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$90+ Cheap flights from Chesapeake, VA to Canada

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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YYZ
nov. 29 — dic. 61
sáb. 11/29
sáb. 12/6
1 adult, Economy
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Cheap flight deals from Chesapeake to Canada

Keep the following information in mind while searching for Chesapeake to Canada flight deals. Data was last updated octubre 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$258
(Kiwi.com)

One-way from

$90
(Kiwi.com)

Popular in

September

Cheapest in

October

Average price

$340
Provider with most accurate pricing for Norfolk-Toronto (YTO) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Norfolk-Toronto (YTO) flights.
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From Chesapeake to Canada
Search Deals
One-way flight from Chesapeake to Canada
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($36 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from Chesapeake to Canada

Cheapest flights from Chesapeake to Canada
Explore the most affordable flight options available from Chesapeake to Canada. Find the lowest fares from popular airlines and budget airlines, with prices last updated on octubre 30, 2025.

This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
lun. 12/110:28 amORF - YYZ
1 stop13h 43mMultiple Airlines
mié. 12/35:15 pmYYZ - ORF
1 stop14h 28mMultiple Airlines
Deal found 10/28$258
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
lun. 12/110:28 amORF - YYZ
1 stop13h 43mMultiple Airlines
jue. 12/45:15 pmYYZ - ORF
1 stop14h 28mMultiple Airlines
Deal found 10/28$278
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
lun. 12/110:28 amORF - YYZ
1 stop13h 57mMultiple Airlines
vie. 12/52:20 pmYYZ - ORF
1 stop7h 58mMultiple Airlines
Deal found 10/28$286
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
mar. 12/28:02 pmORF - YYZ
1 stop15h 41mMultiple Airlines
mié. 12/35:15 pmYYZ - ORF
1 stop14h 28mMultiple Airlines
Deal found 10/28$299
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/207:18 pmORF - YOW
2 stops29h 24mMultiple Airlines
lun. 11/249:30 amYOW - ORF
1 stop11h 01mMultiple Airlines
Deal found 10/30$301
This Kiwi.com deal was found by Cheapflights users on 10/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/277:18 pmORF - YYZ
1 stop16h 25mMultiple Airlines
jue. 12/47:35 amYYZ - ORF
1 stop14h 54mMultiple Airlines
Deal found 10/30$303
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
mié. 12/38:02 pmORF - YYZ
1 stop15h 41mMultiple Airlines
jue. 12/45:15 pmYYZ - ORF
1 stop14h 28mMultiple Airlines
Deal found 10/28$307
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
mar. 12/28:02 pmORF - YYZ
1 stop15h 41mMultiple Airlines
jue. 12/47:35 amYYZ - ORF
1 stop14h 54mMultiple Airlines
Deal found 10/28$319
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
lun. 11/1711:29 amORF - YVR
2 stops30h 16mMultiple Airlines
mié. 11/1911:00 pmYVR - ORF
1 stop10h 14mMultiple Airlines
Deal found 10/29$325
This Mytrip deal was found by Cheapflights users on 10/30. 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.
jue. 12/48:38 amORF - YUL
1 stop12h 48mMultiple Airlines
mié. 12/104:10 pmYUL - ORF
2 stops15h 33mMultiple Airlines
Deal found 10/30$325
This Kiwi.com deal was found by Cheapflights users on 10/28. 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.
mié. 12/39:26 pmORF - YYZ
2 stops17h 14mMultiple Airlines
vie. 12/52:20 pmYYZ - ORF
1 stop7h 58mMultiple Airlines
Deal found 10/28$342
This Kiwi.com deal was found by Cheapflights users on 10/29. 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.
vie. 11/289:26 pmORF - YUL
2 stops22h 13mMultiple Airlines
vie. 12/56:45 amYUL - ORF
1 stop12h 31mMultiple Airlines
Deal found 10/29$361

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Canada 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 octubre 30, 2025.
Use the filters below to find and compare flights from Chesapeake to Canada that are best for you.

