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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 260

YYZ — RIC
1 Oct — 8 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

Wed 30/99:30 a.m. -
2 stops26h 59m
Wed 7/108:00 a.m. -
1 stop8h 40m
Deal found 31/8C$ 562
Thu 1/107:45 a.m. -
1 stop7h 19m
Wed 7/108:00 a.m. -
1 stop8h 40m
Deal found 27/8C$ 575
Tue 22/99:30 a.m. -
2 stops36h 59m
Mon 28/97:43 p.m. -
1 stop20h 57m
Deal found 29/8C$ 601
Mon 21/99:30 a.m. -
2 stops26h 29m
Mon 28/97:43 p.m. -
1 stop20h 57m
Deal found 29/8C$ 602
Fri 25/98:10 a.m. -
1 stop14h 33m
Sun 27/96:00 a.m. -
1 stop17h 35m
Deal found 1/9C$ 605
Fri 18/96:15 a.m. -
1 stop5h 40m
Mon 21/96:20 p.m. -
1 stop5h 19m
Deal found 27/8C$ 625
Thu 24/96:30 a.m. -
2 stops16h 26m
Mon 28/96:00 a.m. -
1 stop10h 40m
Deal found 29/8C$ 626
Wed 30/95:04 p.m. -
1 stop5h 22m
Wed 7/105:30 a.m. -
1 stop4h 53m
Deal found 31/8C$ 655
Sat 19/96:15 a.m. -
1 stop7h 51m
Sat 26/95:02 p.m. -
1 stop6h 57m
Deal found 30/8C$ 661
Sat 26/96:15 a.m. -
1 stop7h 51m
Sat 3/105:25 p.m. -
1 stop6h 34m
Deal found 1/9C$ 662
Thu 24/96:30 a.m. -
2 stops16h 26m
Fri 2/107:00 a.m. -
1 stop7h 55m
Deal found 29/8C$ 666
Fri 18/911:38 a.m. -
1 stop4h 55m
Mon 21/97:00 a.m. -
2 stops33h 55m
Deal found 29/8C$ 673

Find flight deals from Pearson Intl to Chesapeake

Round-trip from

C$ 505

One-way from

C$ 260

Popular in

October

Cheapest in

January

Average price

C$ 836
22/1-31/1
  • 22/1-31/1
  • 2 total stops
  • 22h 13m total
  • Toronto to Chesapeake
Search Deals
21/9
  • 21/9
  • 2 total stops
  • 28h 19m 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).
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 33 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

Thu 1/10

7:45 a.m.-3:04 p.m.

1 stop7h 19m

Norfolk

Wed 7/10

8:00 a.m.-4:40 p.m.

1 stop8h 40m

C$ 575

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 18/9

6:15 a.m.-11:55 a.m.

1 stop5h 40m

Norfolk

Mon 21/9

6:20 p.m.-11:39 p.m.

1 stop5h 19m

C$ 625

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$ 625

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 22/1

9:15 a.m.-10:43 p.m.

1 stop13h 28m

Norfolk

Sun 31/1

7:30 a.m.-11:55 p.m.

2 stops16h 25m

C$ 640
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 23/9

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

1 stop4h 00m

Norfolk

Sat 3/10

5:49 p.m.-10:23 p.m.

1 stop4h 34m

C$ 662

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 26/9

7:00 a.m.-12:15 p.m.

1 stop5h 15m

Norfolk

Tue 29/9

1:00 p.m.-8:44 p.m.

1 stop7h 44m

C$ 662

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sun 27/9

7:00 a.m.-12:15 p.m.

1 stop5h 15m

Norfolk

Wed 30/9

6:15 a.m.-10:04 a.m.

1 stop3h 49m

C$ 683

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Thu 24/9

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

1 stop5h 23m

Norfolk

Tue 29/9

6:40 a.m.-12:19 p.m.

1 stop5h 39m

C$ 683

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 26/9

7:00 a.m.-12:15 p.m.

1 stop5h 15m

Norfolk

Sun 4/10

6:15 a.m.-10:04 a.m.

1 stop3h 49m

C$ 683

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

Fri 2/10

6:20 p.m.-11:39 p.m.

1 stop5h 19m

C$ 701

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/9

Showing 1-10 of 18 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$ 622 and C$ 994 in January.
The cheapest round-trip price found within the last 5 days was C$ 505 on Multiple Airlines (22 Jan-31 Jan).

Reviews of airlines servicing Chesapeake

Check out reviews from past customers who have flown with United Airlines,WestJet, andAmerican Airlines 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
10,154 reviews
Check prices

Boarding

7.7

Food

6.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
United Airlines
7.4
Good
10,154 reviews
United Airlines
7.4
Good
10,154 reviews
Check prices

Boarding

7.7

Food

6.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
WestJet
7.2
Good
3,444 reviews
United Airlines
7.4
Good
10,154 reviews
Check prices

Boarding

7.7

Food

6.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
American Airlines
7.1
Good
12,025 reviews
United Airlines
7.4
Good
10,154 reviews
Check prices

Boarding

7.7

Food

6.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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
Air Canada
7.1
Good
11,566 reviews
United Airlines
7.4
Good
10,154 reviews
Check prices

Boarding

7.7

Food

6.7

Entertainment

7.1

Comfort

7.3

Crew

8.1

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

  • 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 4h. Delta provides one of the quickest options available for as low as C$ 662. Airlines will cover a distance of 808 km. This flight may include one or multiple stops.

  • 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$ 807FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
Air CanadaCheapestC$ 411AverageC$ 788FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 580AverageC$ 798FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 664AverageC$ 1,040FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Pearson Intl to Chesapeake?

Cheapflights helps you search for flights from Pearson Intl to Chesapeake via 900+ travel sites so you don’t have to. After performing a flight search, users can also filter their flight selection by filtering for price, number of stops, airlines, and so on.

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?

Yes, and it’s super simple to set up. Click the bell icon next to the flight deals above and provide a valid email address to enable Price Alerts. That’s it!

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