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Cheap flights from Canada to Chesapeake from C$ 293

YYZ — RIC
22 Oct — 29 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

Tue 20/102:24 p.m. -
1 stop7h 00m
Tue 27/106:00 a.m. -
1 stop7h 43m
Deal found 20/9C$ 528
Wed 11/1112:20 p.m. -
1 stop10h 09m
Wed 18/117:00 a.m. -
2 stops32h 20m
Deal found 21/9C$ 542
Wed 2/121:40 p.m. -
1 stop8h 49m
Sat 9/15:14 p.m. -
1 stop20h 26m
Deal found 21/9C$ 555
Wed 4/112:00 p.m. -
2 stops16h 43m
Wed 11/116:00 a.m. -
2 stops16h 04m
Deal found 20/9C$ 569
Sat 31/101:00 p.m. -
2 stops18h 43m
Tue 3/116:10 a.m. -
1 stop9h 35m
Deal found 20/9C$ 590
Thu 12/1112:44 p.m. -
1 stop9h 14m
Mon 16/116:00 a.m. -
1 stop10h 34m
Deal found 20/9C$ 597
Mon 19/102:20 p.m. -
2 stops18h 55m
Mon 26/106:30 p.m. -
2 stops22h 29m
Deal found 19/9C$ 611
Fri 30/106:30 a.m. -
1 stop8h 19m
Sun 1/111:31 p.m. -
2 stops24h 09m
Deal found 22/9C$ 617
Thu 5/117:15 a.m. -
1 stop7h 49m
Sun 8/111:31 p.m. -
2 stops29h 49m
Deal found 21/9C$ 629
Mon 19/105:50 p.m. -
2 stops18h 44m
Sat 24/103:50 p.m. -
2 stops21h 50m
Deal found 18/9C$ 631
Mon 12/107:50 a.m. -
2 stops25h 44m
Tue 27/109:33 a.m. -
1 stop33h 47m
Deal found 19/9C$ 642
Tue 13/107:20 p.m. -
2 stops13h 55m
Wed 28/1010:25 a.m. -
2 stops13h 54m
Deal found 18/9C$ 652

Find flight deals from Canada to Chesapeake

Round-trip from

C$ 457

One-way from

C$ 293

Popular in

December

Cheapest in

May

Average price

C$ 643
22/1-31/1
  • 22/1-31/1
  • 2 total stops
  • 22h 13m total
  • Canada to Chesapeake
Search Deals
9/1-31/12
  • 9/1-31/12
  • 2 total stops
  • 25h 26m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 8% potential increase in price (C$ 99 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
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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

Sat 9/1

4:00 p.m.-7:26 p.m.

2 stops25h 26m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 293

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 17/11

12:20 p.m.-10:10 p.m.

3 stops33h 50m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 306

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Tue 3/11

9:30 a.m.-10:16 p.m.

1 stop10h 46m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 317

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Tue 3/11

7:15 a.m.-10:03 p.m.

2 stops12h 48m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 317

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 3/11

9:35 a.m.-6:03 p.m.

2 stops32h 28m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 325

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 5/11

1:00 p.m.-10:43 p.m.

1 stop7h 43m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 338

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Sat 9/1

2:50 p.m.-9:20 a.m.

1 stop16h 30m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 338

VancouverNorfolk

YVR Vancouver Intl - ORF Norfolk

YVRORF

Vancouver Intl

Thu 5/11

4:08 p.m.-9:53 a.m.

2 stops15h 45m

Norfolk

Wed 31/12

12:00 a.m.-9:00 p.m.

Nonstop0h 00m

C$ 345

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 5/11

7:15 a.m.-6:44 p.m.

1 stop11h 29m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 346

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sun 1/11

9:35 a.m.-12:18 a.m.

2 stops38h 43m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 353

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/9

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, andAir Canada 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
10,226 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.7

Entertainment

7.1

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
10,226 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.7

Entertainment

7.1

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
3,446 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.7

Entertainment

7.1

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
11,665 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.7

Entertainment

7.1

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
7.0
Good
12,081 reviews
United Airlines
7.4
Good
10,226 reviews
Check prices

Boarding

7.7

Overall

7.4

Crew

8.1

Comfort

7.3

Food

6.7

Entertainment

7.1

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 7h. There are 808 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 Montreal Pierre Elliott Trudeau 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

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

Top 4 airlines flying from Canada to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 383AverageC$ 693FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 415AverageC$ 786FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 455AverageC$ 766FlexibilityNo cancel feeOn-time60%
Search WestJet flights
American AirlinesCheapestC$ 586AverageC$ 788FlexibilityNo 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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