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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 372

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 19/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
6 Mar — 13 Mar1
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 February 2026.

Thu 19/38:20 p.m.
YYZ
-
ORF
1 stop11h 25m
Multiple Airlines
Thu 26/36:45 a.m.
ORF
-
YYZ
2 stops16h 35m
Multiple Airlines
Deal found 3/2C$ 372
Mon 9/27:00 a.m.
YYZ
-
ORF
1 stop11h 38m
Multiple Airlines
Mon 16/26:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 2/2C$ 463
Sat 18/411:15 a.m.
YYZ
-
ORF
1 stop8h 14m
Multiple Airlines
Sat 25/46:43 p.m.
ORF
-
YYZ
1 stop28h 52m
Multiple Airlines
Deal found 3/2C$ 493
Thu 3/99:30 a.m.
YYZ
-
ORF
1 stop14h 09m
Multiple Airlines
Wed 9/99:06 a.m.
ORF
-
YYZ
1 stop7h 19m
Multiple Airlines
Deal found 2/2C$ 503
Sun 1/38:20 p.m.
YYZ
-
ORF
1 stop11h 44m
Multiple Airlines
Fri 6/36:45 a.m.
ORF
-
YYZ
2 stops16h 35m
Multiple Airlines
Deal found 2/2C$ 533

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 February 2026.

Round-trip from

C$ 372

Popular in

September

Cheapest in

March

Average price

C$ 493
19/3-26/3
  • 19/3-26/3
  • 3 total stops
  • 28h 00m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 140 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 February 2026.
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chesapeake that are best for you.

Fly from

Pearson Intl

Fly to

Chesapeake

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

11:15 a.m.-7:29 p.m.

1 stop8h 14m

Norfolk

Sat 25/4

6:43 p.m.-11:35 p.m.

1 stop28h 52m

C$ 493

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 19/3

8:20 p.m.-7:46 p.m.

3 stops23h 26m

Norfolk

Thu 26/3

6:45 a.m.-7:55 p.m.

2 stops13h 10m

C$ 531

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 1/3

8:20 p.m.-8:04 a.m.

1 stop11h 44m

Norfolk

Fri 6/3

6:45 a.m.-11:20 p.m.

2 stops16h 35m

C$ 533

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

6:00 a.m.-10:24 a.m.

1 stop4h 24m

Norfolk

Sun 26/4

7:03 a.m.-11:07 p.m.

1 stop16h 04m

C$ 675

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 23/2

9:00 p.m.-2:22 p.m.

1 stop17h 22m

Norfolk

Wed 25/2

4:55 p.m.-12:40 p.m.

1 stop19h 45m

C$ 702

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 14/3

6:55 p.m.-11:46 p.m.

1 stop4h 51m

Norfolk

Sun 22/3

6:10 a.m.-6:57 p.m.

1 stop12h 47m

C$ 706

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

2:05 p.m.-11:40 p.m.

1 stop9h 35m

Norfolk

Sun 26/4

6:11 a.m.-1:07 p.m.

2 stops6h 56m

C$ 706

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 23/2

6:12 p.m.-12:14 a.m.

1 stop6h 02m

Norfolk

Wed 25/2

5:40 a.m.-11:18 a.m.

1 stop5h 38m

C$ 714

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 19/3

2:45 p.m.-11:46 p.m.

1 stop9h 01m

C$ 399

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 22/7

6:15 a.m.-10:27 p.m.

1 stop16h 12m

C$ 430

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/2

Showing 1-10 of 11 results
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$ 275). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 740). 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 February 2026.
Check out reviews from past customers who have flown with United Airlines,American Airlines, andWestJet 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
9,236 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
9,236 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
7.2
Good
11,222 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
3,255 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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
10,688 reviews
United Airlines
7.4
Good
9,236 reviews
Check prices

Overall

7.4

Comfort

7.3

Crew

8.1

Food

6.6

Entertainment

7.1

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.

  • 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$ 275). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 740). 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 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 4 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 229AverageC$ 781FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 236AverageC$ 684FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 394AverageC$ 751FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 491AverageC$ 795FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Pearson Intl to Chesapeake?

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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.

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