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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 285

YYZ — RIC
18 Sep — 25 Sep1
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

Tue 29/99:50 a.m. -
1 stop8h 58m
Tue 6/107:43 p.m. -
1 stop21h 02m
Deal found 15/8C$ 504
Mon 14/91:50 p.m. -
2 stops28h 58m
Mon 21/97:00 a.m. -
1 stop7h 55m
Deal found 17/8C$ 522
Tue 10/117:15 a.m. -
1 stop10h 00m
Sun 15/1112:57 p.m. -
2 stops26h 23m
Deal found 16/8C$ 532
Thu 29/107:15 a.m. -
1 stop10h 00m
Sun 1/117:30 a.m. -
1 stop8h 45m
Deal found 17/8C$ 535
Mon 19/102:20 p.m. -
2 stops22h 14m
Fri 23/103:48 p.m. -
1 stop7h 47m
Deal found 16/8C$ 546
Thu 10/97:45 a.m. -
1 stop11h 03m
Wed 16/98:00 a.m. -
2 stops36h 55m
Deal found 19/8C$ 553
Tue 6/107:45 a.m. -
1 stop8h 35m
Wed 7/105:25 p.m. -
1 stop6h 04m
Deal found 17/8C$ 569
Sat 19/96:10 p.m. -
1 stop5h 23m
Mon 21/97:00 a.m. -
1 stop7h 55m
Deal found 15/8C$ 584

Find flight deals from Pearson Intl to Chesapeake

Round-trip from

C$ 504

One-way from

C$ 285

Popular in

October

Cheapest in

January

Average price

C$ 767
29/9-6/10
  • 29/9-6/10
  • 2 total stops
  • 30h 00m total
  • Toronto to Chesapeake
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30/9
  • 30/9
  • 1 total stop
  • 11h 03m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 190 potential increase over avg. RT price).
Search Deals
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

Tue 6/10

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

1 stop8h 35m

Norfolk

Wed 7/10

5:25 p.m.-11:29 p.m.

1 stop6h 04m

C$ 569

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 19/9

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

1 stop5h 23m

Norfolk

Mon 21/9

7:00 a.m.-2:55 p.m.

1 stop7h 55m

C$ 584

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 10/10

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

1 stop8h 35m

Norfolk

Sat 17/10

3:50 p.m.-2:55 p.m.

2 stops23h 05m

C$ 630

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 3/10

8:50 a.m.-3:16 p.m.

1 stop6h 26m

Norfolk

Tue 6/10

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

1 stop6h 58m

C$ 640

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 12/9

10:45 a.m.-10:54 p.m.

1 stop12h 09m

Norfolk

Sat 19/9

6:02 a.m.-11:43 a.m.

1 stop5h 41m

C$ 640
Quickest round-trip

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 14/11

7:45 a.m.-1:55 p.m.

1 stop6h 10m

Norfolk

Sat 21/11

12:32 p.m.-5:20 p.m.

1 stop4h 48m

C$ 641

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Tue 6/10

3:00 p.m.-11:44 p.m.

2 stops8h 44m

Norfolk

Wed 7/10

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

1 stop7h 44m

C$ 641
Cheapest one-way

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Fri 2/10

8:10 a.m.-3:50 p.m.

2 stops31h 40m

C$ 287

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Wed 30/9

7:45 a.m.-12:29 p.m.

2 stops28h 44m

C$ 287

TorontoNorfolk

YYZ Toronto Pearson Intl - ORF Norfolk

YYZORF

Toronto Pearson Intl

Sat 26/9

7:45 a.m.-3:56 p.m.

1 stop8h 11m

C$ 325

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/8

Showing 1-10 of 16 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$ 663 and C$ 825 in September.
The cheapest round-trip price found within the last 5 days was C$ 504 on Multiple Airlines (29 Sep-6 Oct).

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
10,101 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Entertainment

7.1

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
10,101 reviews
United Airlines
7.4
Good
10,101 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Entertainment

7.1

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
11,969 reviews
United Airlines
7.4
Good
10,101 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Entertainment

7.1

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
11,506 reviews
United Airlines
7.4
Good
10,101 reviews
Check prices

Crew

8.1

Overall

7.4

Comfort

7.3

Food

6.7

Boarding

7.7

Entertainment

7.1

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 8h 35m. Delta provides one of the quickest options available for as low as C$ 569. 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$ 411AverageC$ 789FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 569AverageC$ 805FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 579AverageC$ 796FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 732AverageC$ 1,083FlexibilityNo 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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