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Cheap flights from Canada to Chesapeake from C$ 182

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 16/11. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
29 Nov — 6 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 30 October 2025.

Tue 2/127:15 a.m.YYZ - ORF
1 stop13h 16mMultiple Airlines
Thu 4/128:38 a.m.ORF - YYZ
1 stop15h 33mMultiple Airlines
Deal found 28/10C$ 357
Sun 23/117:10 a.m.YYZ - ORF
1 stop13h 21mMultiple Airlines
Sun 30/119:26 p.m.ORF - YYZ
1 stop14h 17mMultiple Airlines
Deal found 30/10C$ 369
Mon 24/1112:50 p.m.YYZ - ORF
1 stop7h 41mMultiple Airlines
Wed 3/129:26 p.m.ORF - YYZ
1 stop15h 44mMultiple Airlines
Deal found 28/10C$ 387
Tue 2/127:15 a.m.YYZ - ORF
1 stop13h 16mMultiple Airlines
Tue 9/128:11 p.m.ORF - YYZ
1 stop26h 01mMultiple Airlines
Deal found 30/10C$ 388
Fri 5/122:20 p.m.YYZ - ORF
1 stop7h 58mMultiple Airlines
Sun 7/125:15 p.m.ORF - YYZ
1 stop21h 39mMultiple Airlines
Deal found 29/10C$ 455
Mon 17/117:00 a.m.YYZ - ORF
1 stop11h 58mMultiple Airlines
Thu 20/117:18 p.m.ORF - YYZ
1 stop16h 25mMultiple Airlines
Deal found 28/10C$ 457
Wed 19/1112:45 a.m.YEG - ORF
1 stop9h 29mMultiple Airlines
Tue 25/113:50 p.m.ORF - YEG
2 stops42h 20mMultiple Airlines
Deal found 29/10C$ 457
Thu 20/116:00 a.m.YEG - ORF
1 stop15h 16mUnited Airlines
Tue 25/1110:35 a.m.ORF - YEG
2 stops13h 44mUnited Airlines
Deal found 29/10C$ 464
Thu 4/128:00 a.m.YUL - ORF
1 stop11h 16mMultiple Airlines
Mon 8/128:11 p.m.ORF - YUL
2 stops20h 44mMultiple Airlines
Deal found 29/10C$ 487
Fri 21/113:10 p.m.YOW - ORF
1 stop8h 17mAir Canada
Sun 23/1110:34 a.m.ORF - YOW
1 stop13h 20mAir Canada
Deal found 30/10C$ 494
Fri 21/1112:05 p.m.YOW - ORF
2 stops11h 22mUnited Airlines
Sun 23/1110:34 a.m.ORF - YOW
1 stop13h 20mUnited Airlines
Deal found 30/10C$ 504
Sun 14/127:00 a.m.YOW - ORF
3 stops24h 43mMultiple Airlines
Sun 21/127:40 p.m.ORF - YOW
2 stops21h 11mMultiple Airlines
Deal found 30/10C$ 526

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 30 October 2025.

Round-trip from

C$ 369

One-way from

C$ 182

Popular in

August

Cheapest in

January

Average price

C$ 755
23/11-30/11
  • 23/11-30/11
  • 2 total stops
  • 27h 38m total
  • Canada to Chesapeake
Search Deals
16/11
  • 16/11
  • 2 total stops
  • 16h 58m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 23% potential increase in price (C$ 258 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 30 October 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

Tue 2/12

7:15 a.m.-8:31 p.m.

1 stop13h 16m

Norfolk

Tue 9/12

8:11 p.m.-10:12 p.m.

1 stop26h 01m

C$ 388

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 27/11

7:35 a.m.-10:29 p.m.

1 stop14h 54m

Norfolk

Thu 4/12

8:38 a.m.-12:11 a.m.

1 stop15h 33m

C$ 390

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 7/4

6:00 a.m.-10:10 a.m.

1 stop4h 10m

Norfolk

Wed 8/4

11:29 a.m.-4:15 p.m.

1 stop4h 46m

C$ 420

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 5/12

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

1 stop7h 58m

Norfolk

Sun 7/12

5:15 p.m.-2:54 p.m.

1 stop21h 39m

C$ 455

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Fri 16/1

6:00 a.m.-9:53 a.m.

2 stops25h 53m

Norfolk

Mon 19/1

7:45 p.m.-10:19 p.m.

2 stops28h 34m

C$ 464

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Thu 20/11

6:00 a.m.-11:16 p.m.

1 stop15h 16m

Norfolk

Tue 25/11

10:35 a.m.-10:19 p.m.

2 stops13h 44m

C$ 464

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Thu 4/12

8:00 a.m.-7:16 p.m.

1 stop11h 16m

Norfolk

Mon 8/12

8:11 p.m.-4:55 p.m.

2 stops20h 44m

C$ 487

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 7/4

2:50 p.m.-11:31 p.m.

2 stops8h 41m

Norfolk

Wed 8/4

11:29 a.m.-10:16 p.m.

2 stops10h 47m

C$ 494

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 21/11

3:10 p.m.-11:27 p.m.

1 stop8h 17m

Norfolk

Sun 23/11

10:34 a.m.-11:54 p.m.

1 stop13h 20m

C$ 494

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sun 14/12

6:00 a.m.-9:00 p.m.

2 stops15h 00m

Norfolk

Sun 21/12

7:55 p.m.-11:54 p.m.

1 stop3h 59m

C$ 504

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/10

Showing 1-10 of 48 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, 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$ 431). 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 30 October 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 30 October 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
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

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
8,998 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

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
11,030 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

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
3,149 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

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
10,377 reviews
United Airlines
7.4
Good
8,998 reviews
Check prices

Comfort

7.3

Food

6.6

Entertainment

7.1

Boarding

7.7

Overall

7.4

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 4h 10m. 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, 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$ 431). 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
Pierre Elliott Trudeau Intl to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Vancouver Intl to Reagan-National flights
Ottawa to Dulles Intl flights
Pearson Intl to Raleigh flights
Ottawa to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Reagan-National flights
Calgary to Dulles Intl flights
Pearson Intl to Richmond flights
Calgary to Reagan-National flights
Calgary to Raleigh flights
Winnipeg to Reagan-National flights
Vancouver Intl to Richmond flights
Winnipeg to Dulles Intl flights
Pearson Intl to Norfolk flights
Toronto Island to Raleigh flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Pearson Intl to Roanoke flights
Seattle to Dulles Intl flights
Pearson Intl to Greensboro flights
Seattle to Reagan-National flights
Pierre Elliott Trudeau Intl to Richmond flights
Pierre Elliott Trudeau Intl to Greensboro flights
Buffalo to Raleigh flights
Halifax to Reagan-National flights
Ottawa to Raleigh flights
Halifax to Dulles Intl flights
Pierre Elliott Trudeau Intl to Norfolk flights
Regina to Dulles Intl flights
Vancouver Intl to Raleigh flights
Vancouver Intl to Norfolk flights
Pearson Intl to Charlottesville flights
Québec City to Dulles Intl flights
Victoria to Dulles Intl flights
St. John's to Dulles Intl flights
Québec City to Reagan-National flights
Calgary to Richmond flights
Ottawa to Norfolk flights
London to Reagan-National flights
Saskatoon 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 30 October 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 234AverageC$ 743FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 284AverageC$ 700FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 285AverageC$ 703FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 368AverageC$ 438FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 414AverageC$ 658FlexibilityNo 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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