HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Toronto

$158+ 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YTO
ago. 6 — ago. 131
mié. 8/6
mié. 8/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Toronto with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 agosto 1, 2025.

Round-trip from

$248
(Mytrip)

One-way from

$158
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$454
From Chesapeake to Toronto (YTO)
Search Deals
One-way flight from Chesapeake to Toronto (YTO)
Search Deals
Highest demand for flights based on searches. 18% potential increase in price ($112 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 5% potential price decrease ($28 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 agosto 1, 2025.

This Mytrip deal was found by Cheapflights users on 7/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/135:20 amORF - YYZ
1 stop8h 45mMultiple Airlines
sáb. 9/206:30 amYYZ - ORF
1 stop16h 18mMultiple Airlines
Deal found 7/30$248
This Delta deal was found by Cheapflights users on 7/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/253:00 pmORF - YYZ
1 stop8h 36mDelta
mar. 9/306:15 amYYZ - ORF
1 stop7h 47mDelta
Deal found 7/30$427
This American Airlines deal was found by Cheapflights users on 7/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/201:02 pmORF - YYZ
1 stop10h 08mAmerican Airlines
mié. 8/277:15 amYYZ - ORF
1 stop9h 11mAmerican Airlines
Deal found 7/30$487
This United Airlines deal was found by Cheapflights users on 7/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/1410:30 amORF - YYZ
1 stop6h 49mUnited Airlines
dom. 9/2112:10 pmYYZ - ORF
1 stop11h 40mUnited Airlines
Deal found 7/31$549

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 agosto 1, 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

sáb. 9/13

5:20 am-2:05 pm

1 stop8h 45m

Toronto Pearson Intl

sáb. 9/20

6:30 am-10:48 pm

1 stop16h 18m

$248

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

jue. 9/25

3:00 pm-11:36 pm

1 stop8h 36m

Toronto Pearson Intl

mar. 9/30

6:15 am-2:02 pm

1 stop7h 47m

$427

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mié. 8/20

1:02 pm-11:10 pm

1 stop10h 08m

Toronto Pearson Intl

mié. 8/27

7:15 am-4:26 pm

1 stop9h 11m

$487

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

dom. 9/14

10:30 am-5:19 pm

1 stop6h 49m

Toronto Pearson Intl

dom. 9/21

12:10 pm-11:50 pm

1 stop11h 40m

$549

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

sáb. 9/6

5:20 am-2:05 pm

1 stop8h 45m

$158

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mar. 9/23

5:30 am-4:33 pm

1 stop11h 03m

$219

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

sáb. 9/6

6:15 am-5:03 pm

2 stops10h 48m

$251

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

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 agosto 1, 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 agosto 1, 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
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
7,981 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
8,900 reviews
Delta
8.0
Very good
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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
7,981 reviews

Entertainment

7.9

Comfort

7.9

Boarding

8.2

Food

7.3

Overall

8.0

Crew

8.5

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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Chesapeake to Toronto

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Pearson Intl flights
Reagan-National to Pearson Intl flights
Dulles Intl to Toronto Island flights
Dulles Intl to Pierre Elliott Trudeau Intl flights
Reagan-National to Pierre Elliott Trudeau Intl flights
Raleigh to Pearson Intl flights
Raleigh to Pierre Elliott Trudeau Intl flights
Reagan-National to Toronto Island flights
Dulles Intl to Ottawa flights
Raleigh to Toronto Island flights
Greensboro to Pearson Intl flights
Reagan-National to Ottawa flights
Dulles Intl to Hamilton flights
Richmond to Pearson Intl flights
Richmond to Pierre Elliott Trudeau Intl flights
Greensboro to Pierre Elliott Trudeau Intl flights
Dulles Intl to Thunder Bay flights
Norfolk to Pearson Intl flights
Norfolk to Pierre Elliott Trudeau Intl flights
Reagan-National to Thunder Bay flights
Richmond to Toronto Island flights
Charlottesville to Pierre Elliott Trudeau Intl flights
Raleigh to Ottawa flights
Roanoke to Pierre Elliott Trudeau Intl flights
Roanoke to Pearson Intl flights
Dulles Intl to London flights
Newport News to Pierre Elliott Trudeau Intl flights
Reagan-National to Hamilton flights
Reagan-National to London flights
Norfolk to Ottawa flights
Richmond to Ottawa flights
Salisbury to Pierre Elliott Trudeau Intl flights
Blountville to Pearson Intl flights
Charlottesville to Pearson Intl flights
Dulles Intl to Sault Ste Marie flights
Reagan-National to Windsor flights
Reagan-National to Sault Ste Marie flights
Blountville to Pierre Elliott Trudeau Intl flights
Dulles Intl to Sudbury flights
Greensboro to Ottawa flights
Reagan-National to Kingston flights
Newport News to Ottawa flights
Dulles Intl to Kingston flights
Dulles Intl to Timmins flights

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 agosto 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$335FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$150Average$480FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$150Average$467FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$161Average$472FlexibilityNo cancel feeOn-time71%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.