What is the cheapest month to fly to Annapolis?

At the present moment the cheapest month to fly to Annapolis is currently August ; with June being the most expensive. Prices will vary depending on multiple factors such as booking in advance, airline and departure airports and times.

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

Yes, flights with layovers 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, Spirit Airlines is rated the highest out of the airlines that fly to Annapolis.

How much is a round-trip flight to Annapolis?

A round-trip flight to Annapolis will typically cost around $111, however they can be found for as little as $47.

Where does the fastest flight to Annapolis depart from?

For those looking to save time traveling to Annapolis, Baltimore/Washington offers the quickest one-way flight (0 hours 27 minutes).

Does Washington, D.C. Dulles Intl have rental cars?

Yes. Those touching down at Washington, D.C. Dulles Intl can take advantage of the rental car 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 mi away from Washington, D.C. Dulles Intl).

$64+ Flights to Annapolis - Compare & Save Big

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Flights to Annapolis in 2025

Popular in	December
Cheapest in	April
Average price	$188
Round-trip from	$125
One-way from	$64

Highest demand for flights based on searches. 15% potential increase in price ($43 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in April 2025

Search Deals

From New York to Washington, D.C.

Search Deals

One-way flight from New York to Annapolis

Search Deals

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 April 30, 2025.

Tue 6/37:52 amJFK - DCA

Nonstop1h 37mAmerican Airlines

Tue 6/312:35 pmDCA - JFK

Nonstop1h 21mAmerican Airlines

Deal found 4/28$125

Tue 5/136:00 amLGA - IAD

Nonstop1h 26mUnited Airlines

Wed 5/2110:10 pmIAD - LGA

Nonstop1h 20mUnited Airlines

Deal found 4/28$127

Tue 5/139:29 pmJFK - DCA

Nonstop1h 29mJetBlue

Wed 5/216:09 amDCA - JFK

Nonstop1h 11mJetBlue

Deal found 4/28$127

Tue 5/132:50 pmLGA - DCA

Nonstop1h 30mDelta

Wed 5/141:45 pmDCA - LGA

Nonstop1h 27mDelta

Deal found 4/29$127

Tue 5/1310:13 amJFK - IAD

Nonstop1h 32mDelta

Tue 5/138:33 pmIAD - JFK

Nonstop1h 27mDelta

Deal found 4/28$127

Mon 5/196:05 amLGA - DCA

Nonstop1h 21mAmerican Airlines

Tue 5/2010:00 amDCA - LGA

Nonstop1h 18mAmerican Airlines

Deal found 4/28$128

Wed 5/285:29 pmEWR - DCA

Nonstop1h 40mUnited Airlines

Sun 6/19:33 amDCA - EWR

Nonstop1h 20mUnited Airlines

Deal found 4/28$129

Mon 6/27:40 pmEWR - IAD

Nonstop1h 28mUnited Airlines

Fri 6/2010:23 pmIAD - EWR

Nonstop1h 21mUnited Airlines

Deal found 4/28$129

Thu 5/224:25 pmJFK - DCA

Nonstop1h 42mDelta

Sun 5/255:00 pmDCA - JFK

Nonstop1h 39mDelta

Deal found 4/28$130

Mon 5/196:59 amJFK - IAD

1 stop9h 37mFrontier

Wed 5/216:11 pmIAD - JFK

1 stop6h 09mFrontier

Deal found 4/28$160

Wed 5/2810:00 pmLGA - IAD

1 stop12h 07mFrontier

Wed 6/45:00 pmIAD - LGA

1 stop5h 24mFrontier

Deal found 4/28$162

Sat 5/105:30 pmLGA - BWI

1 stop7h 14mFrontier

Tue 5/134:54 pmBWI - LGA

1 stop6h 09mFrontier

Deal found 4/29$162

Best flights to Annapolis
Discover carefully curated flight deals to Annapolis that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 30, 2025.

