C$ 79+ Cheap flights from Chesapeake

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 21/2. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
RIC — YYZ
7 Feb — 14 Feb1
1 adult
1 adult, Economy, 0 bags

Find flights from Chesapeake

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Cheapest flights from Chesapeake
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on 8 January 2026.

Thu 5/26:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Mon 9/27:10 a.m.YYZ - ORF
1 stop28h 55mMultiple Airlines
Deal found 6/1C$ 294
Wed 18/27:31 p.m.ORF - YYZ
1 stop24h 24mMultiple Airlines
Tue 17/38:30 p.m.YYZ - ORF
1 stop23h 01mMultiple Airlines
Deal found 7/1C$ 304
Wed 8/48:29 p.m.ORF - YYZ
1 stop23h 26mMultiple Airlines
Sun 12/48:00 p.m.YYZ - ORF
1 stop13h 23mMultiple Airlines
Deal found 7/1C$ 307
Tue 3/27:33 p.m.ORF - YYZ
1 stop27h 47mMultiple Airlines
Thu 5/22:20 p.m.YYZ - ORF
1 stop8h 06mMultiple Airlines
Deal found 7/1C$ 343
Thu 19/27:31 p.m.ORF - YYZ
1 stop26h 44mMultiple Airlines
Tue 17/38:30 p.m.YYZ - ORF
1 stop23h 01mMultiple Airlines
Deal found 7/1C$ 369
Tue 17/27:31 p.m.ORF - YYZ
1 stop26h 44mMultiple Airlines
Tue 10/38:30 p.m.YYZ - ORF
1 stop21h 56mMultiple Airlines
Deal found 7/1C$ 386
Fri 23/17:33 p.m.ORF - YUL
2 stops28h 57mMultiple Airlines
Mon 2/28:00 a.m.YUL - ORF
1 stop10h 38mMultiple Airlines
Deal found 6/1C$ 420
Fri 30/16:45 a.m.ORF - YHZ
1 stop9h 46mMultiple Airlines
Tue 10/211:35 a.m.YHZ - ORF
2 stops30h 45mMultiple Airlines
Deal found 6/1C$ 424
Thu 22/16:45 a.m.ORF - YVR
2 stops17h 40mMultiple Airlines
Wed 28/16:15 p.m.YVR - ORF
3 stops21h 23mMultiple Airlines
Deal found 7/1C$ 470
Thu 22/17:33 p.m.ORF - YUL
2 stops21h 27mMultiple Airlines
Fri 30/16:45 a.m.YUL - ORF
1 stop11h 53mMultiple Airlines
Deal found 6/1C$ 471
Sun 1/26:30 a.m.ORF - YOW
1 stop7h 02mUnited Airlines
Thu 5/29:45 a.m.YOW - ORF
1 stop4h 22mUnited Airlines
Deal found 7/1C$ 482
Tue 27/18:05 a.m.ORF - YEG
2 stops28h 28mMultiple Airlines
Wed 28/112:45 a.m.YEG - ORF
1 stop8h 03mMultiple Airlines
Deal found 5/1C$ 505

Find flights from Chesapeake within your budget

 
Find flights departing from Chesapeake that match your specified budget. Filter results by price range, allowing you to narrow down options and find flights that fit within your financial constraints. Please note that the search results are based on data from user searches, with fares last updated on 8 January 2026. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Pearson Intl

Route

Depart

Return

Price

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Thu 5/2

6:45 a.m.-11:20 p.m.

2 stops16h 35m

Toronto Pearson Intl

Mon 9/2

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

1 stop11h 38m

C$ 300

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Wed 18/2

7:31 p.m.-7:55 p.m.

1 stop24h 24m

Toronto Pearson Intl

Tue 17/3

8:30 p.m.-7:31 p.m.

1 stop23h 01m

C$ 304

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 3/2

7:33 p.m.-11:20 p.m.

1 stop27h 47m

Toronto Pearson Intl

Thu 5/2

2:20 p.m.-10:26 p.m.

1 stop8h 06m

C$ 343

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Thu 19/2

7:31 p.m.-10:15 p.m.

1 stop26h 44m

Toronto Pearson Intl

Tue 17/3

8:30 p.m.-7:31 p.m.

