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$1,440+ Cheap flights from Chesapeake, VA to Sydney (SYD)

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 10/22. Fares are subject to change and may not be available on all flights or dates of travel.
RIC — SYD
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheap flight deals from Chesapeake to Sydney

Keep the following information in mind while searching for Chesapeake to Sydney flight deals. Data was last updated September 15, 2025.

Round-trip from

$1,440
(American Airlines)

Popular in

January

Cheapest in

October

Average price

$1,512
From Chesapeake to Sydney Kingsford Smith
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($237 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($38 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in September 2025
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Find flight deals from Chesapeake to Sydney

Cheapest flights from Chesapeake to Sydney
Explore the most affordable flight options available from Chesapeake to Sydney. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/223:28 pmORF - SYD
2 stops25h 37mAmerican Airlines
Wed 10/2911:20 amSYD - ORF
2 stops26h 01mAmerican Airlines
Deal found 9/14$1,440
This Trip.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/223:44 pmORF - SYD
1 stop24h 11mQantas Airways
Wed 10/291:05 pmSYD - ORF
1 stop24h 16mQantas Airways
Deal found 9/14$1,465
This United Airlines deal was found by Cheapflights users on 9/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/1612:07 pmORF - SYD
2 stops28h 53mUnited Airlines
Thu 9/189:30 amSYD - ORF
3 stops28h 20mUnited Airlines
Deal found 9/12$1,655
This Booking.com deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/226:30 amORF - SYD
2 stops34h 50mAir Canada
Wed 10/2910:20 amSYD - ORF
3 stops28h 18mAir Canada
Deal found 9/14$2,174
This Priceline deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/53:19 pmORF - SYD
1 stop23h 36mQantas Airways
Tue 12/92:05 pmSYD - ORF
1 stop24h 32mQantas Airways
Deal found 9/14$2,211
This American Airlines deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/163:43 pmORF - SYD
1 stop25h 12mAmerican Airlines
Thu 9/189:30 pmSYD - ORF
2 stops26h 46mAmerican Airlines
Deal found 9/13$2,253
This KAYAK deal was found by Cheapflights users on 9/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/163:43 pmORF - SYD
1 stop25h 12mQantas Airways
Thu 9/1812:10 pmSYD - ORF
1 stop20h 27mQantas Airways
Deal found 9/13$2,563
This Expedia deal was found by Cheapflights users on 9/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/56:10 amORF - SYD
2 stops36h 20mMultiple Airlines
Tue 12/911:20 amSYD - ORF
3 stops28h 07mMultiple Airlines
Deal found 9/14$2,975

Cheapflights Fare Finder

 
Customize your flight search to find flights from Chesapeake to Sydney that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
Use the filters below to find and compare flights from Chesapeake to Sydney that are best for you.

Fly from

Chesapeake

Fly to

Sydney

Route

Depart

Return

Price

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 10/22

2:10 pm-8:05 am

2 stops26h 55m

Sydney Kingsford Smith

Wed 10/29

1:05 pm-10:21 pm

1 stop24h 16m

$1,441

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 10/22

3:44 pm-6:55 am

1 stop24h 11m

Sydney Kingsford Smith

Wed 10/29

1:05 pm-10:21 pm

1 stop24h 16m

$1,465

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 2/11

6:00 am-7:00 am

1 stop33h 00m

Sydney Kingsford Smith

Sun 2/15

11:50 am-10:43 pm

1 stop26h 53m

$1,650

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 2/11

5:45 am-8:30 am

2 stops34h 45m

Sydney Kingsford Smith

Sun 2/15

10:40 am-11:59 pm

2 stops29h 19m

$1,655

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Fri 12/5

2:50 pm-9:15 am

2 stops26h 25m

Sydney Kingsford Smith

Tue 12/9

11:50 am-10:30 pm

1 stop26h 40m

$1,655

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 10/22

6:30 am-8:20 am

2 stops34h 50m

Sydney Kingsford Smith

Wed 10/29

10:20 am-11:38 pm

3 stops28h 18m

$2,174

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Fri 12/5

3:19 pm-6:55 am

1 stop23h 36m

Sydney Kingsford Smith

Tue 12/9

2:05 pm-10:37 pm

1 stop24h 32m

$2,211

NorfolkSydney

ORF - SYD

ORFSYD

Norfolk

Wed 2/11

3:20 pm-10:55 am

2 stops27h 35m

Sydney Kingsford Smith

Sun 2/15

2:05 pm-6:09 pm

1 stop20h 04m

$2,578

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Best time to book a flight from Chesapeake to Sydney