Tue 6/37:52 amJFK - DCA

Nonstop1h 37mAmerican Airlines

Tue 6/312:35 pmDCA - JFK

Nonstop1h 21mAmerican Airlines

Deal found 4/28$125

Tue 5/136:00 amLGA - IAD

Nonstop1h 26mUnited Airlines

Wed 5/2110:10 pmIAD - LGA

Nonstop1h 20mUnited Airlines

Deal found 4/28$127

Tue 5/139:29 pmJFK - DCA

Nonstop1h 29mJetBlue

Wed 5/216:09 amDCA - JFK

Nonstop1h 11mJetBlue

Deal found 4/28$127

Tue 5/1310:13 amJFK - IAD

Nonstop1h 32mDelta

Tue 5/138:33 pmIAD - JFK

Nonstop1h 27mDelta

Deal found 4/28$127

Mon 5/196:59 amJFK - IAD

1 stop9h 37mFrontier

Wed 5/216:11 pmIAD - JFK

1 stop6h 09mFrontier

Deal found 4/28$160

Mon 5/198:30 amLGA - BWI

1 stop13h 21mSpirit Airlines

Tue 5/208:26 amBWI - LGA

2 stops23h 09mSpirit Airlines

Deal found 4/28$174

Fri 5/3011:55 amSWF - BWI

1 stop23h 04mMultiple Airlines

Sun 6/17:57 pmBWI - SWF

1 stop15h 08mMultiple Airlines

Deal found 4/27$186

Tue 6/246:00 amLGA - BWI

1 stop6h 00mSouthwest

Tue 6/241:20 pmBWI - LGA

2 stops8h 35mSouthwest

Deal found 4/29$236

Tue 5/136:05 amLGA - DCA

Nonstop1h 21mAmerican Airlines

Tue 5/1312:16 pmDCA - LGA

Nonstop1h 13mAmerican Airlines

Deal found 4/29$127

Mon 5/194:25 pmJFK - DCA

Nonstop1h 42mDelta

Wed 5/216:05 amDCA - JFK

Nonstop1h 21mDelta

Deal found 4/28$128

Wed 5/285:29 pmEWR - DCA

Nonstop1h 40mUnited Airlines

Sun 6/19:33 amDCA - EWR

Nonstop1h 20mUnited Airlines

Deal found 4/28$129

Thu 5/226:00 amLGA - DCA

Nonstop1h 16mDelta

Sun 5/257:30 pmDCA - LGA

Nonstop1h 14mDelta

Deal found 4/28$129

Last-minute flights to Annapolis
Discover last-minute flight deals to Annapolis. Data last updated April 30, 2025 and is based on user searches.

Mon 5/55:30 pmLGA - BWI

1 stop7h 05mFrontier

Tue 5/66:07 amBWI - LGA

1 stop10h 22mFrontier

Deal found 4/28$181

Mon 5/56:00 amJFK - IAD

1 stop8h 23mFrontier

Wed 5/74:31 pmIAD - JFK

1 stop8h 04mFrontier

Deal found 4/27$181

Mon 5/56:00 amLGA - IAD

Nonstop1h 26mUnited Airlines

Wed 6/2510:15 pmIAD - LGA

Nonstop1h 23mUnited Airlines

Deal found 4/28$218

Mon 5/56:00 pmEWR - DCA

Nonstop1h 41mUnited Airlines

Wed 7/211:15 amDCA - EWR

Nonstop1h 19mUnited Airlines

Deal found 4/28$220

Mon 5/59:30 pmJFK - DCA

Nonstop1h 29mJetBlue

Wed 7/26:30 amDCA - JFK

Nonstop1h 13mJetBlue

Deal found 4/28$220

Mon 5/55:50 amEWR - IAD

Nonstop1h 20mUnited Airlines

Wed 6/259:00 amIAD - EWR

Nonstop1h 21mUnited Airlines

Deal found 4/28$220

Mon 5/51:00 pmEWR - BWI

1 stop11h 59mSpirit Airlines

Tue 5/65:55 amBWI - EWR

1 stop17h 11mSpirit Airlines

Deal found 4/28$238

Wed 5/77:52 amJFK - DCA

Nonstop1h 37mAmerican Airlines

Wed 5/711:00 amDCA - JFK

1 stop9h 00mAmerican Airlines

Deal found 4/28$244

Thu 5/86:30 amLGA - IAD

1 stop7h 53mFrontier

Sat 5/105:34 pmIAD - LGA

1 stop5h 29mFrontier

Deal found 4/29$181

Thu 5/84:25 pmJFK - DCA

Nonstop1h 42mDelta

Tue 5/136:05 amDCA - JFK

Nonstop1h 21mDelta

Deal found 4/28$219

Thu 5/81:30 pmLGA - DCA

Nonstop1h 17mAmerican Airlines

Tue 5/138:21 amDCA - LGA

Nonstop1h 21mAmerican Airlines

Deal found 4/28$219

Thu 5/85:59 pmJFK - IAD

Nonstop1h 40mDelta

Mon 5/1212:25 pmIAD - JFK

Nonstop1h 29mDelta

Deal found 4/28$229

One-way flights to Annapolis
Search for one-way flight options to Annapolis. Find affordable one-way fares based on user searches. Data last updated April 30, 2025.

