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Cheap flights from Toronto to Chesapeake from C$ 224

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 18/4. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
20 Mar — 27 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 18 February 2026.

Thu 16/45:15 p.m.
YYZ
-
ORF
1 stop23h 36m
Multiple Airlines
Mon 20/48:27 p.m.
ORF
-
YYZ
1 stop17h 38m
Multiple Airlines
Deal found 18/2C$ 353
Fri 6/37:10 a.m.
YYZ
-
ORF
1 stop14h 40m
Multiple Airlines
Mon 9/37:31 p.m.
ORF
-
YYZ
2 stops18h 37m
Multiple Airlines
Deal found 18/2C$ 444
Thu 4/67:45 a.m.
YYZ
-
ORF
1 stop9h 06m
Multiple Airlines
Sun 7/68:27 p.m.
ORF
-
YYZ
2 stops23h 17m
Multiple Airlines
Deal found 16/2C$ 466
Fri 22/59:30 a.m.
YYZ
-
ORF
1 stop7h 21m
Multiple Airlines
Sun 24/58:27 p.m.
ORF
-
YYZ
2 stops23h 17m
Multiple Airlines
Deal found 17/2C$ 488
Sat 25/411:15 a.m.
YYZ
-
ORF
1 stop8h 17m
Multiple Airlines
Sat 2/511:19 a.m.
ORF
-
YYZ
2 stops24h 16m
Multiple Airlines
Deal found 16/2C$ 495
Tue 10/33:40 p.m.
YYZ
-
ORF
1 stop26h 46m
Multiple Airlines
Tue 17/36:45 a.m.
ORF
-
YYZ
1 stop7h 35m
Multiple Airlines
Deal found 15/2C$ 504
Sun 7/67:45 a.m.
YYZ
-
ORF
1 stop9h 06m
Multiple Airlines
Wed 10/612:16 p.m.
ORF
-
YYZ
1 stop7h 49m
Multiple Airlines
Deal found 15/2C$ 517

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 February 2026.

Round-trip from

C$ 353

One-way from

C$ 224

Popular in

August

Cheapest in

December

Average price

C$ 663
16/4-20/4
  • 16/4-20/4
  • 2 total stops
  • 41h 14m total
  • Toronto to Chesapeake
Search Deals
18/4
  • 18/4
  • 1 total stop
  • 8h 17m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 14% 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 18 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

Thu 16/4

5:15 p.m.-4:51 p.m.

1 stop23h 36m

Norfolk

Mon 20/4

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

1 stop17h 38m

C$ 353

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 6/3

7:10 a.m.-9:50 p.m.

1 stop14h 40m

Norfolk

Mon 9/3

7:31 p.m.-2:08 p.m.

2 stops18h 37m

C$ 444

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 4/6

7:45 a.m.-4:51 p.m.

1 stop9h 06m

Norfolk

Sun 7/6

8:27 p.m.-7:44 p.m.

2 stops23h 17m

C$ 466

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 22/5

9:30 a.m.-4:51 p.m.

1 stop7h 21m

Norfolk

Sun 24/5

8:27 p.m.-7:44 p.m.

2 stops23h 17m

C$ 488

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 25/4

11:15 a.m.-7:32 p.m.

1 stop8h 17m

Norfolk

Sat 2/5

11:19 a.m.-11:35 a.m.

2 stops24h 16m

C$ 495

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 10/3

3:40 p.m.-6:26 p.m.

1 stop26h 46m

Norfolk

Tue 17/3

6:45 a.m.-2:20 p.m.

1 stop7h 35m

C$ 504

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 7/6

7:45 a.m.-4:51 p.m.

1 stop9h 06m

Norfolk

Wed 10/6

12:16 p.m.-8:05 p.m.

1 stop7h 49m

C$ 517

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

11:15 a.m.-7:32 p.m.

1 stop8h 17m

C$ 224

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 19/4

8:00 p.m.-10:58 p.m.

1 stop26h 58m

C$ 225

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 25/3

7:10 a.m.-9:47 p.m.

1 stop14h 37m

C$ 232

Flights are sorted by cheapest round-trip flights first.

Deals found on 18/2

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$ 275). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 741). 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 18 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
9,321 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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
9,321 reviews
United Airlines
7.4
Good
9,321 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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
3,268 reviews
United Airlines
7.4
Good
9,321 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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
10,733 reviews
United Airlines
7.4
Good
9,321 reviews
Check prices

Entertainment

7.1

Food

6.6

Overall

7.4

Comfort

7.3

Crew

8.1

Boarding

7.7

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$ 275). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 741). 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 18 February 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 229AverageC$ 801FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 237AverageC$ 685FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 394AverageC$ 769FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 491AverageC$ 820FlexibilityNo 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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