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Cheap flights from Canada to Chesapeake from C$ 294

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 14/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
13 Jul — 20 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 13 June 2026.

Tue 25/85:25 p.m.
YVR
-
ORF
2 stops17h 52m
United Airlines
Tue 8/96:15 a.m.
ORF
-
YVR
2 stops19h 10m
United Airlines
Deal found 9/6C$ 470
Sat 31/108:35 a.m.
YVR
-
ORF
2 stops12h 01m
United Airlines
Tue 3/118:00 p.m.
ORF
-
YVR
2 stops20h 49m
United Airlines
Deal found 12/6C$ 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 9/6C$ 506
Fri 18/97:20 p.m.
YVR
-
ORF
2 stops12h 10m
United Airlines
Sat 3/107:59 p.m.
ORF
-
YVR
2 stops16h 52m
United Airlines
Deal found 9/6C$ 527
Sat 25/77:43 p.m.
YYZ
-
ORF
1 stop4h 01m
Air Canada
Tue 28/76:05 a.m.
ORF
-
YYZ
1 stop5h 16m
Air Canada
Deal found 8/6C$ 533
Sat 25/74:05 p.m.
YYZ
-
ORF
2 stops7h 39m
United Airlines
Tue 28/75:44 p.m.
ORF
-
YYZ
1 stop15h 35m
United Airlines
Deal found 8/6C$ 569
Wed 5/82:30 p.m.
YYZ
-
ORF
1 stop9h 14m
United Airlines
Sun 9/86:05 a.m.
ORF
-
YYZ
1 stop3h 59m
United Airlines
Deal found 11/6C$ 570
Mon 17/88:10 a.m.
YYZ
-
ORF
1 stop14h 58m
Multiple Airlines
Wed 26/87:06 p.m.
ORF
-
YYZ
2 stops18h 59m
Multiple Airlines
Deal found 9/6C$ 573
Wed 21/107:45 a.m.
YYZ
-
ORF
1 stop9h 45m
Multiple Airlines
Tue 27/106:10 p.m.
ORF
-
YYZ
1 stop30h 00m
Multiple Airlines
Deal found 11/6C$ 579
Tue 25/86:00 a.m.
YYC
-
ORF
2 stops15h 43m
United Airlines
Wed 26/85:02 p.m.
ORF
-
YYC
1 stop7h 34m
United Airlines
Deal found 10/6C$ 594
Wed 19/811:23 a.m.
YUL
-
ORF
1 stop11h 36m
United Airlines
Sat 22/810:41 a.m.
ORF
-
YUL
1 stop3h 59m
United Airlines
Deal found 11/6C$ 594
Wed 5/89:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Sun 9/812:10 p.m.
ORF
-
YYZ
2 stops28h 45m
Multiple Airlines
Deal found 11/6C$ 598

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 13 June 2026.

Round-trip from

C$ 470

One-way from

C$ 294

Popular in

July

Cheapest in

May

Average price

C$ 849
United Airlines
  • United Airlines
  • 25/8-8/9
  • 3 total stops
  • 28h 05m total
  • Canada to Chesapeake
Search Deals
14/9
  • 14/9
  • 2 total stops
  • 15h 12m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 149 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 26 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 13 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

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Tue 25/8

3:35 p.m.-2:17 p.m.

2 stops19h 42m

Norfolk

Tue 8/9

5:02 p.m.-10:25 p.m.

1 stop8h 23m

C$ 470

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 31/10

8:35 a.m.-12:52 a.m.

2 stops13h 17m

Norfolk

Tue 3/11

6:00 a.m.-5:49 p.m.

1 stop13h 49m

C$ 505

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Wed 28/10

12:35 p.m.-10:55 p.m.

1 stop7h 20m

Norfolk

Sat 31/10

8:00 a.m.-3:49 p.m.

1 stop10h 49m

C$ 506

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 17/8

6:14 p.m.-11:42 p.m.

1 stop5h 28m

Norfolk

Wed 26/8

7:09 p.m.-11:41 p.m.

1 stop4h 32m

C$ 569

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 11/8

7:43 p.m.-11:43 p.m.

1 stop4h 00m

Norfolk

Sat 15/8

5:02 p.m.-12:13 a.m.

1 stop7h 11m

C$ 569

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 25/7

4:05 p.m.-11:44 p.m.

2 stops7h 39m

Norfolk

Tue 28/7

6:05 a.m.-3:08 p.m.

2 stops9h 03m

C$ 569

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 17/8

8:10 a.m.-11:08 p.m.

1 stop14h 58m

Norfolk

Wed 26/8

7:06 p.m.-2:05 p.m.

2 stops18h 59m

C$ 589

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Tue 25/8

6:00 a.m.-11:43 p.m.

2 stops15h 43m

Norfolk

Wed 26/8

5:02 p.m.-10:36 p.m.

1 stop7h 34m

C$ 594

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Wed 19/8

11:23 a.m.-10:59 p.m.

1 stop11h 36m

Norfolk

Sat 22/8

10:41 a.m.-2:40 p.m.

1 stop3h 59m

C$ 594

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Sat 31/10

6:35 a.m.-6:51 p.m.

2 stops11h 16m

Norfolk

Wed 4/11

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

2 stops9h 39m

C$ 604

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/6

Showing 1-10 of 60 resultsSorted by cheapest first
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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
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 13 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
9,813 reviews
Check prices

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

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
9,813 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

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
3,357 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

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
11,172 reviews
United Airlines
7.4
Good
9,813 reviews
Check prices

Overall

7.4

Comfort

7.3

Entertainment

7.1

Food

6.6

Crew

8.1

Boarding

7.7

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 5h 28m. There are 808 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 Vancouver Intl - Norfolk. You may also consider Toronto Pearson Intl - 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
Vancouver Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Vancouver Intl to Reagan-National flights
Pearson Intl to Raleigh flights
Ottawa to Dulles Intl flights
Pierre Elliott Trudeau Intl to Raleigh flights
Toronto Island to Reagan-National flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Ottawa to Reagan-National flights
Calgary to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Toronto Island to Raleigh flights
Winnipeg to Dulles Intl flights
Vancouver Intl to Raleigh flights
Winnipeg to Reagan-National flights
Halifax to Dulles Intl flights
Halifax to Reagan-National flights
Calgary to Reagan-National flights
Halifax to Raleigh flights
Pearson Intl to Roanoke flights
Victoria to Dulles Intl flights
Buffalo to Raleigh flights
Calgary to Raleigh flights
Saskatoon to Reagan-National flights
Québec City to Dulles Intl flights
Pearson Intl to Richmond flights
Victoria to Reagan-National flights
Detroit to Raleigh flights
Pearson Intl to Greensboro flights
Vancouver Intl to Norfolk flights
Pearson Intl to Norfolk flights
Ottawa to Raleigh flights
Pearson Intl to Charlottesville flights
Pierre Elliott Trudeau Intl to Norfolk flights
Calgary to Norfolk flights
Québec City to Reagan-National flights
Seattle to Dulles Intl flights
Vancouver Intl to Richmond flights
St. John's to Dulles Intl flights
Hamilton to Reagan-National flights
Calgary to Richmond 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 13 June 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 285AverageC$ 701FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 414AverageC$ 884FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 585AverageC$ 784FlexibilityNo 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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