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Cheap flights from Canada to Chesapeake from C$ 226

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 30/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
16 Mar — 23 Mar1
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 14 February 2026.

Thu 19/37:10 a.m.
YYZ
-
ORF
1 stop14h 37m
Multiple Airlines
Thu 26/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 14/2C$ 393
Sat 18/48:20 p.m.
YYZ
-
ORF
1 stop26h 38m
Multiple Airlines
Sat 25/46:43 p.m.
ORF
-
YYZ
1 stop28h 52m
Multiple Airlines
Deal found 11/2C$ 399
Fri 29/57:45 a.m.
YYZ
-
ORF
1 stop14h 53m
Multiple Airlines
Mon 1/66:05 a.m.
ORF
-
YYZ
1 stop14h 00m
Multiple Airlines
Deal found 12/2C$ 407
Wed 3/63:10 p.m.
YOW
-
ORF
2 stops8h 34m
United Airlines
Mon 8/66:00 a.m.
ORF
-
YOW
1 stop7h 59m
United Airlines
Deal found 14/2C$ 410
Mon 30/37:30 p.m.
YOW
-
ORF
1 stop14h 01m
United Airlines
Tue 31/37:55 p.m.
ORF
-
YOW
1 stop3h 59m
United Airlines
Deal found 12/2C$ 411
Mon 9/312:15 p.m.
YYZ
-
ORF
1 stop30h 11m
Multiple Airlines
Tue 17/36:45 a.m.
ORF
-
YYZ
1 stop17h 29m
Multiple Airlines
Deal found 13/2C$ 422
Fri 19/62:48 p.m.
YOW
-
ORF
1 stop6h 54m
United Airlines
Tue 23/66:10 a.m.
ORF
-
YOW
1 stop3h 53m
United Airlines
Deal found 11/2C$ 438
Sun 1/38:00 p.m.
YYZ
-
ORF
2 stops14h 42m
Multiple Airlines
Thu 12/38:41 p.m.
ORF
-
YYZ
1 stop25h 34m
Multiple Airlines
Deal found 14/2C$ 483
Thu 19/23:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Mon 23/28:49 a.m.
ORF
-
YYZ
1 stop29h 31m
Multiple Airlines
Deal found 11/2C$ 486
Fri 24/47:40 a.m.
YYZ
-
ORF
1 stop11h 49m
Multiple Airlines
Mon 27/48:27 p.m.
ORF
-
YYZ
1 stop17h 38m
Multiple Airlines
Deal found 11/2C$ 489
Mon 30/32:50 p.m.
YOW
-
ORF
2 stops8h 50m
Air Canada
Tue 31/310:15 a.m.
ORF
-
YOW
1 stop6h 52m
Air Canada
Deal found 12/2C$ 489
Fri 29/512:26 p.m.
YWG
-
ORF
2 stops9h 49m
Delta
Sun 31/56:00 a.m.
ORF
-
YWG
2 stops11h 51m
Delta
Deal found 13/2C$ 493

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 14 February 2026.

Round-trip from

C$ 393

One-way from

C$ 226

Popular in

August

Cheapest in

December

Average price

C$ 660
19/3-26/3
  • 19/3-26/3
  • 2 total stops
  • 22h 12m total
  • Canada to Chesapeake
Search Deals
25/3
  • 25/3
  • 1 total stop
  • 14h 37m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 158 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 14 February 2026.
Use the filters below to find and compare flights from Canada to Chesapeake that are best for you.

Fly from

Canada

Fly to

Chesapeake

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 29/5

7:45 a.m.-10:38 p.m.

1 stop14h 53m

Norfolk

Mon 1/6

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

1 stop14h 00m

C$ 407

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Wed 3/6

3:10 p.m.-11:44 p.m.

2 stops8h 34m

Norfolk

Mon 8/6

6:00 a.m.-1:59 p.m.

1 stop7h 59m

C$ 410

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 30/3

10:00 a.m.-11:40 p.m.

