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$136+ 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 7/19. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — YYZ
Jun 21 — Jun 281
Sat 6/21
Sat 6/28
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 June 16, 2025.

Round-trip from

$323
(Mytrip)

One-way from

$136
(Mytrip)

Popular in

March

Cheapest in

January

Average price

$577
From Chesapeake to Canada
Search Deals
One-way flight from Chesapeake to Canada
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($85 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($27 potential savings vs. average RT price).
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Average for round-trip flights in June 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 June 16, 2025.

This Mytrip deal was found by Cheapflights users on 6/15. 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.
Fri 9/199:35 amORF - YYZ
2 stops26h 55mMultiple Airlines
Sun 9/216:30 amYYZ - ORF
1 stop15h 24mMultiple Airlines
Deal found 6/15$323
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 9/199:35 amORF - YYC
1 stop10h 49mMultiple Airlines
Fri 9/2610:40 amYYC - ORF
1 stop9h 38mMultiple Airlines
Deal found 6/15$341
This Delta deal was found by Cheapflights users on 6/15. 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.
Mon 8/183:25 pmORF - YYZ
1 stop8h 18mDelta
Mon 8/256:04 amYYZ - ORF
1 stop17h 12mDelta
Deal found 6/15$375
This Kiwi.com deal was found by Cheapflights users on 6/15. 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 9/279:21 amORF - YVR
2 stops14h 15mMultiple Airlines
Sat 10/49:20 amYVR - ORF
1 stop9h 43mMultiple Airlines
Deal found 6/15$387
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Tue 7/155:50 amORF - YUL
3 stops16h 25mMultiple Airlines
Tue 7/226:45 amYUL - ORF
2 stops15h 50mMultiple Airlines
Deal found 6/15$406
This Mytrip deal was found by Cheapflights users on 6/15. 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.
Wed 7/305:50 amORF - YOW
1 stop11h 16mMultiple Airlines
Wed 8/63:50 pmYOW - ORF
1 stop16h 25mMultiple Airlines
Deal found 6/15$427
This United Airlines deal was found by Cheapflights users on 6/16. 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.
Wed 9/36:00 amORF - YVR
1 stop11h 09mUnited Airlines
Thu 9/1810:25 pmYVR - ORF
1 stop7h 59mUnited Airlines
Deal found 6/16$431
This United Airlines deal was found by Cheapflights users on 6/15. 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.
Wed 7/235:05 pmORF - YYC
1 stop7h 48mUnited Airlines
Tue 8/58:30 amYYC - ORF
1 stop11h 10mUnited Airlines
Deal found 6/15$436
This American Airlines deal was found by Cheapflights users on 6/15. 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.
Mon 9/16:12 pmORF - YYC
1 stop7h 17mAmerican Airlines
Thu 9/116:29 amYYC - ORF
1 stop9h 16mAmerican Airlines
Deal found 6/15$437
This American Airlines deal was found by Cheapflights users on 6/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/1110:01 amORF - YYZ
1 stop8h 30mAmerican Airlines
Tue 8/197:15 amYYZ - ORF
1 stop10h 15mAmerican Airlines
Deal found 6/14$439
This Mytrip deal was found by Cheapflights users on 6/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/165:50 amORF - YHZ
2 stops16h 39mMultiple Airlines
Wed 7/236:30 amYHZ - ORF
2 stops17h 05mMultiple Airlines
Deal found 6/14$452
This Kissandfly.com deal was found by Cheapflights users on 6/14. 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 Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/249:56 amORF - YVR
2 stops16h 02mBritish Airways
Wed 7/210:00 pmYVR - ORF
1 stop22h 59mBritish Airways
Deal found 6/14$466

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 June 16, 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

Fri 9/19

9:35 am-12:30 pm

2 stops26h 55m

Toronto Pearson Intl

Sun 9/21

6:30 am-9:54 pm

1 stop15h 24m

$323

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Fri 9/19

9:35 am-6:24 pm

1 stop10h 49m

Calgary

Fri 9/26

10:40 am-10:18 pm

1 stop9h 38m

$341

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 8/18

3:25 pm-11:43 pm

1 stop8h 18m

Toronto Pearson Intl

Mon 8/25

6:04 am-11:16 pm

1 stop17h 12m

$375

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Sat 9/27

9:21 am-8:36 pm

2 stops14h 15m

Vancouver Intl

Sat 10/4

9:20 am-10:03 pm

1 stop9h 43m

$387

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

Tue 7/15

5:50 am-10:15 pm

3 stops16h 25m

Montreal Pierre Elliott Trudeau Intl

Tue 7/22

6:45 am-10:35 pm

2 stops15h 50m

$406

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

Wed 7/30

5:50 am-5:06 pm

1 stop11h 16m

Ottawa

Wed 8/6

3:50 pm-8:15 am

1 stop16h 25m

$427

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Wed 9/3

6:00 am-2:09 pm

1 stop11h 09m

Vancouver Intl

Thu 9/18

10:25 pm-9:24 am

1 stop7h 59m

$431

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Wed 7/23

5:05 pm-10:53 pm

1 stop7h 48m

Calgary

Tue 8/5

8:30 am-9:40 pm

1 stop11h 10m

$436

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Mon 9/1

6:12 pm-11:29 pm

1 stop7h 17m

Calgary

Thu 9/11

6:29 am-5:45 pm

1 stop9h 16m

$437

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 8/11

10:01 am-6:31 pm

1 stop8h 30m

Toronto Pearson Intl

Tue 8/19

7:15 am-5:30 pm

1 stop10h 15m

$439

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/15

Showing 1-10 of 43 results
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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 July is currently the most expensive (average of $353). 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 June 16, 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.

Rainfall in Canada by month

Plan your trip to Canada by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Canada ranges from 2.0 - 3.3 inches per month. June is typically the wettest month, when rainfall can reach 3.3 in. February is typically the driest time to visit Canada when rainfall is around 2.0 in.

Temperature in Canada by month

Plan your trip to Canada by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Canada, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 June 16, 2025.
See what other customers who have flown with Alaska Airlines, Delta and United Airlines from Chesapeake to Canada have to say. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
Delta
8.0
Very good
7,963 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
United Airlines
7.4
Good
8,798 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
WestJet
7.2
Good
2,873 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Boarding

8.1

Food

7.1

Overall

8.0

Entertainment

7.1

Comfort

7.8

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 $197. 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 - Vancouver Intl, Norfolk - Toronto Pearson Intl or Norfolk - Calgary 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 July is currently the most expensive (average of $353). 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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See prices for flight routes from nearby airports that may be better suited for you.
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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 June 16, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$129Average$506FlexibilityNo cancel feeOn-timeN/A
Air CanadaCheapest$131Average$538FlexibilityNo cancel feeOn-time67%
American AirlinesCheapest$131Average$518FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$150Average$576FlexibilityNo cancel feeOn-time69%
WestJetCheapest$244Average$530FlexibilityNo cancel feeOn-time60%

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