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Cheap flights from Canada to Chesapeake from C$ 165

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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
27 Jan — 3 Feb1
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 28 December 2025.

Sat 27/124:44 p.m.YYZ - ORF
1 stop4h 47mAmerican Airlines
Mon 5/15:26 p.m.ORF - YYZ
1 stop4h 17mAmerican Airlines
Deal found 26/12C$ 1,007
Sat 27/129:25 a.m.YYZ - ORF
2 stops52h 41mMultiple Airlines
Mon 5/17:40 p.m.ORF - YYZ
1 stop28h 31mMultiple Airlines
Deal found 26/12C$ 1,070
Sat 27/122:15 p.m.YYZ - ORF
1 stop9h 26mAir Canada
Sun 28/127:55 p.m.ORF - YYZ
1 stop3h 51mAir Canada
Deal found 25/12C$ 1,155
Sat 27/126:30 p.m.YYZ - ORF
2 stops24h 00mWestJet
Mon 5/112:10 p.m.ORF - YYZ
2 stops33h 01mWestJet
Deal found 26/12C$ 1,312
Sat 27/1211:00 a.m.YYZ - ORF
2 stops27h 39mWestJet
Sun 28/124:50 p.m.ORF - YYZ
1 stop6h 00mWestJet
Deal found 26/12C$ 1,328
Sat 27/126:00 a.m.YYZ - ORF
1 stop9h 50mAmerican Airlines
Sun 28/127:20 p.m.ORF - YYZ
1 stop3h 37mAmerican Airlines
Deal found 26/12C$ 1,488

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 28 December 2025.

Round-trip from

C$ 332

One-way from

C$ 165

Popular in

August

Cheapest in

February

Average price

C$ 585
15/1-29/1
  • 15/1-29/1
  • 3 total stops
  • 31h 48m total
  • Canada to Chesapeake
Search Deals
9/2
  • 9/2
  • 1 total stop
  • 11h 38m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 159 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 25 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 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 28 December 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

Thu 15/1

7:15 a.m.-4:44 p.m.

2 stops9h 29m

Norfolk

Thu 29/1

4:01 p.m.-2:20 p.m.

1 stop22h 19m

C$ 332

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 12/1

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

1 stop9h 03m

Norfolk

Thu 15/1

7:33 p.m.-2:40 p.m.

1 stop19h 07m

C$ 343

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 17/1

5:55 p.m.-11:27 p.m.

1 stop5h 32m

Norfolk

Mon 19/1

10:05 a.m.-5:12 p.m.

1 stop7h 07m

C$ 403

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Mon 9/2

12:30 a.m.-6:38 p.m.

2 stops16h 08m

Norfolk

Tue 17/2

7:31 p.m.-7:48 p.m.

1 stop26h 17m

C$ 429

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sun 18/1

6:00 a.m.-11:27 p.m.

2 stops15h 27m

Norfolk

Thu 22/1

10:05 a.m.-10:19 p.m.

2 stops14h 14m

C$ 443

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 29/5

9:50 a.m.-10:38 p.m.

1 stop12h 48m

Norfolk

Mon 1/6

8:24 p.m.-2:05 p.m.

1 stop17h 41m

C$ 462

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 17/1

7:15 a.m.-5:06 p.m.

2 stops9h 51m

Norfolk

Mon 19/1

12:25 p.m.-9:18 p.m.

2 stops8h 53m

C$ 495

VictoriaNorfolk

YYJ - ORF

YYJORF

Victoria Intl

Fri 16/1

5:40 a.m.-10:55 p.m.

2 stops14h 15m

Norfolk

Mon 19/1

10:05 a.m.-8:26 p.m.

2 stops13h 21m

C$ 514

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 15/1

6:06 a.m.-2:57 p.m.

1 stop8h 51m

Norfolk

Mon 19/1

6:05 a.m.-5:53 p.m.

1 stop11h 48m

C$ 515

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Sat 21/2

4:00 p.m.-6:26 p.m.

3 stops26h 26m

Norfolk

Sun 1/3

7:31 p.m.-10:45 p.m.

3 stops27h 14m

C$ 521

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/12

Showing 1-10 of 39 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$ 251). 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.

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 28 December 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 6% 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 28 December 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
9,114 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
United Airlines
7.4
Good
9,114 reviews
United Airlines
7.4
Good
9,114 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
American Airlines
7.2
Good
11,071 reviews
United Airlines
7.4
Good
9,114 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
WestJet
7.2
Good
3,222 reviews
United Airlines
7.4
Good
9,114 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.
Air Canada
7.1
Good
10,562 reviews
United Airlines
7.4
Good
9,114 reviews
Check prices

Overall

7.4

Crew

8.1

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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 32m. 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$ 251). 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

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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
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Ottawa to Dulles Intl flights
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Toronto Island to Reagan-National flights
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Winnipeg to Dulles Intl flights
Vancouver Intl to Raleigh flights
Calgary to Reagan-National flights
Calgary to Raleigh flights
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Calgary to Dulles Intl flights
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Edmonton to Reagan-National flights
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Halifax to Dulles Intl flights
Pearson Intl to Norfolk flights
Kelowna to Reagan-National flights
Pearson Intl to Charlottesville flights
Pearson Intl to Roanoke flights
Edmonton to Dulles Intl flights
Thunder Bay to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Regina to Dulles Intl flights
Regina to Reagan-National flights
Halifax to Raleigh flights
Detroit to Raleigh flights
Kelowna to Dulles Intl flights
Ottawa to Raleigh flights
St. John's to Dulles Intl flights
Victoria to Dulles Intl flights
Victoria to Reagan-National flights
St. John's to Reagan-National flights
Vancouver Intl to Norfolk flights
Québec City to Dulles Intl flights
Edmonton to Raleigh flights
London to Dulles Intl flights
Calgary to Charlottesville 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 28 December 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 279AverageC$ 714FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 345AverageC$ 663FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 360AverageC$ 429FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
Air CanadaCheapestC$ 361AverageC$ 745FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 405AverageC$ 660FlexibilityNo 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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