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Cheap flights from Canada to Chesapeake from C$ 243

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 13/1. Fares are subject to change and may not be available on all flights or dates of travel.
YYZ — RIC
31 Dec — 7 Jan1
1 adult
1 adult, Economy, 0 bags

Find flight deals from Canada to Chesapeake

Enter your travel dates to find the best prices.

Cheapest flights from Canada to Chesapeake
Explore the most affordable flight options available from Canada to Chesapeake. Find the lowest fares from popular airlines and budget airlines, with prices last updated on 1 December 2025.

Mon 15/128:30 p.m.YYZ - ORF
1 stop22h 46mMultiple Airlines
Wed 24/127:40 p.m.ORF - YYZ
1 stop28h 31mMultiple Airlines
Deal found 30/11C$ 380
Thu 11/128:00 a.m.YUL - ORF
1 stop11h 16mMultiple Airlines
Sun 14/128:38 a.m.ORF - YUL
1 stop15h 52mMultiple Airlines
Deal found 30/11C$ 527
Wed 17/127:15 a.m.YYZ - ORF
2 stops11h 46mMultiple Airlines
Sun 28/127:40 p.m.ORF - YYZ
1 stop28h 45mMultiple Airlines
Deal found 29/11C$ 634
Tue 30/125:00 a.m.YWG - ORF
2 stops17h 28mWestJet
Tue 6/15:35 a.m.ORF - YWG
2 stops20h 00mWestJet
Deal found 29/11C$ 637
Mon 29/128:05 p.m.YWG - ORF
2 stops26h 23mWestJet
Tue 6/15:35 a.m.ORF - YWG
2 stops20h 00mWestJet
Deal found 29/11C$ 687
Thu 11/127:45 p.m.YUL - ORF
1 stop13h 35mDelta
Mon 15/126:00 a.m.ORF - YUL
1 stop7h 47mDelta
Deal found 28/11C$ 698
Tue 30/128:05 p.m.YWG - ORF
2 stops21h 25mWestJet
Wed 7/15:35 a.m.ORF - YWG
2 stops20h 00mWestJet
Deal found 29/11C$ 700
Sat 20/1211:15 a.m.YYZ - ORF
1 stop9h 15mMultiple Airlines
Tue 23/127:40 p.m.ORF - YYZ
2 stops19h 00mMultiple Airlines
Deal found 29/11C$ 712
Sun 21/127:40 p.m.YYZ - ORF
1 stop4h 01mUnited Airlines
Sun 4/16:00 a.m.ORF - YYZ
1 stop5h 48mUnited Airlines
Deal found 30/11C$ 726
Wed 24/126:30 a.m.YYC - ORF
2 stops25h 18mAmerican Airlines
Thu 1/110:12 a.m.ORF - YYC
2 stops27h 27mAmerican Airlines
Deal found 30/11C$ 728
Tue 9/127:00 a.m.YVR - ORF
2 stops13h 13mUnited Airlines
Thu 11/128:04 a.m.ORF - YVR
1 stop8h 54mUnited Airlines
Deal found 28/11C$ 732
Sat 27/127:30 a.m.YYZ - ORF
1 stop12h 25mAmerican Airlines
Sun 28/128:01 a.m.ORF - YYZ
1 stop7h 29mAmerican Airlines
Deal found 28/11C$ 781

Cheap flight deals from Canada to Chesapeake

Keep the following information in mind while searching for Canada to Chesapeake flight deals. Data was last updated 1 December 2025.

Round-trip from

C$ 380

One-way from

C$ 243

Popular in

August

Cheapest in

January

Average price

C$ 492
15/12-24/12
  • 15/12-24/12
  • 2 total stops
  • 51h 17m total
  • Canada to Chesapeake
Search Deals
United Airlines
  • United Airlines
  • 13/1
  • 1 total stop
  • 5h 32m total
  • Canada to Chesapeake
Search Deals
Highest demand for flights based on searches. 20% potential increase in price (C$ 221 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease (C$ 31 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Canada to Chesapeake 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 629,999 searches. Data last updated 1 December 2025.
Use the filters below to find and compare flights from Canada to Chesapeake that are best for you.

