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Cheap flights from Toronto to Chesapeake from C$ 187

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 23/2. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
14 Mar — 21 Mar1
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 12 February 2026.

Tue 17/23:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Tue 24/21:02 p.m.
ORF
-
YYZ
1 stop11h 12m
Multiple Airlines
Deal found 9/2C$ 381
Sat 18/48:20 p.m.
YYZ
-
ORF
1 stop26h 38m
Multiple Airlines
Sat 25/46:43 p.m.
ORF
-
YYZ
1 stop28h 52m
Multiple Airlines
Deal found 11/2C$ 397
Mon 23/27:10 a.m.
YYZ
-
ORF
1 stop28h 55m
Multiple Airlines
Wed 25/27:31 p.m.
ORF
-
YYZ
1 stop15h 57m
Multiple Airlines
Deal found 9/2C$ 419
Thu 19/23:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Mon 23/28:49 a.m.
ORF
-
YYZ
1 stop29h 31m
Multiple Airlines
Deal found 11/2C$ 484
Fri 24/47:40 a.m.
YYZ
-
ORF
1 stop11h 49m
Multiple Airlines
Mon 27/48:27 p.m.
ORF
-
YYZ
1 stop17h 38m
Multiple Airlines
Deal found 11/2C$ 486

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 12 February 2026.

Round-trip from

C$ 419

One-way from

C$ 187

Popular in

August

Cheapest in

December

Average price

C$ 657
23/2-25/2
  • 23/2-25/2
  • 2 total stops
  • 44h 52m total
  • Toronto to Chesapeake
Search Deals
23/2
  • 23/2
  • 1 total stop
  • 28h 55m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 15% potential increase in price (C$ 159 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 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 12 February 2026.
Use the filters below to find and compare flights from Toronto to Chesapeake that are best for you.

Fly from

Toronto

Fly to

Chesapeake

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

8:20 p.m.-10:58 p.m.

1 stop26h 38m

Norfolk

Sat 25/4

6:43 p.m.-11:35 p.m.

1 stop28h 52m

C$ 397

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

7:40 a.m.-7:29 p.m.

1 stop11h 49m

Norfolk

Mon 27/4

8:27 p.m.-2:05 p.m.

1 stop17h 38m

C$ 486

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 23/2

6:20 p.m.-12:05 p.m.

2 stops17h 45m

Norfolk

Wed 25/2

7:31 p.m.-11:28 a.m.

1 stop15h 57m

C$ 505

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 19/3

10:58 a.m.-11:02 p.m.

1 stop12h 04m

Norfolk

Thu 26/3

6:15 a.m.-4:41 p.m.

1 stop10h 26m

C$ 576

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 10/6

9:30 a.m.-9:45 p.m.

1 stop12h 15m

Norfolk

Wed 17/6

9:06 a.m.-4:25 p.m.

1 stop7h 19m

C$ 623

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 17/7

2:10 p.m.-10:19 a.m.

1 stop20h 09m

Norfolk

Fri 24/7

6:50 p.m.-9:29 a.m.

1 stop14h 39m

C$ 634

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 23/2

7:40 p.m.-11:33 p.m.

1 stop3h 53m

Norfolk

Wed 25/2

7:05 p.m.-11:20 p.m.

1 stop4h 15m

C$ 660

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/6

7:45 a.m.-4:53 p.m.

1 stop9h 08m

Norfolk

Thu 18/6

10:38 a.m.-8:40 p.m.

1 stop10h 02m

C$ 661

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 23/2

7:10 a.m.-12:05 p.m.

1 stop28h 55m

C$ 187

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 26/3

7:10 a.m.-5:48 p.m.

1 stop10h 38m

C$ 215

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/2

Showing 1-10 of 12 results
1
2

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

What is the cheapest month to book a flight from Toronto to Chesapeake?

Currently, May is the cheapest month in which you can book a flight from Toronto to Chesapeake (average of C$ 272). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 734). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 12 February 2026.
Read reviews from past customers who have flown United Airlines,WestJet, andAir Canada 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
9,279 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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
9,279 reviews
United Airlines
7.4
Good
9,279 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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
WestJet
7.2
Good
3,256 reviews
United Airlines
7.4
Good
9,279 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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
10,709 reviews
United Airlines
7.4
Good
9,279 reviews
Check prices

Entertainment

7.1

Comfort

7.3

Boarding

7.7

Food

6.6

Overall

7.4

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

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.

  • 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.

  • What is the cheapest month to book a flight from Toronto to Chesapeake?

    Currently, May is the cheapest month in which you can book a flight from Toronto to Chesapeake (average of C$ 272). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 734). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

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 12 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 227AverageC$ 775FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 235AverageC$ 679FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 391AverageC$ 748FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 487AverageC$ 812FlexibilityNo 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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Can Cheapflights find flights from Toronto to Chesapeake with no change fees?

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