1 stop13h 40m

Norfolk

Tue 31/3

6:08 a.m.-10:03 a.m.

1 stop3h 55m

C$ 410

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sun 5/4

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

1 stop9h 00m

Norfolk

Sun 19/4

6:00 a.m.-1:59 p.m.

1 stop7h 59m

C$ 411

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 24/3

6:20 a.m.-2:32 p.m.

1 stop8h 12m

Norfolk

Tue 31/3

6:08 a.m.-10:03 a.m.

1 stop3h 55m

C$ 413

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 9/3

12:15 p.m.-6:26 p.m.

1 stop30h 11m

Norfolk

Tue 17/3

6:45 a.m.-12:14 a.m.

1 stop17h 29m

C$ 422

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 19/6

2:48 p.m.-9:42 p.m.

1 stop6h 54m

Norfolk

Tue 23/6

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

1 stop3h 53m

C$ 438

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

11:15 a.m.-7:32 p.m.

1 stop8h 17m

Norfolk

Sun 19/4

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

1 stop15h 16m

C$ 448

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 1/3

8:00 p.m.-10:42 a.m.

2 stops14h 42m

Norfolk

Thu 12/3

8:41 p.m.-10:15 p.m.

1 stop25h 34m

C$ 483

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 30/3

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

2 stops8h 50m

Norfolk

Tue 31/3

10:15 a.m.-5:07 p.m.

1 stop6h 52m

C$ 489

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/2

Showing 1-10 of 60 results
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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$ 249). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 531). 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.

Weekly flight availability from Canada to Chesapeake

Explore weekly flight availability from Canada to Chesapeake. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 14 February 2026.

The most flights from CA0 to C6E are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 14 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
9,296 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

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
9,296 reviews
United Airlines
7.4
Good
9,296 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

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
7.2
Good
11,297 reviews
United Airlines
7.4
Good
9,296 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

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
3,262 reviews
United Airlines
7.4
Good
9,296 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

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
10,718 reviews
United Airlines
7.4
Good
9,296 reviews
Check prices

Crew

8.1

Comfort

7.3

Entertainment

7.1

Food

6.6

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 6h 09m. There are 1168 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 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.

  • 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$ 249). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 531). 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
Pierre Elliott Trudeau Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Toronto Island to Dulles Intl flights
Pearson Intl to Raleigh flights
Ottawa to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Ottawa to Reagan-National flights
Vancouver Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Raleigh flights
Calgary to Dulles Intl flights
Vancouver Intl to Raleigh flights
Winnipeg to Dulles Intl flights
Toronto Island to Reagan-National flights
Edmonton to Reagan-National flights
Edmonton to Dulles Intl flights
Pearson Intl to Norfolk flights
Kelowna to Reagan-National flights
Calgary to Raleigh flights
Halifax to Reagan-National flights
Victoria to Dulles Intl flights
Vancouver Intl to Norfolk flights
Calgary to Reagan-National flights
Winnipeg to Reagan-National flights
Victoria to Reagan-National flights
Halifax to Raleigh flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Pearson Intl to Greensboro flights
Pearson Intl to Richmond flights
Vancouver Intl to Richmond flights
Pearson Intl to Charlottesville flights
Regina to Reagan-National flights
Regina to Dulles Intl flights
Saskatoon to Reagan-National flights
Fredericton to Dulles Intl flights
Kelowna to Dulles Intl flights
Calgary to Charlottesville flights
Pearson Intl to Roanoke flights
Buffalo to Raleigh flights
Ottawa to Raleigh flights
Ottawa to Norfolk flights
Pierre Elliott Trudeau Intl to Richmond flights
Pierre Elliott Trudeau Intl to Greensboro flights
Québec City to Dulles Intl flights
St. John's to Dulles Intl flights
Edmonton to Norfolk 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 14 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 228AverageC$ 755FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 236AverageC$ 682FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 277AverageC$ 706FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 453AverageC$ 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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