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$50+ Cheap flights from New York, NY (NYC) to Annapolis, MD

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
NYC — IAD
Feb 7 — Feb 141
Sat 2/7
Sat 2/14
1 adult, Economy
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Cheapflights Tip: The best prices from New York to Annapolis are usually found in April or September, booked 26 days in advance, depart on a Friday or Wednesday and return on a Friday

Cheap flight deals from New York to Annapolis

Keep the following information in mind while searching for New York to Annapolis flight deals. Data was last updated January 8, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$105
(United Airlines)

One-way from

$50
(Priceline)

Popular in

January

Cheapest in

April

Average price

$269
Provider with most accurate pricing for New York (NYC)-Washington, D.C. (WAS) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Washington, D.C. (WAS) flights.
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From New York (NYC) to Annapolis
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One-way flight from New York (NYC) to Annapolis
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Highest demand for flights based on searches. 15% potential increase in price ($37 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in January 2026
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Find flight deals from New York to Annapolis

Cheapest flights from New York to Annapolis
Explore the most affordable flight options available from New York to Annapolis. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 8, 2026.

This United Airlines deal was found by Cheapflights users on 1/7. 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.
Wed 1/211:10 pmEWR - DCA
Nonstop1h 29mUnited Airlines
Wed 1/218:10 pmDCA - EWR
Nonstop1h 34mUnited Airlines
Deal found 1/7$105
This United Airlines deal was found by Cheapflights users on 1/7. 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 2/36:00 amEWR - IAD
Nonstop1h 20mUnited Airlines
Thu 2/58:29 amIAD - EWR
Nonstop1h 20mUnited Airlines
Deal found 1/7$105
This United Airlines deal was found by Cheapflights users on 1/6. 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 1/279:55 pmEWR - IAD
Nonstop1h 23mUnited Airlines
Sat 1/315:38 pmIAD - EWR
Nonstop1h 32mUnited Airlines
Deal found 1/6$108
This JetBlue deal was found by Cheapflights users on 1/7. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/143:54 pmLGA - DCA
1 stop6h 37mJetBlue
Thu 1/2210:42 amDCA - LGA
1 stop9h 56mJetBlue
Deal found 1/7$114
This Super.com deal was found by Cheapflights users on 1/7. 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 Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/289:45 pmJFK - DCA
Nonstop1h 14mJetBlue
Thu 1/296:00 amDCA - JFK
Nonstop1h 14mJetBlue
Deal found 1/7$115
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Sun 2/14:00 pmEWR - DCA
Nonstop1h 31mUnited Airlines
Mon 2/27:00 amDCA - EWR
Nonstop1h 25mUnited Airlines
Deal found 1/7$116
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Sun 2/16:00 amLGA - IAD
Nonstop1h 30mUnited Airlines
Mon 2/28:20 amIAD - LGA
Nonstop1h 27mUnited Airlines
Deal found 1/7$116
This Trip.com deal was found by Cheapflights users on 1/8. 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.
Fri 1/235:40 pmEWR - BWI
1 stop6h 56mMultiple Airlines
Tue 1/277:10 amBWI - EWR
1 stop16h 20mMultiple Airlines
Deal found 1/8$116
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Thu 2/58:25 amJFK - DCA
Nonstop1h 38mAmerican Airlines
Sun 2/85:45 pmDCA - JFK
Nonstop1h 24mAmerican Airlines
Deal found 1/7$116
This American Airlines deal was found by Cheapflights users on 1/7. 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.
Sun 2/17:45 amLGA - DCA
Nonstop1h 30mAmerican Airlines
Mon 2/26:35 amDCA - LGA
Nonstop1h 18mAmerican Airlines
Deal found 1/7$116
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Sun 2/19:55 pmEWR - IAD
Nonstop1h 23mUnited Airlines
Thu 2/56:00 amIAD - EWR
Nonstop1h 19mUnited Airlines
Deal found 1/7$116
This United Airlines deal was found by Cheapflights users on 1/7. 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.
Fri 2/137:00 amEWR - DCA
Nonstop1h 29mUnited Airlines
Tue 2/176:00 amDCA - EWR
Nonstop1h 24mUnited Airlines
Deal found 1/7$117

Cheapflights Fare Finder

 
Customize your flight search to find flights from New York to Annapolis 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 January 8, 2026.
Use the filters below to find and compare flights from New York to Annapolis that are best for you.

Fly from

New York

Fly to

Annapolis

Route

Depart

Return

Price

NewarkWashington, D.C.

