HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Canada

$98+ 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 9/13. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YYZ
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Chesapeake to Canada 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 Canada

Keep the following information in mind while searching for Chesapeake to Canada flight deals. Data was last updated julio 31, 2025.

Round-trip from

$229
(Mytrip)

One-way from

$98
(Kiwi.com)

Popular in

June

Cheapest in

January

Average price

$688
From Chesapeake to Canada
Search Deals
One-way flight from Chesapeake to Canada
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 July 2025
Search Deals

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 julio 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/29. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/115:45 amORF - YYZ
1 stop8h 20mMultiple Airlines
jue. 9/186:30 amYYZ - ORF
1 stop16h 18mMultiple Airlines
Deal found 7/29$229
This Kiwi.com deal was found by Cheapflights users on 7/28. 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.
vie. 10/176:21 pmORF - YYC
1 stop26h 03mMultiple Airlines
jue. 10/239:15 amYYC - ORF
1 stop30h 11mMultiple Airlines
Deal found 7/28$336
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/37:30 amORF - YUL
1 stop7h 40mMultiple Airlines
dom. 12/78:00 amYUL - ORF
1 stop11h 14mMultiple Airlines
Deal found 7/30$365
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/145:20 amORF - YOW
1 stop12h 00mMultiple Airlines
dom. 9/214:25 pmYOW - ORF
1 stop24h 18mMultiple Airlines
Deal found 7/31$388
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/277:00 amORF - YVR
1 stop17h 54mMultiple Airlines
dom. 10/510:35 pmYVR - ORF
2 stops20h 43mMultiple Airlines
Deal found 7/31$396
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 Delta deal was found by Cheapflights users on 7/28. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 10/185:45 amORF - YYC
2 stops17h 02mDelta
mié. 10/226:20 amYYC - ORF
2 stops14h 58mDelta
Deal found 7/28$448
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.
mar. 9/96:06 amORF - YUL
1 stop10h 08mDelta
lun. 9/157:00 amYUL - ORF
1 stop15h 41mDelta
Deal found 7/30$452
This American Airlines deal was found by Cheapflights users on 7/28. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/39:56 amORF - YYC
2 stops15h 23mAmerican Airlines
mar. 9/166:29 amYYC - ORF
2 stops14h 31mAmerican Airlines
Deal found 7/28$454
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.
mié. 9/36:30 amORF - YVR
1 stop8h 03mUnited Airlines
jue. 9/1810:25 pmYVR - ORF
1 stop7h 59mUnited Airlines
Deal found 7/31$489
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.
dom. 8/317:00 amORF - YVR
1 stop8h 45mAmerican Airlines
lun. 9/86:00 amYVR - ORF
1 stop13h 36mAmerican Airlines
Deal found 7/30$507

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 julio 31, 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

jue. 9/11

5:45 am-2:05 pm

1 stop8h 20m

Toronto Pearson Intl

jue. 9/18

6:30 am-10:48 pm

1 stop16h 18m

$229

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

vie. 10/17

6:21 pm-6:24 pm

1 stop26h 03m

Calgary

jue. 10/23

9:15 am-5:26 pm

1 stop30h 11m

$336

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

mié. 12/3

7:30 am-3:10 pm

1 stop7h 40m

Montreal Pierre Elliott Trudeau Intl

dom. 12/7

8:00 am-7:14 pm

1 stop11h 14m

$365

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

dom. 9/14

5:20 am-5:20 pm

1 stop12h 00m

Ottawa

dom. 9/21

4:25 pm-4:43 pm

1 stop24h 18m

$388

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

sáb. 9/27

7:00 am-9:54 pm

1 stop17h 54m

Vancouver Intl

dom. 10/5

10:35 pm-10:18 pm

2 stops20h 43m

$396

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

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

sáb. 10/18

5:45 am-8:47 pm

2 stops17h 02m

Calgary

mié. 10/22

6:20 am-11:18 pm

2 stops14h 58m

$448

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

mar. 9/9

6:06 am-4:14 pm

1 stop10h 08m

Montreal Pierre Elliott Trudeau Intl

lun. 9/15

7:00 am-10:41 pm

1 stop15h 41m

$452

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

mié. 9/3

9:56 am-11:19 pm

2 stops15h 23m

Calgary

mar. 9/16

6:29 am-11:00 pm

2 stops14h 31m

$454

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

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/29

Showing 1-10 of 41 results
1
2
3
...
5

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, January is the cheapest month in which you can book a flight from Chesapeake to Canada (average of $243). Flying from Chesapeake to Canada 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 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 julio 31, 2025.

