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Cheap flights from Toronto to Chesapeake from C$ 306

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 12/8. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
17 Aug — 24 Aug1
1 adult
1 adult, Economy, 0 bags

Cheap flight deals from Toronto to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Toronto to Chesapeake
Explore the most affordable flight options available from Toronto to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 18 July 2026.

Tue 8/96:10 p.m.
YYZ
-
ORF
1 stop5h 23m
Delta
Tue 15/96:00 a.m.
ORF
-
YYZ
1 stop5h 18m
Delta
Deal found 16/7C$ 530
Wed 9/95:05 p.m.
YYZ
-
ORF
1 stop5h 16m
Delta
Sat 12/96:00 a.m.
ORF
-
YYZ
1 stop5h 18m
Delta
Deal found 16/7C$ 532
Thu 20/85:05 p.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Tue 8/95:35 p.m.
ORF
-
YYZ
1 stop5h 37m
Delta
Deal found 16/7C$ 547
Tue 8/99:30 a.m.
YYZ
-
ORF
2 stops36h 59m
Multiple Airlines
Tue 15/96:10 p.m.
ORF
-
YYZ
1 stop22h 35m
Multiple Airlines
Deal found 17/7C$ 553
Thu 24/91:30 p.m.
YYZ
-
ORF
2 stops22h 32m
Multiple Airlines
Thu 1/106:10 p.m.
ORF
-
YYZ
1 stop20h 20m
Multiple Airlines
Deal found 16/7C$ 560
Thu 20/85:05 p.m.
YYZ
-
ORF
1 stop5h 42m
Delta
Mon 24/89:26 a.m.
ORF
-
YYZ
1 stop4h 15m
Delta
Deal found 13/7C$ 562
Thu 8/105:29 p.m.
YYZ
-
ORF
1 stop4h 31m
American Airlines
Mon 12/106:00 a.m.
ORF
-
YYZ
1 stop4h 17m
American Airlines
Deal found 17/7C$ 568
Thu 8/106:00 a.m.
YYZ
-
ORF
2 stops17h 03m
WestJet
Mon 12/103:13 p.m.
ORF
-
YYZ
2 stops15h 42m
WestJet
Deal found 15/7C$ 575
Thu 20/86:30 p.m.
YYZ
-
ORF
2 stops22h 38m
WestJet
Mon 24/810:20 a.m.
ORF
-
YYZ
2 stops14h 45m
WestJet
Deal found 13/7C$ 576
Tue 8/97:00 p.m.
YYZ
-
ORF
2 stops14h 47m
WestJet
Tue 15/95:30 a.m.
ORF
-
YYZ
2 stops14h 35m
WestJet
Deal found 16/7C$ 578

Find flight deals from Toronto to Chesapeake

Keep the following information in mind while searching for Toronto to Chesapeake flight deals. Data was last updated 18 July 2026.

Round-trip from

C$ 530

One-way from

C$ 306

Popular in

August

Cheapest in

May

Average price

C$ 756
Delta
  • Delta
  • 8/9-15/9
  • 2 total stops
  • 10h 41m total
  • Toronto to Chesapeake
Search Deals
Delta
  • Delta
  • 12/8
  • 1 total stop
  • 5h 25m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 12% potential increase in price (C$ 169 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease (C$ 49 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in July 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Toronto 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 18 July 2026.
Use the filters below to find and compare flights from Toronto 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

Tue 8/9

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

1 stop5h 23m

Norfolk

Tue 15/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 530

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 9/9

5:05 p.m.-10:21 p.m.

1 stop5h 16m

Norfolk

Sat 12/9

6:00 a.m.-11:18 a.m.

1 stop5h 18m

C$ 532

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 20/8

5:05 p.m.-10:47 p.m.

1 stop5h 42m

Norfolk

Tue 8/9

5:35 p.m.-11:12 p.m.

1 stop5h 37m

C$ 547

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 8/9

9:30 a.m.-10:29 p.m.

2 stops36h 59m

Norfolk

Tue 15/9

6:10 p.m.-4:45 p.m.

1 stop22h 35m

C$ 553
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 20/8

5:05 p.m.-10:47 p.m.

1 stop5h 42m

Norfolk

Mon 24/8

9:26 a.m.-1:41 p.m.

1 stop4h 15m

C$ 562

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 24/9

4:05 p.m.-11:33 p.m.

1 stop7h 28m

Norfolk

Thu 1/10

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

1 stop5h 19m

C$ 564

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 20/8

6:30 p.m.-5:08 p.m.

2 stops22h 38m

Norfolk

Mon 24/8

10:20 a.m.-1:05 a.m.

2 stops14h 45m

C$ 576

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 8/10

6:30 p.m.-9:53 a.m.

2 stops15h 23m

Norfolk

Mon 12/10

11:00 a.m.-10:23 a.m.

1 stop23h 23m

C$ 585

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 6/10

8:00 p.m.-9:53 a.m.

2 stops13h 53m

Norfolk

Tue 13/10

2:25 p.m.-9:14 a.m.

1 stop18h 49m

C$ 588

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 31/7

6:14 p.m.-11:32 p.m.

1 stop5h 18m

Norfolk

Sun 2/8

5:15 a.m.-12:23 p.m.

1 stop7h 08m

C$ 595

Flights are sorted by cheapest round-trip flights first.

Deals found on 17/7

Showing 1-10 of 22 resultsSorted by cheapest first
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2
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Best time to book a flight from Toronto to Chesapeake

Have a flexible travel schedule? Discover the best time to fly to Chesapeake from Toronto 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 to Chesapeake

How much does it cost to fly round-trip from Toronto 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 18 July 2026.
Read reviews from past customers who have flown United Airlines from Toronto to Chesapeake. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
10,006 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

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
10,006 reviews
United Airlines
7.4
Good
10,006 reviews
Check prices

Comfort

7.3

Entertainment

7.1

Crew

8.1

Food

6.6

Boarding

7.7

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

Find useful and relevant information for your journey from Toronto 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 to Chesapeake?

    There are many flights that can get you from Toronto to Chesapeake in 5h 23m. Fly via Delta to get the fastest option. The distance from Toronto to Chesapeake is about 808 km.

  • Can I find deals for flights from Toronto to Chesapeake that include hotel bookings?

    Yes. In addition to deals on Toronto to Chesapeake flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Toronto to Chesapeake?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Toronto to Chesapeake.

  • Can I find deals for business class flights from Toronto to Chesapeake?

    Yes. Cheapflights offers flight deals from Toronto 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

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Top 4 airlines flying from Toronto to Chesapeake

Discover the top 4 airlines that operate flights from Toronto 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 18 July 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 416AverageC$ 848FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 576AverageC$ 815FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 586AverageC$ 806FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 742AverageC$ 1,051FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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How does Cheapflights help users find flights from Toronto to Chesapeake?

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