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Cheap flights from Canada to Chesapeake from C$ 233

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 4/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
12 Jun — 19 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 13 May 2026.

Wed 22/712:30 a.m.
YYC
-
ORF
1 stop8h 51m
Multiple Airlines
Tue 28/712:21 p.m.
ORF
-
YYC
1 stop11h 29m
Multiple Airlines
Deal found 10/5C$ 452
Sat 24/106:00 a.m.
YEG
-
ORF
1 stop7h 12m
United Airlines
Tue 27/106:00 a.m.
ORF
-
YEG
2 stops18h 09m
United Airlines
Deal found 12/5C$ 514
Tue 2/612:30 a.m.
YYC
-
ORF
1 stop8h 41m
Multiple Airlines
Mon 8/612:06 p.m.
ORF
-
YYC
2 stops32h 04m
Multiple Airlines
Deal found 10/5C$ 538
Fri 18/912:40 p.m.
YWG
-
ORF
1 stop9h 54m
Delta
Mon 21/95:50 a.m.
ORF
-
YWG
2 stops15h 19m
Delta
Deal found 12/5C$ 558
Sun 31/59:05 p.m.
YWG
-
ORF
2 stops13h 28m
WestJet
Tue 2/64:58 p.m.
ORF
-
YWG
2 stops32h 57m
WestJet
Deal found 12/5C$ 577
Tue 2/66:30 a.m.
YYZ
-
ORF
2 stops28h 41m
Multiple Airlines
Sun 21/69:35 p.m.
ORF
-
YYZ
1 stop19h 10m
Multiple Airlines
Deal found 10/5C$ 578
Sat 22/81:25 p.m.
YVR
-
ORF
1 stop7h 17m
WestJet
Mon 24/86:05 a.m.
ORF
-
YVR
1 stop7h 50m
WestJet
Deal found 11/5C$ 585
Tue 9/66:15 a.m.
YWG
-
ORF
2 stops28h 42m
WestJet
Tue 16/66:04 a.m.
ORF
-
YWG
2 stops13h 06m
WestJet
Deal found 10/5C$ 588
Fri 19/61:26 p.m.
YVR
-
ORF
1 stop20h 12m
American Airlines
Sun 5/75:00 a.m.
ORF
-
YVR
1 stop19h 05m
American Airlines
Deal found 8/5C$ 589
Tue 2/66:30 a.m.
YYZ
-
ORF
2 stops28h 41m
Multiple Airlines
Tue 23/67:25 p.m.
ORF
-
YYZ
1 stop21h 20m
Multiple Airlines
Deal found 10/5C$ 592
Thu 28/57:30 p.m.
YVR
-
ORF
2 stops13h 03m
WestJet
Mon 22/65:20 a.m.
ORF
-
YVR
1 stop8h 25m
WestJet
Deal found 12/5C$ 592
Thu 28/55:41 p.m.
YWG
-
ORF
1 stop5h 11m
Delta
Tue 16/610:20 a.m.
ORF
-
YWG
2 stops14h 09m
Delta
Deal found 12/5C$ 593

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 May 2026.

Round-trip from

C$ 452

One-way from

C$ 233

Popular in

July

Cheapest in

September

Average price

C$ 844
22/7-28/7
  • 22/7-28/7
  • 2 total stops
  • 20h 20m total
  • Canada to Chesapeake
Search Deals
4/6
  • 4/6
  • 1 total stop
  • 26h 11m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 147 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 25 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 13 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

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 24/10

6:00 a.m.-3:12 p.m.

1 stop7h 12m

Norfolk

Tue 27/10

6:00 a.m.-10:09 p.m.

2 stops18h 09m

C$ 514

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Tue 2/6

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

1 stop8h 41m

Norfolk

Mon 8/6

12:06 p.m.-6:10 p.m.

2 stops32h 04m

C$ 538

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Fri 18/9

12:40 p.m.-11:34 p.m.

