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Cheap flights from Canada to Chesapeake from C$ 220

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 19/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
29 Mar — 5 Apr1
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 27 February 2026.

Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Sun 26/411:27 a.m.
ORF
-
YVR
2 stops29h 13m
Multiple Airlines
Deal found 26/2C$ 323
Sun 19/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Sun 26/411:27 a.m.
ORF
-
YVR
2 stops29h 13m
Multiple Airlines
Deal found 26/2C$ 324
Sun 19/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Sat 25/411:27 a.m.
ORF
-
YVR
2 stops29h 08m
Multiple Airlines
Deal found 26/2C$ 326
Sun 19/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Fri 24/411:27 a.m.
ORF
-
YVR
1 stop26h 45m
Multiple Airlines
Deal found 26/2C$ 328
Sun 19/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Mon 27/411:27 a.m.
ORF
-
YVR
1 stop26h 18m
Multiple Airlines
Deal found 26/2C$ 331
Sun 19/48:15 p.m.
YYC
-
ORF
2 stops12h 17m
Multiple Airlines
Sat 25/411:27 a.m.
ORF
-
YYC
1 stop25h 33m
Multiple Airlines
Deal found 26/2C$ 360
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Tue 28/46:05 a.m.
ORF
-
YVR
2 stops36h 00m
Multiple Airlines
Deal found 26/2C$ 386
Sun 19/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Tue 28/46:05 a.m.
ORF
-
YVR
2 stops36h 00m
Multiple Airlines
Deal found 26/2C$ 387
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Sat 25/47:16 p.m.
ORF
-
YVR
2 stops21h 19m
Multiple Airlines
Deal found 26/2C$ 393
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Fri 24/45:48 p.m.
ORF
-
YVR
2 stops23h 52m
Multiple Airlines
Deal found 26/2C$ 395
Mon 30/37:30 p.m.
YOW
-
ORF
1 stop4h 10m
United Airlines
Tue 31/37:55 p.m.
ORF
-
YOW
1 stop3h 59m
United Airlines
Deal found 24/2C$ 395
Tue 21/48:00 a.m.
YVR
-
ORF
2 stops28h 51m
Multiple Airlines
Mon 27/411:27 a.m.
ORF
-
YVR
1 stop26h 18m
Multiple Airlines
Deal found 26/2C$ 399

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 27 February 2026.

Round-trip from

C$ 323

One-way from

C$ 220

Popular in

August

Cheapest in

December

Average price

C$ 663
22/4-26/4
  • 22/4-26/4
  • 3 total stops
  • 37h 45m total
  • Canada to Chesapeake
Search Deals
19/3
  • 19/3
  • 1 total stop
  • 9h 41m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 160 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 27 February 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

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 30/3

7:30 p.m.-11:40 p.m.

1 stop4h 10m

Norfolk

Tue 31/3

7:55 p.m.-11:54 p.m.

1 stop3h 59m

C$ 395

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 24/3

6:00 a.m.-11:06 a.m.

1 stop5h 06m

Norfolk

Tue 31/3

6:08 a.m.-2:22 p.m.

1 stop8h 14m

C$ 397

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Fri 24/4

8:45 a.m.-11:16 p.m.

1 stop13h 31m

Norfolk

Mon 27/4

7:55 p.m.-11:52 a.m.

2 stops16h 57m

C$ 432

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 9/4

6:10 a.m.-11:54 a.m.

1 stop5h 44m

Norfolk

Thu 16/4

6:00 a.m.-5:07 p.m.

1 stop11h 07m

C$ 445

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 7/6

7:45 a.m.-4:51 p.m.

1 stop9h 06m

Norfolk

Sun 14/6

6:05 a.m.-8:05 p.m.

1 stop14h 00m

C$ 457

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 4/5

7:45 a.m.-5:07 p.m.

1 stop9h 22m

Norfolk

Fri 8/5

8:27 p.m.-2:05 p.m.

1 stop17h 38m

C$ 476

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 30/3

2:50 p.m.-11:40 p.m.

2 stops8h 50m

Norfolk

Tue 31/3

6:00 a.m.-3:20 p.m.

2 stops9h 20m

C$ 486

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 17/4

2:20 p.m.-10:51 p.m.

1 stop8h 31m

Norfolk

Sun 19/4

8:27 p.m.-11:43 a.m.

1 stop15h 16m

C$ 490

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 22/4

3:15 p.m.-9:31 a.m.

2 stops15h 16m

Norfolk

Sat 25/4

6:04 a.m.-6:18 p.m.

2 stops15h 14m

C$ 494

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Mon 20/4

3:35 p.m.-2:11 p.m.

2 stops19h 36m

Norfolk

Mon 27/4

10:27 a.m.-10:56 p.m.

2 stops15h 29m

C$ 494

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/2

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
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

What is the cheapest month to book a flight from Canada to Chesapeake?

Currently, April is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 250). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 533). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 27 February 2026.
See what other customers who have flown with United Airlines,American Airlines, andWestJet 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
9,351 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

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
9,351 reviews
United Airlines
7.4
Good
9,351 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

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
7.2
Good
11,357 reviews
United Airlines
7.4
Good
9,351 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

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
3,276 reviews
United Airlines
7.4
Good
9,351 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

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
10,750 reviews
United Airlines
7.4
Good
9,351 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

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

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 4h 10m. There are 938 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.

  • What is the cheapest month to book a flight from Canada to Chesapeake?

    Currently, April is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 250). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 533). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

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

Top 4 airlines flying from Canada to Chesapeake

Discover the top 4 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 27 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 229AverageC$ 806FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 237AverageC$ 685FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 279AverageC$ 699FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 452AverageC$ 689FlexibilityNo 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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