Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 194

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 7/4. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
24 Mar — 31 Mar1
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 22 February 2026.

Wed 25/38:20 p.m.
YYZ
-
ORF
1 stop21h 28m
Multiple Airlines
Mon 30/36:45 a.m.
ORF
-
YYZ
1 stop17h 29m
Multiple Airlines
Deal found 18/2C$ 388
Sun 5/47:15 a.m.
YYZ
-
ORF
2 stops27h 23m
Multiple Airlines
Sun 12/48:15 p.m.
ORF
-
YYZ
1 stop27h 59m
Multiple Airlines
Deal found 18/2C$ 402
Fri 6/37:10 a.m.
YYZ
-
ORF
1 stop14h 40m
Multiple Airlines
Mon 9/37:31 p.m.
ORF
-
YYZ
2 stops18h 37m
Multiple Airlines
Deal found 18/2C$ 445
Sat 21/37:00 a.m.
YYZ
-
ORF
1 stop12h 46m
Multiple Airlines
Mon 30/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 21/2C$ 509
Wed 2/99:30 a.m.
YYZ
-
ORF
1 stop12h 15m
Multiple Airlines
Mon 14/95:24 p.m.
ORF
-
YYZ
1 stop23h 01m
Multiple Airlines
Deal found 19/2C$ 533
Sat 11/48:20 p.m.
YYZ
-
ORF
1 stop11h 49m
Multiple Airlines
Sun 19/48:27 p.m.
ORF
-
YYZ
1 stop15h 16m
Multiple Airlines
Deal found 20/2C$ 575

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 22 February 2026.

Round-trip from

C$ 388

One-way from

C$ 194

Popular in

September

Cheapest in

May

Average price

C$ 740
25/3-30/3
  • 25/3-30/3
  • 2 total stops
  • 38h 57m total
  • Toronto to Chesapeake
7/4
  • 7/4
  • 1 total stop
  • 28h 06m total
  • Toronto to Chesapeake
Highest demand for flights based on searches. 5% potential increase in price (C$ 62 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 23 potential savings vs. average RT price).
Average for round-trip flights in February 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 22 February 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

Wed 25/3

8:20 p.m.-5:48 p.m.

1 stop21h 28m

Norfolk

Mon 30/3

6:45 a.m.-12:14 a.m.

1 stop17h 29m

C$ 388

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 5/4

8:00 p.m.-9:47 p.m.

1 stop25h 47m

Norfolk

Sun 12/4

8:15 p.m.-12:14 a.m.

1 stop27h 59m

C$ 409

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/3

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

1 stop14h 40m

Norfolk

Mon 9/3

7:31 p.m.-2:08 p.m.

2 stops18h 37m

C$ 445

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 11/4

8:20 p.m.-8:09 a.m.

1 stop11h 49m

Norfolk

Sun 19/4

8:27 p.m.-11:43 a.m.

1 stop15h 16m

C$ 575

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 2/4

7:00 a.m.-5:01 p.m.

1 stop10h 01m

Norfolk

Mon 6/4

9:33 a.m.-9:59 p.m.

1 stop12h 26m

C$ 598

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 2/4

3:55 p.m.-10:26 p.m.

1 stop6h 31m

Norfolk

Mon 6/4

11:33 a.m.-2:08 p.m.

2 stops26h 35m

C$ 605

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 21/3

7:40 a.m.-7:46 p.m.

2 stops12h 06m

Norfolk

Mon 30/3

6:45 a.m.-1:06 a.m.

3 stops18h 21m

C$ 668

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 6/4

3:40 p.m.-7:46 p.m.

1 stop28h 06m

C$ 218

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

11:15 a.m.-7:32 p.m.

1 stop8h 17m

C$ 224

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

8:00 p.m.-10:58 p.m.

1 stop26h 58m

C$ 226

Flights are sorted by cheapest round-trip flights first.

Deals found on 22/2

Showing 1-10 of 14 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$ 275). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 741). 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.

Weekly flight availability from Toronto Pearson Intl Airport to Chesapeake

Explore weekly flight availability from Pearson Intl to Chesapeake. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated 22 February 2026.

The most flights from YYZ to C6E are scheduled on a Monday (1 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (1 on average).

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 22 February 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.

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Entertainment

7.1

Boarding

7.7

Crew

8.1

Food

6.6

Comfort

7.3

Overall

7.4

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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$ 275). Flying from Toronto Pearson Intl Airport to Chesapeake in November is currently the most expensive (average of C$ 741). 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 4 airlines flying from Pearson Intl to Chesapeake

Discover the top 4 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 22 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 229AverageC$ 840FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 237AverageC$ 686FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 395AverageC$ 769FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 452AverageC$ 824FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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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