Find flights
When to book
Airlines
FAQs

Cheap flights from Canada to Chesapeake from C$ 286

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 21/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
13 Dec — 20 Dec1
1 adult
1 adult, Economy, 0 bags

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 13 November 2025.

Mon 8/1210:15 a.m.YYZ - ORF
1 stop29h 26mMultiple Airlines
Mon 15/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 11/11C$ 360
Mon 24/1112:50 p.m.YYZ - ORF
1 stop9h 12mMultiple Airlines
Mon 1/1210:28 a.m.ORF - YYZ
1 stop7h 25mMultiple Airlines
Deal found 11/11C$ 394
Fri 12/122:20 p.m.YYZ - ORF
1 stop7h 58mMultiple Airlines
Sun 14/128:11 p.m.ORF - YYZ
2 stops18h 09mMultiple Airlines
Deal found 10/11C$ 399
Thu 11/127:10 a.m.YYZ - ORF
1 stop15h 19mMultiple Airlines
Sun 14/125:15 p.m.ORF - YYZ
1 stop6h 34mMultiple Airlines
Deal found 12/11C$ 426
Sat 6/127:00 a.m.YYZ - ORF
1 stop12h 16mMultiple Airlines
Mon 8/128:38 a.m.ORF - YYZ
1 stop11h 22mMultiple Airlines
Deal found 11/11C$ 437
Tue 9/1211:15 a.m.YYZ - ORF
1 stop8h 01mMultiple Airlines
Tue 16/127:00 a.m.ORF - YYZ
2 stops13h 13mMultiple Airlines
Deal found 11/11C$ 439
Wed 26/116:20 a.m.YOW - ORF
1 stop15h 18mUnited Airlines
Mon 1/128:05 p.m.ORF - YOW
1 stop3h 49mUnited Airlines
Deal found 12/11C$ 559
Mon 15/127:00 a.m.YOW - ORF
1 stop12h 16mMultiple Airlines
Sun 4/112:38 p.m.ORF - YOW
2 stops52h 47mMultiple Airlines
Deal found 13/11C$ 573
Thu 4/122:13 p.m.YYC - ORF
2 stops17h 27mUnited Airlines
Wed 10/126:05 a.m.ORF - YYC
1 stop7h 30mUnited Airlines
Deal found 11/11C$ 594
Thu 20/116:45 a.m.YOW - ORF
2 stops13h 46mMultiple Airlines
Mon 24/119:26 p.m.ORF - YOW
1 stop19h 47mMultiple Airlines
Deal found 11/11C$ 643
Thu 20/115:55 p.m.YOW - ORF
1 stop5h 32mUnited Airlines
Tue 25/116:35 a.m.ORF - YOW
1 stop14h 43mUnited Airlines
Deal found 11/11C$ 656
Tue 23/126:05 p.m.YVR - ORF
2 stops13h 54mUnited Airlines
Fri 26/126:20 a.m.ORF - YVR
2 stops12h 24mUnited Airlines
Deal found 10/11C$ 660

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 13 November 2025.

Round-trip from

C$ 357

One-way from

C$ 286

Popular in

August

Cheapest in

January

Average price

C$ 800
1/2-7/2
  • 1/2-7/2
  • 4 total stops
  • 37h 56m total
  • Canada to Chesapeake
Search Deals
Air Canada
  • Air Canada
  • 21/12
  • 1 total stop
  • 9h 26m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 222 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 13 November 2025.
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

Sun 1/2

12:15 p.m.-6:36 p.m.

3 stops30h 21m

Norfolk

Sat 7/2

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 357

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 8/12

10:15 a.m.-3:41 p.m.

1 stop29h 26m

Norfolk

Mon 15/12

8:38 a.m.-2:20 p.m.

1 stop29h 42m

C$ 360

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 31/1

7:10 a.m.-9:48 p.m.

1 stop14h 38m

Norfolk

Sun 8/2

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 398

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 12/12

2:20 p.m.-10:18 p.m.

1 stop7h 58m

Norfolk

Sun 14/12

8:38 a.m.-11:43 a.m.

1 stop27h 05m

C$ 415

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 7/4

7:40 p.m.-11:38 p.m.

