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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 254

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 18/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
18 Apr — 25 Apr1
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 19 March 2026.

Thu 19/37:10 a.m.
YYZ
-
ORF
1 stop24h 35m
Multiple Airlines
Mon 4/512:31 p.m.
ORF
-
YYZ
2 stops47h 04m
Multiple Airlines
Deal found 14/3C$ 502
Sat 18/42:20 p.m.
YYZ
-
ORF
1 stop7h 16m
Multiple Airlines
Sat 25/411:27 a.m.
ORF
-
YYZ
2 stops24h 08m
Multiple Airlines
Deal found 17/3C$ 504
Thu 28/59:50 a.m.
YYZ
-
ORF
1 stop10h 27m
Multiple Airlines
Sun 31/55:41 p.m.
ORF
-
YYZ
2 stops26h 03m
Multiple Airlines
Deal found 16/3C$ 518
Tue 31/39:35 a.m.
YYZ
-
ORF
1 stop10h 11m
Multiple Airlines
Mon 20/48:57 p.m.
ORF
-
YYZ
1 stop17h 56m
Multiple Airlines
Deal found 15/3C$ 565
Thu 30/48:30 p.m.
YYZ
-
ORF
1 stop23h 32m
Multiple Airlines
Thu 7/55:41 p.m.
ORF
-
YYZ
2 stops26h 43m
Multiple Airlines
Deal found 16/3C$ 566
Fri 29/59:30 a.m.
YYZ
-
ORF
1 stop7h 16m
Multiple Airlines
Sun 31/55:41 p.m.
ORF
-
YYZ
2 stops26h 03m
Multiple Airlines
Deal found 16/3C$ 576
Wed 15/46:00 a.m.
YYZ
-
ORF
1 stop8h 20m
Delta
Sat 18/47:07 a.m.
ORF
-
YYZ
1 stop10h 32m
Delta
Deal found 16/3C$ 580
Wed 8/47:15 a.m.
YYZ
-
ORF
1 stop24h 54m
Multiple Airlines
Wed 6/512:06 p.m.
ORF
-
YYZ
2 stops25h 59m
Multiple Airlines
Deal found 17/3C$ 582
Wed 29/47:15 a.m.
YYZ
-
ORF
1 stop10h 24m
American Airlines
Wed 6/51:49 p.m.
ORF
-
YYZ
1 stop9h 22m
American Airlines
Deal found 14/3C$ 588

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 19 March 2026.

Round-trip from

C$ 504

One-way from

C$ 254

Popular in

February

Cheapest in

January

Average price

C$ 570
18/4-25/4
  • 18/4-25/4
  • 3 total stops
  • 31h 24m total
  • Toronto to Chesapeake
Search Deals
18/4
  • 18/4
  • 1 total stop
  • 7h 16m total
  • Toronto to Chesapeake
Search Deals
High demand for flights, 8% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 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 19 March 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 15/4

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

1 stop8h 20m

Norfolk

Sat 18/4

7:07 a.m.-5:39 p.m.

1 stop10h 32m

C$ 580

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 8/4

12:14 p.m.-11:05 p.m.

1 stop10h 51m

Norfolk

Wed 6/5

3:02 p.m.-11:43 p.m.

1 stop8h 41m

C$ 611

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 13/4

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

1 stop9h 10m

Norfolk

Mon 20/4

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

1 stop12h 09m

C$ 624

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 28/4

2:34 p.m.-10:36 p.m.

1 stop8h 02m

Norfolk

Tue 5/5

3:02 p.m.-11:43 p.m.

1 stop8h 41m

C$ 628

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 5/5

7:43 p.m.-9:31 a.m.

1 stop13h 48m

Norfolk

Wed 6/5

12:05 p.m.-5:56 p.m.

1 stop5h 51m

C$ 639
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

7:43 p.m.-11:40 p.m.

1 stop3h 57m

Norfolk

Sun 26/4

6:00 a.m.-11:49 a.m.

1 stop5h 49m

C$ 646

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 1/7

7:43 p.m.-9:39 a.m.

1 stop13h 56m

Norfolk

Sun 5/7

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

1 stop3h 59m

C$ 647
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 27/3

8:20 p.m.-9:47 p.m.

1 stop25h 27m

C$ 295

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 28/4

6:27 p.m.-9:50 p.m.

2 stops27h 23m

C$ 340

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 29/3

7:15 a.m.-10:38 a.m.

3 stops27h 23m

C$ 348

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/3

Showing 1-10 of 16 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$ 273). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 743). 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.

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 March 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
9,440 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
9,440 reviews
United Airlines
7.4
Good
9,440 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
3,297 reviews
United Airlines
7.4
Good
9,440 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
10,815 reviews
United Airlines
7.4
Good
9,440 reviews
Check prices

Overall

7.4

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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 8h 20m. Delta provides one of the quickest options available for as low as C$ 580. 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$ 273). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 743). 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 19 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 230AverageC$ 845FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 396AverageC$ 771FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 453AverageC$ 840FlexibilityNo 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?

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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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