Find flights
When to book
Airlines
FAQs

Cheap flights from Canada to Chesapeake from C$ 243

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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
18 Jun — 25 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 19 May 2026.

Wed 3/62:52 p.m.
YOW
-
ORF
1 stop8h 52m
United Airlines
Sat 6/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 17/5C$ 460
Sat 13/63:10 p.m.
YOW
-
ORF
1 stop6h 32m
United Airlines
Sat 20/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 14/5C$ 463
Thu 13/86:25 a.m.
YOW
-
ORF
1 stop15h 16m
United Airlines
Mon 17/86:00 a.m.
ORF
-
YOW
1 stop10h 38m
United Airlines
Deal found 17/5C$ 487
Sat 24/106:00 a.m.
YEG
-
ORF
2 stops14h 35m
United Airlines
Tue 27/106:00 a.m.
ORF
-
YEG
2 stops18h 09m
United Airlines
Deal found 17/5C$ 514
Fri 18/97:00 a.m.
YWG
-
ORF
2 stops15h 43m
United Airlines
Mon 21/95:02 p.m.
ORF
-
YWG
1 stop6h 31m
United Airlines
Deal found 17/5C$ 517
Thu 28/56:05 a.m.
YOW
-
ORF
1 stop3h 58m
United Airlines
Tue 2/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 16/5C$ 546
Sat 6/65:05 a.m.
YOW
-
ORF
2 stops18h 39m
United Airlines
Mon 8/68:15 p.m.
ORF
-
YOW
2 stops16h 50m
United Airlines
Deal found 16/5C$ 557
Tue 23/66:45 a.m.
YVR
-
ORF
2 stops13h 44m
WestJet
Wed 24/612:07 p.m.
ORF
-
YVR
2 stops15h 08m
WestJet
Deal found 18/5C$ 590
Wed 8/79:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Sat 18/77:06 p.m.
ORF
-
YYZ
2 stops18h 59m
Multiple Airlines
Deal found 18/5C$ 591
Mon 1/66:00 a.m.
YVR
-
ORF
2 stops14h 15m
WestJet
Thu 4/66:00 a.m.
ORF
-
YVR
1 stop7h 55m
WestJet
Deal found 18/5C$ 595
Mon 15/62:00 p.m.
YOW
-
ORF
2 stops9h 44m
United Airlines
Sun 21/66:05 a.m.
ORF
-
YOW
1 stop3h 58m
United Airlines
Deal found 16/5C$ 597
Fri 18/912:40 p.m.
YWG
-
ORF
1 stop9h 54m
Delta
Mon 21/95:50 a.m.
ORF
-
YWG
2 stops12h 04m
Delta
Deal found 15/5C$ 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 19 May 2026.

Round-trip from

C$ 460

One-way from

C$ 243

Popular in

July

Cheapest in

September

Average price

C$ 847
United Airlines
  • United Airlines
  • 3/6-6/6
  • 3 total stops
  • 21h 37m total
  • Canada to Chesapeake
Search Deals
2/7
  • 2/7
  • 2 total stops
  • 12h 26m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 11% potential increase in price (C$ 148 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 24 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 19 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 19/6

3:10 p.m.-9:42 p.m.

1 stop6h 32m

Norfolk

Sun 21/6

6:05 a.m.-6:48 p.m.

1 stop12h 43m

C$ 460

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 15/6

7:30 p.m.-9:39 a.m.

1 stop14h 09m

Norfolk

Sun 21/6

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

1 stop3h 58m

C$ 460

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Wed 3/6

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

2 stops17h 39m

Norfolk

Sat 6/6

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

1 stop3h 58m

C$ 460

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 13/6

3:10 p.m.-9:42 p.m.

1 stop6h 32m

Norfolk

Sat 20/6

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

1 stop3h 58m

C$ 463

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 13/8

6:25 a.m.-9:41 p.m.

1 stop15h 16m

Norfolk

Mon 17/8

6:00 a.m.-4:38 p.m.

1 stop10h 38m

C$ 487

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sat 24/10

6:00 a.m.-10:35 p.m.

2 stops14h 35m

Norfolk

Tue 27/10

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

2 stops18h 09m

C$ 514

WinnipegNorfolk

YWG - ORF

YWGORF

Winnipeg

Fri 18/9

7:00 a.m.-3:13 p.m.

1 stop7h 13m

Norfolk

Mon 21/9

5:02 p.m.-10:33 p.m.

1 stop6h 31m

C$ 517

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Sat 6/6

12:00 p.m.-11:44 p.m.

2 stops11h 44m

Norfolk

Mon 8/6

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

1 stop4h 21m

C$ 546

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Mon 1/6

6:00 a.m.-11:15 p.m.

2 stops14h 15m

Norfolk

Thu 4/6

6:00 a.m.-10:55 a.m.

1 stop7h 55m

C$ 595

VancouverNorfolk

YVR - ORF

YVRORF

Vancouver Intl

Thu 16/7

7:30 p.m.-3:50 p.m.

2 stops17h 20m

Norfolk

Sun 19/7

5:15 a.m.-10:45 a.m.

1 stop8h 30m

C$ 595

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/5

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 19 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
9,732 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

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
9,732 reviews
United Airlines
7.4
Good
9,732 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

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
3,339 reviews
United Airlines
7.4
Good
9,732 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

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
11,062 reviews
United Airlines
7.4
Good
9,732 reviews
Check prices

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

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 6h 32m. 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 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
Vancouver Intl to Dulles Intl flights
Toronto Island to Dulles Intl flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pearson Intl to Raleigh flights
Vancouver Intl to Reagan-National flights
Calgary to Dulles Intl flights
Toronto Island to Reagan-National flights
Ottawa to Dulles Intl flights
Pierre Elliott Trudeau Intl to Raleigh flights
Ottawa to Reagan-National flights
Edmonton to Dulles Intl flights
Edmonton to Reagan-National flights
Calgary to Reagan-National flights
Toronto Island to Raleigh flights
Pearson Intl to Richmond flights
Calgary to Raleigh flights
Edmonton to Raleigh flights
Pierre Elliott Trudeau Intl to Norfolk flights
Halifax to Reagan-National flights
Pearson Intl to Norfolk flights
Halifax to Dulles Intl flights
Vancouver Intl to Richmond flights
Vancouver Intl to Raleigh flights
Seattle to Reagan-National flights
Québec City to Dulles Intl flights
Seattle to Dulles Intl flights
Regina to Dulles Intl flights
Pierre Elliott Trudeau Intl to Richmond flights
Ottawa to Raleigh flights
Québec City to Reagan-National flights
Winnipeg to Dulles Intl flights
Buffalo to Raleigh flights
London to Dulles Intl flights
Saskatoon to Raleigh flights
Winnipeg to Reagan-National flights
Saskatoon to Reagan-National flights
Calgary to Richmond flights
Halifax to Raleigh flights
Pearson Intl to Charlottesville flights
Ottawa to Norfolk flights
Victoria to Dulles Intl flights
Kelowna to Reagan-National 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 19 May 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 280AverageC$ 693FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 407AverageC$ 881FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 569AverageC$ 761FlexibilityNo 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.