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 30 August 2026.

Sat 10/1010:55 p.m. -

1 stop10h 39m

Sat 17/103:50 p.m. -

1 stop21h 55m

Deal found 26/8C$ 477

Sat 31/1012:00 p.m. -

2 stops8h 32m

Tue 3/116:00 a.m. -

2 stops18h 33m

Deal found 27/8C$ 496

Thu 15/1010:55 a.m. -

1 stop9h 11m

Sun 18/106:00 a.m. -

1 stop10h 45m

Deal found 25/8C$ 514

Thu 24/97:45 a.m. -

1 stop11h 03m

Mon 28/96:00 a.m. -

1 stop14h 05m

Deal found 25/8C$ 545

Sat 31/108:30 a.m. -

1 stop11h 46m

Tue 3/118:00 a.m. -

1 stop9h 59m

Deal found 27/8C$ 558

Tue 20/106:00 a.m. -

3 stops15h 44m

Sat 24/108:00 a.m. -

1 stop7h 53m

Deal found 26/8C$ 558

Wed 23/95:25 p.m. -

2 stops15h 50m

Wed 30/95:01 p.m. -

1 stop8h 25m

Deal found 25/8C$ 562

Mon 12/1010:55 p.m. -

1 stop10h 39m

Mon 19/108:03 p.m. -

2 stops41h 42m

Deal found 28/8C$ 574

Thu 1/107:45 a.m. -

1 stop7h 19m

Wed 7/108:00 a.m. -

1 stop8h 40m

Deal found 27/8C$ 576

Thu 15/1010:55 p.m. -

1 stop8h 00m

Sun 18/101:19 p.m. -

1 stop24h 26m

Deal found 28/8C$ 581

Sat 10/106:00 a.m. -

2 stops12h 25m

Sat 17/107:06 a.m. -

2 stops14h 40m

Deal found 26/8C$ 583

Thu 10/97:45 a.m. -

1 stop11h 03m

Mon 14/97:00 a.m. -

2 stops13h 55m

Deal found 25/8C$ 585

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 30 August 2026.

