$170+ 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 3/10. 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.
Find flights from Chesapeake
Cheapest flights from ChesapeakeExplore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on 15 September 2025.
Explore the most affordable flight options available from Chesapeake. Find the lowest fares based on data from user searches, with prices last updated on 15 September 2025.
Find flights from Chesapeake within your budget
Fly to
Route
Depart
Return
Price
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Wed 22/10
14:10-08:05
2 stops26h 55m
Sydney Kingsford Smith
Wed 29/10
13:05-22:21
1 stop24h 16m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Wed 22/10
15:44-06:55
1 stop24h 11m
Sydney Kingsford Smith
Wed 29/10
13:05-22:21
1 stop24h 16m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Wed 11/2
06:00-07:00
1 stop33h 00m
Sydney Kingsford Smith
Sun 15/2
11:50-22:43
1 stop26h 53m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Wed 11/2
05:30-08:30
2 stops35h 00m
Sydney Kingsford Smith
Sun 15/2
10:40-23:59
2 stops29h 19m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Fri 5/12
14:50-09:15
2 stops26h 25m
Sydney Kingsford Smith
Tue 9/12
11:50-22:30
1 stop26h 40m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Wed 22/10
06:30-08:20
2 stops34h 50m
Sydney Kingsford Smith
Wed 29/10
10:20-23:38
3 stops28h 18m
NorfolkSydney
ORF - SYD
ORFSYD
Norfolk
Fri 5/12
15:19-06:55
1 stop23h 36m
Sydney Kingsford Smith
Tue 9/12
14:05-22:37
1 stop24h 32m
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.
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 $1,648). Flying from Chesapeake in November will prove the most costly (average of $2,222). 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.
Direct flights from Virginia
Book a direct flight from one of these other cities located in Virginia.
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 15 September 2025.
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.