10:30 a.m.-9:48 p.m.

2 stops13h 18m

C$ 627

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Mon 12/10

8:25 p.m.-4:20 p.m.

2 stops16h 55m

Norfolk

Mon 19/10

6:00 a.m.-12:15 a.m.

2 stops21h 15m

C$ 636

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Tue 29/9

6:45 a.m.-8:59 p.m.

2 stops12h 14m

Norfolk

Tue 6/10

6:00 a.m.-12:51 p.m.

2 stops8h 51m

C$ 637

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Tue 29/9

7:00 a.m.-3:56 p.m.

1 stop6h 56m

Norfolk

Tue 6/10

5:30 a.m.-11:00 a.m.

1 stop7h 30m

C$ 657

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

3:00 p.m.-11:43 p.m.

2 stops8h 43m

Norfolk

Sat 26/9

5:01 p.m.-11:59 p.m.

1 stop6h 58m

C$ 661

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 60 resultsSorted by cheapest first

1

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.

YYZ-ORF

YVR-ORF

YYC-ORF

YQB-ORF

YLW-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

YVR-ORF

YYC-ORF

YQB-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 26m. 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 Ottawa - Norfolk or Kelowna - 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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Top destinations

Alternative routes for Canada to Chesapeake

Pearson Intl to Reagan-National flights

Pearson Intl 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

Toronto Island to Dulles Intl flights

Vancouver Intl to Dulles Intl flights

Toronto Island to Reagan-National flights

Calgary to Dulles Intl flights

Vancouver Intl to Reagan-National flights

Ottawa to Dulles Intl flights

Calgary to Reagan-National flights

Toronto Island to Raleigh flights

Pierre Elliott Trudeau Intl to Raleigh flights

Ottawa to Reagan-National flights

Pearson Intl to Richmond flights

Pierre Elliott Trudeau Intl to Richmond flights

Edmonton to Dulles Intl flights

Edmonton to Reagan-National flights

Halifax to Dulles Intl flights

Vancouver Intl to Richmond flights

Winnipeg to Reagan-National flights

Pearson Intl to Norfolk flights

Pierre Elliott Trudeau Intl to Greensboro flights

Calgary to Raleigh flights

Québec City to Dulles Intl flights

Winnipeg to Dulles Intl flights

Québec City to Reagan-National flights

Detroit to Raleigh flights

Kelowna to Reagan-National flights

Ottawa to Norfolk flights

Victoria to Dulles Intl flights

Buffalo to Raleigh flights

Saskatoon to Reagan-National flights

Kelowna to Dulles Intl flights

Pearson Intl to Greensboro flights

Vancouver Intl to Norfolk flights

Halifax to Reagan-National flights

Calgary to Richmond flights

Seattle to Reagan-National flights

Vancouver Intl to Raleigh flights

Edmonton to Raleigh flights

Winnipeg to Norfolk flights

Kelowna to Norfolk flights

Seattle to Dulles Intl flights

Top 4 airlines flying from Canada to Chesapeake

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestC$ 380	AverageC$ 670	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 411	AverageC$ 783	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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