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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 251

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 2/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
6 Sep — 13 Sep1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Pearson Intl to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Pearson Intl to Chesapeake
Explore the most affordable flight options available from Pearson Intl to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 7 August 2026.

Wed 16/97:45 a.m. -
1 stop11h 03m
Mon 21/96:00 a.m. -
1 stop14h 05m
Deal found 3/8C$ 462
Mon 7/97:45 a.m. -
2 stops28h 40m
Mon 14/97:43 p.m. -
1 stop20h 57m
Deal found 3/8C$ 468
Wed 16/97:45 a.m. -
1 stop11h 03m
Tue 22/91:18 p.m. -
2 stops27h 37m
Deal found 7/8C$ 492
Tue 8/96:30 a.m. -
2 stops29h 45m
Tue 15/97:43 p.m. -
1 stop21h 02m
Deal found 2/8C$ 497
Tue 27/105:15 p.m. -
1 stop24h 00m
Sun 1/117:30 a.m. -
1 stop9h 45m
Deal found 6/8C$ 503
Wed 28/105:15 p.m. -
1 stop24h 00m
Sun 1/117:30 a.m. -
1 stop9h 45m
Deal found 6/8C$ 507
Wed 28/1011:15 a.m. -
2 stops24h 47m
Mon 2/117:00 a.m. -
1 stop10h 15m
Deal found 6/8C$ 511
Tue 27/105:15 p.m. -
1 stop24h 00m
Tue 3/118:00 a.m. -
1 stop9h 40m
Deal found 6/8C$ 514
Wed 28/105:15 p.m. -
1 stop24h 00m
Tue 3/118:00 a.m. -
1 stop9h 40m
Deal found 6/8C$ 520

Find flight deals from Pearson Intl to Chesapeake

Keep the following information in mind while searching for Pearson Intl to Chesapeake flight deals. Data was last updated 7 August 2026.

Round-trip from

C$ 462

One-way from

C$ 251

Popular in

October

Cheapest in

January

Average price

C$ 820
16/9-21/9
  • 16/9-21/9
  • 2 total stops
  • 25h 08m total
  • Toronto to Chesapeake
Search Deals
2/9
  • 2/9
  • 1 total stop
  • 8h 26m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 190 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Pearson Intl 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 7 August 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 3/10

7:45 a.m.-4:20 p.m.

1 stop8h 35m

Norfolk

Tue 6/10

5:25 p.m.-11:59 p.m.

1 stop6h 34m

C$ 548

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

6:15 a.m.-12:02 p.m.

1 stop5h 47m

Norfolk

Tue 15/9

10:00 a.m.-4:13 p.m.

1 stop6h 13m

C$ 548

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 3/9

7:45 a.m.-4:11 p.m.

1 stop8h 26m

Norfolk

Thu 10/9

1:18 p.m.-8:55 p.m.

2 stops31h 37m

C$ 611

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

6:10 p.m.-11:33 p.m.

1 stop5h 23m

Norfolk

Mon 21/9

5:11 p.m.-10:59 p.m.

1 stop5h 48m

C$ 632

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 21/8

8:00 a.m.-10:01 p.m.

2 stops14h 01m

Norfolk

Sat 22/8

11:14 a.m.-10:25 a.m.

1 stop23h 11m

C$ 633

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 1/9

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

1 stop5h 28m

Norfolk

Tue 8/9

12:50 p.m.-10:59 p.m.

1 stop10h 09m

C$ 633

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 3/10

8:50 a.m.-3:16 p.m.

1 stop6h 26m

Norfolk

Tue 6/10

5:01 p.m.-11:59 p.m.

1 stop6h 58m

C$ 640

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 19/8

8:50 a.m.-2:17 p.m.

1 stop5h 27m

Norfolk

Sat 22/8

5:02 p.m.-11:59 p.m.

1 stop6h 57m

C$ 640
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 16/9

6:34 p.m.-12:06 a.m.

1 stop5h 32m

Norfolk

Sat 19/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 640

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 8/10

6:00 a.m.-11:03 p.m.

2 stops17h 03m

Norfolk

Sun 11/10

5:30 a.m.-6:55 p.m.

2 stops13h 25m

C$ 640

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/8

Showing 1-10 of 19 resultsSorted by cheapest first
1
2

Best time to book a flight from Pearson Intl to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Pearson Intl 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 Toronto Pearson Intl Airport to Chesapeake

How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Chesapeake?

Airfare is below average for this route at the moment.
Toronto Pearson Intl Airport to Chesapeake flights typically cost between C$ 775 and C$ 968 in September.
The cheapest round-trip price found within the last 5 days was C$ 462 on Multiple Airlines (16 Sep-21 Sep).

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 7 August 2026.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAmerican Airlines from Toronto Pearson Intl Airport to Chesapeake to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,086 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
United Airlines
7.4
Good
10,086 reviews
United Airlines
7.4
Good
10,086 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
WestJet
7.2
Good
3,426 reviews
United Airlines
7.4
Good
10,086 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
American Airlines
7.1
Good
11,883 reviews
United Airlines
7.4
Good
10,086 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats
Air Canada
7.1
Good
11,444 reviews
United Airlines
7.4
Good
10,086 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Related info for your journey

Find useful and relevant information for your journey from Pearson Intl 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 Toronto Pearson Intl Airport to Chesapeake?

    A quick flight from Toronto Pearson Intl Airport to Chesapeake can take about 5h 23m. Delta provides one of the quickest options available for as low as C$ 632. Airlines will cover a distance of 808 km. This flight may include one or multiple stops.

  • Can I find deals for flights from Pearson Intl to Chesapeake that include hotel bookings?

    Yes. In addition to deals on Pearson Intl to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Pearson Intl to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Pearson Intl to Chesapeake.

  • Can I find deals for business class flights from Pearson Intl to Chesapeake?

    Yes. Cheapflights offers flight deals from Pearson Intl 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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Top 4 airlines flying from Pearson Intl to Chesapeake

Discover the top 4 airlines that operate flights from Pearson Intl 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 7 August 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 415AverageC$ 886FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 575AverageC$ 835FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 586AverageC$ 805FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 741AverageC$ 1,050FlexibilityNo 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 Pearson Intl to Chesapeake?

Cheapflights helps you search for flights from Pearson Intl to Chesapeake via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

Why should you use Cheapflights to find cheap flight tickets from Pearson Intl to Chesapeake?

It’s simple! Cheapflights, which is free to use for everyone, saves millions of users time and money every year by helping them find the cheapest and most suitable flights from Pearson Intl to Chesapeake.

Can Cheapflights find flights from Pearson Intl to Chesapeake with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Pearson Intl to Chesapeake, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Pearson Intl to Chesapeake become cheaper?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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