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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 301

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 14/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
27 Jul — 3 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 27 June 2026.

Tue 25/87:00 a.m.
YYZ
-
ORF
1 stop7h 17m
United Airlines
Wed 26/85:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 22/6C$ 571
Sat 29/87:00 a.m.
YYZ
-
ORF
1 stop7h 17m
United Airlines
Tue 1/91:00 p.m.
ORF
-
YYZ
1 stop6h 40m
United Airlines
Deal found 25/6C$ 579
Mon 27/76:29 p.m.
YYZ
-
ORF
1 stop4h 49m
Delta
Thu 30/76:05 a.m.
ORF
-
YYZ
1 stop7h 29m
Delta
Deal found 26/6C$ 580
Tue 21/76:14 p.m.
YYZ
-
ORF
1 stop5h 18m
Delta
Fri 31/72:41 p.m.
ORF
-
YYZ
1 stop9h 03m
Delta
Deal found 25/6C$ 615
Tue 8/92:45 p.m.
YYZ
-
ORF
1 stop6h 56m
United Airlines
Tue 15/96:10 a.m.
ORF
-
YYZ
1 stop14h 34m
United Airlines
Deal found 25/6C$ 622
Tue 18/87:43 p.m.
YYZ
-
ORF
1 stop4h 00m
United Airlines
Sat 22/85:02 p.m.
ORF
-
YYZ
1 stop7h 11m
United Airlines
Deal found 24/6C$ 623
Thu 10/98:50 a.m.
YYZ
-
ORF
1 stop6h 23m
United Airlines
Tue 15/910:41 a.m.
ORF
-
YYZ
1 stop3h 38m
United Airlines
Deal found 23/6C$ 634
Mon 10/87:27 p.m.
YYZ
-
ORF
1 stop15h 36m
American Airlines
Sun 16/86:18 a.m.
ORF
-
YYZ
1 stop3h 59m
American Airlines
Deal found 23/6C$ 654
Mon 20/77:43 p.m.
YYZ
-
ORF
1 stop4h 01m
United Airlines
Sat 25/76:05 a.m.
ORF
-
YYZ
1 stop8h 14m
United Airlines
Deal found 25/6C$ 657

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 27 June 2026.

Round-trip from

C$ 571

One-way from

C$ 301

Popular in

September

Cheapest in

January

Average price

C$ 860
United Airlines
  • United Airlines
  • 25/8-26/8
  • 2 total stops
  • 14h 28m total
  • Toronto to Chesapeake
Search Deals
14/7
  • 14/7
  • 2 total stops
  • 11h 02m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 4% potential increase in price (C$ 60 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease (C$ 23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 27 June 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

Tue 25/8

7:43 p.m.-9:34 a.m.

1 stop13h 51m

Norfolk

Wed 26/8

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

1 stop7h 44m

C$ 571

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 29/8

7:00 a.m.-2:17 p.m.

1 stop7h 17m

Norfolk

Tue 1/9

1:00 p.m.-7:40 p.m.

1 stop6h 40m

C$ 579

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 21/8

7:55 a.m.-2:01 p.m.

1 stop6h 06m

Norfolk

Tue 25/8

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

1 stop4h 32m

C$ 580
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 10/9

8:50 a.m.-3:13 p.m.

1 stop6h 23m

Norfolk

Tue 15/9

10:41 a.m.-2:19 p.m.

1 stop3h 38m

C$ 634

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 7/7

7:00 p.m.-9:33 a.m.

1 stop14h 33m

Norfolk

Sun 12/7

6:05 a.m.-10:04 a.m.

1 stop3h 59m

C$ 663

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 10/8

7:45 a.m.-5:08 p.m.

1 stop9h 23m

Norfolk

Mon 17/8

2:42 p.m.-9:19 p.m.

1 stop6h 37m

C$ 664

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 10/7

7:30 a.m.-5:03 p.m.

1 stop9h 33m

Norfolk

Mon 13/7

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

1 stop3h 55m

C$ 666
Cheapest one-way
Quickest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 6/8

10:00 a.m.-2:01 p.m.

1 stop4h 01m

C$ 326

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 14/7

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

1 stop10h 59m

C$ 331

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 9/7

11:00 a.m.-9:43 p.m.

1 stop10h 43m

C$ 331

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/6

Showing 1-10 of 18 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 27 June 2026.
Check out reviews from past customers who have flown with United Airlines,WestJet, andAir Canada 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
9,900 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

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
9,900 reviews
United Airlines
7.4
Good
9,900 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

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
3,385 reviews
United Airlines
7.4
Good
9,900 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

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
11,269 reviews
United Airlines
7.4
Good
9,900 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Boarding

7.7

Crew

8.1

Comfort

7.3

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 6h 06m. United Airlines provides one of the quickest options available for as low as C$ 580. 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 27 June 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 421AverageC$ 858FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 583AverageC$ 824FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 636AverageC$ 816FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 750AverageC$ 1,063FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

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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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