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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 270

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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
7 Feb — 14 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 8 January 2026.

Round-trip from

C$ 278

One-way from

C$ 270

Popular in

September

Cheapest in

March

Average price

C$ 644
26/2-4/3
  • 26/2-4/3
  • 2 total stops
  • 32h 45m total
  • Toronto to Chesapeake
Search Deals
12/4
  • 12/4
  • 1 total stop
  • 13h 23m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 158 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
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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 8 January 2026.

Thu 26/210:05 a.m.YYZ - ORF
1 stop8h 21mMultiple Airlines
Wed 4/37:31 p.m.ORF - YYZ
1 stop24h 24mMultiple Airlines
Deal found 6/1C$ 278
Tue 20/12:15 p.m.YYZ - ORF
1 stop23h 11mMultiple Airlines
Thu 22/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Deal found 6/1C$ 352
Fri 6/28:20 p.m.YYZ - ORF
1 stop23h 55mMultiple Airlines
Sat 28/24:37 p.m.ORF - YYZ
1 stop7h 37mMultiple Airlines
Deal found 7/1C$ 370
Thu 26/210:05 a.m.YYZ - ORF
1 stop8h 21mMultiple Airlines
Sun 1/37:31 p.m.ORF - YYZ
2 stops28h 43mMultiple Airlines
Deal found 7/1C$ 394
Sun 22/28:00 p.m.YYZ - ORF
2 stops14h 42mMultiple Airlines
Tue 24/21:02 p.m.ORF - YYZ
1 stop11h 12mMultiple Airlines
Deal found 7/1C$ 395
Fri 6/28:20 p.m.YYZ - ORF
1 stop23h 55mMultiple Airlines
Fri 13/23:18 p.m.ORF - YYZ
1 stop8h 56mMultiple Airlines
Deal found 7/1C$ 404
Fri 20/33:40 p.m.YYZ - ORF
1 stop27h 51mMultiple Airlines
Sun 29/37:05 a.m.ORF - YYZ
1 stop7h 48mMultiple Airlines
Deal found 5/1C$ 406
Fri 23/13:50 p.m.YYZ - ORF
2 stops16h 10mMultiple Airlines
Mon 26/17:33 p.m.ORF - YYZ
1 stop23h 29mMultiple Airlines
Deal found 7/1C$ 426

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 8 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

Thu 26/2

10:05 a.m.-6:26 p.m.

1 stop8h 21m

Norfolk

Wed 4/3

7:31 p.m.-7:55 p.m.

1 stop24h 24m

C$ 278

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 20/1

2:15 p.m.-1:26 p.m.

1 stop23h 11m

Norfolk

Thu 22/1

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 352

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/2

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

1 stop23h 55m

Norfolk

Sat 28/2

4:37 p.m.-12:14 a.m.

1 stop7h 37m

C$ 370

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 26/2

10:05 a.m.-6:26 p.m.

1 stop8h 21m

Norfolk

Sun 1/3

7:31 p.m.-12:14 a.m.

2 stops28h 43m

C$ 394

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 22/2

8:00 p.m.-10:42 a.m.

2 stops14h 42m

Norfolk

Tue 24/2

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

1 stop11h 12m

C$ 395

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/2

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

1 stop23h 55m

Norfolk

Fri 13/2

3:18 p.m.-12:14 a.m.

1 stop8h 56m

C$ 404

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 20/3

3:40 p.m.-7:31 p.m.

1 stop27h 51m

Norfolk

Sun 29/3

7:05 a.m.-2:53 p.m.

1 stop7h 48m

C$ 404

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 12/4

8:00 p.m.-9:23 a.m.

1 stop13h 23m

C$ 270

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 21/2

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

2 stops14h 35m

C$ 272

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 12/4

7:43 p.m.-11:54 a.m.

2 stops16h 11m

C$ 560

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

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$ 278). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 749). 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 8 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
9,141 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
United Airlines
7.4
Good
9,141 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
American Airlines
7.2
Good
11,095 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
WestJet
7.2
Good
3,235 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.
Air Canada
7.1
Good
10,603 reviews
United Airlines
7.4
Good
9,141 reviews
Check prices

Overall

7.4

Comfort

7.3

Boarding

7.7

Food

6.6

Crew

8.1

Entertainment

7.1

Reviews

1 / 20
10.0
Excellent

Dane,Jan 2026

IAD - TYS

It was a short flight on a small express plane, so no time for amenities. Quickly on, quickly off. No complaints.

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$ 278). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 749). 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 8 January 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapestC$ 268AverageC$ 479FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 367AverageC$ 748FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 390AverageC$ 786FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 401AverageC$ 693FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 440AverageC$ 714FlexibilityNo 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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