$678+ Cheap flights to Annapolis

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 15/10. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
3 Sep — 10 Sep1
1 adult

Flights to Annapolis in 2025

Find the latest flights to Annapolis in 2025, with up-to-date prices and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 29 August 2025.

Return from

$1,102

One-way from

$678

Popular in

December

Cheapest in

February

Average price

$1,565
Air Canada
  • Air Canada
  • 15/9-23/9
  • 4 total stops
  • 57h 30m total
  • Sydney to Washington, D.C.
15/10
  • 15/10
  • 2 total stops
  • 52h 15m total
  • Sydney to Annapolis
Highest demand for flights based on searches. 10% potential increase in price ($344 potential increase over avg. return price).
Cheapest flight prices on average. 3% potential price decrease ($95 potential savings vs. average return price).
Average for return flights in August 2025

Find flight deals to Annapolis

Cheapest flights to Annapolis
Explore the most affordable flight options available to Annapolis. Find the lowest fares based on data from user searches, with prices last updated on 29 August 2025.

Mon 15/909:20SYD - IAD
2 stops25h 45mAir Canada
Tue 23/909:35IAD - SYD
2 stops31h 45mAir Canada
Deal found 26/8$1,102
Thu 23/1010:20SYD - DCA
2 stops24h 24mAir Canada
Thu 30/1012:55DCA - SYD
2 stops28h 40mAir Canada
Deal found 26/8$1,199
Wed 15/1010:20SYD - DCA
2 stops24h 24mAir Canada
Wed 22/1020:40DCA - SYD
2 stops44h 40mAir Canada
Deal found 28/8$1,226
Mon 8/909:30SYD - IAD
1 stop29h 00mUnited Airlines
Wed 24/912:45IAD - SYD
1 stop28h 15mUnited Airlines
Deal found 29/8$1,260
Wed 15/1010:10SYD - DCA
2 stops23h 34mAmerican Airlines
Wed 22/1017:20DCA - SYD
1 stop22h 35mAmerican Airlines
Deal found 28/8$1,260
Sat 25/1010:20SYD - IAD
2 stops44h 34mAir Canada
Thu 30/1009:00IAD - SYD
2 stops32h 35mAir Canada
Deal found 27/8$1,268
Sat 25/1010:20SYD - DCA
2 stops37h 35mAir Canada
Thu 30/1006:59DCA - SYD
2 stops34h 36mAir Canada
Deal found 27/8$1,268
Thu 23/1010:10SYD - BWI
2 stops26h 44mAmerican Airlines
Thu 30/1013:27BWI - SYD
2 stops28h 33mAmerican Airlines
Deal found 26/8$1,271
Wed 15/1010:30SYD - IAD
1 stop20h 53mUnited Airlines
Wed 22/1013:20IAD - SYD
2 stops27h 35mUnited Airlines
Deal found 28/8$1,275
Thu 28/810:20SYD - DCA
1 stop20h 34mUnited Airlines
Wed 10/916:47DCA - SYD
2 stops24h 13mUnited Airlines
Deal found 26/8$1,275
Sun 12/1010:30SYD - BWI
2 stops38h 25mUnited Airlines
Sun 19/1006:45BWI - SYD
1 stop34h 10mUnited Airlines
Deal found 28/8$1,275
Sun 12/1010:20SYD - DCA
2 stops40h 48mAir Canada
Sun 19/1020:40DCA - SYD
2 stops44h 40mAir Canada
Deal found 28/8$1,278

Cheapflights Fare Finder

 
Locate flights to Annapolis that fit your budget, with regularly updated fares and availability. In the last 7 days, Cheapflights users made a total of 647,157 searches and data was last updated on 29 August 2025.
Use the filters below to find and compare flights to Annapolis that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Mon 15/9

09:20-21:05

2 stops25h 45m

Washington, D.C. Dulles Intl

Tue 23/9

09:35-07:20

2 stops31h 45m

$1,102

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Tue 4/11

11:20-20:54

2 stops25h 34m

Washington, D.C. Dulles Intl

Tue 18/11

09:45-09:35

2 stops31h 50m

$1,102

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Thu 23/10

10:20-21:05

2 stops49h 45m

Washington, D.C. Dulles Intl

Thu 30/10

09:45-08:35

2 stops31h 50m

$1,102

SydneyWashington, D.C.

SYD - DCA

SYDDCA

Sydney Kingsford Smith

Thu 23/10

10:20-19:44

2 stops24h 24m

Washington, D.C. Reagan-National

Thu 30/10

12:55-08:35

2 stops28h 40m

$1,199

SydneyWashington, D.C.

