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$198+ Cheap flights from Chesapeake, VA to Toronto (YTO)

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 10/3. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YTO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Chesapeake to Toronto

Keep the following information in mind while searching for Chesapeake to Toronto flight deals. Data was last updated September 15, 2025.

Round-trip from

$242
(Kiwi.com)

One-way from

$198
(Mytrip)

Popular in

June

Cheapest in

October

Average price

$551
From Chesapeake to Toronto (YTO)
Search Deals
One-way flight from Chesapeake to Toronto (YTO)
Search Deals
Highest demand for flights based on searches. 17% potential increase in price ($104 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Chesapeake to Toronto

Cheapest flights from Chesapeake to Toronto
Explore the most affordable flight options available from Chesapeake to Toronto. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORF - YYZ
1 stop8h 40mMultiple Airlines
Wed 11/125:15 pmYYZ - ORF
1 stop20h 00mMultiple Airlines
Deal found 9/14$242
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Wed 11/125:15 pmYYZ - ORF
1 stop20h 00mMultiple Airlines
Deal found 9/14$252
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Wed 11/125:15 pmYYZ - ORF
1 stop20h 00mMultiple Airlines
Deal found 9/14$254
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORF - YYZ
1 stop8h 40mMultiple Airlines
Mon 11/107:15 amYYZ - ORF
1 stop16h 52mMultiple Airlines
Deal found 9/14$258
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORF - YYZ
1 stop8h 40mMultiple Airlines
Thu 11/137:35 amYYZ - ORF
1 stop14h 54mMultiple Airlines
Deal found 9/14$264
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORF - YYZ
1 stop8h 40mMultiple Airlines
Fri 11/145:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$266
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Tue 11/115:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$267
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Tue 11/115:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$270
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Thu 11/137:35 amYYZ - ORF
1 stop14h 54mMultiple Airlines
Deal found 9/14$274
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/78:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Fri 11/145:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$276
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/68:01 amORF - YYZ
1 stop16h 10mMultiple Airlines
Tue 11/115:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$277
This Kiwi.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/108:01 amORF - YYZ
1 stop11h 59mMultiple Airlines
Sat 11/155:15 pmYYZ - ORF
1 stop6h 52mMultiple Airlines
Deal found 9/14$278

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Toronto 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 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Chesapeake to Toronto that are best for you.

Fly from

Chesapeake

Fly to

Toronto

Route

Depart

Return

Price

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 11/7

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Wed 11/12

5:15 pm-1:15 pm

1 stop20h 00m

$252

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Sat 11/8

6:00 am-2:40 pm

1 stop8h 40m

Toronto Pearson Intl

Tue 11/11

7:15 am-12:07 am

1 stop16h 52m

$258

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Sat 11/8

6:00 am-2:40 pm

1 stop8h 40m

Toronto Pearson Intl

Sat 11/15

5:15 pm-12:07 am

1 stop6h 52m

$266

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Sat 11/8

6:00 am-2:40 pm

1 stop8h 40m

Toronto Pearson Intl

Sun 11/16

7:15 am-12:07 am

1 stop16h 52m

$266

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 11/7

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Mon 11/10

7:15 am-12:07 am

1 stop16h 52m

$267

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 11/7

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Tue 11/11

5:15 pm-12:07 am

1 stop6h 52m

$267

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Thu 11/6

8:01 am-12:11 am

1 stop16h 10m

Toronto Pearson Intl

Wed 11/12

5:15 pm-12:07 am

1 stop6h 52m

$277

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 11/10

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Fri 11/14

5:15 pm-12:07 am

1 stop6h 52m

$278

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 11/7

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Sun 11/16

7:35 am-10:29 pm

1 stop14h 54m

$282

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 11/10

8:01 am-8:00 pm

1 stop11h 59m

Toronto Pearson Intl

Sun 11/16

7:35 am-10:29 pm

1 stop14h 54m

$285

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 18 results
1
2

Best time to book a flight from Chesapeake to Toronto

Have a flexible travel schedule? Discover the best time to fly to Toronto from Chesapeake 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 Chesapeake to Toronto

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

Currently, January is the cheapest month in which you can book a flight from Chesapeake to Toronto (average of $243). Flying from Chesapeake to Toronto in August is currently the most expensive (average of $348). 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 C6E to YTO?

Find hourly flight availability from Chesapeake to Toronto. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Chesapeake to Toronto, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

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

Reviews of airlines servicing Toronto

Get insights into the airlines that provide service to Toronto. 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 Toronto. Reviews last updated September 15, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Chesapeake to Toronto to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,954 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
United Airlines
7.4
Good
8,929 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
WestJet
7.2
Good
3,091 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Air Canada
7.1
Good
10,000 reviews
Delta
8.0
Very good
7,954 reviews

Entertainment

7.9

Overall

8.0

Comfort

7.9

Boarding

8.2

Crew

8.5

Food

7.3

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Toronto. 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 Chesapeake to Toronto that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Toronto flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Toronto?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Toronto.

  • Can I find deals for business class flights from Chesapeake to Toronto?

    Yes. Cheapflights offers flight deals from Chesapeake to Toronto 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 Chesapeake to Toronto?

    Currently, January is the cheapest month in which you can book a flight from Chesapeake to Toronto (average of $243). Flying from Chesapeake to Toronto in August is currently the most expensive (average of $348). 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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Alternative routes for Chesapeake to Toronto

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Chesapeake to Toronto

Discover the top 4 airlines that operate flights from Chesapeake to Toronto. 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 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$335FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$150Average$491FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$150Average$499FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$161Average$539FlexibilityNo cancel feeOn-time71%

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