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Stewart

$112+ 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 3/30. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — SWF
feb. 4 — feb. 111
mar. 2/4
mar. 2/11
1 adult, Economy
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Cheap flight deals from Maryland to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Maryland (USMD) to Stewart (SWF). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated enero 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$253
(Mytrip)

One-way from

$112
(Mytrip)

Popular in

December

Cheapest in

September

Average price

$270
Provider with most accurate pricing for Washington, D.C. (WAS)-New York (NYC) flight deals.
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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. 13% potential increase in price ($36 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($5 potential savings vs. average RT price).
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Average for round-trip flights in January 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 enero 30, 2025.

This Mytrip deal was found by Cheapflights users on 1/30. 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.
dom. 3/165:30 pmBWI - SWF
1 stop15h 50mMultiple Airlines
dom. 3/236:04 pmSWF - BWI
2 stops16h 35mMultiple Airlines
Deal found 1/30$253
This Mytrip deal was found by Cheapflights users on 1/30. 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.
jue. 2/63:59 pmIAD - SWF
2 stops19h 26mMultiple Airlines
lun. 2/1011:15 amSWF - IAD
1 stop7h 50mMultiple Airlines
Deal found 1/30$279
This Mytrip deal was found by Cheapflights users on 1/30. 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.
vie. 8/14:46 pmIAD - SWF
2 stops17h 27mAllegiant Air
dom. 8/311:13 amSWF - IAD
2 stops22h 10mAllegiant Air
Deal found 1/30$523

Find flights from Maryland to Stewart within your budget

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 enero 30, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

dom. 3/16

5:30 pm-9:20 am

1 stop15h 50m

New Windsor Stewart

dom. 3/23

6:04 pm-10:39 am

2 stops16h 35m

$253

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

jue. 2/13

5:40 pm-5:39 pm

3 stops23h 59m

New Windsor Stewart

lun. 2/17

6:29 pm-4:15 pm

3 stops21h 46m

$630

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

dom. 3/30

6:16 pm-9:20 am

1 stop15h 04m

$112

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

jue. 2/6

3:59 pm-11:25 am

2 stops19h 26m

$134

PhiladelphiaNew Windsor

PHL - SWF

PHLSWF

Philadelphia

jue. 2/6

4:22 pm-1:20 pm

2 stops20h 58m

$140

Washington, D.C.New Windsor

IAD - SWF

IADSWF

Washington, D.C. Dulles Intl

vie. 2/14

9:47 am-4:24 pm

1 stop6h 37m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/30

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.

Travel insights for flights from Maryland to Stewart

Get recent, data-driven insights about flights from Maryland to Stewart including ideal travel times, pricing trends, and more.

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 $226). 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 enero 30, 2025.
Allegiant Air
7.3
Good
790 reviews

Overall

7.3

Comfort

6.9

Boarding

7.6

Crew

8.2

Food

6.0

Entertainment

5.6

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

Allegiant Air
7.3
Good
790 reviews
Allegiant Air
7.3
Good
790 reviews

Overall

7.3

Comfort

6.9

Boarding

7.6

Crew

8.2

Food

6.0

Entertainment

5.6

Reviews

1 / 20

10.0
Excellent

Joellen,Aug 2024

LAS - GEG

Boarding was a hassle. I’ve had the same guy before. Never enjoy seeing him.

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 Baltimore/Washington - New Windsor Stewart or Philadelphia - New Windsor Stewart, Washington, D.C. Dulles Intl - 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 $226). 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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