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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 17/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
6 Jun — 13 Jun1
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 7 May 2026.

Fri 29/56:05 a.m.
YOW
-
ORF
2 stops17h 39m
United Airlines
Tue 2/67:59 p.m.
ORF
-
YOW
1 stop3h 55m
United Airlines
Deal found 3/5C$ 461
Fri 3/73:10 p.m.
YOW
-
ORF
1 stop6h 32m
United Airlines
Tue 14/710:47 a.m.
ORF
-
YOW
1 stop5h 51m
United Airlines
Deal found 2/5C$ 483
Thu 21/56:00 a.m.
YOW
-
ORF
1 stop3h 39m
United Airlines
Wed 27/56:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 6/5C$ 485
Wed 16/97:45 a.m.
YYZ
-
ORF
1 stop9h 30m
Multiple Airlines
Wed 30/97:00 a.m.
ORF
-
YYZ
2 stops31h 05m
Multiple Airlines
Deal found 5/5C$ 508
Sat 24/103:17 p.m.
YEG
-
ORF
2 stops16h 18m
United Airlines
Tue 27/108:00 a.m.
ORF
-
YEG
1 stop8h 15m
United Airlines
Deal found 5/5C$ 512
Thu 30/77:45 a.m.
YYZ
-
ORF
1 stop12h 54m
Multiple Airlines
Thu 6/89:35 p.m.
ORF
-
YYZ
2 stops19h 34m
Multiple Airlines
Deal found 2/5C$ 531
Mon 15/67:45 a.m.
YYZ
-
ORF
1 stop12h 55m
Multiple Airlines
Fri 19/612:21 p.m.
ORF
-
YYZ
2 stops25h 44m
Multiple Airlines
Deal found 2/5C$ 538
Wed 27/53:50 p.m.
YWG
-
ORF
1 stop7h 02m
Delta
Wed 3/67:10 a.m.
ORF
-
YWG
1 stop10h 41m
Delta
Deal found 3/5C$ 538
Tue 16/612:30 a.m.
YYC
-
ORF
1 stop8h 56m
Multiple Airlines
Wed 24/612:21 p.m.
ORF
-
YYC
1 stop30h 49m
Multiple Airlines
Deal found 3/5C$ 538
Thu 28/59:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Fri 5/612:06 p.m.
ORF
-
YYZ
2 stops25h 59m
Multiple Airlines
Deal found 3/5C$ 546
Fri 29/511:55 a.m.
YWG
-
ORF
2 stops11h 23m
Delta
Wed 3/66:00 a.m.
ORF
-
YWG
2 stops11h 51m
Delta
Deal found 4/5C$ 553
Wed 17/67:00 a.m.
YWG
-
ORF
2 stops15h 29m
WestJet
Wed 24/66:05 a.m.
ORF
-
YWG
2 stops19h 50m
WestJet
Deal found 3/5C$ 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 7 May 2026.

Round-trip from

C$ 461

One-way from

C$ 230

Popular in

August

Cheapest in

December

Average price

C$ 595
United Airlines
  • United Airlines
  • 29/5-2/6
  • 3 total stops
  • 21h 34m total
  • Canada to Chesapeake
Search Deals
17/6
  • 17/6
  • 1 total stop
  • 8h 50m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 115 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
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 7 May 2026.
Use the filters below to find and compare flights from Canada to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 29/5

6:05 a.m.-11:44 p.m.

2 stops17h 39m

Norfolk

Tue 2/6

7:59 p.m.-11:54 p.m.

1 stop3h 55m

C$ 461
Quickest round-trip

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 21/5

6:00 a.m.-9:39 a.m.

1 stop3h 39m

Norfolk

Wed 27/5

6:05 a.m.-10:03 a.m.

1 stop3h 58m

C$ 485

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Wed 8/7

3:10 p.m.-11:44 p.m.

2 stops8h 34m

Norfolk

Wed 15/7

5:44 p.m.-9:11 a.m.

