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Cheap flights from Canada to Chesapeake from C$ 230

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
20 Dec — 27 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 20 November 2025.

Thu 27/117:35 a.m.YYZ - ORF
1 stop14h 54mMultiple Airlines
Thu 4/128:11 p.m.ORF - YYZ
1 stop18h 29mMultiple Airlines
Deal found 18/11C$ 394
Wed 3/129:35 a.m.YYZ - ORF
1 stop9h 32mMultiple Airlines
Wed 10/127:00 a.m.ORF - YYZ
1 stop14h 19mMultiple Airlines
Deal found 19/11C$ 430
Tue 9/126:45 a.m.YUL - ORF
2 stops12h 31mMultiple Airlines
Tue 16/128:11 p.m.ORF - YUL
1 stop18h 59mMultiple Airlines
Deal found 18/11C$ 439
Wed 3/129:35 a.m.YYZ - ORF
1 stop9h 32mMultiple Airlines
Sun 7/128:38 a.m.ORF - YYZ
1 stop27h 05mMultiple Airlines
Deal found 18/11C$ 442
Thu 11/122:20 p.m.YWG - ORF
2 stops7h 53mUnited Airlines
Fri 12/126:05 a.m.ORF - YWG
1 stop6h 52mUnited Airlines
Deal found 19/11C$ 489
Fri 21/1112:50 p.m.YYZ - ORF
1 stop7h 41mMultiple Airlines
Sun 23/119:26 p.m.ORF - YYZ
1 stop22h 34mMultiple Airlines
Deal found 18/11C$ 510
Mon 15/125:00 p.m.YVR - ORF
2 stops23h 16mMultiple Airlines
Fri 9/112:25 p.m.ORF - YVR
1 stop25h 47mMultiple Airlines
Deal found 18/11C$ 519
Wed 17/122:20 p.m.YYZ - ORF
1 stop7h 43mMultiple Airlines
Sat 20/127:40 p.m.ORF - YYZ
1 stop16h 03mMultiple Airlines
Deal found 18/11C$ 534
Tue 9/122:37 p.m.YUL - ORF
1 stop7h 37mDelta
Tue 16/1210:00 a.m.ORF - YUL
1 stop8h 54mDelta
Deal found 18/11C$ 578
Thu 11/126:40 a.m.YWG - ORF
1 stop9h 27mDelta
Fri 12/126:34 p.m.ORF - YWG
1 stop6h 10mDelta
Deal found 19/11C$ 586
Tue 9/1210:30 a.m.YVR - ORF
1 stop7h 30mUnited Airlines
Thu 11/126:05 a.m.ORF - YVR
1 stop12h 45mUnited Airlines
Deal found 17/11C$ 586
Wed 17/125:00 p.m.YEG - ORF
1 stop25h 11mMultiple Airlines
Wed 24/123:01 p.m.ORF - YEG
2 stops23h 10mMultiple Airlines
Deal found 19/11C$ 590

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 20 November 2025.

Round-trip from

C$ 331

One-way from

C$ 230

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
3/12
  • 3/12
  • 1 total stop
  • 9h 32m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 221 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 20 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$ 331

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 7/4

6:00 p.m.-11:32 p.m.

1 stop5h 32m

Norfolk

Wed 8/4

6:10 a.m.-10:03 a.m.

1 stop3h 53m

C$ 421

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 29/1

2:15 p.m.-11:30 p.m.

1 stop9h 15m

Norfolk

Mon 2/2

6:13 a.m.-6:52 p.m.

1 stop12h 39m

C$ 421

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Tue 9/12

6:45 a.m.-7:16 p.m.

2 stops12h 31m

Norfolk

Tue 16/12

8:11 p.m.-3:10 p.m.

1 stop18h 59m

C$ 439

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 3/12

9:35 a.m.-7:07 p.m.

1 stop9h 32m

Norfolk

Sun 7/12

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

1 stop27h 05m

C$ 442

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 3/12

9:35 a.m.-7:07 p.m.

1 stop9h 32m

Norfolk

Wed 10/12

9:39 p.m.-11:43 a.m.

2 stops38h 04m

C$ 475

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 2/1

7:10 a.m.-6:45 p.m.

1 stop11h 35m

Norfolk

Fri 9/1

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

1 stop7h 35m

C$ 485

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Thu 11/12

2:20 p.m.-11:13 p.m.

2 stops7h 53m

Norfolk

Fri 12/12

6:05 a.m.-11:57 a.m.

1 stop6h 52m

C$ 489

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$ 493

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 29/1

2:50 p.m.-11:30 p.m.

2 stops8h 40m

Norfolk

Mon 2/2

6:30 a.m.-4:23 p.m.

2 stops9h 53m

C$ 495

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/11

Showing 1-10 of 52 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$ 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 20 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 20 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
9,027 reviews
Check prices

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

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
9,027 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

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
11,045 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

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
3,168 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

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
10,462 reviews
United Airlines
7.4
Good
9,027 reviews
Check prices

Entertainment

7.1

Overall

7.4

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

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 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 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

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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
Toronto Island to Dulles Intl flights
Pearson Intl to Raleigh flights
Vancouver Intl to Dulles Intl flights
Vancouver Intl to Reagan-National flights
Ottawa to Dulles Intl flights
Calgary to Dulles Intl flights
Ottawa to Reagan-National flights
Calgary to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Winnipeg to Dulles Intl flights
Toronto Island to Raleigh flights
Winnipeg to Reagan-National flights
Pearson Intl to Norfolk flights
Toronto Island to Reagan-National flights
Pearson Intl to Greensboro flights
Vancouver Intl to Raleigh flights
Edmonton to Dulles Intl flights
Pearson Intl to Richmond flights
Québec City to Dulles Intl flights
Edmonton to Reagan-National flights
Halifax to Dulles Intl flights
Ottawa to Raleigh flights
Calgary to Raleigh flights
Québec City to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
Pierre Elliott Trudeau Intl to Richmond flights
Halifax to Reagan-National flights
Regina to Dulles Intl flights
Saskatoon to Reagan-National flights
Buffalo to Raleigh flights
Halifax to Raleigh flights
London to Reagan-National flights
Calgary to Norfolk flights
Edmonton to Raleigh flights
Vancouver Intl to Richmond flights
Vancouver Intl to Norfolk flights
Kelowna to Reagan-National flights
Pearson Intl to Charlottesville flights
Seattle to Dulles Intl flights
Fredericton to Dulles Intl flights
Pearson Intl to Blountville 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 20 November 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 235AverageC$ 746FlexibilityNo 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$ 674FlexibilityNo 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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