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Cheap flights from Canada to Chesapeake from C$ 203

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 7/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
17 feb. — 24 feb.1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Canada to Chesapeake

Keep the following information in mind while searching for Canada to Chesapeake flight deals. Data was last updated 18 enero 2026.

Round-trip from

C$ 351

One-way from

C$ 203

Popular in

August

Cheapest in

December

Average price

C$ 708
2/3-9/3
  • 2/3-9/3
  • 2 total stops
  • 51h 49m total
  • Canada to Chesapeake
Search Deals
7/2
  • 7/2
  • 1 total stop
  • 13h 00m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 179 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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Find 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 18 enero 2026.

mié. 4/37:10 a.m.
YYZ
-
ORF
1 stop14h 40m
Multiple Airlines
mié. 11/37:31 p.m.
ORF
-
YYZ
1 stop27h 49m
Multiple Airlines
Deal found 17/1C$ 327
lun. 2/37:10 a.m.
YYZ
-
ORF
1 stop28h 55m
Multiple Airlines
lun. 9/33:26 p.m.
ORF
-
YYZ
1 stop22h 54m
Multiple Airlines
Deal found 16/1C$ 351
mar. 17/23:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
mar. 24/27:31 p.m.
ORF
-
YYZ
1 stop27h 49m
Multiple Airlines
Deal found 18/1C$ 362
sáb. 14/25:48 p.m.
YOW
-
ORF
1 stop5h 37m
United Airlines
mié. 18/210:15 a.m.
ORF
-
YOW
1 stop6h 52m
United Airlines
Deal found 16/1C$ 429
vie. 20/38:20 p.m.
YYZ
-
ORF
1 stop18h 11m
Multiple Airlines
mar. 24/38:41 p.m.
ORF
-
YYZ
1 stop26h 39m
Multiple Airlines
Deal found 17/1C$ 445
vie. 30/19:35 a.m.
YYZ
-
ORF
1 stop9h 03m
Multiple Airlines
dom. 1/26:45 a.m.
ORF
-
YYZ
1 stop28h 41m
Multiple Airlines
Deal found 15/1C$ 481
dom. 15/27:30 p.m.
YOW
-
ORF
1 stop4h 03m
United Airlines
dom. 22/28:05 p.m.
ORF
-
YOW
1 stop3h 49m
United Airlines
Deal found 16/1C$ 492
dom. 1/31:05 a.m.
YYC
-
ORF
2 stops33h 00m
Multiple Airlines
lun. 9/311:19 a.m.
ORF
-
YYC
1 stop26h 24m
Multiple Airlines
Deal found 16/1C$ 513
dom. 5/48:00 a.m.
YUL
-
ORF
2 stops14h 32m
Multiple Airlines
dom. 12/48:15 p.m.
ORF
-
YUL
1 stop28h 15m
Multiple Airlines
Deal found 17/1C$ 518
jue. 18/610:45 a.m.
YWG
-
ORF
2 stops11h 48m
WestJet
jue. 25/65:30 a.m.
ORF
-
YWG
2 stops13h 10m
WestJet
Deal found 18/1C$ 529
jue. 18/612:40 p.m.
YWG
-
ORF
1 stop9h 54m
Delta
jue. 25/65:50 a.m.
ORF
-
YWG
2 stops15h 19m
Delta
Deal found 18/1C$ 531
lun. 2/35:40 a.m.
YYJ
-
ORF
2 stops14h 19m
United Airlines
lun. 9/36:15 a.m.
ORF
-
YYJ
2 stops18h 56m
United Airlines
Deal found 16/1C$ 538

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 18 enero 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

mié. 4/3

7:10 a.m.-9:50 p.m.

1 stop14h 40m

Norfolk

mié. 11/3

7:31 p.m.-11:20 p.m.

1 stop27h 49m

C$ 327

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

lun. 2/3

7:10 a.m.-12:05 p.m.

1 stop28h 55m

Norfolk

lun. 9/3

3:26 p.m.-2:20 p.m.

1 stop22h 54m

C$ 351

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

sáb. 14/2

5:48 p.m.-11:25 p.m.

