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Cheap flights from Toronto to Chesapeake from C$ 255

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 27/4. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
26 Apr — 3 May1
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 27 March 2026.

Thu 23/48:00 p.m.
YYZ
-
ORF
2 stops38h 32m
Multiple Airlines
Thu 30/48:57 p.m.
ORF
-
YYZ
1 stop14h 48m
Multiple Airlines
Deal found 24/3C$ 479
Fri 24/45:50 p.m.
YYZ
-
ORF
2 stops16h 42m
Multiple Airlines
Mon 27/48:57 p.m.
ORF
-
YYZ
1 stop17h 08m
Multiple Airlines
Deal found 25/3C$ 502
Wed 8/47:15 a.m.
YYZ
-
ORF
1 stop24h 54m
Multiple Airlines
Sun 12/48:15 p.m.
ORF
-
YYZ
1 stop15h 11m
Multiple Airlines
Deal found 26/3C$ 522
Sat 25/48:30 p.m.
YYZ
-
ORF
2 stops14h 02m
Multiple Airlines
Mon 27/48:57 p.m.
ORF
-
YYZ
1 stop17h 08m
Multiple Airlines
Deal found 25/3C$ 545
Fri 29/59:30 a.m.
YYZ
-
ORF
1 stop7h 16m
Multiple Airlines
Sun 31/55:41 p.m.
ORF
-
YYZ
2 stops26h 03m
Multiple Airlines
Deal found 25/3C$ 573
Wed 13/54:50 p.m.
YYZ
-
ORF
1 stop22h 45m
Multiple Airlines
Wed 20/512:06 p.m.
ORF
-
YYZ
2 stops25h 59m
Multiple Airlines
Deal found 23/3C$ 581

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 27 March 2026.

Round-trip from

C$ 479

One-way from

C$ 255

Popular in

August

Cheapest in

December

Average price

C$ 494
23/4-30/4
  • 23/4-30/4
  • 3 total stops
  • 53h 20m total
  • Toronto to Chesapeake
Search Deals
27/4
  • 27/4
  • 1 total stop
  • 13h 32m total
  • Toronto to Chesapeake
Search Deals
Highest demand for flights based on searches. 16% potential increase in price (C$ 180 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 27 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

Cheapest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 24/4

7:55 a.m.-7:10 p.m.

1 stop11h 15m

Norfolk

Tue 28/4

11:10 a.m.-9:15 p.m.

1 stop10h 05m

C$ 594

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Tue 21/4

12:09 p.m.-11:04 p.m.

1 stop10h 55m

Norfolk

Tue 28/4

7:07 a.m.-5:21 p.m.

2 stops10h 14m

C$ 598

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 22/7

6:00 a.m.-2:01 p.m.

1 stop8h 01m

Norfolk

Mon 27/7

6:02 a.m.-11:44 p.m.

1 stop17h 42m

C$ 613

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 23/5

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

1 stop5h 20m

Norfolk

Sun 24/5

3:10 p.m.-11:41 p.m.

1 stop8h 31m

C$ 624

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 14/6

10:15 a.m.-3:43 p.m.

1 stop5h 28m

Norfolk

Sun 28/6

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

1 stop5h 42m

C$ 625

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 29/6

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

1 stop4h 01m

Norfolk

Mon 6/7

6:00 a.m.-11:43 a.m.

1 stop5h 43m

C$ 627

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 18/4

6:00 a.m.-11:41 a.m.

1 stop5h 41m

Norfolk

Fri 24/4

5:57 p.m.-11:07 p.m.

1 stop5h 10m

C$ 628
Quickest round-trip

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 10/5

6:12 p.m.-11:15 p.m.

1 stop5h 03m

Norfolk

Sat 16/5

7:08 a.m.-11:15 a.m.

1 stop4h 07m

C$ 628

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 22/5

5:05 p.m.-10:43 p.m.

1 stop5h 38m

Norfolk

Sun 24/5

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

1 stop6h 09m

C$ 631
Cheapest one-way

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 27/4

6:30 a.m.-8:02 p.m.

1 stop13h 32m

C$ 255

Flights are sorted by cheapest round-trip flights first.

Deals found on 24/3

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$ 750). 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 27 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
9,491 reviews
Check prices

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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
9,491 reviews
United Airlines
7.4
Good
9,491 reviews
Check prices

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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
WestJet
7.2
Good
3,302 reviews
United Airlines
7.4
Good
9,491 reviews
Check prices

Crew

8.1

Food

6.6

Boarding

7.7

Entertainment

7.1

Comfort

7.3

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 11h 15m. 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.

  • 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$ 750). 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

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Top 3 airlines flying from Toronto to Chesapeake

Discover the top 3 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 27 March 2026.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 232AverageC$ 853FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
United AirlinesCheapestC$ 399AverageC$ 778FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
WestJetCheapestC$ 457AverageC$ 906FlexibilityNo 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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