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Stewart

$102+ Cheap flights from Maryland to New Windsor (SWF)

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 5/4. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SWF
Apr 9 — Apr 161
Wed 4/9
Wed 4/16
1 adult, Economy
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Cheap flight deals from Maryland to Stewart

Keep the following information in mind while searching for Maryland to Stewart flight deals. Data was last updated April 4, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$213
(Mytrip)

One-way from

$102
(Mytrip)

Popular in

December

Cheapest in

April

Average price

$186
Provider with most accurate pricing for Washington, D.C. (WAS)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-New York (NYC) flights.
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From Maryland to New Windsor Stewart
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One-way flight from Maryland to New Windsor Stewart
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Highest demand for flights based on searches. 14% potential increase in price ($40 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Maryland to Stewart

Cheapest flights from Maryland to Stewart
Explore the most affordable flight options available from Maryland to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 4, 2025.

This Mytrip deal was found by Cheapflights users on 4/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/249:32 pmBWI - SWF
1 stop13h 28mMultiple Airlines
Mon 4/2811:50 amSWF - BWI
1 stop21h 32mMultiple Airlines
Deal found 4/3$213

Cheapflights Fare Finder

Customize your flight search to find flights from Maryland to Stewart 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 April 4, 2025.
Use the filters below to find and compare flights from Maryland to New Windsor that are best for you.

Fly from

Maryland

Fly to

Stewart

Route

Depart

Return

Price

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Thu 4/24

9:32 pm-11:00 am

1 stop13h 28m

New Windsor Stewart

Mon 4/28

11:50 am-9:22 am

1 stop21h 32m

$213

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

Sun 5/4

9:51 am-11:00 am

1 stop25h 09m

$102

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Sun 5/4

6:16 pm-11:00 am

1 stop16h 44m

$108

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Thu 5/1

5:45 pm-7:49 pm

2 stops26h 04m

$199

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Fri 5/2

8:20 am-7:49 pm

1 stop11h 29m

$214

Washington, D.C.New Windsor

DCA - SWF

DCASWF

Washington, D.C. Reagan-National

Fri 5/2

6:35 am-7:49 pm

1 stop13h 14m

$233

Washington, D.C.New Windsor

DCA - SWF

DCASWF

Washington, D.C. Reagan-National

Sat 5/3

6:00 pm-11:26 am

2 stops17h 26m

$360

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

Sat 5/3

10:05 pm-11:26 am

1 stop13h 21m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/3

Best time to book a flight from Maryland to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Maryland 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 Maryland to New Windsor

What is the cheapest month to book a flight from Maryland to New Windsor?

Currently, October is the cheapest month in which you can book a flight from Maryland to New Windsor (average of $109). Flying from Maryland to New Windsor in August is currently the most expensive (average of $224). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated April 4, 2025.
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Allegiant Air
7.3
Good
732 reviews
Breeze Airways
8.1
Very good
157 reviews

Crew

8.8

Food

6.7

Comfort

8.2

Overall

8.1

Entertainment

6.6

Boarding

8.3

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

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

  • What airport do you fly into for flights to New Windsor from Maryland?

    Located just 4.3 mi from the city center, New Windsor Stewart (SWF) is the airport most travelers will use when flying to New Windsor from Maryland.

  • What are the most popular routes from Maryland to New Windsor?

    While some choose either Philadelphia - New Windsor Stewart or Washington, D.C. Reagan-National - New Windsor Stewart, Baltimore/Washington - New Windsor Stewart is the most popular route from Maryland to New Windsor.

  • Can I find deals for flights from Maryland to Stewart that include hotel bookings?

    Yes. In addition to deals on Maryland to Stewart flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Stewart?

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

  • Can I find deals for business class flights from Maryland to Stewart?

    Yes. Cheapflights offers flight deals from Maryland to Stewart 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 Maryland to New Windsor?

    Currently, October is the cheapest month in which you can book a flight from Maryland to New Windsor (average of $109). Flying from Maryland to New Windsor in August is currently the most expensive (average of $224). 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.

See more FAQs

Traveling to a place near Maryland?

Book flights to Maryland if you plan to visit one of these locations
Kingston

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