Cheap flights from Toronto to Chesapeake from C$ 245

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 10/1. Fares are subject to change and may not be available on all flights or dates of travel.
YTO — RIC
7 Jan — 14 Jan1
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 8 December 2025.

Wed 10/127:35 a.m.YYZ - ORF
2 stops33h 12mMultiple Airlines
Mon 15/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 7/12C$ 495
Sun 7/128:20 p.m.YYZ - ORF
1 stop11h 23mMultiple Airlines
Mon 15/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 7/12C$ 529
Mon 8/127:00 a.m.YYZ - ORF
1 stop12h 16mMultiple Airlines
Mon 15/128:38 a.m.ORF - YYZ
1 stop29h 42mMultiple Airlines
Deal found 7/12C$ 540
Sun 7/127:10 a.m.YYZ - ORF
1 stop29h 55mMultiple Airlines
Sun 14/128:11 p.m.ORF - YYZ
1 stop27h 09mMultiple Airlines
Deal found 6/12C$ 593
Sun 7/128:20 p.m.YYZ - ORF
1 stop11h 23mMultiple Airlines
Wed 17/121:56 p.m.ORF - YYZ
1 stop24h 24mMultiple Airlines
Deal found 7/12C$ 647
Sun 7/128:20 p.m.YYZ - ORF
1 stop11h 23mMultiple Airlines
Tue 16/128:11 p.m.ORF - YYZ
2 stops25h 08mMultiple Airlines
Deal found 7/12C$ 651
Wed 10/1210:20 a.m.YYZ - ORF
2 stops30h 27mMultiple Airlines
Thu 18/125:15 p.m.ORF - YYZ
1 stop6h 34mMultiple Airlines
Deal found 7/12C$ 659

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 8 December 2025.

Round-trip from

C$ 336

One-way from

C$ 245

Popular in

August

Cheapest in

February

Average price

C$ 561
22/1-29/1
  • 22/1-29/1
  • 2 total stops
  • 22h 15m total
  • Toronto to Chesapeake
10/1
  • 10/1
  • 2 total stops
  • 14h 35m total
  • Toronto to Chesapeake
Highest demand for flights based on searches. 15% potential increase in price (C$ 166 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease (C$ 26 potential savings vs. average RT price).
Average for round-trip flights in December 2025

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 8 December 2025.
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 22/1

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

1 stop14h 40m

Norfolk

Thu 29/1

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

1 stop7h 35m

C$ 336

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 21/1

3:40 p.m.-3:06 p.m.

2 stops23h 26m

Norfolk

Sat 24/1

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

1 stop7h 35m

C$ 363

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 10/1

7:15 a.m.-9:50 p.m.

2 stops14h 35m

Norfolk

Sun 18/1

7:33 p.m.-2:40 p.m.

1 stop19h 07m

C$ 423

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Fri 30/1

7:15 a.m.-9:50 p.m.

2 stops14h 35m

Norfolk

Sun 1/2

9:37 p.m.-11:26 a.m.

1 stop13h 49m

C$ 438

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 8/1

2:25 p.m.-10:06 p.m.

1 stop7h 41m

Norfolk

Mon 12/1

11:35 a.m.-8:26 p.m.

1 stop8h 51m

C$ 550

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Wed 21/1

10:59 a.m.-11:05 p.m.

1 stop12h 06m

Norfolk

Sat 24/1

6:00 a.m.-4:35 p.m.

1 stop10h 35m

C$ 553

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 10/1

7:15 a.m.-9:50 p.m.

2 stops14h 35m

C$ 245

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Thu 11/12

7:35 a.m.-10:29 p.m.

1 stop14h 54m

C$ 290

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 13/12

3:25 p.m.-7:43 a.m.

1 stop16h 18m

C$ 300

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sat 3/1

7:10 a.m.-6:45 p.m.

1 stop11h 35m

C$ 391

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/12

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$ 278). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 749). 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.

What is the cheapest time of day to fly from YTO to C6E?

Find hourly flight availability from Toronto to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 8 December 2025.

It’s typically best to fly out from Toronto to Chesapeake in the afternoon. Doing so could potentially save you 26% on the flight price compared to flying in the evening, which is usually more expensive.

What is the cheapest day to fly from Toronto to Chesapeake?

Use this chart to determine the cheapest time to fly round-trip from Toronto to Chesapeake. Price data was last updated on 16 December 2024.

Travelers seeking maximum savings on their Toronto to Chesapeake flight should consider departing on Wednesday afternoons when fares are most often at their lowest. Monday evenings flights should be avoided if possible as fares are typically the most expensive at this time.

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 8 December 2025.
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.

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Entertainment

7.1

Reviews

1 / 20
8.0
Excellent

Anonymous,Dec 2025

AMS - EWR

It was good! The first 3/4 of the trip was uncomfortably cold. Only one option for lunch that I didn’t enjoy (vegetarian).

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$ 278). Flying from Toronto to Chesapeake in November is currently the most expensive (average of C$ 749). 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 5 airlines flying from Toronto to Chesapeake

Discover the top 5 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 8 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 325AverageC$ 741FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
DeltaCheapestC$ 364AverageC$ 433FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
United AirlinesCheapestC$ 365AverageC$ 744FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
American AirlinesCheapestC$ 400AverageC$ 692FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
WestJetCheapestC$ 440AverageC$ 705FlexibilityNo cancel feeOn-time60%
Search WestJet flights

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