Tue 5/137:29 pmLGA - IAD

Nonstop1h 26mUnited Airlines

Deal found 4/28$64

Tue 5/204:25 pmJFK - DCA

Nonstop1h 42mDelta

Deal found 4/29$64

Tue 5/209:20 pmLGA - DCA

Nonstop1h 29mDelta

Deal found 4/29$64

Wed 5/145:59 pmJFK - IAD

Nonstop1h 40mDelta

Deal found 4/28$64

Tue 5/201:10 pmEWR - DCA

Nonstop1h 26mUnited Airlines

Deal found 4/29$65

Tue 5/207:38 pmEWR - IAD

Nonstop1h 29mUnited Airlines

Deal found 4/29$65

Mon 6/26:05 amLGA - DCA

Nonstop1h 21mAmerican Airlines

Deal found 4/29$66

Thu 5/292:36 pmJFK - DCA

Nonstop1h 19mAmerican Airlines

Deal found 4/29$67

Wed 5/289:10 pmLGA - BWI

1 stop10h 00mSpirit Airlines

Deal found 4/29$78

Tue 6/312:59 pmJFK - BWI

1 stop9h 16mFrontier

Deal found 4/29$79

Sat 7/1211:10 amJFK - IAD

1 stop6h 07mFrontier

Deal found 4/29$79

Tue 5/2711:30 amLGA - BWI

1 stop5h 29mFrontier

Deal found 4/28$80

Cheapflights Fare Finder

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

Fly from

Route

Depart

Return

Price

New YorkWashington, D.C.

JFK - DCA

JFKDCA

New York John F Kennedy Intl

Tue 6/3

7:52 am-9:29 am

Nonstop1h 37m

Washington, D.C. Reagan-National

Tue 6/3

12:35 pm-1:56 pm

Nonstop1h 21m

$125

New YorkWashington, D.C.

LGA - IAD

LGAIAD

New York LaGuardia

Tue 5/13

6:00 am-7:26 am

Nonstop1h 26m

Washington, D.C. Dulles Intl

Wed 5/21

10:10 pm-11:30 pm

Nonstop1h 20m

$127

New YorkWashington, D.C.

JFK - DCA

JFKDCA

New York John F Kennedy Intl

Tue 5/13

9:29 pm-10:58 pm

Nonstop1h 29m

Washington, D.C. Reagan-National

Wed 5/21

6:09 am-7:20 am

Nonstop1h 11m

$127

New YorkWashington, D.C.

LGA - DCA

LGADCA

New York LaGuardia

Tue 5/13

2:50 pm-4:20 pm

Nonstop1h 30m

Washington, D.C. Reagan-National

Wed 5/14

1:45 pm-3:12 pm

Nonstop1h 27m

$127

New YorkWashington, D.C.

JFK - IAD

JFKIAD

New York John F Kennedy Intl

Tue 5/13

10:13 am-11:45 am

Nonstop1h 32m

Washington, D.C. Dulles Intl

Tue 5/13

8:33 pm-10:00 pm

Nonstop1h 27m

$127

New YorkWashington, D.C.

LGA - DCA

LGADCA

New York LaGuardia

Mon 5/19

6:05 am-7:26 am

Nonstop1h 21m

Washington, D.C. Reagan-National

Tue 5/20

10:00 am-11:18 am

Nonstop1h 18m

$128

NewarkWashington, D.C.

EWR - DCA

EWRDCA

Newark

Wed 5/28

5:29 pm-7:09 pm

Nonstop1h 40m

Washington, D.C. Reagan-National

Sun 6/1

9:33 am-10:53 am

Nonstop1h 20m

$129

NewarkWashington, D.C.

EWR - IAD

EWRIAD

Newark

Mon 6/2

7:40 pm-9:08 pm

Nonstop1h 28m

Washington, D.C. Dulles Intl

Fri 6/20

10:23 pm-11:44 pm

Nonstop1h 21m

$129

New YorkWashington, D.C.

JFK - DCA

JFKDCA

New York John F Kennedy Intl

Thu 5/22

4:25 pm-6:07 pm

Nonstop1h 42m

Washington, D.C. Reagan-National

Sun 5/25

5:00 pm-6:39 pm

Nonstop1h 39m

$130

New YorkWashington, D.C.

