C$ 103+ 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 15/1. 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 — YVR
3 Jan — 10 Jan1
1 adult
1 adult, Economy, 0 bags

Find flights from Chesapeake

Enter your travel dates to find the best prices.

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 4 December 2025.

Fri 30/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Sun 1/212:15 p.m.YYZ - ORF
3 stops30h 23mMultiple Airlines
Deal found 3/12C$ 324
Wed 25/27:31 p.m.ORF - YYZ
1 stop27h 49mMultiple Airlines
Thu 5/38:20 p.m.YYZ - ORF
1 stop13h 03mMultiple Airlines
Deal found 4/12C$ 338
Fri 9/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Mon 12/17:00 a.m.YYZ - ORF
1 stop11h 38mMultiple Airlines
Deal found 1/12C$ 341
Thu 5/211:43 a.m.ORF - YVR
2 stops13h 57mMultiple Airlines
Sun 8/211:00 p.m.YVR - ORF
1 stop8h 48mMultiple Airlines
Deal found 3/12C$ 408
Tue 31/38:29 p.m.ORF - YYZ
1 stop26h 51mMultiple Airlines
Tue 7/47:15 a.m.YYZ - ORF
1 stop14h 32mMultiple Airlines
Deal found 2/12C$ 409
Sat 17/16:45 a.m.ORF - YYZ
1 stop7h 35mMultiple Airlines
Sat 24/18:20 p.m.YYZ - ORF
1 stop24h 32mMultiple Airlines
Deal found 3/12C$ 410
Wed 7/17:40 p.m.ORF - YYC
2 stops27h 55mMultiple Airlines
Wed 14/18:55 a.m.YYC - ORF
1 stop25h 08mMultiple Airlines
Deal found 2/12C$ 419
Fri 16/16:45 a.m.ORF - YYZ
1 stop7h 20mMultiple Airlines
Fri 23/17:10 a.m.YYZ - ORF
1 stop14h 40mMultiple Airlines
Deal found 2/12C$ 420
Fri 16/111:19 a.m.ORF - YYC
2 stops29h 53mMultiple Airlines
Thu 22/112:30 a.m.YYC - ORF
1 stop8h 18mMultiple Airlines
Deal found 2/12C$ 423
Wed 1/48:29 p.m.ORF - YYZ
1 stop26h 51mMultiple Airlines
Tue 7/47:15 a.m.YYZ - ORF
1 stop14h 32mMultiple Airlines
Deal found 2/12C$ 426
Thu 28/56:15 a.m.ORF - YHZ
1 stop8h 32mUnited Airlines
Tue 2/62:50 p.m.YHZ - ORF
1 stop4h 40mUnited Airlines
Deal found 2/12C$ 465
Wed 7/16:13 a.m.ORF - YOW
1 stop12h 39mUnited Airlines
Fri 9/17:27 p.m.YOW - ORF
1 stop14h 26mUnited Airlines
Deal found 3/12C$ 507

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 4 December 2025. In the last 7 days, Cheapflights users made a total of 629,999 searches

Fly to

Vancouver Intl

Route

Depart

Return

Price

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Wed 25/2

7:31 p.m.-11:20 p.m.

1 stop27h 49m

Toronto Pearson Intl

Thu 5/3

8:20 p.m.-9:23 a.m.

1 stop13h 03m

C$ 338

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 30/1

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

1 stop7h 35m

Toronto Pearson Intl

Sun 1/2

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

1 stop26h 58m

C$ 354

NorfolkVancouver

ORF - YVR

ORFYVR

Norfolk

Thu 5/2

11:43 a.m.-10:40 p.m.

2 stops13h 57m

Vancouver Intl

Sun 8/2

11:00 p.m.-10:48 a.m.

1 stop8h 48m

C$ 408

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 31/3

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

1 stop26h 51m

Toronto Pearson Intl

Tue 7/4

7:15 a.m.-9:47 p.m.

1 stop14h 32m

C$ 409

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Wed 7/1

7:40 p.m.-9:35 p.m.

2 stops27h 55m

Calgary

Wed 14/1

8:55 a.m.-12:03 p.m.

1 stop25h 08m

C$ 419

NorfolkCalgary

ORF - YYC

ORFYYC

Norfolk

Fri 16/1

11:19 a.m.-3:12 p.m.

2 stops29h 53m

Calgary

Thu 22/1

12:30 a.m.-10:48 a.m.

1 stop8h 18m

C$ 423

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Tue 31/3

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

1 stop26h 51m

Toronto Pearson Intl

Wed 8/4

11:15 a.m.-7:31 p.m.

1 stop8h 16m

C$ 431

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Sat 17/1

8:00 a.m.-8:11 p.m.

2 stops12h 11m

Toronto Pearson Intl

Sat 24/1

8:20 p.m.-8:52 p.m.

1 stop24h 32m

C$ 433

NorfolkToronto

ORF - YYZ

ORFYYZ

Norfolk

Fri 16/1

6:45 a.m.-2:05 p.m.

1 stop7h 20m

Toronto Pearson Intl

Fri 23/1

3:15 p.m.-8:15 p.m.

2 stops29h 00m

C$ 463

NorfolkHalifax

ORF - YHZ

ORFYHZ

Norfolk

Thu 28/5

6:15 a.m.-3:47 p.m.

1 stop8h 32m

Halifax Intl

Tue 2/6

2:50 p.m.-6:30 p.m.

1 stop4h 40m

C$ 465

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/12

Showing 1-10 of 48 results
1
2
3
...
5

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, February is the cheapest month in which you can book a flight from Chesapeake (average of C$ 223). Flying from Chesapeake in December will prove the most costly (average of C$ 699). There are multiple factors that influence the price of a flight so comparing airlines, departure airports and times can help keep costs down.

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

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 4 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$ 38. While Halifax Intl airport is usually cheaper if your destination is Boston with prices starting at C$ 42. 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 February; with December 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$ 38 round trip
    Travel from Halifax to Montreal from C$ 42 round trip
    Travel from Madrid to London from C$ 46 round trip
    Travel from Montreal to Halifax from C$ 49 round trip
    Travel from Paris to Porto from C$ 61 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!

See more FAQs

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!

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.