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Cheap flights from Canada to Chesapeake from C$ 294

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
22 Jul — 29 Jul1
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
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 22 June 2026.

Thu 27/83:35 p.m.
YVR
-
ORF
2 stops16h 25m
United Airlines
Wed 2/910:49 a.m.
ORF
-
YVR
2 stops15h 07m
United Airlines
Deal found 21/6C$ 454
Thu 27/810:55 p.m.
YVR
-
ORF
1 stop9h 44m
WestJet
Wed 2/96:00 a.m.
ORF
-
YVR
1 stop7h 55m
WestJet
Deal found 21/6C$ 546
Tue 25/87:00 a.m.
YYZ
-
ORF
1 stop7h 17m
United Airlines
Wed 26/85:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 21/6C$ 569
Thu 23/74:10 p.m.
YYZ
-
ORF
1 stop7h 22m
Delta
Sun 26/76:05 a.m.
ORF
-
YYZ
1 stop7h 29m
Delta
Deal found 18/6C$ 570
Sat 3/106:00 a.m.
YVR
-
ORF
1 stop10h 40m
Delta
Tue 6/107:25 a.m.
ORF
-
YVR
1 stop7h 59m
Delta
Deal found 21/6C$ 579
Sat 3/1010:55 a.m.
YVR
-
ORF
1 stop9h 11m
United Airlines
Tue 6/106:00 a.m.
ORF
-
YVR
2 stops15h 18m
United Airlines
Deal found 21/6C$ 589
Sat 3/107:30 p.m.
YVR
-
ORF
2 stops11h 17m
WestJet
Tue 6/1012:15 p.m.
ORF
-
YVR
2 stops15h 00m
WestJet
Deal found 21/6C$ 590
Thu 10/97:45 a.m.
YYZ
-
ORF
1 stop7h 19m
Multiple Airlines
Tue 15/912:39 p.m.
ORF
-
YYZ
2 stops28h 16m
Multiple Airlines
Deal found 18/6C$ 592
Tue 8/96:30 a.m.
YYZ
-
ORF
2 stops11h 02m
Multiple Airlines
Sun 13/96:10 p.m.
ORF
-
YYZ
1 stop25h 55m
Multiple Airlines
Deal found 17/6C$ 607
Wed 5/89:00 p.m.
YYC
-
ORF
2 stops12h 15m
Multiple Airlines
Sun 13/912:57 p.m.
ORF
-
YYC
1 stop24h 03m
Multiple Airlines
Deal found 17/6C$ 620
Fri 3/77:24 p.m.
YYZ
-
ORF
1 stop4h 21m
American Airlines
Fri 10/76:11 p.m.
ORF
-
YYZ
1 stop5h 02m
American Airlines
Deal found 18/6C$ 626
Sat 25/71:30 p.m.
YYZ
-
ORF
1 stop20h 28m
Multiple Airlines
Fri 31/712:10 p.m.
ORF
-
YYZ
2 stops35h 25m
Multiple Airlines
Deal found 19/6C$ 630

Find flight deals from Canada to Chesapeake

Keep the following information in mind while searching for Canada to Chesapeake flight deals. Data was last updated 22 June 2026.

Round-trip from

C$ 454

One-way from

C$ 294

Popular in

August

Cheapest in

May

Average price

C$ 859
United Airlines
  • United Airlines
  • 27/8-2/9
  • 4 total stops
  • 31h 32m total
  • Canada to Chesapeake
Search Deals
11/9
  • 11/9
  • 2 total stops
  • 12h 32m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 18% potential increase in price (C$ 262 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 46 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada to Chesapeake that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 22 June 2026.
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 - ORF

YVRORF

Vancouver Intl

Thu 27/8

3:35 p.m.-11:00 a.m.

2 stops16h 25m

Norfolk

Wed 2/9

10:49 a.m.-10:56 p.m.

2 stops15h 07m

C$ 454

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 27/8

10:55 p.m.-11:39 a.m.

