Find flights
When to book
Airlines
FAQs

Cheap flights from Canada to Chesapeake from C$ 227

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 13/6. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
30 May — 6 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 30 April 2026.

Sat 13/69:50 a.m.
YYZ
-
ORF
1 stop10h 50m
Multiple Airlines
Tue 16/69:35 p.m.
ORF
-
YYZ
1 stop19h 10m
Multiple Airlines
Deal found 27/4C$ 417
Wed 20/510:00 a.m.
YOW
-
ORF
1 stop13h 50m
United Airlines
Tue 26/58:15 p.m.
ORF
-
YOW
1 stop12h 56m
United Airlines
Deal found 29/4C$ 419
Sat 30/55:25 p.m.
YOW
-
ORF
1 stop7h 26m
United Airlines
Wed 3/65:44 p.m.
ORF
-
YOW
1 stop4h 21m
United Airlines
Deal found 27/4C$ 420
Fri 29/56:05 a.m.
YOW
-
ORF
2 stops17h 39m
United Airlines
Tue 2/65:44 p.m.
ORF
-
YOW
1 stop4h 21m
United Airlines
Deal found 29/4C$ 430
Tue 23/67:30 p.m.
YOW
-
ORF
1 stop14h 09m
United Airlines
Tue 30/68:15 p.m.
ORF
-
YOW
1 stop12h 56m
United Airlines
Deal found 26/4C$ 432
Fri 3/76:00 a.m.
YOW
-
ORF
1 stop3h 39m
United Airlines
Tue 14/78:00 a.m.
ORF
-
YOW
1 stop13h 35m
United Airlines
Deal found 29/4C$ 454
Thu 28/59:50 a.m.
YYZ
-
ORF
1 stop8h 59m
Multiple Airlines
Wed 3/612:06 p.m.
ORF
-
YYZ
2 stops35h 34m
Multiple Airlines
Deal found 27/4C$ 456
Thu 11/66:30 a.m.
YYZ
-
ORF
1 stop11h 09m
Multiple Airlines
Mon 15/66:42 p.m.
ORF
-
YYZ
1 stop19h 23m
Multiple Airlines
Deal found 27/4C$ 457
Thu 28/59:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Sun 31/56:34 p.m.
ORF
-
YYZ
2 stops22h 35m
Multiple Airlines
Deal found 28/4C$ 465
Thu 28/59:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Fri 5/66:42 p.m.
ORF
-
YYZ
1 stop19h 23m
Multiple Airlines
Deal found 26/4C$ 469
Sat 29/83:27 p.m.
YEG
-
ORF
1 stop16h 43m
United Airlines
Wed 2/96:30 a.m.
ORF
-
YEG
1 stop11h 22m
United Airlines
Deal found 26/4C$ 472
Tue 26/512:30 a.m.
YYC
-
ORF
1 stop8h 41m
Multiple Airlines
Tue 2/612:06 p.m.
ORF
-
YYC
2 stops28h 39m
Multiple Airlines
Deal found 27/4C$ 473

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 30 April 2026.

Round-trip from

C$ 417

One-way from

C$ 227

Popular in

August

Cheapest in

December

Average price

C$ 646
13/6-16/6
  • 13/6-16/6
  • 2 total stops
  • 30h 00m total
  • Canada to Chesapeake
Search Deals
13/6
  • 13/6
  • 1 total stop
  • 8h 50m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 116 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 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 30 April 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

Wed 20/5

10:00 a.m.-11:50 p.m.

1 stop13h 50m

Norfolk

Tue 26/5

8:15 p.m.-9:11 a.m.

1 stop12h 56m

C$ 419

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 9/6

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

1 stop3h 58m

Norfolk

Sun 14/6

8:15 p.m.-9:11 a.m.

1 stop12h 56m

C$ 420

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 30/5

5:25 p.m.-12:51 a.m.

1 stop7h 26m

Norfolk

Wed 3/6

5:44 p.m.-10:05 p.m.

1 stop4h 21m

C$ 420

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 29/5

6:05 a.m.-5:03 p.m.

1 stop10h 58m

Norfolk

Tue 2/6

10:47 a.m.-4:38 p.m.

1 stop5h 51m

C$ 420

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Tue 23/6

10:44 a.m.-12:41 a.m.

1 stop13h 57m

Norfolk

Thu 25/6

10:45 a.m.-11:54 p.m.

1 stop13h 09m

C$ 420

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Fri 3/7

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

1 stop3h 39m

Norfolk

Tue 14/7

8:00 a.m.-9:35 p.m.

1 stop13h 35m

C$ 454

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/6

6:30 a.m.-5:39 p.m.

1 stop11h 09m

Norfolk

Mon 15/6

6:42 p.m.-2:05 p.m.

1 stop19h 23m

C$ 457

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 29/8

3:27 p.m.-10:10 a.m.

1 stop16h 43m

Norfolk

Wed 2/9

6:30 a.m.-3:52 p.m.

1 stop11h 22m

C$ 472

CalgaryNorfolk

YYC - ORF

YYCORF

Calgary

Wed 27/5

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

1 stop8h 41m

Norfolk

Tue 2/6

12:06 p.m.-2:45 p.m.

2 stops28h 39m

C$ 473

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Sun 30/8

7:00 a.m.-2:51 p.m.

1 stop6h 51m

Norfolk

Wed 2/9

6:30 a.m.-10:33 p.m.

1 stop17h 03m

C$ 475

Flights are sorted by cheapest round-trip flights first.

Deals found on 26/4

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
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 30 April 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
9,678 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

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
9,678 reviews
United Airlines
7.4
Good
9,678 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

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
3,328 reviews
United Airlines
7.4
Good
9,678 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

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
10,982 reviews
United Airlines
7.4
Good
9,678 reviews
Check prices

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Boarding

7.7

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 13h 06m. There are 3978 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 Ottawa - 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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
Vancouver Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Calgary to Dulles Intl flights
Pearson Intl to Raleigh flights
Vancouver Intl to Reagan-National flights
Toronto Island to Reagan-National flights
Ottawa to Reagan-National flights
Toronto Island to Raleigh flights
Calgary to Reagan-National flights
Pearson Intl to Richmond flights
Ottawa to Dulles Intl flights
Vancouver Intl to Richmond flights
Winnipeg to Dulles Intl flights
Pierre Elliott Trudeau Intl to Raleigh flights
Winnipeg to Reagan-National flights
Pearson Intl to Norfolk flights
Vancouver Intl to Raleigh flights
Edmonton to Dulles Intl flights
Québec City to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Edmonton to Reagan-National flights
Pierre Elliott Trudeau Intl to Norfolk flights
Buffalo to Raleigh flights
Calgary to Raleigh flights
Detroit to Raleigh flights
Québec City to Reagan-National flights
Halifax to Dulles Intl flights
Halifax to Reagan-National flights
Seattle to Dulles Intl flights
Saskatoon to Reagan-National flights
Victoria to Dulles Intl flights
Regina to Reagan-National flights
Ottawa to Norfolk flights
Pearson Intl to Blountville flights
Pierre Elliott Trudeau Intl to Greensboro flights
Vancouver Intl to Blountville flights
Calgary to Norfolk flights
Regina to Dulles Intl flights
Vancouver Intl to Norfolk flights
Halifax to Raleigh flights
Ottawa to Raleigh flights
Victoria 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 30 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 279AverageC$ 689FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 406AverageC$ 862FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 501AverageC$ 733FlexibilityNo 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.

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.