C$ 94+ 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 24/1. 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
15 Jan — 22 Jan1
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 16 December 2025.

Sun 11/17:33 p.m.ORF - YYZ
2 stops24h 38mMultiple Airlines
Sun 18/13:40 p.m.YYZ - ORF
1 stop26h 58mMultiple Airlines
Deal found 13/12C$ 340
Thu 29/17:33 p.m.ORF - YUL
1 stop20h 49mMultiple Airlines
Thu 5/28:00 a.m.YUL - ORF
1 stop10h 38mMultiple Airlines
Deal found 15/12C$ 347
Mon 12/17:33 p.m.ORF - YYZ
2 stops24h 38mMultiple Airlines
Mon 19/17:00 a.m.YYZ - ORF
1 stop11h 38mMultiple Airlines
Deal found 13/12C$ 354
Sat 10/16:45 a.m.ORF - YYZ
1 stop17h 26mMultiple Airlines
Wed 14/13:40 p.m.YYZ - ORF
1 stop26h 58mMultiple Airlines
Deal found 14/12C$ 359
Tue 6/17:40 p.m.ORF - YYZ
1 stop28h 31mMultiple Airlines
Fri 16/17:10 a.m.YYZ - ORF
1 stop14h 40mMultiple Airlines
Deal found 15/12C$ 392
Fri 30/16:45 a.m.ORF - YOW
2 stops17h 40mMultiple Airlines
Fri 6/27:00 a.m.YOW - ORF
1 stop11h 38mMultiple Airlines
Deal found 15/12C$ 400
Tue 6/17:40 p.m.ORF - YYZ
1 stop28h 31mMultiple Airlines
Sun 18/13:40 p.m.YYZ - ORF
1 stop26h 58mMultiple Airlines
Deal found 15/12C$ 409
Wed 28/18:00 a.m.ORF - YYZ
1 stop13h 19mMultiple Airlines
Wed 4/28:30 p.m.YYZ - ORF
1 stop22h 08mMultiple Airlines
Deal found 13/12C$ 413
Thu 29/17:33 p.m.ORF - YYC
2 stops27h 29mMultiple Airlines
Wed 4/212:15 a.m.YYC - ORF
2 stops16h 23mMultiple Airlines
Deal found 15/12C$ 432
Fri 10/412:03 p.m.ORF - YYC
1 stop9h 06mMultiple Airlines
Sat 11/412:30 a.m.YYC - ORF
1 stop8h 34mMultiple Airlines
Deal found 14/12C$ 484
Wed 7/16:30 a.m.ORF - YOW
1 stop7h 02mUnited Airlines
Fri 9/19:45 a.m.YOW - ORF
1 stop4h 22mUnited Airlines
Deal found 14/12C$ 500
Wed 25/32:59 p.m.ORF - YHZ
2 stops9h 42mWestJet
Fri 27/36:00 a.m.YHZ - ORF
2 stops18h 00mWestJet
Deal found 14/12C$ 523

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 16 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

Sun 11/1

7:33 p.m.-8:11 p.m.

2 stops24h 38m

Toronto Pearson Intl

Sun 18/1

3:40 p.m.-6:38 p.m.

1 stop26h 58m

C$ 340

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Mon 12/1

7:33 p.m.-8:11 p.m.

2 stops24h 38m

Toronto Pearson Intl

Mon 19/1

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

1 stop11h 38m

C$ 354

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Wed 28/1

10:31 p.m.-2:40 p.m.

2 stops40h 09m

Toronto Pearson Intl

Wed 4/2

11:15 a.m.-6:38 p.m.

1 stop7h 23m

C$ 384

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 6/1

7:40 p.m.-12:11 a.m.

1 stop28h 31m

Toronto Pearson Intl

Fri 16/1

7:10 a.m.-9:50 p.m.

1 stop14h 40m

C$ 392

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

Fri 30/1

6:45 a.m.-12:25 a.m.

2 stops17h 40m

Ottawa

Fri 6/2

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

1 stop11h 38m

C$ 400

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 6/1

7:40 p.m.-12:11 a.m.

1 stop28h 31m

Toronto Pearson Intl

Sun 18/1

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

2 stops14h 35m

C$ 421

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Thu 29/1

7:33 p.m.-9:02 p.m.

2 stops27h 29m

Calgary

Wed 4/2

12:15 a.m.-6:38 p.m.

2 stops16h 23m

C$ 432

NorfolkMontreal

ORF - YUL

ORFYUL

Norfolk

Thu 29/1

7:33 p.m.-12:43 a.m.

3 stops29h 10m

Montreal Pierre Elliott Trudeau Intl

Thu 5/2

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

1 stop10h 38m

C$ 466

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Fri 10/4

12:03 p.m.-7:09 p.m.

1 stop9h 06m

Calgary

Sat 11/4

12:30 a.m.-11:04 a.m.

1 stop8h 34m

C$ 484

NorfolkOttawa

ORF - YOW

ORFYOW

Norfolk

Wed 7/1

6:13 a.m.-6:52 p.m.

1 stop12h 39m

Ottawa

Fri 9/1

9:45 a.m.-2:07 p.m.

1 stop4h 22m

C$ 500

Flights are sorted by cheapest round-trip flights first.

Deals found on 15/12

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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$ 178). Flying from Chesapeake in November will prove the most costly (average of C$ 1,054). 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 16 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 Kelowna to Vancouver from C$ 52 round trip
    Travel from Vancouver to Kelowna from C$ 54 round trip
    Travel from Halifax to Montreal from C$ 59 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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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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