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$717+ 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 15/4. Fares are subject to change and may not be available on all flights or dates of travel.
— IAD
27 Feb — 6 Mar1
1 adult
1 adult, Economy, 0 bags

Flights to Annapolis in 2026

Enter your travel dates to find the best prices.

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 28 January 2026.

Tue 10/221:40
SYD
-
DCA
2 stops41h 19m
Hawaiian Airlines
Thu 26/206:00
DCA
-
SYD
2 stops45h 45m
Hawaiian Airlines
Deal found 26/1$1,645
Wed 11/206:30
SYD
-
BWI
2 stops24h 19m
Qantas Airways
Sun 15/215:21
BWI
-
SYD
2 stops29h 39m
Qantas Airways
Deal found 26/1$1,654
Thu 29/120:40
SYD
-
IAD
1 stop37h 50m
Air China
Fri 6/222:00
IAD
-
SYD
1 stop49h 30m
Air China
Deal found 27/1$1,671
Mon 9/214:15
SYD
-
BWI
2 stops23h 47m
Delta
Mon 23/213:01
BWI
-
SYD
2 stops27h 29m
Delta
Deal found 25/1$1,697
Thu 16/709:15
SYD
-
BWI
2 stops25h 35m
Delta
Sun 26/712:15
BWI
-
SYD
2 stops28h 35m
Delta
Deal found 27/1$1,700
Mon 9/211:20
SYD
-
DCA
1 stop25h 24m
American Airlines
Wed 25/208:30
DCA
-
SYD
1 stop32h 30m
American Airlines
Deal found 25/1$1,740
Tue 10/211:20
SYD
-
DCA
2 stops23h 24m
American Airlines
Wed 25/215:59
DCA
-
SYD
1 stop22h 56m
American Airlines
Deal found 26/1$1,752
Fri 6/210:40
SYD
-
BWI
2 stops25h 00m
Delta
Wed 25/210:33
BWI
-
SYD
2 stops29h 57m
Delta
Deal found 25/1$1,759
Wed 28/114:05
SYD
-
DCA
1 stop24h 55m
American Airlines
Wed 11/215:24
DCA
-
SYD
2 stops25h 36m
American Airlines
Deal found 27/1$1,760
Mon 9/214:05
SYD
-
IAD
1 stop23h 12m
American Airlines
Tue 24/206:00
IAD
-
SYD
1 stop32h 55m
American Airlines
Deal found 25/1$1,762
Tue 10/210:40
SYD
-
IAD
2 stops23h 41m
Delta
Tue 24/212:35
IAD
-
SYD
2 stops26h 15m
Delta
Deal found 26/1$1,766
Tue 10/214:15
SYD
-
DCA
2 stops23h 19m
Delta
Tue 24/210:15
DCA
-
SYD
2 stops28h 35m
Delta
Deal found 26/1$1,766

Find flight deals to Annapolis

Find the latest flights to Annapolis in 2026, 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 28 January 2026.

Return from

$1,645

One-way from

$717

Popular in

April

Cheapest in

February

Average price

$1,239
Hawaiian Airlines
  • Hawaiian Airlines
  • 10/2-26/2
  • 4 total stops
  • 87h 04m total
  • Sydney to Washington, D.C.
Search Deals
15/4
  • 15/4
  • 3 total stops
  • 33h 41m total
  • Sydney to Annapolis
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($168 potential increase over avg. return price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($47 potential savings vs. average return price).
Search Deals
Average for return flights in January 2026
Search Deals

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 28 January 2026.
Use the filters below to find and compare flights to Annapolis that are best for you.

Fly from

Sydney

Route

Depart

Return

Price

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Wed 11/2

06:30-14:49

2 stops24h 19m

Baltimore/Washington

Sun 15/2

15:21-13:00

2 stops29h 39m

$1,654

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Wed 11/2

10:40-17:46

2 stops23h 06m

Baltimore/Washington

Sun 22/2

10:33-06:50

2 stops28h 17m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Thu 12/2

10:40-18:08

2 stops23h 28m

Baltimore/Washington

Tue 24/2

10:33-06:50

2 stops28h 17m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Wed 11/2

10:40-23:05

2 stops28h 25m

Baltimore/Washington

Wed 25/2

14:58-08:30

2 stops25h 32m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Mon 9/2

14:15-22:02

2 stops23h 47m

Baltimore/Washington

Mon 23/2

13:01-08:30

2 stops27h 29m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Tue 10/2

10:40-17:46

2 stops23h 06m

Baltimore/Washington

Wed 25/2

13:01-08:30

2 stops27h 29m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Wed 11/2

10:40-19:40

2 stops25h 00m

Baltimore/Washington

Mon 23/2

13:01-08:30

2 stops27h 29m

$1,697

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Thu 23/7

09:30-20:57

2 stops25h 27m

Baltimore/Washington

Sun 6/9

06:15-06:55

1 stop34h 40m

$1,700

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Wed 22/7

09:30-20:57

2 stops25h 27m

Baltimore/Washington

Sun 6/9

16:10-07:00

2 stops24h 50m

$1,700

SydneyBaltimore

SYD - BWI

SYDBWI

Sydney Kingsford Smith

Mon 20/7

09:30-16:47

1 stop21h 17m

Baltimore/Washington

Mon 7/9

16:10-06:55

2 stops24h 45m

$1,700

Flights are sorted by cheapest return flights first.

Deals found on 27/1

Showing 1-10 of 56 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 23 January 2026.

To ensure you get the cheapest price possible for a flight to Annapolis, you should look to book at least 17 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 21 hours 12 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.

What are the most popular airlines that fly to Annapolis?

The most popular airlines flying from Sydney to Annapolis are United Airlines, Air Canada and Air New Zealand.

United Airlines
United Airlines
From $587
Air New Zealand
Air New Zealand
From $1,416
Air Canada
Air Canada
From $1,243
Qantas Airways
Qantas Airways
From $803

What are the cheapest airlines that fly to Annapolis?

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

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 28 January 2026.
Get a feel of what it's like to fly with Air New Zealand, Virgin Australia, andQantas Airways 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.
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air New Zealand
8.0
Very Good
577 reviews
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Virgin Australia
7.6
Good
432 reviews
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Qantas Airways
7.5
Good
978 reviews
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
United Airlines
7.4
Good
9,213 reviews
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane
Air Canada
7.1
Good
10,666 reviews
Air New Zealand
8.0
Very Good
577 reviews
Check prices

Crew

8.5

Food

7.4

Comfort

8.0

Overall

8.0

Boarding

8.2

Entertainment

7.4

Reviews

1 / 20
8.0
Excellent

David,Jan 2026

AKL - IAH

Couple of spare seats on this flight so people could spread a little. Much better than a full plane

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, United 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 $1,847, however they can be found for as little as $1,847.

  • 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 58 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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Millions of users choose and trust Cheapflights to book the best flight deals to Annapolis for free. We help you search and compare prices from hundreds of airlines for the right flight just for you.

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