Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 193

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 8/2. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
31 Oca — 7 Şub1
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 1 Ocak 2026.

Sal 30/127:15 a.m.YYZ - ORF
1 stop7h 01mMultiple Airlines
Sal 30/127:40 p.m.ORF - YYZ
2 stops24h 23mMultiple Airlines
Deal found 30/12C$ 1,765

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 1 Ocak 2026.

Round-trip from

C$ 248

One-way from

C$ 193

Popular in

September

Cheapest in

January

Average price

C$ 376
23/2-26/2
  • 23/2-26/2
  • 2 total stops
  • 30h 35m total
  • Toronto to Chesapeake
8/2
  • 8/2
  • 2 total stops
  • 13h 37m total
  • Toronto to Chesapeake
Highest demand for flights based on searches. 18% potential increase in price (C$ 199 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease (C$ 35 potential savings vs. average RT price).
Average for round-trip flights in January 2026

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 1 Ocak 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

Pzt 23/2

7:00 a.m.-6:26 p.m.

1 stop11h 26m

Norfolk

Per 26/2

7:31 p.m.-2:40 p.m.

1 stop19h 09m

C$ 248

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Çar 28/1

7:15 a.m.-3:06 p.m.

2 stops31h 51m

Norfolk

Çar 4/2

6:15 p.m.-11:20 p.m.

1 stop29h 05m

C$ 255

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Cum 30/1

3:50 p.m.-9:50 p.m.

1 stop30h 00m

Norfolk

Çar 4/2

6:15 p.m.-11:20 p.m.

1 stop29h 05m

C$ 308

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Cmt 24/1

7:15 a.m.-8:15 p.m.

1 stop13h 00m

Norfolk

Pzt 26/1

7:33 p.m.-11:20 p.m.

1 stop27h 47m

C$ 341

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Cum 23/1

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

2 stops14h 35m

Norfolk

Pzt 26/1

7:33 p.m.-11:20 p.m.

1 stop27h 47m

C$ 363

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Paz 8/2

7:15 a.m.-8:52 p.m.

1 stop13h 37m

C$ 196

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Per 29/1

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

1 stop14h 35m

C$ 236

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Çar 28/1

3:15 p.m.-3:06 p.m.

2 stops23h 51m

C$ 243

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Cum 30/1

3:50 p.m.-9:50 p.m.

1 stop30h 00m

C$ 247

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Cum 23/1

6:20 p.m.-8:15 p.m.

2 stops25h 55m

C$ 247

Flights are sorted by cheapest round-trip flights first.

Deals found on 30/12

Showing 1-10 of 12 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$ 276). 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 1 Ocak 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.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

Crew

8.1

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Michelle,Dec 2025

DEN - MKE

I liked that the plane waited 5 minutes for a family whose incoming plane was late. This was the last flight of the day to MKE. Flight attendants actually checked in throughout the flight. Although, not really friendly. Happy to see screens on seat backs again. This is my first time not flying first class in over 10 years. It was economy plus.

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$ 276). 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 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 1 Ocak 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 266AverageC$ 475FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
American AirlinesCheapestC$ 346AverageC$ 665FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 362AverageC$ 739FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 362AverageC$ 779FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 437AverageC$ 706FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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