$135+ Cheap flights from Chesapeake

This is the cheapest return flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 8/1. 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 — SYD
27 Dec — 3 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 27 November 2025.

Sat 14/215:24ORF - SYD
1 stop23h 31mQantas Airways
Sat 28/214:05SYD - ORF
1 stop24h 38mQantas Airways
Deal found 25/11$1,837
Sat 14/215:24ORF - SYD
1 stop23h 31mMultiple Airlines
Sat 28/221:30SYD - ORF
2 stops32h 57mMultiple Airlines
Deal found 25/11$1,917
Sat 14/220:05ORF - SYD
2 stops42h 55mUnited Airlines
Thu 26/211:50SYD - ORF
1 stop26h 38mUnited Airlines
Deal found 25/11$1,945
Sat 28/209:11ORF - SYD
2 stops31h 49mAmerican Airlines
Wed 4/317:30SYD - ORF
2 stops36h 55mAmerican Airlines
Deal found 25/11$2,160
Fri 9/115:41ORF - SYD
2 stops27h 14mQantas Airways
Fri 16/113:00SYD - ORF
2 stops26h 19mQantas Airways
Deal found 25/11$2,866
Sat 28/215:24ORF - SYD
2 stops30h 31mQantas Airways
Wed 4/314:05SYD - ORF
1 stop24h 37mQantas Airways
Deal found 25/11$2,930
Sat 14/219:05ORF - SYD
3 stops46h 30mAir Canada
Thu 26/211:20SYD - ORF
2 stops25h 51mAir Canada
Deal found 25/11$2,934
Sat 14/220:05ORF - SYD
3 stops45h 30mAir Canada
Sat 28/211:20SYD - ORF
2 stops27h 39mAir Canada
Deal found 25/11$3,138
Sat 28/214:55ORF - SYD
3 stops50h 40mAir Canada
Wed 4/311:20SYD - ORF
2 stops27h 39mAir Canada
Deal found 26/11$3,263

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 27 November 2025. In the last 7 days, Cheapflights users made a total of 647,157 searches

Fly to

Sydney

Route

Depart

Return

Price

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 14/2

15:24-06:55

1 stop23h 31m

Sydney Kingsford Smith

Sat 28/2

14:05-22:43

1 stop24h 38m

$1,837

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 14/2

15:24-06:55

1 stop23h 31m

Sydney Kingsford Smith

Thu 26/2

14:05-18:12

1 stop20h 07m

$1,837

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 14/2

15:24-06:55

1 stop23h 31m

Sydney Kingsford Smith

Sat 28/2

21:30-14:27

2 stops32h 57m

$1,917

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 14/2

20:05-07:00

2 stops42h 55m

Sydney Kingsford Smith

Thu 26/2

11:50-22:28

1 stop26h 38m

$1,945

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 28/2

09:11-09:00

2 stops31h 49m

Sydney Kingsford Smith

Wed 4/3

17:30-18:13

2 stops40h 43m

$2,160

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Fri 9/1

15:41-10:55

2 stops27h 14m

Sydney Kingsford Smith

Fri 16/1

13:00-23:19

2 stops26h 19m

$2,866

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 28/2

15:24-13:55

2 stops30h 31m

Sydney Kingsford Smith

Wed 4/3

14:05-22:42

1 stop24h 37m

$2,930

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Sat 14/2

19:05-09:35

3 stops46h 30m

Sydney Kingsford Smith

Thu 26/2

11:20-21:11

2 stops25h 51m

$2,934

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Thu 12/3

12:03-10:45

3 stops55h 42m

$786

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Thu 12/3

15:23-06:55

1 stop24h 32m

$1,156

Flights are sorted by cheapest return flights first.

Deals found on 25/11

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 return 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 $1,682). Flying from Chesapeake in July will prove the most costly (average of $2,257). 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 27 November 2025.

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

    The cheapest routes to Brisbane can be found at Singapore Changi airport from $12. While Seoul Gimpo Intl airport is usually cheaper if your destination is Jeju City with prices starting at $26. Reference our flight search to find the best deals in real time.

  • What is the cheapest month to fly from Chesapeake?

    Currently, the cheapest month for flights from Chesapeake is February. The most expensive month for flights is July. The cheapest prices are shown above but prices will vary according to departure times, airlines, class and how early you book.

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

    View the cheapest flight destinations from Chesapeake:
    Fly from Singapore to Perth from $12 round trip
    Fly from Seoul to Jeju City from $26 round trip
    Fly from Madrid to London from $51 round trip
    Fly from London to Málaga from $58 round trip
    Fly from Sydney to Melbourne from $62 round trip

  • How does Cheapflights help users find flights from Chesapeake?

    Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chesapeake. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

  • 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?

    Yes, we can. To see specific flights from Chesapeake with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

    Yes, Cheapflights offers price alerts on flights from Chesapeake so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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Fly with Cheapflights

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

How does Cheapflights help users find flights from Chesapeake?

Cheapflights goes through 900+ travel sites to look for the best flight deals for flights from Chesapeake. Too many options? Cheapflights also provides filters for things like airlines, price ranges, and number of stops to help you make a decision easily.

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?

Yes, we can. To see specific flights from Chesapeake with no change fees, users can toggle flexible booking options after using the search form above to find flights.

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

Yes, Cheapflights offers price alerts on flights from Chesapeake so you can book your travels when it’s right. The Price Alerts feature is available by clicking the bell icon next to the flight deals above and providing your email address.

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