EWR - DCA

EWRDCA

Newark

Tue 1/27

7:00 am-8:32 am

Nonstop1h 32m

Washington, D.C. Reagan-National

Wed 1/28

12:59 pm-2:22 pm

Nonstop1h 23m

$105

NewarkWashington, D.C.

EWR - DCA

EWRDCA

Newark

Mon 2/23

2:10 pm-3:33 pm

Nonstop1h 23m

Washington, D.C. Reagan-National

Thu 2/26

10:08 am-11:30 am

Nonstop1h 22m

$105

NewarkWashington, D.C.

EWR - DCA

EWRDCA

Newark

Thu 1/22

3:05 pm-4:34 pm

Nonstop1h 29m

Washington, D.C. Reagan-National

Sat 1/31

9:07 am-10:28 am

Nonstop1h 21m

$105

NewarkWashington, D.C.

EWR - IAD

EWRIAD

Newark

Tue 2/3

9:58 pm-11:21 pm

Nonstop1h 23m

Washington, D.C. Dulles Intl

Tue 2/10

8:29 am-9:49 am

Nonstop1h 20m

$105

NewarkWashington, D.C.

EWR - IAD

EWRIAD

Newark

Tue 2/17

9:55 pm-11:21 pm

Nonstop1h 26m

Washington, D.C. Dulles Intl

Sat 2/21

8:15 am-9:39 am

Nonstop1h 24m

$105

NewarkWashington, D.C.

EWR - IAD

EWRIAD

Newark

Tue 2/3

3:00 pm-4:25 pm

Nonstop1h 25m

Washington, D.C. Dulles Intl

Wed 2/4

8:45 am-10:05 am

Nonstop1h 20m

$105

NewarkBaltimore

EWR - BWI

EWRBWI

Newark

Fri 1/23

5:40 pm-12:36 am

1 stop6h 56m

Baltimore/Washington

Tue 1/27

7:10 am-11:30 pm

1 stop16h 20m

$116

New YorkWashington, D.C.

JFK - DCA

JFKDCA

New York John F Kennedy Intl

Mon 2/2

8:59 am-10:28 am

Nonstop1h 29m

Washington, D.C. Reagan-National

Thu 2/5

6:00 am-7:30 am

Nonstop1h 30m

$117

New YorkWashington, D.C.

LGA - DCA

LGADCA

New York LaGuardia

Fri 3/20

3:57 pm-10:49 pm

1 stop6h 52m

Washington, D.C. Reagan-National

Sun 3/22

3:33 pm-11:59 pm

1 stop8h 26m

$117

New YorkWashington, D.C.

LGA - DCA

LGADCA

New York LaGuardia

Mon 2/23

12:01 pm-1:19 pm

Nonstop1h 18m

Washington, D.C. Reagan-National

Thu 2/26

8:39 am-10:00 am

Nonstop1h 21m

$117

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/8

Showing 1-10 of 60 results
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Best time to book a flight from New York to Annapolis

Have a flexible travel schedule? Discover the best time to fly to Annapolis from New York 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 New York to Annapolis

How far ahead should I book a flight from New York 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 January 2, 2026.

The price you pay for your flight from New York to Annapolis may vary depending on when you book. For the best chance of a lower fare, look to book 26 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from New York to Annapolis?

Currently, March is the cheapest month in which you can book a flight from New York to Annapolis (average of $48). Flying from New York to Annapolis in September is currently the most expensive (average of $107). 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 NYC to AP9?

Find hourly flight availability from New York to Annapolis. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated January 8, 2026.

It’s optimal to fly from New York to Annapolis in the morning. By choosing this option you can save up to 28% on the cost of your flight, compared to a flight at noon.

What is the cheapest day to fly from New York 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 January 3, 2026.

Travelers seeking maximum savings on their New York to Annapolis flight should consider departing on Monday evenings when fares are most often at their lowest. Monday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.

Weekly flight availability from New York to Annapolis

Explore weekly flight availability from New York to Annapolis. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated January 8, 2026.

The most flights from NYC to AP9 are scheduled on a Wednesday (34 on average). You will have fewer flight options on Sunday, which is when the least amount of flights are scheduled (19 on average).

How much does it cost to fly round-trip from New York to Annapolis?

