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Cheap flights from Canada to Chesapeake from C$ 195

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 2/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
7 Feb — 14 Feb1
1 adult
1 adult, Economy, 0 bags

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 8 January 2026.

Round-trip from

C$ 278

One-way from

C$ 195

Popular in

August

Cheapest in

December

Average price

C$ 688
26/2-4/3
  • 26/2-4/3
  • 2 total stops
  • 32h 45m total
  • Canada to Chesapeake
Search Deals
2/3
  • 2/3
  • 1 total stop
  • 9h 26m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 175 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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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 8 January 2026.

Thu 26/210:05 a.m.YYZ - ORF
1 stop8h 21mMultiple Airlines
Wed 4/37:31 p.m.ORF - YYZ
1 stop24h 24mMultiple Airlines
Deal found 6/1C$ 278
Tue 20/12:15 p.m.YYZ - ORF
1 stop23h 11mMultiple Airlines
Thu 22/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Deal found 6/1C$ 352
Mon 2/38:00 a.m.YWG - ORF
1 stop9h 26mMultiple Airlines
Mon 9/311:19 a.m.ORF - YWG
2 stops31h 46mMultiple Airlines
Deal found 7/1C$ 355
Fri 6/28:20 p.m.YYZ - ORF
1 stop23h 55mMultiple Airlines
Sat 28/24:37 p.m.ORF - YYZ
1 stop7h 37mMultiple Airlines
Deal found 7/1C$ 370
Thu 26/210:05 a.m.YYZ - ORF
1 stop8h 21mMultiple Airlines
Sun 1/37:31 p.m.ORF - YYZ
2 stops28h 43mMultiple Airlines
Deal found 7/1C$ 394
Sun 22/27:30 a.m.YWG - ORF
1 stop26h 12mMultiple Airlines
Thu 26/211:46 a.m.ORF - YWG
2 stops13h 54mMultiple Airlines
Deal found 7/1C$ 395
Sun 22/28:00 p.m.YYZ - ORF
2 stops14h 42mMultiple Airlines
Tue 24/21:02 p.m.ORF - YYZ
1 stop11h 12mMultiple Airlines
Deal found 7/1C$ 395
Fri 6/28:20 p.m.YYZ - ORF
1 stop23h 55mMultiple Airlines
Fri 13/23:18 p.m.ORF - YYZ
1 stop8h 56mMultiple Airlines
Deal found 7/1C$ 404
Fri 23/17:27 p.m.YOW - ORF
1 stop4h 02mUnited Airlines
Mon 26/17:45 p.m.ORF - YOW
1 stop4h 09mUnited Airlines
Deal found 7/1C$ 405
Fri 20/33:40 p.m.YYZ - ORF
1 stop27h 51mMultiple Airlines
Sun 29/37:05 a.m.ORF - YYZ
1 stop7h 48mMultiple Airlines
Deal found 5/1C$ 406
Fri 23/13:50 p.m.YYZ - ORF
2 stops16h 10mMultiple Airlines
Mon 26/17:33 p.m.ORF - YYZ
1 stop23h 29mMultiple Airlines
Deal found 7/1C$ 426
Sat 21/29:15 a.m.YEG - ORF
1 stop10h 35mMultiple Airlines
Mon 23/28:49 a.m.ORF - YEG
2 stops27h 39mMultiple Airlines
Deal found 6/1C$ 438

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 8 January 2026.
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 26/2

10:05 a.m.-6:26 p.m.

1 stop8h 21m

Norfolk

Wed 4/3

7:31 p.m.-7:55 p.m.

1 stop24h 24m

C$ 278

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 20/1

2:15 p.m.-1:26 p.m.

1 stop23h 11m

Norfolk

Thu 22/1

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

1 stop7h 35m

C$ 352

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/2

8:20 p.m.-8:15 p.m.

1 stop23h 55m

Norfolk

Sat 28/2

4:37 p.m.-12:14 a.m.

1 stop7h 37m

C$ 370

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 26/2

10:05 a.m.-6:26 p.m.

1 stop8h 21m

Norfolk

Sun 1/3

7:31 p.m.-12:14 a.m.

2 stops28h 43m

C$ 394

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 22/2

8:00 p.m.-10:42 a.m.

2 stops14h 42m

Norfolk

Tue 24/2

1:02 p.m.-12:14 a.m.

1 stop11h 12m

C$ 395

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Sun 22/2

7:30 a.m.-10:42 a.m.

1 stop26h 12m

Norfolk

Thu 26/2

11:46 a.m.-12:40 a.m.

2 stops13h 54m

C$ 395

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/2

8:20 p.m.-8:15 p.m.

1 stop23h 55m

Norfolk

Fri 13/2

3:18 p.m.-12:14 a.m.

1 stop8h 56m

C$ 404

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 20/3

3:40 p.m.-7:31 p.m.

1 stop27h 51m

Norfolk

Sun 29/3

7:05 a.m.-2:53 p.m.

1 stop7h 48m

C$ 404

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 23/1

7:27 p.m.-11:29 p.m.

1 stop4h 02m

Norfolk

Mon 26/1

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

1 stop4h 09m

C$ 405

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 21/2

9:15 a.m.-9:50 p.m.

1 stop10h 35m

Norfolk

Mon 23/2

8:49 a.m.-10:28 a.m.

2 stops27h 39m

C$ 438

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 59 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$ 254). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 539). 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 8 January 2026.
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
9,141 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
United Airlines
7.4
Good
9,141 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
American Airlines
7.2
Good
11,095 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
WestJet
7.2
Good
3,235 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
Air Canada
7.1
Good
10,603 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.

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 02m. 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 Québec City - 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$ 254). Flying from Canada to Chesapeake in November is currently the most expensive (average of C$ 539). 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
Toronto Island to Dulles Intl flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Vancouver Intl to Dulles Intl flights
Pearson Intl to Raleigh flights
Ottawa to Dulles Intl flights
Ottawa to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Vancouver Intl to Reagan-National flights
Toronto Island to Reagan-National flights
Toronto Island to Raleigh flights
Winnipeg to Reagan-National flights
Pearson Intl to Richmond flights
Vancouver Intl to Raleigh flights
Calgary to Dulles Intl flights
Calgary to Reagan-National flights
Pearson Intl to Norfolk flights
Edmonton to Reagan-National flights
Edmonton to Dulles Intl flights
Winnipeg to Dulles Intl flights
Calgary to Raleigh flights
Vancouver Intl to Richmond flights
Halifax to Raleigh flights
Winnipeg to Norfolk flights
Pearson Intl to Greensboro flights
Victoria to Dulles Intl flights
Halifax to Dulles Intl flights
Ottawa to Raleigh flights
Kelowna to Dulles Intl flights
Victoria to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
London to Dulles Intl flights
Halifax to Reagan-National flights
Pearson Intl to Charlottesville flights
Pearson Intl to Roanoke flights
Saskatoon to Reagan-National flights
Edmonton to Raleigh flights
Pierre Elliott Trudeau Intl to Richmond flights
Pierre Elliott Trudeau Intl to Charlottesville flights
Regina to Reagan-National flights
Regina to Dulles Intl flights
Calgary to Richmond flights
Vancouver Intl to Norfolk flights
Québec City to Norfolk 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 8 January 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 268AverageC$ 479FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 282AverageC$ 723FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 389AverageC$ 764FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 401AverageC$ 693FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 409AverageC$ 670FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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