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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 200

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 31/3. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
14 Feb — 21 Feb1
1 adult
1 adult, Economy, 0 bags

Cheap 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 15 January 2026.

Round-trip from

C$ 391

One-way from

C$ 200

Popular in

September

Cheapest in

March

Average price

C$ 648
30/1-1/2
  • 30/1-1/2
  • 3 total stops
  • 28h 24m total
  • Toronto to Chesapeake
Search Deals
31/3
  • 31/3
  • 1 total stop
  • 8h 31m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 13% potential increase in price (C$ 153 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

Find 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 15 January 2026.

Mon 9/23:40 p.m.
YYZ
-
ORF
1 stop26h 58m
Multiple Airlines
Mon 16/21:42 p.m.
ORF
-
YYZ
1 stop21h 44m
Multiple Airlines
Deal found 12/1C$ 325
Tue 10/25:15 p.m.
YYZ
-
ORF
1 stop24h 05m
Multiple Airlines
Tue 17/21:02 p.m.
ORF
-
YYZ
1 stop11h 12m
Multiple Airlines
Deal found 13/1C$ 343
Sun 1/28:30 p.m.
YYZ
-
ORF
1 stop22h 08m
Multiple Airlines
Sun 8/29:37 p.m.
ORF
-
YYZ
1 stop16h 31m
Multiple Airlines
Deal found 13/1C$ 359
Fri 30/17:15 a.m.
YYZ
-
ORF
2 stops14h 35m
Multiple Airlines
Sun 1/29:37 p.m.
ORF
-
YYZ
1 stop13h 49m
Multiple Airlines
Deal found 15/1C$ 391
Tue 21/47:15 a.m.
YYZ
-
ORF
1 stop15h 44m
Multiple Airlines
Tue 5/56:05 a.m.
ORF
-
YYZ
1 stop16h 32m
Multiple Airlines
Deal found 13/1C$ 416

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 15 January 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

Mon 9/2

3:40 p.m.-6:38 p.m.

1 stop26h 58m

Norfolk

Mon 16/2

1:42 p.m.-11:26 a.m.

1 stop21h 44m

C$ 325

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 10/2

5:15 p.m.-5:20 p.m.

1 stop24h 05m

Norfolk

Tue 17/2

1:02 p.m.-12:14 a.m.

1 stop11h 12m

C$ 343

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 1/2

8:30 p.m.-6:38 p.m.

1 stop22h 08m

Norfolk

Sun 8/2

9:37 p.m.-2:08 p.m.

1 stop16h 31m

C$ 359

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 30/1

7:15 a.m.-9:50 p.m.

2 stops14h 35m

Norfolk

Sun 1/2

9:37 p.m.-11:26 a.m.

1 stop13h 49m

C$ 391

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/4

7:15 a.m.-10:59 p.m.

1 stop15h 44m

Norfolk

Tue 5/5

6:05 a.m.-7:10 p.m.

2 stops13h 05m

C$ 489

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 31/3

11:15 a.m.-7:46 p.m.

1 stop8h 31m

C$ 200

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 10/2

5:15 p.m.-5:20 p.m.

1 stop24h 05m

C$ 207

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 28/1

7:15 a.m.-6:25 p.m.

1 stop11h 10m

C$ 225

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 28/2

7:15 a.m.-9:50 p.m.

2 stops14h 35m

C$ 270

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 26/5

9:50 a.m.-10:59 p.m.

1 stop13h 09m

C$ 292

Flights are sorted by cheapest round-trip flights first.

Deals found on 13/1

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$ 279). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 753). 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 15 January 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
9,164 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
United Airlines
7.4
Good
9,164 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
American Airlines
7.2
Good
11,132 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
WestJet
7.2
Good
3,243 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family
Air Canada
7.1
Good
10,622 reviews
United Airlines
7.4
Good
9,164 reviews
Check prices

Overall

7.4

Food

6.6

Comfort

7.3

Crew

8.1

Boarding

7.7

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

TYS - IAD

It was a short flight, so no time for amenities. Just glad everything was quick and easy from boarding to arriving at my destination with my family

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$ 279). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 753). 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 5 airlines flying from Pearson Intl to Chesapeake

Discover the top 5 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 15 January 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 233AverageC$ 790FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 241AverageC$ 652FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 269AverageC$ 482FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 369AverageC$ 752FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 443AverageC$ 718FlexibilityNo 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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