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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 276

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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
23 Aug — 30 Aug1
1 adult

Cheapflights Tip: The best prices from Toronto Pearson Intl to Chesapeake are usually found in January or February, booked 48 days in advance, depart on a Tuesday or Saturday and return on a Monday

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 18 August 2025.

Round-trip from

C$ 402

One-way from

C$ 276

Popular in

June

Cheapest in

January

Average price

C$ 681
29/10-31/10
  • 29/10-31/10
  • 2 total stops
  • 20h 47m total
  • Toronto to Chesapeake
Search Deals
1/10
  • 1/10
  • 1 total stop
  • 13h 13m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 171 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 27 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

Find flight deals from Pearson Intl to Chesapeake

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 18 August 2025.

Wed 29/1011:15 a.m.YYZ - ORF
1 stop11h 31mMultiple Airlines
Fri 31/105:24 a.m.ORF - YYZ
1 stop9h 16mMultiple Airlines
Deal found 16/8C$ 402
Fri 7/117:15 a.m.YYZ - ORF
1 stop16h 52mMultiple Airlines
Fri 14/118:01 a.m.ORF - YYZ
1 stop16h 10mMultiple Airlines
Deal found 16/8C$ 452
Sat 13/96:30 a.m.YYZ - ORF
1 stop16h 18mMultiple Airlines
Sat 20/95:20 a.m.ORF - YYZ
1 stop17h 00mMultiple Airlines
Deal found 16/8C$ 455
Sun 7/96:30 a.m.YYZ - ORF
1 stop16h 18mMultiple Airlines
Mon 15/95:38 p.m.ORF - YYZ
1 stop20h 14mMultiple Airlines
Deal found 16/8C$ 479
Sun 14/96:30 a.m.YYZ - ORF
2 stops34h 13mMultiple Airlines
Sun 21/95:47 p.m.ORF - YYZ
1 stop22h 49mMultiple Airlines
Deal found 17/8C$ 485
Mon 8/97:15 a.m.YYZ - ORF
2 stops9h 28mMultiple Airlines
Mon 15/95:38 p.m.ORF - YYZ
1 stop20h 14mMultiple Airlines
Deal found 17/8C$ 526
Thu 28/87:15 a.m.YYZ - ORF
1 stop9h 24mMultiple Airlines
Tue 2/95:20 p.m.ORF - YYZ
1 stop23h 16mMultiple Airlines
Deal found 17/8C$ 554

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 18 August 2025.
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

Wed 29/10

11:15 a.m.-10:46 p.m.

1 stop11h 31m

Norfolk

Fri 31/10

5:24 a.m.-2:40 p.m.

1 stop9h 16m

C$ 402

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 7/11

7:15 a.m.-12:07 a.m.

1 stop16h 52m

Norfolk

Fri 14/11

8:01 a.m.-12:11 a.m.

1 stop16h 10m

C$ 452

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 13/9

6:30 a.m.-10:48 p.m.

1 stop16h 18m

Norfolk

Sat 20/9

5:20 a.m.-10:20 p.m.

1 stop17h 00m

C$ 455

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 7/9

6:30 a.m.-10:48 p.m.

1 stop16h 18m

Norfolk

Mon 15/9

5:38 p.m.-1:52 p.m.

1 stop20h 14m

C$ 479

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/9

6:30 a.m.-4:43 p.m.

2 stops34h 13m

Norfolk

Sun 21/9

5:47 p.m.-4:36 p.m.

1 stop22h 49m

C$ 485

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 8/9

7:15 a.m.-4:43 p.m.

2 stops9h 28m

Norfolk

Mon 15/9

5:38 p.m.-1:52 p.m.

1 stop20h 14m

C$ 526

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 28/8

7:15 a.m.-4:39 p.m.

1 stop9h 24m

Norfolk

Tue 2/9

5:20 p.m.-4:36 p.m.

1 stop23h 16m

C$ 554

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 1/10

9:35 a.m.-10:48 p.m.

1 stop13h 13m

C$ 276

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 1/9

4:00 p.m.-10:34 p.m.

2 stops30h 34m

C$ 325

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 3/9

10:20 a.m.-2:27 p.m.

1 stop4h 07m

C$ 490

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 12 results
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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

How far ahead should I book a flight from Toronto Pearson Intl Airport to Chesapeake?

Use this chart to determine the optimal time to book a round-trip flight from Pearson Intl to Chesapeake. Price data was last updated on 8 August 2025.

The price you pay for your flight from Toronto Pearson Intl Airport to Chesapeake may vary depending on when you book. For the best chance of a lower fare, look to book 46 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, October is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chesapeake (average of C$ 274). Flying from Toronto Pearson Intl Airport to Chesapeake in March is currently the most expensive (average of C$ 460). 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.

What is the cheapest time of day to fly from YYZ to C6E?

Find hourly flight availability from Pearson Intl to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 18 August 2025.

When flying from Toronto Pearson Intl Airport to Chesapeake, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

What is the cheapest day to fly from Toronto Pearson Intl Airport to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Pearson Intl to Chesapeake. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Toronto Pearson Intl Airport to Chesapeake flight should consider departing on Tuesday mornings when fares are most often at their lowest. Saturday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

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 18 August 2025.
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
8,925 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
United Airlines
7.4
Good
8,925 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
WestJet
7.2
Good
3,023 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.
Air Canada
7.1
Good
9,992 reviews
United Airlines
7.4
Good
8,925 reviews
Check prices

Crew

8.1

Entertainment

7.1

Comfort

7.3

Food

6.6

Overall

7.4

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Thomas,Apr 2025

TPE - SFO

The boarding experience was okay. The dietary food choices were limited, the midway snacks were hard and dry. The seat was uncomfortable - stiff seat cushion, seat back kept springing back to the upright position, narrow seat width. Love the app and the ability to track my luggage. Flight crew was efficient.

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, October is the cheapest month in which you can book a flight from Toronto Pearson Intl Airport to Chesapeake (average of C$ 274). Flying from Toronto Pearson Intl Airport to Chesapeake in March is currently the most expensive (average of C$ 460). 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 18 August 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 325AverageC$ 640FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 337AverageC$ 554FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 337AverageC$ 501FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 364AverageC$ 433FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 422AverageC$ 576FlexibilityNo 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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