Fly from

Chesapeake

Fly to

Canada

Route

Depart

Return

Price

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

lun. 12/1

10:28 am-12:11 am

1 stop13h 43m

Toronto Pearson Intl

mié. 12/3

5:15 pm-7:43 am

1 stop14h 28m

$258

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mar. 12/2

9:26 pm-5:53 pm

1 stop20h 27m

Toronto Pearson Intl

vie. 12/5

2:20 pm-10:18 pm

1 stop7h 58m

$278

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mar. 12/2

8:02 pm-11:43 am

1 stop15h 41m

Toronto Pearson Intl

mié. 12/3

5:15 pm-7:43 am

1 stop14h 28m

$299

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

jue. 11/20

7:18 pm-12:42 am

2 stops29h 24m

Ottawa

lun. 11/24

9:30 am-8:31 pm

1 stop11h 01m

$301

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

jue. 11/27

7:18 pm-11:43 am

1 stop16h 25m

Toronto Pearson Intl

jue. 12/4

7:35 am-10:29 pm

1 stop14h 54m

$303

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mié. 12/3

8:02 pm-11:43 am

1 stop15h 41m

Toronto Pearson Intl

jue. 12/4

5:15 pm-7:43 am

1 stop14h 28m

$307

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

mar. 12/2

8:02 pm-11:43 am

1 stop15h 41m

Toronto Pearson Intl

jue. 12/4

7:35 am-10:29 pm

1 stop14h 54m

$319

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

lun. 11/17

11:29 am-2:45 pm

2 stops30h 16m

Vancouver Intl

mié. 11/19

11:00 pm-12:14 pm

1 stop10h 14m

$325

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

jue. 12/4

8:38 am-9:26 pm

1 stop12h 48m

Montreal Pierre Elliott Trudeau Intl

mié. 12/10

4:10 pm-7:43 am

2 stops15h 33m

$325

NorfolkHalifax

ORF - YHZ

ORFYHZ

Norfolk

sáb. 2/7

8:32 pm-5:38 pm

1 stop20h 06m

Halifax Intl

lun. 2/16

8:45 am-12:15 pm

1 stop28h 30m

$359

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

Showing 1-10 of 51 results
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Best time to book a flight from Chesapeake to Canada

Have a flexible travel schedule? Discover the best time to fly to Canada 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 Canada

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

Currently, June is the cheapest month in which you can book a flight from Chesapeake to Canada (average of $129). Flying from Chesapeake to Canada in July is currently the most expensive (average of $303). 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 CA?

Find hourly flight availability from Chesapeake to Canada. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated octubre 30, 2025.

When flying from Chesapeake to Canada, the time of day you fly usually plays a role in the price. Save by searching for a flight in the evening, which can drop the price by up to 29% versus a flight in the morning.

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

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

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

Reviews of airlines servicing Canada

Get insights into the airlines that provide service to Canada. 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 Canada. Reviews last updated octubre 30, 2025.
Get a feel of what it's like to fly with Delta, United Airlines, and American Airlines from Chesapeake to Canada by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
WestJet
7.2
Good
3,152 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Air Canada
7.1
Good
10,381 reviews
Delta
7.9
Good
7,998 reviews

Comfort

7.9

Entertainment

7.9

Crew

8.5

Overall

7.9

Boarding

8.2

Food

7.3

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Canada. 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 Chesapeake to Canada?

    A quick flight from Chesapeake to Canada can take about 6h 41m. United Airlines provides one of the quickest options available for as low as $363. The distance from Chesapeake to Canada is about 583 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • What are the most popular routes from Chesapeake to Canada?

    When deciding which route to take from Chesapeake to Canada consider Norfolk - Montreal Pierre Elliott Trudeau Intl, Norfolk - Toronto Pearson Intl or Norfolk - Vancouver Intl as they are the most popular.

  • Can I find deals for flights from Chesapeake to Canada that include hotel bookings?

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

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

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

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

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

    Currently, June is the cheapest month in which you can book a flight from Chesapeake to Canada (average of $129). Flying from Chesapeake to Canada in July is currently the most expensive (average of $303). 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 Canada

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Top 5 airlines flying from Chesapeake to Canada

Discover the top 5 airlines that operate flights from Chesapeake to Canada. 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 octubre 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$527FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$150Average$563FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$150Average$611FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$315Average$621FlexibilityNo cancel feeOn-time71%
WestJetCheapest$407Average$597FlexibilityNo cancel feeOn-time60%

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