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

YYZ — RIC
24 Sep — 1 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 2/119:15 a.m. -
2 stops27h 34m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 481
Mon 2/119:15 a.m. -
2 stops27h 34m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 488
Fri 30/109:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 498
Fri 30/109:15 a.m. -
1 stop13h 28m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 499
Fri 30/109:15 a.m. -
1 stop13h 28m
Sun 15/111:31 p.m. -
2 stops33h 24m
Deal found 23/8C$ 501
Fri 30/109:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 503
Mon 2/119:15 a.m. -
1 stop13h 28m
Thu 12/111:31 p.m. -
2 stops26h 44m
Deal found 23/8C$ 505
Fri 30/109:15 a.m. -
1 stop13h 28m
Fri 13/117:00 a.m. -
1 stop9h 15m
Deal found 23/8C$ 506
Mon 2/119:15 a.m. -
1 stop13h 28m
Wed 18/117:00 a.m. -
2 stops15h 55m
Deal found 23/8C$ 510
Sat 31/106:30 a.m. -
1 stop10h 45m
Tue 17/118:00 a.m. -
1 stop11h 20m
Deal found 23/8C$ 525

Find flight deals from Pearson Intl to Chesapeake

Round-trip from

C$ 481

One-way from

C$ 270

Popular in

October

Cheapest in

January

Average price

C$ 766
2/11-17/11
  • 2/11-17/11
  • 3 total stops
  • 38h 54m total
  • Toronto to Chesapeake
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18/9
  • 18/9
  • 2 total stops
  • 31h 40m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 10% potential increase in price (C$ 135 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease (C$ 32 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 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

Thu 17/9

7:45 a.m.-6:48 p.m.

1 stop11h 03m

Norfolk

Thu 24/9

1:18 p.m.-2:55 p.m.

2 stops25h 37m

C$ 538

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 11/9

8:10 a.m.-10:43 p.m.

1 stop14h 33m

Norfolk

Sun 13/9

7:43 p.m.-8:05 p.m.

1 stop24h 22m

C$ 589

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

11:38 a.m.-6:19 p.m.

1 stop6h 41m

Norfolk

Tue 15/9

12:50 p.m.-5:20 p.m.

1 stop4h 30m

C$ 590

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

8:00 p.m.-3:50 p.m.

2 stops19h 50m

Norfolk

Sat 3/10

7:43 p.m.-1:45 p.m.

1 stop18h 02m

C$ 608

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 8/9

6:30 a.m.-12:15 p.m.

2 stops29h 45m

Norfolk

Tue 15/9

7:43 p.m.-2:30 p.m.

1 stop18h 47m

C$ 611

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 10/9

7:45 a.m.-6:48 p.m.

1 stop11h 03m

Norfolk

Wed 16/9

7:43 p.m.-2:30 p.m.

1 stop18h 47m

C$ 614

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Mon 26/10

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

1 stop8h 35m

Norfolk

Fri 30/10

5:15 p.m.-10:56 p.m.

1 stop5h 41m

C$ 624

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 25/9

6:10 p.m.-11:33 p.m.

1 stop5h 23m

Norfolk

Sat 3/10

8:50 a.m.-5:19 p.m.

1 stop8h 29m

C$ 654

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

1:34 p.m.-8:13 p.m.

1 stop6h 39m

Norfolk

Sat 26/9

7:09 a.m.-11:25 a.m.

1 stop4h 16m

C$ 664

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

3:00 p.m.-11:43 p.m.

2 stops8h 43m

Norfolk

Sat 26/9

5:01 p.m.-11:59 p.m.

1 stop6h 58m

C$ 665

Flights are sorted by cheapest round-trip flights first.

Deals found on 20/8

Showing 1-10 of 19 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$ 641 and C$ 907 in November.
The cheapest round-trip price found within the last 5 days was C$ 481 on Multiple Airlines (2 Nov-17 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
10,120 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Crew

8.1

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
10,120 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Crew

8.1

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
11,991 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Crew

8.1

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
11,530 reviews
United Airlines
7.4
Good
10,120 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Food

6.7

Overall

7.4

Boarding

7.7

Crew

8.1

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 41m. Delta provides one of the quickest options available for as low as C$ 590. 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
Air CanadaCheapestC$ 410AverageC$ 784FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 568AverageC$ 804FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 578AverageC$ 795FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 731AverageC$ 1,081FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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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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