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Cheap flights from Canada to Chesapeake from C$ 274

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 26/8. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
6 Jul — 13 Jul1
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 6 June 2026.

Tue 20/106:00 a.m.
YOW
-
ORF
1 stop3h 45m
United Airlines
Wed 21/106:15 a.m.
ORF
-
YOW
1 stop3h 41m
United Airlines
Deal found 1/6C$ 444
Wed 28/106:00 a.m.
YEG
-
ORF
1 stop14h 55m
United Airlines
Sat 31/108:00 a.m.
ORF
-
YEG
2 stops16h 09m
United Airlines
Deal found 1/6C$ 463
Sat 31/108:00 a.m.
YWG
-
ORF
2 stops12h 26m
Delta
Wed 4/112:55 p.m.
ORF
-
YWG
2 stops9h 39m
Delta
Deal found 3/6C$ 465
Wed 28/106:15 a.m.
YVR
-
ORF
2 stops14h 51m
Delta
Sat 31/107:25 a.m.
ORF
-
YVR
1 stop7h 59m
Delta
Deal found 4/6C$ 505
Wed 28/108:35 a.m.
YVR
-
ORF
2 stops12h 01m
United Airlines
Sat 31/106:00 a.m.
ORF
-
YVR
2 stops14h 48m
United Airlines
Deal found 2/6C$ 506
Sat 20/66:25 a.m.
YOW
-
ORF
1 stop15h 11m
United Airlines
Wed 24/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 2/6C$ 511
Thu 9/76:00 a.m.
YVR
-
ORF
1 stop14h 38m
American Airlines
Thu 16/73:17 p.m.
ORF
-
YVR
1 stop10h 40m
American Airlines
Deal found 1/6C$ 526
Fri 28/87:30 a.m.
YEG
-
ORF
2 stops12h 31m
Delta
Tue 1/97:17 a.m.
ORF
-
YEG
1 stop11h 38m
Delta
Deal found 3/6C$ 545
Tue 20/108:20 a.m.
YYJ
-
ORF
2 stops10h 05m
United Airlines
Wed 21/108:00 a.m.
ORF
-
YYJ
2 stops13h 31m
United Airlines
Deal found 1/6C$ 547
Thu 13/85:00 a.m.
YWG
-
ORF
2 stops15h 41m
United Airlines
Mon 17/86:10 p.m.
ORF
-
YWG
2 stops18h 05m
United Airlines
Deal found 1/6C$ 573
Sat 20/65:20 p.m.
YOW
-
ORF
2 stops7h 37m
Air Canada
Wed 24/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
Air Canada
Deal found 2/6C$ 595
Thu 23/79:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Tue 28/76:12 p.m.
ORF
-
YYZ
2 stops22h 43m
Multiple Airlines
Deal found 4/6C$ 602

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 6 June 2026.

Round-trip from

C$ 444

One-way from

C$ 274

Popular in

July

Cheapest in

September

Average price

C$ 851
United Airlines
  • United Airlines
  • 20/10-21/10
  • 2 total stops
  • 7h 26m total
  • Canada to Chesapeake
Search Deals
United Airlines
  • United Airlines
  • 26/8
  • 2 total stops
  • 14h 59m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 135 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 19 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 6 June 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
Quickest round-trip

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 20/10

6:00 a.m.-9:45 a.m.

1 stop3h 45m

Norfolk

Wed 21/10

6:15 a.m.-9:56 a.m.

1 stop3h 41m

C$ 444

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Wed 28/10

3:15 p.m.-10:10 a.m.

2 stops16h 55m

Norfolk

Sat 31/10

8:00 a.m.-10:09 p.m.

2 stops16h 09m

C$ 463

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Sat 31/10

8:00 a.m.-9:26 p.m.

2 stops12h 26m

Norfolk

Wed 4/11

2:55 p.m.-11:34 p.m.

2 stops9h 39m

C$ 465

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 28/10

7:25 a.m.-12:06 a.m.

2 stops13h 41m

Norfolk

Sat 31/10

5:50 a.m.-12:24 p.m.

2 stops9h 34m

C$ 505

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 28/10

8:35 a.m.-11:36 p.m.

2 stops12h 01m

Norfolk

Sat 31/10

8:00 a.m.-1:54 p.m.

1 stop8h 54m

C$ 506

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 20/6

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

1 stop15h 11m

Norfolk

Wed 24/6

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

1 stop3h 58m

C$ 511

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 9/7

6:00 a.m.-11:38 p.m.

1 stop14h 38m

Norfolk

Thu 16/7

3:17 p.m.-10:57 p.m.

1 stop10h 40m

C$ 526

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Fri 28/8

7:30 a.m.-10:01 p.m.

2 stops12h 31m

Norfolk

Tue 1/9

7:17 a.m.-4:55 p.m.

1 stop11h 38m

C$ 545

VictoriaNorfolk

YYJ - ORF

YYJORF

Victoria Intl

Tue 20/10

8:20 a.m.-9:25 p.m.

2 stops10h 05m

Norfolk

Wed 21/10

8:00 a.m.-6:31 p.m.

2 stops13h 31m

C$ 547

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Thu 13/8

5:00 a.m.-9:41 p.m.

2 stops15h 41m

Norfolk

Mon 17/8

6:10 p.m.-11:15 a.m.

2 stops18h 05m

C$ 573

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/6

Showing 1-10 of 60 resultsSorted by cheapest first
1
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 6 June 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
9,775 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,775 reviews
United Airlines
7.4
Good
9,775 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,351 reviews
United Airlines
7.4
Good
9,775 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,131 reviews
United Airlines
7.4
Good
9,775 reviews
Check prices

Entertainment

7.1

Food

6.6

Boarding

7.7

Crew

8.1

Overall

7.4

Comfort

7.3

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 3h 45m. 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 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 Reagan-National flights
Pearson Intl to Dulles Intl flights
Toronto Island to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Vancouver Intl to Dulles Intl flights
Pearson Intl to Raleigh flights
Vancouver Intl to Reagan-National flights
Vancouver Intl to Richmond flights
Ottawa to Dulles Intl flights
Calgary to Dulles Intl flights
Toronto Island to Reagan-National flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Raleigh flights
Ottawa to Reagan-National flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Calgary to Reagan-National flights
Pearson Intl to Richmond flights
Winnipeg to Dulles Intl flights
Winnipeg to Reagan-National flights
Halifax to Dulles Intl flights
Vancouver Intl to Blountville flights
Pearson Intl to Norfolk flights
Ottawa to Raleigh flights
Vancouver Intl to Raleigh flights
Calgary to Norfolk flights
Halifax to Reagan-National flights
Calgary to Raleigh flights
Pierre Elliott Trudeau Intl to Richmond flights
Buffalo to Raleigh flights
Seattle to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
Québec City to Dulles Intl flights
Seattle to Dulles Intl flights
Pearson Intl to Greensboro flights
Vancouver Intl to Norfolk flights
Calgary to Richmond flights
Halifax to Raleigh flights
London to Dulles Intl flights
Regina to Reagan-National flights
Kamloops to Dulles Intl flights
Saskatoon to Reagan-National flights
Pierre Elliott Trudeau Intl to Greensboro flights
Québec City to Reagan-National flights
Kelowna to Dulles Intl 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 6 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 284AverageC$ 740FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 412AverageC$ 880FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 579AverageC$ 804FlexibilityNo 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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