1 stop9h 54m

Norfolk

Mon 21/9

5:50 a.m.-8:09 p.m.

2 stops15h 19m

C$ 558

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 22/8

1:25 p.m.-11:42 p.m.

1 stop7h 17m

Norfolk

Mon 24/8

5:23 a.m.-2:40 p.m.

2 stops12h 17m

C$ 585

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Tue 9/6

6:15 a.m.-11:57 a.m.

2 stops28h 42m

Norfolk

Tue 16/6

6:04 a.m.-6:10 p.m.

2 stops13h 06m

C$ 588

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Sat 30/5

6:45 a.m.-11:20 p.m.

2 stops13h 35m

Norfolk

Sat 6/6

11:43 a.m.-7:25 p.m.

2 stops10h 42m

C$ 592

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Thu 28/5

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

1 stop5h 11m

Norfolk

Tue 16/6

10:20 a.m.-11:29 p.m.

2 stops14h 09m

C$ 593

VictoriaNorfolk

YYJ - ORF

YYJORF

Victoria Intl

Fri 11/9

8:25 p.m.-10:36 a.m.

2 stops11h 11m

Norfolk

Tue 15/9

5:30 a.m.-2:45 p.m.

2 stops12h 15m

C$ 596

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 24/10

7:40 a.m.-11:26 p.m.

2 stops13h 46m

Norfolk

Tue 27/10

5:30 a.m.-3:41 p.m.

2 stops12h 11m

C$ 597

VictoriaNorfolk

YYJ - ORF

YYJORF

Victoria Intl

Tue 18/8

6:00 a.m.-1:03 a.m.

2 stops16h 03m

Norfolk

Fri 21/8

5:23 a.m.-2:45 p.m.

2 stops12h 22m

C$ 599

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/5

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 13 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
9,707 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

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
9,707 reviews
United Airlines
7.4
Good
9,707 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

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
3,334 reviews
United Airlines
7.4
Good
9,707 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

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
11,028 reviews
United Airlines
7.4
Good
9,707 reviews
Check prices

Crew

8.1

Comfort

7.3

Overall

7.4

Boarding

7.7

Food

6.6

Entertainment

7.1

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 7h 12m. There are 3396 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 Vancouver 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
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Toronto Island to Reagan-National flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Vancouver Intl to Reagan-National flights
Ottawa to Reagan-National flights
Winnipeg to Reagan-National flights
Ottawa to Dulles Intl flights
Pierre Elliott Trudeau Intl to Raleigh flights
Winnipeg to Dulles Intl flights
Toronto Island to Raleigh flights
Calgary to Dulles Intl flights
Edmonton to Dulles Intl flights
Calgary to Raleigh flights
Edmonton to Reagan-National flights
Calgary to Reagan-National flights
Buffalo to Raleigh flights
Pearson Intl to Richmond flights
Pearson Intl to Norfolk flights
Québec City to Dulles Intl flights
Halifax to Dulles Intl flights
Halifax to Reagan-National flights
Vancouver Intl to Raleigh flights
Pierre Elliott Trudeau Intl to Norfolk flights
Québec City to Reagan-National flights
Edmonton to Raleigh flights
Pearson Intl to Greensboro flights
Seattle to Dulles Intl flights
Pearson Intl to Charlottesville flights
Pierre Elliott Trudeau Intl to Richmond flights
Saskatoon to Reagan-National flights
Victoria to Dulles Intl flights
Calgary to Norfolk flights
London to Dulles Intl flights
Pierre Elliott Trudeau Intl to Greensboro flights
Pearson Intl to Blountville flights
Vancouver Intl to Richmond flights
Vancouver Intl to Norfolk flights
Québec City to Norfolk flights
Ottawa to Raleigh flights
Halifax to Raleigh 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 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 279AverageC$ 693FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 406AverageC$ 878FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 527AverageC$ 750FlexibilityNo 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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