JFK - IAD

JFKIAD

New York John F Kennedy Intl

Mon 5/19

6:59 am-4:36 pm

1 stop9h 37m

Washington, D.C. Dulles Intl

Wed 5/21

6:11 pm-12:20 am

1 stop6h 09m

$160

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/28

Showing 1-10 of 60 results

...

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 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 to Annapolis

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

Booking 35 days in advance of your planned departure date is, on average, the best time to get cheap flights to Annapolis. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

How long is the flight to Annapolis?

On average, a flight from New York to Annapolis takes 5 hours 35 minutes. Flights to Annapolis from other popular cities in USA 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?

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

Weekly flight availability to Annapolis

The most flights from New York to Annapolis are scheduled on a Tuesday (36 on average). You will have fewer flight options on Saturday, which is when the least amount of flights are scheduled (13 on average).

What are the most popular airlines that fly to Annapolis?

The most popular airlines flying from New York to Annapolis are United Airlines, American Airlines and Delta.

United Airlines

From $152

American Airlines

From $134

Delta

From $100

JetBlue

From $64

What are the cheapest airlines that fly to Annapolis?

The cheapest airlines flying from New York to Annapolis are JetBlue, Delta and American Airlines.

Rainfall in Annapolis by month

In terms of precipitation, rainfall in Annapolis ranges from 2.6 - 4.0 inches per month. May is typically the wettest month, when rainfall can reach 4.0 in. February is typically the driest time to visit Annapolis when rainfall is around 2.6 in.

Temperature in Annapolis 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 80.6 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

Reviews of airlines servicing Annapolis

To help decide which airline to fly to Annapolis, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Alaska Airlines

8.0

Very good

9,961 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Southwest

8.0

Very good

4,295 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Delta

8.0

Very good

7,929 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

United Airlines

7.4

Good

8,696 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

JetBlue

7.3

Good

2,922 reviews

Alaska Airlines

8.0

Very good

9,961 reviews

Reviews

1 / 20

10.0

Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

FAQs about flying to Annapolis

Can I find cheaper flights to Annapolis if I am willing to have layovers?
Yes, flights with layovers 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, Spirit Airlines is rated the highest out of the airlines that fly to Annapolis.
How much is a round-trip flight to Annapolis?
A round-trip flight to Annapolis will typically cost around $111, however they can be found for as little as $47.
Where does the fastest flight to Annapolis depart from?
For those looking to save time traveling to Annapolis, Baltimore/Washington offers the quickest one-way flight (0 hours 27 minutes).
Does Washington, D.C. Dulles Intl have rental cars?
Yes. Those touching down at Washington, D.C. Dulles Intl can take advantage of the rental car 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 mi away from Washington, D.C. Dulles Intl).

See more FAQs

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$64+ 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 5/13. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights to Annapolis with Cheapflights

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2. Select your favorite providers

3. Compare prices and book

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 2,558,603 searches and data was last updated on April 30, 2025.

Popular in

Cheapest in

Average price

Round-trip from

One-way from

Find flight deals to Annapolis

Cheapest flights to AnnapolisExplore the most affordable flight options available to Annapolis. Find the lowest fares based on data from user searches, with prices last updated on April 30, 2025.

Explore the most affordable flight options available to Annapolis. Find the lowest fares based on data from user searches, with prices last updated on April 30, 2025.

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 2,558,603 searches and data was last updated on April 30, 2025.

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

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.

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 round-trip flight from New York to Annapolis. Price data was last updated on April 25, 2025.

How long is the flight to Annapolis?

When is the cheapest time to fly to Annapolis?

Use this chart to determine the cheapest time to fly round-trip from New York to Annapolis. Price data was last updated on December 16, 2024.

Weekly flight availability to Annapolis

What are the most popular airlines that fly to Annapolis?

What are the cheapest airlines that fly to Annapolis?

Rainfall in Annapolis by month

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

Temperature in Annapolis by month

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

Reviews of airlines servicing Annapolis

To help decide which airline to fly to Annapolis, see what other customers have to say about Alaska Airlines, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

FAQs about flying to Annapolis

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

What is the best airline to fly to Annapolis?

How much is a round-trip flight to Annapolis?

Where does the fastest flight to Annapolis depart from?

Does Washington, D.C. Dulles Intl have rental cars?

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

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.

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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 April 30, 2025.