SYD - DCA

SYDDCA

Sydney Kingsford Smith

Wed 15/10

10:20-19:44

2 stops24h 24m

Washington, D.C. Reagan-National

Wed 22/10

20:40-08:20

2 stops44h 40m

$1,226

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Mon 8/9

09:30-00:30

1 stop29h 00m

Washington, D.C. Dulles Intl

Wed 24/9

12:45-07:00

1 stop28h 15m

$1,260

SydneyWashington, D.C.

SYD - DCA

SYDDCA

Sydney Kingsford Smith

Wed 15/10

10:10-18:44

2 stops23h 34m

Washington, D.C. Reagan-National

Wed 22/10

17:20-06:55

1 stop22h 35m

$1,260

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Tue 16/9

09:20-09:38

2 stops38h 18m

Washington, D.C. Dulles Intl

Wed 24/9

14:25-07:20

2 stops26h 55m

$1,260

SydneyWashington, D.C.

SYD - IAD

SYDIAD

Sydney Kingsford Smith

Sat 25/10

10:20-15:54

2 stops44h 34m

Washington, D.C. Dulles Intl

Thu 30/10

09:00-08:35

2 stops32h 35m

$1,268

SydneyWashington, D.C.

SYD - DCA

SYDDCA

Sydney Kingsford Smith

Sat 25/10

10:20-08:55

2 stops37h 35m

Washington, D.C. Reagan-National

Thu 30/10

06:59-08:35

2 stops34h 36m

$1,268

Flights are sorted by cheapest return flights first.

Deals found on 28/8

Showing 1-10 of 48 results
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Best time to book a flight to Annapolis

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

Cheapflights Insights

Everything you need to know about your flight to Annapolis

When is the best time to book a flight to Annapolis?

Use this chart to determine the optimal time to book a return flight from Sydney to Annapolis. Price data was last updated on 22 August 2025.

To ensure you get the cheapest price possible for a flight to Annapolis, you should look to book at least 47 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

How long is the flight to Annapolis?

On average, a flight from Sydney to Annapolis takes 20 hours 9 minutes. Flights to Annapolis from other popular cities in Australia will vary in length. Below are a few examples of popular routes and their flight times.

When is the cheapest time to fly to Annapolis?

Use this chart to determine the cheapest time to fly return from Sydney to Annapolis. Price data was last updated on 16 December 2024.

Users looking for the lowest fares to Annapolis should consider flying on Monday at midday, when prices are typically cheapest. Budget-minded travellers will want to avoid Saturday evenings, when prices are usually at their highest.

What are the cheapest airlines that fly to Annapolis?

The cheapest airlines flying from Sydney to Annapolis are American Airlines, Qantas Airways and Air Canada.

Rainfall in Annapolis by month

Plan your trip to Annapolis by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Annapolis ranges from 66.0 - 102.0 mm per month. May is typically the wettest month, when rainfall can reach 102.0 mm. February is typically the driest time to visit Annapolis when rainfall is around 66.0 mm.

Temperature in Annapolis by month

Plan your trip to Annapolis by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Annapolis, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 27.0 C. Travellers hoping to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 2.0 C).

Reviews of airlines servicing Annapolis

Get insights into the airlines that provide service to Annapolis. 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 Annapolis. Reviews last updated 29 August 2025.
Get a feel of what it's like to fly with Qantas Airways, Virgin Australia, andUnited Airlines to the United States by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

Comfort

7.5

Boarding

7.7

Crew

8.2

Entertainment

7.2

Food

6.9

Overall

7.5

Reviews

1 / 20
2.0
Mediocre

Anonymous,July 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.

FAQs about flying to Annapolis

  • Can I find cheaper flights to Annapolis if I am willing to have stopovers?

    Yes, flights with stopovers are often cheaper than direct flights. Keep an eye out for flight deals to Annapolis on Cheapflights that require 1 or 2 stops for potential cost savings.

  • What is the best airline to fly to Annapolis?

    Based on reviews from Cheapflights users, American Airlines is rated the highest out of the airlines that fly to Annapolis.

  • How much is a return flight to Annapolis?

    A return flight to Annapolis will typically cost around $959, however they can be found for as little as $953.

  • Where does the fastest flight to Annapolis depart from?

    For those looking to save time traveling to Annapolis, Brisbane offers the quickest one-way flight (19 hours 55 minutes).

  • Does Washington, D.C. Dulles Intl have car hire?

    Yes. Those touching down at Washington, D.C. Dulles Intl can take advantage of the car hire services offered upon their arrival.

  • Are there hotels close to Washington, D.C. Dulles Intl?

    Yes. Washington, D.C. Dulles Intl has hotels nearby for those requiring accommodations. Sleepbox Lounge Iad, Dulles International Airport is the closest property to Washington, D.C. Dulles Intl (0.0 km away from Washington, D.C. Dulles Intl).

See more FAQs

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