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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 183

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 15/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
22 Jan — 29 Jan1
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 23 December 2025.

Sun 21/129:00 p.m.YYZ - ORF
1 stop13h 38mUnited Airlines
Sun 4/17:55 p.m.ORF - YYZ
1 stop23h 02mUnited Airlines
Deal found 20/12C$ 962
Sat 27/127:40 p.m.YYZ - ORF
1 stop4h 01mUnited Airlines
Sun 28/121:05 p.m.ORF - YYZ
1 stop6h 40mUnited Airlines
Deal found 20/12C$ 1,028
Sun 21/129:00 p.m.YYZ - ORF
1 stop13h 38mAir Canada
Sun 4/17:55 p.m.ORF - YYZ
1 stop3h 51mAir Canada
Deal found 21/12C$ 1,033
Fri 26/125:15 p.m.YYZ - ORF
1 stop6h 13mWestJet
Sun 28/125:23 a.m.ORF - YYZ
1 stop5h 45mWestJet
Deal found 22/12C$ 1,061
Sat 27/127:30 a.m.YYZ - ORF
1 stop6h 50mAmerican Airlines
Sun 28/126:00 a.m.ORF - YYZ
1 stop5h 51mAmerican Airlines
Deal found 21/12C$ 1,072
Sun 21/127:45 a.m.YYZ - ORF
2 stops34h 45mWestJet
Sun 4/14:50 p.m.ORF - YYZ
1 stop16h 14mWestJet
Deal found 20/12C$ 1,100
Fri 26/122:15 p.m.YYZ - ORF
2 stops9h 04mUnited Airlines
Sun 28/121:05 p.m.ORF - YYZ
1 stop5h 29mUnited Airlines
Deal found 22/12C$ 1,143
Sat 27/122:45 p.m.YYZ - ORF
1 stop4h 12mAir Canada
Sun 28/121:05 p.m.ORF - YYZ
1 stop5h 29mAir Canada
Deal found 22/12C$ 1,156
Sat 27/126:10 a.m.YYZ - ORF
1 stop12h 35mWestJet
Sun 28/128:00 a.m.ORF - YYZ
2 stops31h 53mWestJet
Deal found 20/12C$ 1,224

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 23 December 2025.

Round-trip from

C$ 297

One-way from

C$ 183

Popular in

September

Cheapest in

January

Average price

C$ 837
29/1-1/2
  • 29/1-1/2
  • 2 total stops
  • 37h 40m total
  • Toronto to Chesapeake
Search Deals
15/1
  • 15/1
  • 1 total stop
  • 9h 34m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 17% potential increase in price (C$ 200 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 35 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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 23 December 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

Thu 29/1

7:40 a.m.-6:38 p.m.

1 stop10h 58m

Norfolk

Sun 1/2

7:33 p.m.-10:15 p.m.

1 stop26h 42m

C$ 297

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 25/1

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

1 stop22h 08m

Norfolk

Sat 31/1

6:45 a.m.-10:12 p.m.

2 stops15h 27m

C$ 347

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/2

7:40 a.m.-6:38 p.m.

1 stop10h 58m

Norfolk

Fri 13/2

3:18 p.m.-2:20 p.m.

1 stop23h 02m

C$ 348

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 18/1

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

2 stops14h 35m

Norfolk

Sun 25/1

7:33 p.m.-10:12 p.m.

1 stop26h 39m

C$ 380

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 9/1

7:10 a.m.-9:50 p.m.

1 stop14h 40m

Norfolk

Sun 11/1

7:33 p.m.-2:40 p.m.

1 stop19h 07m

C$ 435

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 29/5

11:00 a.m.-10:48 p.m.

1 stop11h 48m

Norfolk

Mon 1/6

6:05 a.m.-11:47 p.m.

1 stop17h 42m

C$ 452

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 15/1

7:10 a.m.-4:44 p.m.

1 stop9h 34m

C$ 183

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 9/1

7:10 a.m.-9:50 p.m.

1 stop14h 40m

C$ 257

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 31/12

3:40 p.m.-2:06 p.m.

1 stop22h 26m

C$ 403

Flights are sorted by cheapest round-trip flights first.

Deals found on 21/12

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$ 277). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 746). 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 23 December 2025.

It’s optimal to fly from Toronto Pearson Intl Airport to Chesapeake at noon. By choosing this option you can save up to 21% on the cost of your flight, compared to a flight in the evening.

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 Monday afternoons when fares are most often at their lowest. Monday evenings 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 23 December 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
9,102 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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.
United Airlines
7.4
Good
9,102 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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.
American Airlines
7.2
Good
11,052 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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.
WestJet
7.2
Good
3,209 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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.
Air Canada
7.1
Good
10,551 reviews
United Airlines
7.4
Good
9,102 reviews
Check prices

Overall

7.4

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Food

6.6

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$ 277). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 746). 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

Browse thousands of different options on Cheapflights for your next trip

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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 23 December 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapestC$ 347AverageC$ 668FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
DeltaCheapestC$ 363AverageC$ 432FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 363AverageC$ 742FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 363AverageC$ 756FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
WestJetCheapestC$ 439AverageC$ 709FlexibilityNo 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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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?

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