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Cheap flights from Canada to Chesapeake from C$ 221

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 19/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
9 Apr — 16 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 10 March 2026.

Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Sun 26/411:27 a.m.
ORF
-
YVR
1 stop26h 18m
Multiple Airlines
Deal found 5/3C$ 343
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Mon 27/411:27 a.m.
ORF
-
YVR
1 stop26h 18m
Multiple Airlines
Deal found 5/3C$ 353
Sun 19/42:40 p.m.
YOW
-
ORF
1 stop9h 00m
United Airlines
Thu 23/410:27 a.m.
ORF
-
YOW
1 stop13h 27m
United Airlines
Deal found 5/3C$ 399
Sun 19/48:20 p.m.
YYZ
-
ORF
1 stop20h 47m
Multiple Airlines
Thu 23/48:57 p.m.
ORF
-
YYZ
1 stop14h 46m
Multiple Airlines
Deal found 5/3C$ 417
Wed 15/42:00 p.m.
YWG
-
ORF
1 stop6h 08m
United Airlines
Thu 16/46:00 a.m.
ORF
-
YWG
1 stop6h 52m
United Airlines
Deal found 5/3C$ 430
Tue 7/47:10 a.m.
YYZ
-
ORF
1 stop7h 25m
Multiple Airlines
Tue 14/46:45 a.m.
ORF
-
YYZ
2 stops16h 35m
Multiple Airlines
Deal found 10/3C$ 430
Mon 20/47:15 a.m.
YYZ
-
ORF
1 stop9h 52m
Multiple Airlines
Thu 23/43:15 p.m.
ORF
-
YYZ
1 stop8h 59m
Multiple Airlines
Deal found 5/3C$ 442
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Tue 28/48:05 a.m.
ORF
-
YVR
2 stops29h 40m
Multiple Airlines
Deal found 5/3C$ 444
Sat 4/410:44 a.m.
YOW
-
ORF
1 stop10h 24m
United Airlines
Sat 11/47:36 p.m.
ORF
-
YOW
1 stop4h 18m
United Airlines
Deal found 7/3C$ 446
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 5/3C$ 449
Tue 21/48:00 a.m.
YVR
-
ORF
2 stops28h 51m
Multiple Airlines
Sun 26/411:27 a.m.
ORF
-
YVR
1 stop26h 18m
Multiple Airlines
Deal found 5/3C$ 452
Wed 22/411:00 p.m.
YVR
-
ORF
1 stop8h 32m
Multiple Airlines
Wed 29/47:00 a.m.
ORF
-
YVR
2 stops30h 45m
Multiple Airlines
Deal found 5/3C$ 459

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 10 March 2026.

Round-trip from

C$ 343

One-way from

C$ 221

Popular in

August

Cheapest in

December

Average price

C$ 484
22/4-27/4
  • 22/4-27/4
  • 2 total stops
  • 34h 50m total
  • Canada to Chesapeake
Search Deals
19/4
  • 19/4
  • 1 total stop
  • 20h 47m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 174 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 10 March 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

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sun 19/4

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

1 stop9h 00m

Norfolk

Thu 23/4

10:27 a.m.-11:54 p.m.

1 stop13h 27m

C$ 399

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Wed 15/4

2:00 p.m.-9:08 p.m.

1 stop6h 08m

Norfolk

Thu 16/4

6:00 a.m.-11:52 a.m.

1 stop6h 52m

C$ 430

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 4/4

10:44 a.m.-9:08 p.m.

1 stop10h 24m

Norfolk

Sat 11/4

7:36 p.m.-11:54 p.m.

1 stop4h 18m

C$ 446

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sun 19/4

4:15 p.m.-5:07 p.m.

2 stops21h 52m

Norfolk

Sun 26/4

11:27 a.m.-10:45 a.m.

1 stop26h 18m

C$ 464

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Mon 20/4

3:17 p.m.-2:20 p.m.

2 stops21h 03m

Norfolk

Mon 27/4

7:55 p.m.-2:08 p.m.

2 stops20h 13m

C$ 475

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Tue 14/4

3:17 p.m.-2:20 p.m.

2 stops21h 03m

Norfolk

Thu 16/4

6:04 a.m.-10:04 p.m.

2 stops18h 00m

C$ 478

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Thu 28/5

8:45 a.m.-9:39 a.m.

2 stops23h 54m

Norfolk

Mon 1/6

4:57 p.m.-10:33 p.m.

1 stop6h 36m

C$ 483

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 22/4

8:35 a.m.-11:16 p.m.

1 stop11h 41m

Norfolk

Sat 25/4

6:00 a.m.-11:33 a.m.

1 stop8h 33m

C$ 491

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 15/4

8:35 a.m.-11:16 p.m.

1 stop11h 41m

Norfolk

Fri 17/4

7:55 p.m.-2:06 p.m.

2 stops21h 11m

C$ 491
Quickest round-trip

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sun 5/7

3:10 p.m.-7:22 p.m.

1 stop4h 12m

Norfolk

Sun 12/7

6:05 a.m.-10:03 a.m.

1 stop3h 58m

C$ 509

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/3

Showing 1-10 of 58 resultsSorted by cheapest first
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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

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$ 248). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 529). 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 10 March 2026.
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
9,409 reviews
Check prices

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
9,409 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
3,288 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
11,414 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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
10,800 reviews
United Airlines
7.4
Good
9,409 reviews
Check prices

Entertainment

7.1

Food

6.6

Comfort

7.3

Crew

8.1

Overall

7.4

Boarding

7.7

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

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 8h 02m. 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 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.

  • 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$ 248). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 529). 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
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Pierre Elliott Trudeau Intl to Reagan-National flights
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Ottawa to Reagan-National flights
Toronto Island to Reagan-National flights
Toronto Island to Raleigh flights
Calgary to Dulles Intl flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Calgary to Reagan-National flights
Winnipeg to Dulles Intl flights
Vancouver Intl to Raleigh flights
Pearson Intl to Norfolk flights
Calgary to Raleigh flights
Winnipeg to Reagan-National flights
Pearson Intl to Charlottesville flights
Pearson Intl to Richmond flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Vancouver Intl to Norfolk flights
Regina to Dulles Intl flights
Halifax to Raleigh flights
Buffalo to Raleigh flights
Edmonton to Raleigh flights
Calgary to Richmond flights
Québec City to Dulles Intl flights
Halifax to Reagan-National flights
Ottawa to Raleigh flights
Victoria to Reagan-National flights
Saskatoon to Reagan-National flights
Ottawa to Norfolk flights
Saskatoon to Raleigh flights
Québec City to Reagan-National flights
Pearson Intl to Greensboro flights
Pearson Intl to Blountville flights
Vancouver Intl to Richmond flights
Regina to Reagan-National flights
St. John's to Reagan-National flights
St. John's to Dulles Intl flights
Victoria to Dulles Intl 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 10 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 228AverageC$ 802FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 235AverageC$ 680FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 277AverageC$ 693FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 449AverageC$ 706FlexibilityNo 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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