Fly from

Canada

Fly to

Chesapeake

Route

Depart

Return

Price

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Mon 15/12

8:30 p.m.-7:16 p.m.

1 stop22h 46m

Norfolk

Wed 24/12

7:40 p.m.-8:13 p.m.

2 stops24h 33m

C$ 384

TorontoNorfolk

YYZ - ORF

YYZORF

Toronto Pearson Intl

Sun 11/1

7:15 a.m.-9:50 p.m.

1 stop14h 35m

Norfolk

Sat 17/1

6:45 a.m.-12:11 a.m.

1 stop17h 26m

C$ 384

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Thu 15/1

8:00 a.m.-6:38 p.m.

1 stop10h 38m

Norfolk

Thu 22/1

7:33 p.m.-5:00 p.m.

2 stops21h 27m

C$ 394

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 29/1

5:55 p.m.-11:27 p.m.

1 stop5h 32m

Norfolk

Mon 2/2

7:45 p.m.-11:54 p.m.

1 stop4h 09m

C$ 409

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 12/1

5:55 p.m.-11:27 p.m.

1 stop5h 32m

Norfolk

Wed 14/1

10:05 a.m.-9:18 p.m.

1 stop11h 13m

C$ 420

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Mon 26/1

6:00 a.m.-10:55 p.m.

1 stop14h 55m

Norfolk

Thu 29/1

8:00 a.m.-2:14 p.m.

1 stop8h 14m

C$ 434

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Mon 12/1

7:00 a.m.-6:38 p.m.

1 stop11h 38m

Norfolk

Wed 14/1

10:31 p.m.-12:25 a.m.

2 stops25h 54m

C$ 471

OttawaNorfolk

YOW - ORF

YOWORF

Ottawa

Thu 29/1

2:45 p.m.-11:30 p.m.

2 stops8h 45m

Norfolk

Mon 2/2

6:30 a.m.-4:23 p.m.

2 stops9h 53m

C$ 483

EdmontonNorfolk

YEG - ORF

YEGORF

Edmonton

Sun 25/1

12:15 a.m.-2:25 p.m.

2 stops12h 10m

Norfolk

Thu 29/1

12:25 p.m.-9:43 p.m.

2 stops11h 18m

C$ 517

MontrealNorfolk

YUL - ORF

YULORF

Montreal Pierre Elliott Trudeau Intl

Thu 11/12

8:00 a.m.-7:16 p.m.

1 stop11h 16m

Norfolk

Sun 14/12

8:38 a.m.-12:30 a.m.

1 stop15h 52m

C$ 527

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/11

Showing 1-10 of 45 results
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Best time to book a flight from Canada to Chesapeake

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

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

Currently, February is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 235). Flying from Canada to Chesapeake in August is currently the most expensive (average of C$ 432). 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 CA to C6E?

Find hourly flight availability from Canada to Chesapeake. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated 1 December 2025.

A simple way to save on the total cost of your ticket is to fly from Canada to Chesapeake in the morning. If you’re flexible enough to do this you can expect to save up to 6% on your trip compared to booking a flight in the afternoon.

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

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

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

Reviews of airlines servicing Chesapeake

Get insights into the airlines that provide service to Chesapeake. 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 Chesapeake. Reviews last updated 1 December 2025.
See what other customers who have flown with United Airlines,American Airlines, andWestJet from Canada to Chesapeake have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,057 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
9,057 reviews
United Airlines
7.4
Good
9,057 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,039 reviews
United Airlines
7.4
Good
9,057 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
WestJet
7.2
Good
3,185 reviews
United Airlines
7.4
Good
9,057 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Air Canada
7.1
Good
10,490 reviews
United Airlines
7.4
Good
9,057 reviews
Check prices

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Food

6.6

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

Related info for your journey

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

    Departing from Canada to Chesapeake will take you 5h 32m. There are 938 km between Canada and Chesapeake. Both multi-stop and direct flights can be found to your destination and back.

