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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 310

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 18/9. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
8 Aug — 15 Aug1
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 9 July 2026.

Fri 24/72:30 p.m.
YYZ
-
ORF
1 stop9h 14m
United Airlines
Mon 27/76:00 a.m.
ORF
-
YYZ
1 stop5h 49m
United Airlines
Deal found 7/7C$ 556
Thu 22/109:50 a.m.
YYZ
-
ORF
1 stop7h 40m
Multiple Airlines
Sun 25/1012:57 p.m.
ORF
-
YYZ
2 stops26h 03m
Multiple Airlines
Deal found 8/7C$ 590
Sat 15/84:16 p.m.
YYZ
-
ORF
1 stop5h 02m
American Airlines
Sat 22/86:18 a.m.
ORF
-
YYZ
1 stop3h 59m
American Airlines
Deal found 8/7C$ 610
Thu 22/107:55 a.m.
YYZ
-
ORF
1 stop5h 50m
Delta
Sun 25/106:00 a.m.
ORF
-
YYZ
1 stop5h 01m
Delta
Deal found 8/7C$ 614
Sat 25/77:23 a.m.
YYZ
-
ORF
1 stop11h 40m
American Airlines
Sat 15/85:31 p.m.
ORF
-
YYZ
1 stop6h 15m
American Airlines
Deal found 7/7C$ 618
Sat 25/72:24 p.m.
YYZ
-
ORF
1 stop9h 08m
Delta
Tue 28/75:06 p.m.
ORF
-
YYZ
1 stop5h 56m
Delta
Deal found 7/7C$ 621
Tue 8/93:00 p.m.
YYZ
-
ORF
2 stops8h 43m
United Airlines
Sat 12/97:59 p.m.
ORF
-
YYZ
1 stop3h 55m
United Airlines
Deal found 8/7C$ 622
Wed 5/85:50 p.m.
YYZ
-
ORF
2 stops17h 25m
Multiple Airlines
Wed 12/89:34 p.m.
ORF
-
YYZ
1 stop19h 11m
Multiple Airlines
Deal found 7/7C$ 624
Thu 10/93:13 p.m.
YYZ
-
ORF
1 stop8h 57m
American Airlines
Tue 15/910:53 a.m.
ORF
-
YYZ
1 stop6h 22m
American Airlines
Deal found 8/7C$ 635
Thu 23/74:05 p.m.
YYZ
-
ORF
2 stops7h 39m
United Airlines
Wed 29/76:05 a.m.
ORF
-
YYZ
1 stop3h 59m
United Airlines
Deal found 7/7C$ 639
Tue 4/84:05 p.m.
YYZ
-
ORF
2 stops7h 39m
United Airlines
Sat 15/86:15 a.m.
ORF
-
YYZ
2 stops6h 53m
United Airlines
Deal found 7/7C$ 641

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 9 July 2026.

Round-trip from

C$ 556

One-way from

C$ 310

Popular in

September

Cheapest in

January

Average price

C$ 757
United Airlines
  • United Airlines
  • 24/7-25/7
  • 2 total stops
  • 13h 58m total
  • Toronto to Chesapeake
Search Deals
18/9
  • 18/9
  • 1 total stop
  • 14h 33m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 5% potential increase in price (C$ 65 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 24 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 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 9 July 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 - ORF

YYZORF

Toronto Pearson Intl

Wed 22/7

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Wed 29/7

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

1 stop13h 09m

C$ 556

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 4/8

12:45 p.m.-11:44 p.m.

1 stop10h 59m

Norfolk

Sat 15/8

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

1 stop6h 57m

C$ 556

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/7

2:30 p.m.-11:44 p.m.

1 stop9h 14m

Norfolk

Sat 25/7

5:39 p.m.-10:23 p.m.

1 stop4h 44m

C$ 556

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 27/8

9:44 a.m.-2:15 p.m.

1 stop4h 31m

Norfolk

Mon 31/8

1:00 p.m.-8:44 p.m.

1 stop7h 44m

C$ 556
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 29/8

6:10 a.m.-11:52 a.m.

1 stop5h 42m

Norfolk

Tue 1/9

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

1 stop4h 32m

C$ 622

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 8/9

3:00 p.m.-11:43 p.m.

2 stops8h 43m

Norfolk

Sat 12/9

7:59 p.m.-11:54 p.m.

1 stop3h 55m

C$ 622

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/7

1:55 p.m.-11:44 p.m.

1 stop9h 49m

Norfolk

Fri 24/7

6:05 a.m.-1:08 p.m.

2 stops7h 03m

C$ 639

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 22/7

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Sun 26/7

6:05 a.m.-1:08 p.m.

2 stops7h 03m

C$ 639

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 5/8

12:05 p.m.-11:44 p.m.

3 stops11h 39m

Norfolk

Wed 12/8

6:15 a.m.-10:04 a.m.

1 stop3h 49m

C$ 641
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 5/8

7:43 p.m.-11:44 p.m.

1 stop4h 01m

C$ 319

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/7

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?

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 9 July 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
9,959 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.7

Overall

7.4

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
9,959 reviews
United Airlines
7.4
Good
9,959 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.7

Overall

7.4

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
3,404 reviews
United Airlines
7.4
Good
9,959 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.7

Overall

7.4

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
11,792 reviews
United Airlines
7.4
Good
9,959 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.7

Overall

7.4

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
11,321 reviews
United Airlines
7.4
Good
9,959 reviews
Check prices

Crew

8.1

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Food

6.7

Overall

7.4

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 4h 01m. United Airlines provides one of the quickest options available for as low as C$ 556. Airlines will cover a distance of 808 km.

  • 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 9 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 420AverageC$ 857FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 582AverageC$ 823FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 635AverageC$ 815FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 750AverageC$ 1,062FlexibilityNo 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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