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Cheap flights from Canada to Chesapeake from C$ 242

YYZ — RIC
23 Sep — 30 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

Mon 2/119:15 a.m. -
2 stops27h 34m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 479
Mon 2/119:15 a.m. -
2 stops27h 34m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 486
Fri 30/109:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 496
Fri 30/109:15 a.m. -
1 stop13h 28m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 497
Fri 30/109:15 a.m. -
1 stop13h 28m
Sun 15/111:31 p.m. -
2 stops33h 24m
Deal found 23/8C$ 498
Fri 30/109:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 501
Mon 2/119:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 503
Fri 30/109:15 a.m. -
1 stop13h 28m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 504
Mon 2/119:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 508
Sat 31/106:30 a.m. -
1 stop10h 45m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 523
Tue 29/97:00 a.m. -
2 stops13h 44m
Wed 7/106:15 a.m. -
2 stops13h 08m
Deal found 21/8C$ 536
Tue 29/910:55 p.m. -
1 stop7h 52m
Wed 7/105:30 a.m. -
1 stop8h 15m
Deal found 21/8C$ 542

Find flight deals from Canada to Chesapeake

Round-trip from

C$ 479

One-way from

C$ 242

Popular in

October

Cheapest in

May
2/11-17/11
  • 2/11-17/11
  • 3 total stops
  • 38h 54m total
  • Canada to Chesapeake
Search Deals
21/9
  • 21/9
  • 3 total stops
  • 15h 44m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 121 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

Tue 29/9

7:00 a.m.-11:44 p.m.

2 stops13h 44m

Norfolk

Wed 7/10

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

2 stops13h 08m

C$ 536

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Fri 23/10

10:55 p.m.-4:20 p.m.

1 stop14h 25m

Norfolk

Mon 26/10

5:30 a.m.-3:00 p.m.

2 stops12h 30m

C$ 553

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$ 556

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Fri 11/9

10:55 p.m.-3:56 p.m.

1 stop14h 01m

Norfolk

Tue 15/9

6:00 a.m.-10:55 a.m.

1 stop7h 55m

C$ 566

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 11/9

8:10 a.m.-10:43 p.m.

1 stop14h 33m

Norfolk

Sun 13/9

7:43 p.m.-8:05 p.m.

1 stop24h 22m

C$ 587

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

8:00 p.m.-3:50 p.m.

2 stops19h 50m

Norfolk

Sat 3/10

7:43 p.m.-1:45 p.m.

1 stop18h 02m

C$ 606

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.-2:30 p.m.

1 stop18h 47m

C$ 609

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 10/9

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

1 stop11h 03m

Norfolk

Wed 16/9

7:43 p.m.-2:30 p.m.

1 stop18h 47m

C$ 611

CalgaryNorfolk

YYC Calgary - ORF Norfolk

YYCORF

Calgary

Thu 17/9

12:33 p.m.-9:41 p.m.

1 stop7h 08m

Norfolk

Wed 23/9

6:05 a.m.-11:31 a.m.

1 stop7h 26m

C$ 624

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$ 626

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/8

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
10,115 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
10,115 reviews
United Airlines
7.4
Good
10,115 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
3,438 reviews
United Airlines
7.4
Good
10,115 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
11,982 reviews
United Airlines
7.4
Good
10,115 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
11,527 reviews
United Airlines
7.4
Good
10,115 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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

  • How long is the flight from Canada to Chesapeake?

    Departing from Canada to Chesapeake will take you 11h 16m. There are 3711 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

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

Top 4 airlines flying from Canada to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 376AverageC$ 665FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 408AverageC$ 776FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 447AverageC$ 747FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 575AverageC$ 791FlexibilityNo 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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