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Cheap flights from Canada to Chesapeake from C$ 193

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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
30 Jan — 6 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 31 December 2025.

Wed 31/126:25 p.m.YUL - ORF
1 stop16h 13mAir Canada
Sun 4/110:46 a.m.ORF - YUL
1 stop9h 02mAir Canada
Deal found 30/12C$ 1,150
Wed 31/126:45 a.m.YUL - ORF
2 stops35h 45mWestJet
Sun 4/111:48 a.m.ORF - YUL
1 stop20h 56mWestJet
Deal found 30/12C$ 1,170
Tue 30/126:20 p.m.YUL - ORF
1 stop20h 19mWestJet
Sun 4/14:50 p.m.ORF - YUL
1 stop19h 14mWestJet
Deal found 30/12C$ 1,589
Tue 30/127:15 a.m.YYZ - ORF
1 stop7h 01mMultiple Airlines
Tue 30/127:40 p.m.ORF - YYZ
2 stops24h 23mMultiple Airlines
Deal found 30/12C$ 1,763
Wed 31/124:35 p.m.YUL - ORF
2 stops21h 31mMultiple Airlines
Sun 4/13:01 p.m.ORF - YUL
3 stops25h 29mMultiple Airlines
Deal found 30/12C$ 2,559

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 31 December 2025.

Round-trip from

C$ 404

One-way from

C$ 193

Popular in

August

Cheapest in

February

Average price

C$ 586
United Airlines
  • United Airlines
  • 17/1-19/1
  • 2 total stops
  • 9h 41m total
  • Canada to Chesapeake
Search Deals
8/2
  • 8/2
  • 2 total stops
  • 13h 37m 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$ 26 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 31 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

Mon 23/2

7:00 a.m.-6:26 p.m.

1 stop11h 26m

Norfolk

Thu 26/2

7:31 p.m.-2:40 p.m.

1 stop19h 09m

C$ 248

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 28/1

7:15 a.m.-3:06 p.m.

2 stops31h 51m

Norfolk

Wed 4/2

6:15 p.m.-11:20 p.m.

1 stop29h 05m

C$ 255

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 30/1

3:50 p.m.-9:50 p.m.

1 stop30h 00m

Norfolk

Wed 4/2

6:15 p.m.-11:20 p.m.

1 stop29h 05m

C$ 308

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 24/1

7:15 a.m.-8:15 p.m.

1 stop13h 00m

Norfolk

Mon 26/1

6:45 a.m.-11:20 p.m.

2 stops16h 35m

C$ 389

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 23/1

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

1 stop5h 32m

Norfolk

Mon 26/1

4:12 p.m.-9:56 p.m.

1 stop5h 44m

C$ 404

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 17/1

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

1 stop5h 32m

Norfolk

Mon 19/1

7:45 p.m.-11:54 p.m.

1 stop4h 09m

C$ 404

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Mon 2/3

8:00 a.m.-6:26 p.m.

1 stop9h 26m

Norfolk

Mon 16/3

3:26 p.m.-5:26 p.m.

1 stop27h 00m

C$ 419

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 16/1

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

2 stops9h 51m

Norfolk

Sat 17/1

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

1 stop7h 35m

C$ 428

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$ 442

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Wed 25/3

8:00 a.m.-7:31 p.m.

1 stop11h 31m

Norfolk

Wed 1/4

8:29 p.m.-6:25 p.m.

2 stops21h 56m

C$ 459

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/12

Showing 1-10 of 46 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$ 252). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 534). 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 31 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
9,124 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

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
9,124 reviews
United Airlines
7.4
Good
9,124 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

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
11,074 reviews
United Airlines
7.4
Good
9,124 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

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
3,227 reviews
United Airlines
7.4
Good
9,124 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

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
10,569 reviews
United Airlines
7.4
Good
9,124 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Boarding

7.7

Overall

7.4

Food

6.6

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 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$ 252). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 534). 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.
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Pearson Intl to Dulles Intl flights
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Pearson Intl to Norfolk flights
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Pierre Elliott Trudeau Intl to Norfolk flights
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Kelowna to Reagan-National flights
Ottawa to Norfolk flights
Kelowna to Dulles Intl flights
Ottawa to Raleigh flights
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Calgary to Richmond 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 31 December 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 265AverageC$ 474FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 279AverageC$ 715FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 345AverageC$ 664FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
Air CanadaCheapestC$ 361AverageC$ 756FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 405AverageC$ 659FlexibilityNo 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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