1 stop15h 27m

C$ 486

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 20/6

6:25 a.m.-9:36 p.m.

1 stop15h 11m

Norfolk

Tue 30/6

6:05 a.m.-10:03 a.m.

1 stop3h 58m

C$ 486

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Wed 20/5

5:50 p.m.-11:32 p.m.

1 stop5h 42m

Norfolk

Sat 20/6

6:05 a.m.-10:03 a.m.

1 stop3h 58m

C$ 486

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 24/10

3:17 p.m.-9:35 a.m.

2 stops16h 18m

Norfolk

Tue 27/10

11:36 a.m.-10:09 p.m.

2 stops12h 33m

C$ 512

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 30/7

7:45 a.m.-8:39 p.m.

1 stop12h 54m

Norfolk

Thu 6/8

9:35 p.m.-11:35 p.m.

1 stop26h 00m

C$ 534

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Thu 28/5

5:41 p.m.-11:52 p.m.

1 stop5h 11m

Norfolk

Wed 3/6

7:10 a.m.-4:51 p.m.

1 stop10h 41m

C$ 538

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Wed 27/5

3:50 p.m.-11:52 p.m.

1 stop7h 02m

Norfolk

Wed 3/6

5:20 a.m.-4:51 p.m.

2 stops12h 31m

C$ 538

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Tue 16/6

12:30 a.m.-11:26 a.m.

1 stop8h 56m

Norfolk

Wed 24/6

12:21 p.m.-5:10 p.m.

1 stop30h 49m

C$ 538

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/5

Showing 1-10 of 60 resultsSorted by cheapest first
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2
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6

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
No data available for this route at this time. Please check back soon.

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 7 May 2026.
See what other customers who have flown with United Airlines,WestJet, andAir Canada 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
9,690 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
United Airlines
7.4
Good
9,690 reviews
United Airlines
7.4
Good
9,690 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
WestJet
7.2
Good
3,331 reviews
United Airlines
7.4
Good
9,690 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.
Air Canada
7.1
Good
11,004 reviews
United Airlines
7.4
Good
9,690 reviews
Check prices

Comfort

7.3

Crew

8.1

Boarding

7.7

Overall

7.4

Entertainment

7.1

Food

6.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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 11m. There are 2216 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 Calgary - Norfolk or Montreal Pierre Elliott Trudeau 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.

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 Dulles Intl flights
Pearson Intl to Reagan-National flights
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Pierre Elliott Trudeau Intl to Reagan-National flights
Toronto Island to Reagan-National flights
Pearson Intl to Raleigh flights
Ottawa to Dulles Intl flights
Calgary to Dulles Intl flights
Winnipeg to Dulles Intl flights
Toronto Island to Raleigh flights
Ottawa to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Pearson Intl to Norfolk flights
Calgary to Raleigh flights
Pearson Intl to Richmond flights
Calgary to Reagan-National flights
Vancouver Intl to Richmond flights
Vancouver Intl to Raleigh flights
Halifax to Dulles Intl flights
Winnipeg to Reagan-National flights
Buffalo to Raleigh flights
Pearson Intl to Greensboro flights
Ottawa to Raleigh flights
Calgary to Norfolk flights
Québec City to Dulles Intl flights
Ottawa to Norfolk flights
Halifax to Reagan-National flights
Regina to Reagan-National flights
Pearson Intl to Blountville flights
Regina to Dulles Intl flights
Detroit to Raleigh flights
Edmonton to Raleigh flights
Winnipeg to Norfolk flights
Québec City to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
Fredericton to Dulles Intl flights
Pearson Intl to Charlottesville flights
Thunder Bay to Dulles Intl flights
Calgary to Richmond flights
Vancouver Intl to Blountville flights

Top 3 airlines flying from Canada to Chesapeake

Discover the top 3 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 7 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 277AverageC$ 690FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 403AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 524AverageC$ 734FlexibilityNo 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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