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Cheap flights from Toronto Pearson Intl Airport to Chesapeake from C$ 279

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 8/7. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
20 Jun — 27 Jun1
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 21 May 2026.

Wed 8/79:50 a.m.
YYZ
-
ORF
1 stop10h 49m
Multiple Airlines
Sat 18/77:06 p.m.
ORF
-
YYZ
2 stops18h 59m
Multiple Airlines
Deal found 18/5C$ 591
Fri 19/68:10 a.m.
YYZ
-
ORF
2 stops27h 11m
Multiple Airlines
Wed 24/67:35 p.m.
ORF
-
YYZ
1 stop21h 10m
Multiple Airlines
Deal found 16/5C$ 600
Fri 2/108:10 a.m.
YYZ
-
ORF
1 stop14h 33m
Multiple Airlines
Mon 12/106:25 p.m.
ORF
-
YYZ
1 stop20h 05m
Multiple Airlines
Deal found 16/5C$ 609
Wed 8/76:00 a.m.
YYZ
-
ORF
1 stop8h 01m
Delta
Tue 14/710:31 a.m.
ORF
-
YYZ
1 stop13h 13m
Delta
Deal found 19/5C$ 624
Thu 2/76:30 a.m.
YYZ
-
ORF
2 stops28h 56m
Multiple Airlines
Thu 9/79:35 p.m.
ORF
-
YYZ
1 stop19h 10m
Multiple Airlines
Deal found 18/5C$ 653
Thu 11/66:30 a.m.
YYZ
-
ORF
2 stops28h 56m
Multiple Airlines
Thu 25/610:38 a.m.
ORF
-
YYZ
1 stop10h 02m
Multiple Airlines
Deal found 16/5C$ 659
Thu 11/66:29 p.m.
YYZ
-
ORF
1 stop5h 00m
Delta
Thu 25/67:03 p.m.
ORF
-
YYZ
1 stop4h 37m
Delta
Deal found 17/5C$ 662
Sat 6/63:00 p.m.
YYZ
-
ORF
1 stop6h 42m
United Airlines
Sat 13/65:39 p.m.
ORF
-
YYZ
1 stop4h 44m
United Airlines
Deal found 19/5C$ 674
Fri 3/78:10 a.m.
YYZ
-
ORF
1 stop14h 58m
Multiple Airlines
Sat 4/79:06 a.m.
ORF
-
YYZ
1 stop14h 29m
Multiple Airlines
Deal found 19/5C$ 681
Sun 14/68:45 a.m.
YYZ
-
ORF
1 stop16h 12m
United Airlines
Sun 28/66:05 a.m.
ORF
-
YYZ
1 stop3h 59m
United Airlines
Deal found 20/5C$ 685
Sat 27/66:30 a.m.
YYZ
-
ORF
2 stops28h 56m
Multiple Airlines
Sat 4/78:08 p.m.
ORF
-
YYZ
1 stop27h 27m
Multiple Airlines
Deal found 17/5C$ 689

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 21 May 2026.

Round-trip from

C$ 591

One-way from

C$ 279

Popular in

February

Cheapest in

January

Average price

C$ 802
8/7-18/7
  • 8/7-18/7
  • 3 total stops
  • 29h 48m total
  • Toronto to Chesapeake
Search Deals
8/7
  • 8/7
  • 1 total stop
  • 10h 49m total
  • Toronto to Chesapeake
Search Deals
High demand for flights, 8% potential price rise
Search Deals
Cheapest flight prices on average. 2% potential price decrease (C$ 23 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

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 21 May 2026.
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 - ORF

YYZORF

Toronto Pearson Intl

Fri 19/6

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Wed 24/6

8:00 a.m.-1:42 p.m.

1 stop5h 42m

C$ 662

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/6

6:29 p.m.-11:29 p.m.

1 stop5h 00m

Norfolk

Thu 25/6

7:03 p.m.-11:40 p.m.

1 stop4h 37m

C$ 662

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 8/6

6:03 a.m.-11:27 a.m.

1 stop5h 24m

Norfolk

Tue 16/6

2:44 p.m.-9:19 p.m.

1 stop6h 35m

C$ 662
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 6/6

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Sat 13/6

5:39 p.m.-10:23 p.m.

1 stop4h 44m

C$ 674

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/6

8:45 a.m.-12:57 a.m.

1 stop16h 12m

Norfolk

Sun 28/6

6:05 a.m.-10:04 a.m.

1 stop3h 59m

C$ 685

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 27/6

6:00 a.m.-6:22 p.m.

1 stop12h 22m

Norfolk

Sat 4/7

7:00 a.m.-11:25 a.m.

1 stop4h 25m

C$ 707

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 14/7

3:00 p.m.-9:42 p.m.

1 stop6h 42m

Norfolk

Fri 17/7

8:15 p.m.-9:19 a.m.

1 stop13h 04m

C$ 710

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 23/7

7:43 p.m.-11:44 p.m.

1 stop4h 01m

Norfolk

Sun 26/7

6:00 a.m.-7:00 p.m.

1 stop13h 00m

C$ 710

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/6

12:00 p.m.-11:44 p.m.

3 stops11h 44m

Norfolk

Thu 25/6

6:05 a.m.-1:08 p.m.

2 stops7h 03m

C$ 734
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 8/7

9:50 a.m.-8:39 p.m.

1 stop10h 49m

C$ 279

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/5

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
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

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 21 May 2026.
Check out reviews from past customers who have flown with United Airlines,WestJet, 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
9,746 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,746 reviews
United Airlines
7.4
Good
9,746 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
WestJet
7.2
Good
3,341 reviews
United Airlines
7.4
Good
9,746 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
Air Canada
7.1
Good
11,068 reviews
United Airlines
7.4
Good
9,746 reviews
Check prices

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Food

6.6

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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.

  • 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 01m. United Airlines 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

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Top 3 airlines flying from Pearson Intl to Chesapeake

Discover the top 3 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 21 May 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 408AverageC$ 881FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 565AverageC$ 786FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 678AverageC$ 1,015FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

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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