Fri 22/19:15 a.m. -

1 stop13h 28m

Sun 31/17:30 a.m. -

1 stop8h 45m

Deal found 25/8C$ 495

Sat 31/1012:00 p.m. -

2 stops8h 32m

Tue 3/116:00 a.m. -

2 stops18h 33m

Deal found 27/8C$ 496

Thu 15/1010:55 a.m. -

1 stop9h 11m

Sun 18/106:00 a.m. -

1 stop10h 45m

Deal found 25/8C$ 514

Thu 24/97:50 a.m. -

2 stops7h 09m

Sun 27/95:00 a.m. -

2 stops7h 26m

Deal found 27/8C$ 801

Wed 27/13:10 p.m. -

2 stops19h 10m

Sat 30/16:00 a.m. -

1 stop10h 41m

Deal found 29/8C$ 817

Fri 20/111:25 a.m. -

1 stop6h 36m

Sun 29/116:37 p.m. -

2 stops23h 28m

Deal found 28/8C$ 868

Sat 10/1010:55 p.m. -

1 stop10h 39m

Sat 17/103:50 p.m. -

2 stops24h 45m

Deal found 26/8C$ 496

Thu 19/111:36 p.m. -

1 stop6h 40m

Sun 22/116:10 a.m. -

1 stop9h 35m

Deal found 25/8C$ 514

Sat 31/108:30 a.m. -

2 stops12h 14m

Tue 3/116:10 a.m. -

2 stops11h 49m

Deal found 29/8C$ 558

Mon 26/107:45 a.m. -

1 stop8h 35m

Fri 30/105:15 p.m. -

1 stop5h 41m

Deal found 25/8C$ 626

Thu 1/107:45 a.m. -

1 stop7h 19m

Wed 7/108:00 a.m. -

1 stop8h 40m

Deal found 27/8C$ 576

Tue 20/106:00 a.m. -

3 stops15h 44m

Sat 24/1010:30 a.m. -

2 stops13h 18m

Deal found 25/8C$ 559

Fri 18/96:15 a.m. -

1 stop5h 40m

Mon 21/96:20 p.m. -

1 stop5h 19m

Deal found 27/8C$ 626

Thu 24/97:45 a.m. -

1 stop11h 03m

Mon 28/96:00 a.m. -

2 stops15h 55m

Deal found 25/8C$ 594

Wed 23/95:25 p.m. -

2 stops15h 50m

Wed 30/96:15 a.m. -

2 stops17h 44m

Deal found 25/8C$ 562

Mon 19/1012:20 a.m. -

1 stop7h 35m

Sat 24/108:40 a.m. -

1 stop10h 30m

Deal found 26/8C$ 642

Mon 21/96:00 a.m. -

1 stop11h 27m

Wed 23/910:49 a.m. -

1 stop11h 52m

Deal found 26/8C$ 830

Tue 10/117:44 p.m. -

1 stop13h 59m

Sun 15/116:00 a.m. -

1 stop5h 48m

Deal found 26/8C$ 609

Wed 9/911:23 a.m. -

2 stops12h 20m

Sat 12/96:15 a.m. -

1 stop8h 25m

Deal found 26/8C$ 612

Sat 21/118:45 a.m. -

1 stop7h 40m

Sat 28/117:18 a.m. -

2 stops15h 42m

Deal found 28/8C$ 763

Thu 10/97:25 p.m. -

2 stops11h 16m

Sat 12/91:00 p.m. -

2 stops12h 47m

Deal found 27/8C$ 965

Tue 20/103:25 p.m. -

1 stop7h 10m

Sat 24/106:15 a.m. -

1 stop13h 30m

Deal found 25/8C$ 612

Wed 9/99:30 a.m. -

1 stop4h 14m

Sat 12/98:00 a.m. -

1 stop24h 35m

Deal found 27/8C$ 795

Fri 22/13:00 p.m. -

2 stops8h 36m

Sun 31/15:12 p.m. -

1 stop4h 17m

Deal found 25/8C$ 626

Fri 25/97:00 a.m. -

1 stop8h 16m

Mon 28/97:59 p.m. -

1 stop3h 55m

Deal found 26/8C$ 626

Fri 18/97:00 a.m. -

1 stop7h 52m

Mon 21/910:49 a.m. -

1 stop11h 34m

Deal found 25/8C$ 626

Thu 17/99:15 a.m. -

1 stop5h 00m

Mon 21/910:49 a.m. -

1 stop5h 21m

Deal found 25/8C$ 649

Tue 20/103:10 p.m. -

2 stops8h 34m

Sat 24/107:59 p.m. -

1 stop3h 55m

Deal found 26/8C$ 684

Tue 27/102:00 p.m. -

1 stop9h 44m

Tue 3/116:10 a.m. -

1 stop7h 59m

Deal found 26/8C$ 684

Thu 19/119:45 a.m. -

1 stop13h 59m

Mon 23/116:10 a.m. -

1 stop7h 59m

Deal found 26/8C$ 699

Find flight deals from Canada to Chesapeake

Round-trip from	C$ 477
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

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$ 495

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$ 496

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$ 496

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 15/10

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

1 stop9h 11m

Norfolk

Sun 18/10

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

1 stop10h 45m

C$ 514

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$ 514

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$ 558

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$ 559

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Wed 23/9

5:25 p.m.-12:15 p.m.

2 stops15h 50m

Norfolk

Wed 30/9

6:15 a.m.-8:59 p.m.

2 stops17h 44m

C$ 562

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$ 576

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 24/9

7:45 a.m.-6:48 p.m.

1 stop11h 03m

Norfolk

Mon 28/9

6:00 a.m.-9:55 p.m.

2 stops15h 55m

C$ 594

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/8

Showing 1-10 of 60 resultsSorted by cheapest first

1

2

3

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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

YUL-ORF

YQB-ORF

YYC-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

YUL-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 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

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Toronto Island to Dulles Intl flights

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Pierre Elliott Trudeau Intl to Reagan-National flights

Vancouver Intl to Dulles Intl flights

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Ottawa to Reagan-National flights

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Calgary to Dulles Intl flights

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Calgary to Reagan-National flights

Toronto Island to Raleigh flights

Edmonton to Dulles Intl flights

Pearson Intl to Richmond flights

Edmonton to Reagan-National flights

Halifax to Dulles Intl flights

Detroit to Raleigh flights

Pierre Elliott Trudeau Intl to Richmond flights

Pearson Intl to Norfolk flights

Winnipeg to Dulles Intl flights

Vancouver Intl to Richmond flights

Halifax to Reagan-National flights

Ottawa to Raleigh flights

Calgary to Raleigh flights

Vancouver Intl to Raleigh flights

Ottawa to Norfolk flights

Winnipeg to Reagan-National flights

Pearson Intl to Greensboro flights

Buffalo to Raleigh flights

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Québec City to Dulles Intl flights

Pierre Elliott Trudeau Intl to Charlottesville flights

Edmonton to Raleigh flights

London to Dulles Intl flights

Vancouver Intl to Norfolk flights

Québec City to Reagan-National flights

Pearson Intl to Charlottesville flights

Pearson Intl to Roanoke flights

Hamilton to Reagan-National flights

Thunder Bay to Dulles Intl flights

Halifax to Raleigh flights

Top 4 airlines flying from Canada to Chesapeake

Airline	Cheapest	Average	Flexibility	On-time
United Airlines	CheapestC$ 380	AverageC$ 671	FlexibilityNo cancel fee	On-time69%	Search United Airlines flights
Air Canada	CheapestC$ 412	AverageC$ 784	FlexibilityNo cancel fee	On-time67%	Search Air Canada flights
WestJet	CheapestC$ 452	AverageC$ 796	FlexibilityNo cancel fee	On-time60%	Search WestJet flights
American Airlines	CheapestC$ 581	AverageC$ 799	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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