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 January 8, 2026.
Read reviews from past customers who have flown Delta, United Airlines, and American Airlines from New York to Annapolis. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
Delta
7.9
Good
8,025 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
United Airlines
7.4
Good
9,139 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
American Airlines
7.2
Good
11,097 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.
JetBlue
7.2
Good
2,893 reviews
Delta
7.9
Good
8,025 reviews

Boarding

8.1

Entertainment

7.8

Food

7.2

Comfort

7.9

Crew

8.5

Overall

7.9

Reviews

1 / 20
10.0
Excellent

Kymberlee,Oct 2024

JFK - ATL

Overall it was good on the flight. Before the flight with checking the bag at JFK was a nightmare. It took way too long and the Delta concierge was very rude to everyone. But other than that it was fine.

Related info for your journey

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

  • How long is the flight from New York to Annapolis?

    Airlines like United Airlines, Delta, and JetBlue fly from New York to Annapolis in about 1h 29m. The time it takes to get you to your destination can typically vary by up to 5h 23m. Airlines will cover a distance of 212 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines to fly from New York to Annapolis one-way?

    For one-way options, check prices for Delta. According to our data, you can fly for as low as $58. Users have also found prices from $62 and $63 on JetBlue and United Airlines, respectively.

  • What are the most popular routes from New York to Annapolis?

    When deciding which route to take from New York to Annapolis consider New York LaGuardia - Washington, D.C. Reagan-National, New York John F Kennedy Intl - Washington, D.C. Dulles Intl or New York John F Kennedy Intl - Washington, D.C. Reagan-National as they are the most popular.

  • What are the most reliable airlines from New York to Annapolis?

    Consider LATAM Airlines (76%), Aeromexico (71%) or Delta (71%) when booking your flight. These represent the most reliable airlines when flying from New York to Annapolis.

  • What are the cheapest flights from New York to Annapolis?

    On average you can expect to pay $247 for a flight from New York to Annapolis. The cheapest flight overall is $64 while the most popular route, (New York LaGuardia - Washington, D.C. Reagan-National) is currently priced at $61.

  • Can I find deals for flights from New York to Annapolis that include hotel bookings?

    Yes. In addition to deals on New York to Annapolis flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from New York to Annapolis?

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

  • Can I find deals for business class flights from New York to Annapolis?

    Yes. Cheapflights offers flight deals from New York to Annapolis 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 New York to Annapolis?

    Currently, March is the cheapest month in which you can book a flight from New York to Annapolis (average of $48). Flying from New York to Annapolis in September is currently the most expensive (average of $107). 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.

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Alternative routes for New York to Annapolis

See prices for flight routes from nearby airports that may be better suited for you.
LaGuardia to Reagan-National flights
John F Kennedy Intl to Dulles Intl flights
John F Kennedy Intl to Reagan-National flights
Newark to Dulles Intl flights
Newark to Reagan-National flights
LaGuardia to Dulles Intl flights
LaGuardia to Baltimore flights
Newark to Baltimore flights
John F Kennedy Intl to Baltimore flights
Albany to Dulles Intl flights
Rochester to Dulles Intl flights
Rochester to Reagan-National flights
Buffalo to Baltimore flights
Rochester to Baltimore flights
Albany to Baltimore flights
Albany to Reagan-National flights
Syracuse to Dulles Intl flights
Buffalo to Dulles Intl flights
Syracuse to Reagan-National flights
John F Kennedy Intl to Philadelphia flights
Syracuse to Baltimore flights
Buffalo to Philadelphia flights
Syracuse to Philadelphia flights
Newark to Philadelphia flights
LaGuardia to Philadelphia flights
Rochester to Philadelphia flights
Buffalo to Reagan-National flights
Ithaca to Dulles Intl flights
Islip to Baltimore flights
White Plains to Reagan-National flights
Albany to Philadelphia flights
White Plains to Dulles Intl flights
Stewart to Philadelphia flights
Stewart to Baltimore flights
Ithaca to Reagan-National flights
White Plains to Philadelphia flights
Islip to Reagan-National flights
White Plains to Baltimore flights
Saranac Lake to Reagan-National flights
Ithaca to Baltimore flights
Elmira to Baltimore flights
Islip to Philadelphia flights
John F Kennedy Intl to Salisbury flights
Rutland to Reagan-National flights
Elmira to Reagan-National flights
Stewart to Dulles Intl flights
Rutland to Philadelphia flights
Ithaca to Philadelphia flights
LaGuardia to Salisbury flights
Saranac Lake to Philadelphia flights

Top 5 airlines flying from New York to Annapolis

Discover the top 5 airlines that operate flights from New York to Annapolis. 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 January 8, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$73Average$168FlexibilityNo cancel feeOn-time62%
DeltaCheapest$89Average$220FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$114Average$275FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$117Average$252FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$253Average$307FlexibilityNo cancel feeOn-time63%

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