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Cheap flights from Toronto to Chesapeake from C$ 220

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 24/3. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
3 Apr — 10 Apr1
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 4 March 2026.

Fri 17/411:15 a.m.
YYZ
-
ORF
1 stop8h 47m
Multiple Airlines
Mon 27/411:27 a.m.
ORF
-
YYZ
2 stops32h 08m
Multiple Airlines
Deal found 27/2C$ 439
Thu 19/310:05 a.m.
YYZ
-
ORF
1 stop9h 41m
Multiple Airlines
Thu 26/311:50 a.m.
ORF
-
YYZ
2 stops35h 40m
Multiple Airlines
Deal found 3/3C$ 441
Wed 18/33:40 p.m.
YYZ
-
ORF
1 stop28h 06m
Multiple Airlines
Wed 25/38:41 p.m.
ORF
-
YYZ
1 stop26h 39m
Multiple Airlines
Deal found 3/3C$ 472
Mon 30/37:10 a.m.
YYZ
-
ORF
1 stop14h 37m
Multiple Airlines
Mon 6/48:41 p.m.
ORF
-
YYZ
1 stop26h 39m
Multiple Airlines
Deal found 2/3C$ 490
Fri 1/57:10 a.m.
YYZ
-
ORF
1 stop9h 55m
Multiple Airlines
Thu 7/58:57 p.m.
ORF
-
YYZ
2 stops23h 27m
Multiple Airlines
Deal found 1/3C$ 505
Fri 17/42:34 p.m.
YYZ
-
ORF
1 stop8h 02m
Delta
Tue 28/43:02 p.m.
ORF
-
YYZ
1 stop8h 41m
Delta
Deal found 27/2C$ 513

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 4 March 2026.

Round-trip from

C$ 439

One-way from

C$ 220

Popular in

August

Cheapest in

December

Average price

C$ 477
17/4-27/4
  • 17/4-27/4
  • 3 total stops
  • 40h 55m total
  • Toronto to Chesapeake
Search Deals
24/3
  • 24/3
  • 1 total stop
  • 14h 37m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% potential increase in price (C$ 160 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 March 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 4 March 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

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 17/4

11:15 a.m.-8:02 p.m.

1 stop8h 47m

Norfolk

Mon 27/4

11:27 a.m.-7:35 p.m.

2 stops32h 08m

C$ 439

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 18/3

3:40 p.m.-7:46 p.m.

1 stop28h 06m

Norfolk

Wed 25/3

8:41 p.m.-11:20 p.m.

1 stop26h 39m

C$ 472

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 19/3

6:00 a.m.-11:05 p.m.

1 stop17h 05m

Norfolk

Thu 26/3

6:00 a.m.-5:49 p.m.

1 stop11h 49m

C$ 553

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 17/4

3:24 p.m.-11:06 p.m.

1 stop7h 42m

Norfolk

Tue 21/4

1:49 p.m.-11:11 p.m.

1 stop9h 22m

C$ 565

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 24/3

2:45 p.m.-11:46 p.m.

1 stop9h 01m

Norfolk

Wed 25/3

11:48 a.m.-5:49 p.m.

1 stop6h 01m

C$ 624

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 22/5

6:00 a.m.-11:20 a.m.

1 stop5h 20m

Norfolk

Sun 24/5

3:10 p.m.-9:19 p.m.

1 stop6h 09m

C$ 625

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 26/4

9:35 a.m.-11:40 p.m.

1 stop14h 05m

Norfolk

Sat 2/5

5:14 p.m.-11:59 p.m.

1 stop6h 45m

C$ 625

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 22/5

8:50 a.m.-3:14 p.m.

1 stop6h 24m

Norfolk

Sun 24/5

6:00 a.m.-11:49 a.m.

1 stop5h 49m

C$ 633

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 21/3

7:00 a.m.-7:46 p.m.

1 stop12h 46m

Norfolk

Sun 22/3

8:41 p.m.-10:40 p.m.

2 stops25h 59m

C$ 646

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 14/3

6:40 p.m.-11:25 p.m.

1 stop4h 45m

Norfolk

Tue 17/3

6:10 a.m.-2:14 p.m.

1 stop8h 04m

C$ 651

Flights are sorted by cheapest round-trip flights first.

Deals found on 27/2

Showing 1-10 of 17 resultsSorted by cheapest first
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$ 275). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 742). 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 4 March 2026.
Read reviews from past customers who have flown United Airlines and WestJet 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
9,382 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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
9,382 reviews
United Airlines
7.4
Good
9,382 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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
3,281 reviews
United Airlines
7.4
Good
9,382 reviews
Check prices

Entertainment

7.1

Overall

7.4

Crew

8.1

Comfort

7.3

Boarding

7.7

Food

6.6

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 7h 42m. Fly via Delta or American Airlines to get the fastest option. The distance from Toronto to Chesapeake is about 808 km. This flight may include one or multiple stops.

  • 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$ 275). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 742). 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 4 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 230AverageC$ 840FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 237AverageC$ 686FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 395AverageC$ 770FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 452AverageC$ 888FlexibilityNo 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?

Users can book flights with no change fees policies with our dedicated filters. Book flights from Toronto to Chesapeake flexibly with Cheapflights today.

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