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

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 julio 31, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Delta, and United 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.
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
Delta
8.0
Very good
7,981 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
United Airlines
7.4
Good
8,900 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.
WestJet
7.2
Good
2,978 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Crew

8.5

Entertainment

7.1

Boarding

8.1

Comfort

7.8

Food

7.1

Overall

8.0

Reviews

1 / 20
10.0
Excellent

Jonathan,Jul 2025

SEA - BOS

Fantastic Check-in with easy baggage drop. While it took a while to find out which was the gate, the boarding was a dream, the stewards were simply incredible and the flight fantastic.

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.

  • What are the cheapest airlines to fly from Chesapeake to Canada one-way?

    The cheapest airline one-way is American Airlines, with whom users have recently found tickets for as low as $205. However, be on the lookout for offers from United Airlines and WestJet, as they are both options that can get you from Chesapeake to Canada for a low price.

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

    When deciding which route to take from Chesapeake to Canada consider Norfolk - Toronto Pearson Intl, Norfolk - Montreal Pierre Elliott Trudeau 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, January is the cheapest month in which you can book a flight from Chesapeake to Canada (average of $243). Flying from Chesapeake to Canada 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 Canada

See prices for flight routes from nearby airports that may be better suited for you.
Dulles Intl to Miami flights
Dulles Intl to Cancún flights
Dulles Intl to Dallas/Fort Worth flights
Reagan-National to O'Hare Intl flights
Dulles Intl to Las Vegas flights
Reagan-National to Seattle flights
Dulles Intl to O'Hare Intl flights
Reagan-National to Los Angeles flights
Reagan-National to Las Vegas flights
Reagan-National to Dallas/Fort Worth flights
Reagan-National to Boston flights
Reagan-National to Cancún flights
Dulles Intl to Atlanta flights
Dulles Intl to Los Angeles flights
Reagan-National to Miami flights
Dulles Intl to Boston flights
Dulles Intl to Hobby flights
Reagan-National to San Francisco flights
Dulles Intl to Orlando flights
Dulles Intl to Seattle flights
Dulles Intl to San Francisco flights
Dulles Intl to Fort Lauderdale flights
Raleigh to Las Vegas flights
Reagan-National to Orlando flights
Dulles Intl to Midway flights
Raleigh to O'Hare Intl flights
Reagan-National to Atlanta flights
Raleigh to LaGuardia flights
Dulles Intl to Minneapolis flights
Raleigh to John F Kennedy Intl flights
Reagan-National to Fort Lauderdale flights
Reagan-National to Minneapolis flights
Dulles Intl to George Bush Intcntl flights
Dulles Intl to Tampa flights
Reagan-National to Denver flights
Raleigh to Newark flights
Dulles Intl to Mexico City flights
Dulles Intl to Denver flights
Raleigh to Denver flights
Reagan-National to Hobby flights
Dulles Intl to New Orleans flights
Raleigh to Orlando flights
Raleigh to Miami flights
Reagan-National to Nashville flights
Dulles Intl to Ontario flights
Dulles Intl to Sky Harbor Intl flights
Dulles Intl to Cleveland flights
Reagan-National to Tampa flights
Dulles Intl to Pearson Intl flights
Dulles Intl to Honolulu flights

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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$492FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$131Average$564FlexibilityNo cancel feeOn-time71%
Air CanadaCheapest$150Average$538FlexibilityNo cancel feeOn-time67%
United AirlinesCheapest$150Average$629FlexibilityNo cancel feeOn-time69%
WestJetCheapest$387Average$585FlexibilityNo cancel feeOn-time60%

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.