C$ 70+ 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 29/1. 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
30 Jan — 6 Feb1
1 adult
1 adult, Economy, 0 bags

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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 31 December 2025.

Fri 23/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Sun 25/18:30 p.m.YYZ - ORF
1 stop22h 08mMultiple Airlines
Deal found 29/12C$ 372
Wed 1/48:29 p.m.ORF - YYZ
1 stop26h 51mMultiple Airlines
Sun 5/48:00 p.m.YYZ - ORF
1 stop13h 23mMultiple Airlines
Deal found 29/12C$ 383
Sun 11/17:33 p.m.ORF - YYC
1 stop26h 11mMultiple Airlines
Wed 14/19:45 p.m.YYC - ORF
2 stops12h 18mMultiple Airlines
Deal found 28/12C$ 407
Fri 13/23:18 p.m.ORF - YYZ
1 stop23h 02mMultiple Airlines
Fri 20/23:50 p.m.YYZ - ORF
1 stop30h 00mMultiple Airlines
Deal found 30/12C$ 431
Sun 22/211:32 a.m.ORF - YVR
1 stop26h 40mMultiple Airlines
Sat 28/29:10 a.m.YVR - ORF
2 stops24h 25mMultiple Airlines
Deal found 29/12C$ 434
Mon 12/17:33 p.m.ORF - YUL
2 stops25h 22mMultiple Airlines
Mon 26/18:00 a.m.YUL - ORF
1 stop10h 38mMultiple Airlines
Deal found 29/12C$ 444
Wed 1/48:29 p.m.ORF - YUL
2 stops21h 56mMultiple Airlines
Mon 6/44:35 p.m.YUL - ORF
1 stop28h 29mMultiple Airlines
Deal found 30/12C$ 461
Tue 31/38:29 p.m.ORF - YUL
2 stops21h 56mMultiple Airlines
Mon 6/44:35 p.m.YUL - ORF
1 stop28h 29mMultiple Airlines
Deal found 30/12C$ 474
Tue 13/18:05 a.m.ORF - YYC
2 stops29h 39mMultiple Airlines
Fri 16/14:20 p.m.YYC - ORF
1 stop27h 30mMultiple Airlines
Deal found 30/12C$ 476
Sun 1/26:30 a.m.ORF - YOW
1 stop7h 02mUnited Airlines
Thu 5/25:55 p.m.YOW - ORF
1 stop5h 32mUnited Airlines
Deal found 28/12C$ 476
Wed 1/48:29 p.m.ORF - YUL
2 stops21h 56mMultiple Airlines
Sun 5/44:35 p.m.YUL - ORF
1 stop16h 48mMultiple Airlines
Deal found 30/12C$ 483
Wed 1/48:29 p.m.ORF - YUL
1 stop18h 41mMultiple Airlines
Tue 7/46:45 a.m.YUL - ORF
2 stops12h 46mMultiple Airlines
Deal found 30/12C$ 489

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 31 December 2025. 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.-2:20 p.m.

1 stop7h 35m

Toronto Pearson Intl

Sun 8/2

8:30 p.m.-6:38 p.m.

1 stop22h 08m

C$ 305

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 23/1

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

1 stop7h 35m

Toronto Pearson Intl

Sun 25/1

8:30 p.m.-6:38 p.m.

1 stop22h 08m

C$ 372

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Wed 1/4

8:29 p.m.-11:20 p.m.

1 stop26h 51m

Toronto Pearson Intl

Sun 5/4

8:00 p.m.-9:23 a.m.

1 stop13h 23m

C$ 383

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Sun 11/1

7:33 p.m.-7:44 p.m.

1 stop26h 11m

Calgary

Wed 14/1

9:45 p.m.-12:03 p.m.

2 stops12h 18m

C$ 407

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 13/2

3:18 p.m.-2:20 p.m.

1 stop23h 02m

Toronto Pearson Intl

Fri 20/2

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

1 stop30h 00m

C$ 431

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Sun 22/2

11:32 a.m.-11:12 a.m.

1 stop26h 40m

Vancouver Intl

Sat 28/2

9:10 a.m.-12:35 p.m.

2 stops24h 25m

C$ 434

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

Mon 12/1

7:33 p.m.-8:55 p.m.

2 stops25h 22m

Montreal Pierre Elliott Trudeau Intl

Mon 26/1

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

1 stop10h 38m

C$ 444

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

Sun 1/2

6:30 a.m.-1:32 p.m.

1 stop7h 02m

Ottawa

Thu 5/2

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

1 stop5h 32m

C$ 476

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Tue 13/1

8:05 a.m.-11:44 a.m.

2 stops29h 39m

Calgary

Fri 16/1

4:20 p.m.-9:50 p.m.

1 stop27h 30m

C$ 476

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 6/4

8:29 p.m.-11:20 p.m.

1 stop26h 51m

Toronto Pearson Intl

Sat 11/4

3:25 p.m.-9:23 a.m.

1 stop17h 58m

C$ 494

Flights are sorted by cheapest round-trip flights first.

Deals found on 29/12

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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$ 177). Flying from Chesapeake in November will prove the most costly (average of C$ 1,049). 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 31 December 2025.

  • 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$ 45. 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$ 45 round trip
    Travel from Halifax to Montreal from C$ 58 round trip
    Travel from Montreal to Halifax from C$ 58 round trip
    Travel from Paris to Porto from C$ 60 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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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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