1 stop9h 44m

Norfolk

Wed 2/9

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

1 stop7h 55m

C$ 546

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 25/8

7:00 a.m.-2:17 p.m.

1 stop7h 17m

Norfolk

Wed 26/8

5:02 p.m.-12:13 a.m.

1 stop7h 11m

C$ 569

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

6:00 a.m.-7:40 p.m.

1 stop10h 40m

Norfolk

Tue 6/10

7:25 a.m.-12:24 p.m.

1 stop7h 59m

C$ 579

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

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

1 stop9h 11m

Norfolk

Tue 6/10

6:00 a.m.-6:18 p.m.

2 stops15h 18m

C$ 589

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 3/10

7:30 p.m.-9:47 a.m.

2 stops11h 17m

Norfolk

Tue 6/10

12:15 p.m.-12:15 a.m.

2 stops15h 00m

C$ 590

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 23/7

4:10 p.m.-11:32 p.m.

1 stop7h 22m

Norfolk

Sun 26/7

6:05 a.m.-1:34 p.m.

1 stop7h 29m

C$ 611

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 5/8

9:00 p.m.-11:15 a.m.

2 stops12h 15m

Norfolk

Sun 13/9

12:57 p.m.-11:00 a.m.

1 stop24h 03m

C$ 620

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 10/9

10:00 a.m.-5:40 p.m.

1 stop7h 40m

Norfolk

Tue 15/9

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

1 stop5h 19m

C$ 633

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 15/9

8:00 p.m.-9:53 a.m.

1 stop13h 53m

Norfolk

Sun 20/9

6:05 a.m.-11:49 a.m.

1 stop5h 44m

C$ 633

Flights are sorted by cheapest round-trip flights first.

Deals found on 19/6

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.
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
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Chesapeake. Reviews last updated 22 June 2026.
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
9,874 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,874 reviews
United Airlines
7.4
Good
9,874 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,379 reviews
United Airlines
7.4
Good
9,874 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,241 reviews
United Airlines
7.4
Good
9,874 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

Overall

7.4

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

Related info for your journey

Find useful and relevant information for your journey from Canada to Chesapeake. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Canada to Chesapeake?

    Departing from Canada to Chesapeake will take you 9h 44m. 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 Montreal Pierre Elliott Trudeau Intl - 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

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Dulles Intl flights
Pearson Intl to Reagan-National flights
Toronto Island to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Pearson Intl to Raleigh flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Vancouver Intl to Reagan-National flights
Toronto Island to Reagan-National flights
Calgary to Dulles Intl flights
Ottawa to Dulles Intl flights
Toronto Island to Raleigh flights
Ottawa to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Winnipeg to Dulles Intl flights
Winnipeg to Reagan-National flights
Vancouver Intl to Raleigh flights
Calgary to Reagan-National flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Québec City to Dulles Intl flights
Québec City to Reagan-National flights
Edmonton to Dulles Intl flights
Halifax to Reagan-National flights
Pearson Intl to Richmond flights
Pearson Intl to Greensboro flights
Edmonton to Reagan-National flights
Pearson Intl to Norfolk flights
Buffalo to Raleigh flights
Seattle to Dulles Intl flights
Calgary to Raleigh flights
Halifax to Raleigh flights
Hamilton to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
Vancouver Intl to Norfolk flights
Pearson Intl to Roanoke flights
Saskatoon to Raleigh flights
Calgary to Norfolk flights
Pierre Elliott Trudeau Intl to Greensboro flights
Victoria to Dulles Intl flights
Seattle to Reagan-National flights
Regina to Reagan-National flights
Ottawa to Norfolk flights
Kelowna to Dulles Intl flights
Ottawa to Raleigh flights
Pearson Intl to Charlottesville flights

Top 3 airlines flying from Canada to Chesapeake

Discover the top 3 airlines that operate flights from Canada to Chesapeake. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 629,999 searches. Data last updated 22 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 288AverageC$ 673FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 420AverageC$ 856FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 592AverageC$ 798FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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