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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 256

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 18/5. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
4 May — 11 May1
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 4 April 2026.

Thu 21/57:45 a.m.
YYZ
-
ORF
1 stop12h 32m
Multiple Airlines
Thu 28/56:34 p.m.
ORF
-
YYZ
1 stop26h 21m
Multiple Airlines
Deal found 2/4C$ 463
Mon 8/67:45 a.m.
YYZ
-
ORF
1 stop12h 32m
Multiple Airlines
Sun 14/69:56 p.m.
ORF
-
YYZ
1 stop22h 09m
Multiple Airlines
Deal found 31/3C$ 481
Mon 27/48:10 a.m.
YYZ
-
ORF
1 stop14h 41m
Multiple Airlines
Mon 4/512:31 p.m.
ORF
-
YYZ
2 stops23h 04m
Multiple Airlines
Deal found 30/3C$ 531
Fri 8/57:10 a.m.
YYZ
-
ORF
1 stop13h 07m
Multiple Airlines
Mon 11/56:34 p.m.
ORF
-
YYZ
2 stops27h 31m
Multiple Airlines
Deal found 3/4C$ 557
Wed 6/55:50 p.m.
YYZ
-
ORF
2 stops17h 21m
Multiple Airlines
Sat 6/69:12 p.m.
ORF
-
YYZ
1 stop27h 18m
Multiple Airlines
Deal found 31/3C$ 574
Fri 24/46:00 a.m.
YYZ
-
ORF
1 stop13h 10m
Delta
Mon 27/46:00 a.m.
ORF
-
YYZ
1 stop7h 44m
Delta
Deal found 30/3C$ 584
Wed 6/57:15 a.m.
YYZ
-
ORF
1 stop10h 24m
American Airlines
Sat 6/67:06 a.m.
ORF
-
YYZ
1 stop11h 42m
American Airlines
Deal found 31/3C$ 592
Sun 14/68:50 a.m.
YYZ
-
ORF
1 stop6h 53m
United Airlines
Sun 28/66:05 a.m.
ORF
-
YYZ
1 stop3h 59m
United Airlines
Deal found 31/3C$ 602

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 4 April 2026.

Round-trip from

C$ 463

One-way from

C$ 256

Popular in

February

Cheapest in

January

Average price

C$ 669
21/5-28/5
  • 21/5-28/5
  • 2 total stops
  • 38h 53m total
  • Toronto to Chesapeake
Search Deals
18/5
  • 18/5
  • 2 total stops
  • 27h 01m total
  • Toronto to Chesapeake
Search Deals
High demand for flights, 4% potential price rise
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 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 4 April 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

Mon 27/4

8:10 a.m.-10:51 p.m.

1 stop14h 41m

Norfolk

Mon 4/5

12:31 p.m.-11:35 a.m.

2 stops23h 04m

C$ 531

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

6:00 a.m.-7:10 p.m.

1 stop13h 10m

Norfolk

Mon 27/4

6:00 a.m.-1:44 p.m.

1 stop7h 44m

C$ 584

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 27/4

6:00 a.m.-2:20 p.m.

1 stop8h 20m

Norfolk

Mon 4/5

4:58 p.m.-10:56 p.m.

1 stop5h 58m

C$ 593

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/6

8:50 a.m.-3:43 p.m.

1 stop6h 53m

Norfolk

Sun 28/6

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

1 stop3h 59m

C$ 602
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/6

12:05 p.m.-4:23 p.m.

1 stop4h 18m

Norfolk

Mon 8/6

7:03 p.m.-11:40 p.m.

1 stop4h 37m

C$ 602

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 30/4

10:00 a.m.-2:20 p.m.

1 stop4h 20m

Norfolk

Thu 7/5

10:25 a.m.-4:12 p.m.

1 stop5h 47m

C$ 602

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 2/6

12:05 p.m.-4:23 p.m.

1 stop4h 18m

Norfolk

Wed 3/6

6:43 p.m.-11:41 p.m.

1 stop4h 58m

C$ 602

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 17/5

1:00 p.m.-9:05 p.m.

1 stop8h 05m

Norfolk

Sun 24/5

11:30 a.m.-8:44 p.m.

1 stop9h 14m

C$ 603
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 18/5

8:10 a.m.-1:30 p.m.

1 stop29h 20m

C$ 298

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 16/5

6:00 a.m.-12:06 p.m.

1 stop6h 06m

C$ 341

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/4

Showing 1-10 of 17 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

What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chesapeake?

Currently, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chesapeake (average of C$ 382). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 766). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 4 April 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
9,541 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

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
9,541 reviews
United Airlines
7.4
Good
9,541 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

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
3,313 reviews
United Airlines
7.4
Good
9,541 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

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
10,890 reviews
United Airlines
7.4
Good
9,541 reviews
Check prices

Entertainment

7.1

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

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 13h 10m. Delta provides one of the quickest options available for as low as C$ 584. 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.

  • What is the cheapest month to book a flight from Toronto Pearson Intl Airport to Chesapeake?

    Currently, May is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chesapeake (average of C$ 382). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 766). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Top 3 airlines flying from Pearson Intl to Chesapeake

Discover the top 3 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 4 April 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 402AverageC$ 777FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 403AverageC$ 859FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 506AverageC$ 944FlexibilityNo 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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