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Cheap flights from Maryland to New York from $99

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maryland to New York departing on 4/29. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
Multiple Airlines Logo
5:49 pm - 10:55 am
BWI
-
SWF
17h 06m
2 stops
Multiple Airlines Logo
11:45 am - 8:43 am
SWF
-
BWI
20h 58m
1 stop
$226Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
10:10 am - 10:55 am
BWI
-
SWF
24h 45m
1 stop
Multiple Airlines Logo
11:45 am - 8:43 am
SWF
-
BWI
20h 58m
1 stop
$239Multiple Airlines
Wed, Apr 15 - Sun, Apr 19
Multiple Airlines Logo
10:00 pm - 10:50 am
BWI
-
SWF
12h 50m
1 stop
Multiple Airlines Logo
11:45 am - 8:43 am
SWF
-
BWI
20h 58m
1 stop
$261Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
9:59 pm - 11:08 am
BWI
-
SWF
13h 09m
1 stop
Multiple Airlines Logo
10:28 am - 10:15 pm
SWF
-
BWI
11h 47m
1 stop
$339Multiple Airlines
Mon, Jun 22 - Thu, Jun 25
Multiple Airlines Logo
9:23 pm - 11:25 am
BWI
-
SWF
14h 02m
2 stops
Multiple Airlines Logo
7:47 pm - 7:36 am
SWF
-
BWI
11h 49m
1 stop
$349Multiple Airlines
Fri, May 15 - Sun, May 17
Multiple Airlines Logo
9:23 pm - 11:25 am
BWI
-
SWF
14h 02m
2 stops
Multiple Airlines Logo
9:38 am - 7:06 pm
SWF
-
BWI
9h 28m
1 stop
$350Multiple Airlines
Fri, May 29 - Sun, May 31
Multiple Airlines Logo
9:10 pm - 11:31 am
BWI
-
SWF
14h 21m
2 stops
Multiple Airlines Logo
11:45 am - 9:37 am
SWF
-
BWI
21h 52m
1 stop
$354Multiple Airlines
Sun, Apr 19 - Thu, Apr 23
Multiple Airlines Logo
10:00 pm - 10:50 am
BWI
-
SWF
12h 50m
1 stop
Multiple Airlines Logo
11:48 am - 8:26 pm
SWF
-
BWI
8h 38m
1 stop
$366Multiple Airlines
Thu, Apr 23 - Sun, Apr 26
Multiple Airlines Logo
7:15 am - 9:38 am
BWI
-
SWF
26h 23m
1 stop
Multiple Airlines Logo
12:05 pm - 9:04 pm
SWF
-
BWI
8h 59m
2 stops
$367Multiple Airlines
Wed, Jul 1 - Sat, Jul 4
Multiple Airlines Logo
9:25 pm - 11:25 am
BWI
-
SWF
14h 00m
2 stops
Multiple Airlines Logo
7:47 pm - 7:36 am
SWF
-
BWI
11h 49m
1 stop
$377Multiple Airlines
Fri, May 15 - Sun, May 17

momondo Fare Finder

 
Customize your flight search to find flights from Maryland to New Windsor 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, momondo users made 832,500 searches. Data last updated April 4, 2026.
Use the filters below to find and compare flights from Maryland to New Windsor that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Wed 4/15

5:49 pm-10:55 am

2 stops17h 06m

New Windsor Stewart

Sun 4/19

11:45 am-8:43 am

1 stop20h 58m

$226

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Wed 4/15

10:10 am-10:55 am

1 stop24h 45m

New Windsor Stewart

Sun 4/19

11:45 am-8:43 am

1 stop20h 58m

$239

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Thu 4/23

10:00 pm-10:50 am

1 stop12h 50m

New Windsor Stewart

Sun 4/26

11:45 am-8:43 am

1 stop20h 58m

$261

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Mon 6/22

9:59 pm-11:08 am

1 stop13h 09m

New Windsor Stewart

Thu 6/25

10:28 am-10:15 pm

1 stop11h 47m

$339

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Fri 5/15

9:23 pm-11:25 am

2 stops14h 02m

New Windsor Stewart

Sun 5/17

7:47 pm-7:36 am

1 stop11h 49m

$349

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Fri 5/29

9:23 pm-11:25 am

2 stops14h 02m

New Windsor Stewart

Sun 5/31

9:38 am-7:06 pm

1 stop9h 28m

$350

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Sun 4/19

9:10 pm-11:31 am

2 stops14h 21m

New Windsor Stewart

Thu 4/23

11:45 am-9:37 am

1 stop21h 52m

$354
Quickest round-trip

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Thu 4/23

10:00 pm-10:50 am

1 stop12h 50m

New Windsor Stewart

Sun 4/26

11:48 am-8:26 pm

1 stop8h 38m

$366

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Wed 7/1

7:15 am-9:38 am

1 stop26h 23m

New Windsor Stewart

Sat 7/4

12:05 pm-9:04 pm

2 stops8h 59m

$367

BaltimoreNew Windsor

BWI - SWF

BWISWF

Baltimore/Washington

Fri 5/15

9:25 pm-11:25 am

2 stops14h 00m

New Windsor Stewart

Sun 5/17

7:47 pm-7:36 am

1 stop11h 49m

$377

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to New York from

How to get the cheapest flight ticket from Maryland to New Windsor

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to New Windsor?

Delta, American Airlines and Southwest are the top three most popular airlines that fly to New Windsor from Maryland according to our data. Delta is the first choice among our users, with 36% of people opting to fly with this airline when traveling to New Windsor. Keep in mind that there are 3 different airlines that fly to New Windsor on a routine basis, so you have a few additional options to choose from.

Cheap Maryland to New Windsor flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maryland to New Windsor

Fastest flight time

4h 15m

Direct flights

None
The fastest flight from Maryland to New Windsor takes 4h 15m
There are no direct flights from Maryland to New Windsor. There are no popular flight routes from Maryland to New Windsor.
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Frequently asked questions about flying from Maryland to New Windsor

  • When did momondo last update prices for flights from Maryland to New Windsor Stewart Airport?

    Prices for flights from Maryland to New Windsor Stewart Airport are updated daily.

  • How old do you have to be to fly from Maryland to New Windsor Stewart Airport?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maryland to New Windsor Stewart Airport.

  • What documentation or ID do you need to fly to New Windsor Stewart Airport?

    The travel and health documents required for your trip to New Windsor Stewart Airport can vary based on your itinerary and personal situation. As a rule, consider having multiple documents such as a national ID card or driver’s license, and a passport valid for six-months after you plan to arrive at New Windsor Stewart Airport. We always recommend checking with your airline or a trusted third party such as IATA to get advice.

Traveling to a place near New York?

Book flights to New York if you plan to visit one of these locations
Newburgh
Kingston
Woodstock
Saugerties

Why use momondo?

Why should I use momondo to find a flight deal from Maryland to New Windsor?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Maryland to New Windsor. momondo saves you time and could save you money on your trip.

Can I find flights from Maryland to New Windsor with flexible booking policies on momondo?

Yes. momondo enables you to select and highlight flights to New Windsor from Maryland with this policy.

How can momondo help me find flights from Maryland to New Windsor?

Once all potential Maryland to New Windsor flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Maryland to New Windsor right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to New Windsor from Maryland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your New Windsor trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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