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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 275

YYZ — RIC
13 Oct — 20 Oct1
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

Mon 26/109:15 a.m. -
2 stops27h 34m
Mon 2/116:00 a.m. -
1 stop7h 40m
Deal found 11/9C$ 442
Mon 5/109:50 a.m. -
1 stop27h 23m
Sat 24/103:50 p.m. -
2 stops24h 25m
Deal found 10/9C$ 480
Mon 5/109:50 a.m. -
1 stop27h 23m
Thu 22/101:23 p.m. -
2 stops25h 32m
Deal found 10/9C$ 487
Sat 3/109:50 a.m. -
1 stop8h 58m
Tue 20/107:41 p.m. -
1 stop20h 59m
Deal found 10/9C$ 491
Sat 17/107:00 a.m. -
2 stops29h 34m
Mon 26/106:00 a.m. -
1 stop7h 40m
Deal found 10/9C$ 510
Thu 12/116:30 a.m. -
1 stop8h 34m
Mon 16/117:00 a.m. -
1 stop14h 25m
Deal found 11/9C$ 512
Sat 3/109:50 a.m. -
1 stop8h 58m
Sat 24/103:50 p.m. -
2 stops24h 25m
Deal found 10/9C$ 517
Tue 20/109:50 a.m. -
1 stop8h 56m
Wed 21/107:41 p.m. -
1 stop18h 49m
Deal found 10/9C$ 520
Sat 3/109:50 a.m. -
1 stop8h 58m
Thu 22/101:23 p.m. -
2 stops25h 32m
Deal found 10/9C$ 523
Mon 5/109:30 a.m. -
2 stops26h 34m
Tue 20/108:05 a.m. -
1 stop8h 35m
Deal found 10/9C$ 526
Tue 6/1011:09 a.m. -
1 stop10h 15m
Wed 21/106:00 a.m. -
1 stop10h 47m
Deal found 10/9C$ 527

Find flight deals from Pearson Intl to Chesapeake

Round-trip from

C$ 442

One-way from

C$ 275

Popular in

October

Cheapest in

January

Average price

C$ 721
26/10-2/11
  • 26/10-2/11
  • 3 total stops
  • 35h 14m total
  • Toronto to Chesapeake
Search Deals
27/10-31/12
  • 27/10-31/12
  • 1 total stop
  • 29h 48m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 7% potential increase in price (C$ 96 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 34 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2026
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Cheapflights Fare Finder

 
Use the filters below to find and compare flights from Toronto Pearson Intl Airport to Chesapeake that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 27/10

7:15 a.m.-1:03 p.m.

1 stop29h 48m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 275

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 2/10

1:30 p.m.-2:51 p.m.

2 stops25h 21m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 279

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 24/10

6:30 a.m.-12:34 p.m.

2 stops30h 04m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 312

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 22/10

7:45 a.m.-6:46 p.m.

1 stop11h 01m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 326

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 24/10

7:45 a.m.-4:20 p.m.

1 stop8h 35m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 355

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 30/12

7:43 a.m.-10:39 p.m.

1 stop14h 56m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 379
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 31/12

7:44 p.m.-11:30 p.m.

1 stop3h 46m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 401

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 29/12

10:00 a.m.-11:30 p.m.

1 stop13h 30m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 401

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 29/12

7:00 p.m.-11:58 a.m.

2 stops16h 58m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 422

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Mon 21/9

11:02 a.m.-5:10 p.m.

1 stop6h 08m

Norfolk

Wed 31/12

12:00 a.m.-12:00 a.m.

Nonstop0h 00m

C$ 449

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/9

Showing 1-10 of 20 resultsSorted by cheapest first
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

Cheapflights Insights

Everything you need to know about your flight from Toronto Pearson Intl Airport to Chesapeake

How much does it cost to fly round-trip from Toronto Pearson Intl Airport to Chesapeake?

Airfare is below average for this route at the moment.
Toronto Pearson Intl Airport to Chesapeake flights typically cost between C$ 621 and C$ 868 in October.
The cheapest round-trip price found within the last 5 days was C$ 442 on Multiple Airlines (26 Oct-2 Nov).

Reviews of airlines servicing Chesapeake

Check out reviews from past customers who have flown with United Airlines,American Airlines, andAir Canada 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
10,214 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

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
United Airlines
7.4
Good
10,214 reviews
United Airlines
7.4
Good
10,214 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

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
American Airlines
7.1
Good
12,049 reviews
United Airlines
7.4
Good
10,214 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

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
Air Canada
7.1
Good
11,620 reviews
United Airlines
7.4
Good
10,214 reviews
Check prices

Overall

7.4

Comfort

7.3

Food

6.7

Crew

8.1

Entertainment

7.1

Boarding

7.7

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

  • How long is the flight from Toronto Pearson Intl Airport to Chesapeake?

    A quick flight from Toronto Pearson Intl Airport to Chesapeake can take about 6h 39m. Delta provides one of the quickest options available for as low as C$ 624. Airlines will cover a distance of 808 km.

  • 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.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top 4 airlines flying from Pearson Intl to Chesapeake

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapestC$ 397AverageC$ 806FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 411AverageC$ 778FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 580AverageC$ 797FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 733AverageC$ 1,085FlexibilityNo 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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