1 stop3h 58m

Norfolk

Wed 8/4

6:00 a.m.-1:45 p.m.

1 stop7h 45m

C$ 420

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/12

7:10 a.m.-10:29 p.m.

1 stop15h 19m

Norfolk

Sun 14/12

5:15 p.m.-11:49 p.m.

1 stop6h 34m

C$ 426

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 6/12

2:20 p.m.-10:03 p.m.

1 stop7h 43m

Norfolk

Mon 8/12

8:11 p.m.-8:13 p.m.

2 stops24h 02m

C$ 450

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 24/11

12:50 p.m.-10:02 p.m.

1 stop9h 12m

Norfolk

Mon 1/12

8:02 p.m.-8:13 p.m.

2 stops24h 11m

C$ 467

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 12/12

2:20 p.m.-10:18 p.m.

1 stop7h 58m

Norfolk

Fri 19/12

2:34 p.m.-10:35 p.m.

2 stops32h 01m

C$ 483

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 7/4

2:50 p.m.-11:38 p.m.

2 stops8h 48m

Norfolk

Wed 8/4

6:00 a.m.-4:21 p.m.

2 stops10h 21m

C$ 495

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/11

Showing 1-10 of 45 results
1
2
3
...
5

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, February is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 235). Flying from Canada to Chesapeake in August is currently the most expensive (average of C$ 433). 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.

What is the cheapest time of day to fly from CA to C6E?

Find hourly flight availability from Canada to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 13 November 2025.

A simple way to save on the total cost of your ticket is to fly from Canada to Chesapeake in the morning. If you’re flexible enough to do this you can expect to save up to 5% on your trip compared to booking a flight in the afternoon.

What is the cheapest day to fly from Canada to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Canada to Chesapeake. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Canada to Chesapeake flight should consider departing on Friday at noon when fares are most often at their lowest. Tuesday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 13 November 2025.
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
9,015 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,015 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,050 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,159 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,444 reviews
United Airlines
7.4
Good
9,015 reviews
Check prices

Boarding

7.7

Comfort

7.3

Food

6.6

Overall

7.4

Entertainment

7.1

Crew

8.1

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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 3h 58m. 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 cheapest airlines to fly from Canada to Chesapeake one-way?

    C$ 286 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from C$ 425 and C$ 430, respectively.

  • 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 Calgary - 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, February is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 235). Flying from Canada to Chesapeake in August is currently the most expensive (average of C$ 433). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Ottawa to Dulles Intl flights
Pearson Intl to Raleigh flights
Vancouver Intl to Dulles Intl flights
Ottawa to Reagan-National flights
Vancouver Intl to Reagan-National flights
Toronto Island to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Pearson Intl to Norfolk flights
Winnipeg to Dulles Intl flights
Calgary to Dulles Intl flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Calgary to Reagan-National flights
Winnipeg to Reagan-National flights
Calgary to Raleigh flights
Pierre Elliott Trudeau Intl to Richmond flights
Halifax to Raleigh flights
Toronto Island to Raleigh flights
Pierre Elliott Trudeau Intl to Greensboro flights
Pearson Intl to Richmond flights
Buffalo to Raleigh flights
Seattle to Reagan-National flights
Pearson Intl to Greensboro flights
Vancouver Intl to Norfolk flights
Vancouver Intl to Richmond flights
Halifax to Dulles Intl flights
Calgary to Richmond flights
Fredericton to Dulles Intl flights
Seattle to Dulles Intl flights
Saskatoon to Reagan-National flights
Vancouver Intl to Raleigh flights
Calgary to Norfolk flights
Québec City to Dulles Intl flights
Halifax to Reagan-National flights
Ottawa to Norfolk flights
Detroit to Raleigh flights
Pierre Elliott Trudeau Intl to Norfolk flights
Ottawa to Raleigh flights
Pierre Elliott Trudeau Intl to Charlottesville flights
Hamilton to Reagan-National flights
Saskatoon to Raleigh flights
Kelowna 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 13 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 235AverageC$ 745FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 285AverageC$ 702FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 286AverageC$ 712FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 369AverageC$ 440FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 415AverageC$ 673FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.