1 stop5h 37m

Norfolk

mié. 18/2

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

1 stop6h 52m

C$ 429

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

vie. 20/3

8:20 p.m.-2:31 p.m.

1 stop18h 11m

Norfolk

mar. 24/3

8:41 p.m.-11:20 p.m.

1 stop26h 39m

C$ 445

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

mar. 17/2

3:40 p.m.-6:26 p.m.

1 stop26h 46m

Norfolk

mar. 24/2

1:02 p.m.-10:44 p.m.

2 stops9h 42m

C$ 451

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

vie. 30/1

9:35 a.m.-6:38 p.m.

1 stop9h 03m

Norfolk

dom. 1/2

6:45 a.m.-11:26 a.m.

1 stop28h 41m

C$ 481

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

dom. 15/2

7:30 p.m.-11:33 p.m.

1 stop4h 03m

Norfolk

dom. 22/2

8:05 p.m.-11:54 p.m.

1 stop3h 49m

C$ 492

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

mar. 24/3

7:30 p.m.-11:46 p.m.

1 stop4h 16m

Norfolk

sáb. 18/4

6:08 a.m.-5:14 p.m.

2 stops11h 06m

C$ 513

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

dom. 5/4

8:00 a.m.-10:32 p.m.

2 stops14h 32m

Norfolk

dom. 12/4

8:15 p.m.-12:30 a.m.

1 stop28h 15m

C$ 518

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

jue. 18/6

10:45 a.m.-11:33 p.m.

2 stops11h 48m

Norfolk

jue. 25/6

5:30 a.m.-5:40 p.m.

2 stops13h 10m

C$ 529

Flights are sorted by cheapest round-trip flights first.

Deals found on 16/1

Showing 1-10 of 56 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$ 256). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 543). 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 18 enero 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
9,174 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,174 reviews
United Airlines
7.4
Good
9,174 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,155 reviews
United Airlines
7.4
Good
9,174 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
WestJet
7.2
Good
3,244 reviews
United Airlines
7.4
Good
9,174 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,632 reviews
United Airlines
7.4
Good
9,174 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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 5h 37m. 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 Québec City - 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$ 256). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 543). 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
Vancouver Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Ottawa to Dulles Intl flights
Pearson Intl to Raleigh flights
Ottawa to Reagan-National flights
Vancouver Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Calgary to Dulles Intl flights
Toronto Island to Raleigh flights
Vancouver Intl to Raleigh flights
Winnipeg to Dulles Intl flights
Winnipeg to Reagan-National flights
Pearson Intl to Norfolk flights
Calgary to Raleigh flights
Calgary to Reagan-National flights
Toronto Island to Reagan-National flights
Saskatoon to Reagan-National flights
Edmonton to Reagan-National flights
Edmonton to Dulles Intl flights
Vancouver Intl to Richmond flights
Kelowna to Reagan-National flights
Halifax to Dulles Intl flights
Kelowna to Dulles Intl flights
Pearson Intl to Richmond flights
Victoria to Dulles Intl flights
Québec City to Reagan-National flights
Victoria to Reagan-National flights
Pearson Intl to Roanoke flights
Halifax to Reagan-National flights
Québec City to Dulles Intl flights
Pearson Intl to Greensboro flights
Pierre Elliott Trudeau Intl to Greensboro flights
Halifax to Raleigh flights
Regina to Reagan-National flights
Regina to Dulles Intl flights
Seattle to Dulles Intl flights
Buffalo to Raleigh flights
Pearson Intl to Charlottesville flights
Pierre Elliott Trudeau Intl to Richmond flights
Ottawa to Raleigh flights
Pierre Elliott Trudeau Intl to Norfolk flights
Québec City to Norfolk flights
St. John's to Reagan-National flights

Top 5 airlines flying from Canada to Chesapeake

Discover the top 5 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 18 enero 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 233AverageC$ 768FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 241AverageC$ 653FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 270AverageC$ 482FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 284AverageC$ 741FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 412AverageC$ 677FlexibilityNo 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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