1 stop23h 01m

C$ 369

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 17/2

7:31 p.m.-10:15 p.m.

1 stop26h 44m

Toronto Pearson Intl

Tue 10/3

8:30 p.m.-6:26 p.m.

1 stop21h 56m

C$ 386

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

Fri 23/1

7:33 p.m.-12:30 a.m.

2 stops28h 57m

Montreal Pierre Elliott Trudeau Intl

Mon 2/2

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

1 stop10h 38m

C$ 420

NorfolkHalifax

ORF - YHZ

ORFYHZ

Norfolk

Fri 30/1

6:45 a.m.-5:31 p.m.

1 stop9h 46m

Halifax Intl

Tue 10/2

11:35 a.m.-5:20 p.m.

2 stops30h 45m

C$ 424

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Sun 25/1

9:37 p.m.-12:11 a.m.

1 stop26h 34m

Toronto Pearson Intl

Thu 12/2

11:15 p.m.-11:35 a.m.

2 stops36h 20m

C$ 449

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Thu 5/2

6:45 a.m.-2:20 p.m.

1 stop7h 35m

Toronto Pearson Intl

Thu 12/2

11:15 p.m.-11:35 a.m.

2 stops36h 20m

C$ 452

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 20/2

6:45 a.m.-10:15 p.m.

2 stops15h 30m

Toronto Pearson Intl

Fri 27/2

3:50 p.m.-9:50 p.m.

1 stop30h 00m

C$ 455

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/1

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Best time to book a flight from Chesapeake

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

Travel insights for flights from Chesapeake

Get recent, data-driven insights about flights from Chesapeake including ideal travel times, pricing trends, and more.

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

Currently, June is the cheapest month in which you can book a flight from Chesapeake (average of C$ 178). Flying from Chesapeake in November will prove the most costly (average of C$ 1,059). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

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Related info for your journey

Access useful and relevant information related to your journey from Chesapeake. This can include details such as airport transportation, visa requirements, travel insurance, luggage regulations, and any other information that can ensure a smooth and hassle-free travel experience. Please note that the information is based on general guidance and may need to be verified with official sources. Data last updated 8 January 2026.

  • Which is the cheapest airport to catch a flight from Chesapeake?

    The cheapest routes to Jeju City can be found at Busan Gimhae airport from C$ 37. While Madrid Barajas airport is usually cheaper if your destination is London with prices starting at C$ 46. Reference our flight search to find the best deals in real time.

  • What is the cheapest month to fly from Chesapeake?

    At the present moment the cheapest month to fly from Chesapeake is currently June; with November being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

  • Where are the cheapest places to fly to from Chesapeake?

    Check out the cheapest flights from Chesapeake to embark to:
    Travel from Busan to Jeju City from C$ 37 round trip
    Travel from Madrid to London from C$ 46 round trip
    Travel from Edmonton to Vancouver from C$ 55 round trip
    Travel from Edmonton to Abbotsford from C$ 55 round trip
    Travel from Halifax to Montreal from C$ 58 round trip

  • How does Cheapflights help users find flights from Chesapeake?

    900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chesapeake today with Cheapflights!

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

    Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chesapeake for you. Better yet — we are completely free to use.

  • Can Cheapflights find flights from Chesapeake with no change fees?

    Certainly. Search results for flights from Chesapeake shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

    Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Chesapeake today and book when you’re ready!

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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 Chesapeake?

900+ travel sites are searched through when a user searches for a flight using Cheapflights. From the search interface, users can use filters to choose airlines, airports, flight times, cabin classes and more to their preference. Book your flight from Chesapeake today with Cheapflights!

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

Cheapflights taps into our reliable network of hundreds of airlines and travel agencies to find the best deals for flights from Chesapeake for you. Better yet — we are completely free to use.

Can Cheapflights find flights from Chesapeake with no change fees?

Certainly. Search results for flights from Chesapeake shown to you on Cheapflights can be narrowed down with different useful search filters, which includes flexible booking options.

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

Yes, Cheapflights has a feature called Price Alerts, which offers users the ability to be notified when flight prices change. Track prices for your flight from Chesapeake today and book when you’re ready!

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