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

    C$ 243 is the cheapest one-way deal found within the past few days, from United Airlines. You may also be able to find cheap deals on Delta and American Airlines, with prices starting from C$ 292 and C$ 292, respectively.

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

    The most popular route from Canada to Chesapeake is Toronto Pearson Intl - Norfolk. You may also consider Calgary - Norfolk or Montreal Pierre Elliott Trudeau Intl - Norfolk.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from Canada to Chesapeake (average of C$ 235). Flying from Canada to Chesapeake in August is currently the most expensive (average of C$ 432). 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 Canada to Chesapeake

See prices for flight routes from nearby airports that may be better suited for you.
Pearson Intl to Dulles Intl flights
Pearson Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Reagan-National flights
Pierre Elliott Trudeau Intl to Dulles Intl flights
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Ottawa to Reagan-National flights
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Toronto Island to Reagan-National flights
Calgary to Dulles Intl flights
Pearson Intl to Richmond flights
Edmonton to Reagan-National flights
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Pearson Intl to Norfolk flights
Edmonton to Dulles Intl flights
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Edmonton to Raleigh flights
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Halifax to Raleigh flights
Pierre Elliott Trudeau Intl to Richmond flights
Calgary to Raleigh flights
Vancouver Intl to Raleigh flights
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Calgary to Norfolk flights
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Vancouver Intl to Richmond flights
St. John's to Reagan-National flights
Pierre Elliott Trudeau Intl to Greensboro flights
Winnipeg to Norfolk flights
Pierre Elliott Trudeau Intl to Norfolk flights
Pearson Intl to Roanoke flights
Regina to Dulles Intl flights
Saskatoon to Reagan-National flights
Ottawa to Raleigh flights
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St. John's to Dulles Intl flights
Edmonton to Greensboro flights

Top 5 airlines flying from Canada to Chesapeake

Discover the top 5 airlines that operate flights from Canada to Chesapeake. 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 629,999 searches. Data last updated 1 December 2025.
AirlineCheapestAverageFlexibilityOn-time
Air CanadaCheapestC$ 234AverageC$ 734FlexibilityNo cancel feeOn-time67%
Search Air Canada flights
American AirlinesCheapestC$ 284AverageC$ 678FlexibilityNo cancel feeOn-time71%
Search American Airlines flights
United AirlinesCheapestC$ 285AverageC$ 711FlexibilityNo cancel feeOn-time69%
Search United Airlines flights
DeltaCheapestC$ 368AverageC$ 438FlexibilityNo cancel feeOn-timeN/A
Search Delta flights
WestJetCheapestC$ 438AverageC$ 674FlexibilityNo cancel feeOn-time60%
Search WestJet flights

Fly with Cheapflights

Find the best flight deals on Cheapflights, where travelers can enjoy low prices and a wide availability of flights to their desired destinations.

How does Cheapflights help users find flights from Canada to Chesapeake?

When you search for this flight from Canada to Chesapeake, Cheapflights searches on 900+ travel sites to save you time finding great flight deals online. Additionally, we offer filter features so you can choose a preferred cabin class or airline, see different price ranges, and much more so you can book the flight for you.

Why should you use Cheapflights to find cheap flight tickets from Canada to Chesapeake?

By finding flights from multiple airlines and providers at completely no cost, Cheapflights helps millions of users like you annually find the best flights to Chesapeake from Canada.

Can Cheapflights find flights from Canada to Chesapeake with no change fees?

Cheapflights does show flights with no change fees to all users. To see these options for flights from Canada to Chesapeake, users can toggle the no change fees filter when performing a flight search.

Can Cheapflights notify me if prices for flights from Canada to Chesapeake become cheaper?

Yes, Cheapflights offers price alerts on Canada to Chesapeake flights so you can book your travel at the perfect time. Price Alerts can be enabled by clicking the bell icon next to the flight deals above and providing your email address where you want to receive the alerts.

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