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

Cheapflights Insights

Everything you need to know about your flight from Chesapeake to Sydney

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

Currently, March is the cheapest month in which you can book a flight from Chesapeake to Sydney (average of $1,032). Flying from Chesapeake to Sydney in December is currently the most expensive (average of $1,627). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from C6E to SYD?

Find hourly flight availability from Chesapeake to Sydney. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

When flying from Chesapeake to Sydney, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Reviews of airlines servicing Sydney

Get insights into the airlines that provide service to Sydney. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Sydney. Reviews last updated September 15, 2025.
See what other customers who have flown with Qantas Airways and American Airlines from Chesapeake to Sydney have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Qantas Airways
7.5
Good
905 reviews

Overall

7.5

Entertainment

7.2

Boarding

7.7

Food

6.9

Comfort

7.5

Crew

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2025

MEL - SYD

Flight cancelled 2hours before take off after checking in. Booked by airline on flight 6 hours later. No compensation or vouchers till we asked just before the flight took off.
Qantas Airways
7.5
Good
905 reviews
Qantas Airways
7.5
Good
905 reviews

Overall

7.5

Entertainment

7.2

Boarding

7.7

Food

6.9

Comfort

7.5

Crew

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2025

MEL - SYD

Flight cancelled 2hours before take off after checking in. Booked by airline on flight 6 hours later. No compensation or vouchers till we asked just before the flight took off.
American Airlines
7.2
Good
10,000 reviews
Qantas Airways
7.5
Good
905 reviews

Overall

7.5

Entertainment

7.2

Boarding

7.7

Food

6.9

Comfort

7.5

Crew

8.2

Reviews

1 / 20
2.0
Mediocre

Anonymous,Jul 2025

MEL - SYD

Flight cancelled 2hours before take off after checking in. Booked by airline on flight 6 hours later. No compensation or vouchers till we asked just before the flight took off.

Related info for your journey

Find useful and relevant information for your journey from Chesapeake to Sydney. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Sydney from Chesapeake?

    Sydney Kingsford Smith (SYD), located 4.6 mi from the city center, is the airport you fly into when you book flights from Chesapeake to Sydney. 3 airlines have flights to Kingsford Smith from Chesapeake on a regular basis. Booking flights from Chesapeake to Sydney Kingsford Smith should not be difficult; the airport handles an average of 0 inbound flights from Chesapeake per day.

  • How long is the flight from Chesapeake to Sydney?

    For as low as $1,465, American Airlines can have you in Sydney from Chesapeake in 24h 11m. Chesapeake and Sydney are separated by a distance of 9782 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Chesapeake to Sydney that include hotel bookings?

    Yes. In addition to deals on Chesapeake to Sydney flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Chesapeake to Sydney?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Chesapeake to Sydney.

  • Can I find deals for business class flights from Chesapeake to Sydney?

    Yes. Cheapflights offers flight deals from Chesapeake to Sydney by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

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

    Currently, March is the cheapest month in which you can book a flight from Chesapeake to Sydney (average of $1,032). Flying from Chesapeake to Sydney in December is currently the most expensive (average of $1,627). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Sydney?

Book flights to Sydney if you plan to visit one of these locations
Parramatta
Wollongong
Manly
Coogee

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Top 3 airlines flying from Chesapeake to Sydney

Discover the top 3 airlines that operate flights from Chesapeake to Sydney. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Qantas AirwaysCheapest$1,107Average$1,909FlexibilityNo cancel feeOn-time74%
United AirlinesCheapest$1,206Average$1,689FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$1,315Average$1,589FlexibilityNo cancel feeOn-time71%

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