HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Maryland

$91+ Cheap flights from New Windsor (SWF) to Maryland

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 2/26. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BWI
Dec 2 — Dec 91
Tue 12/2
Tue 12/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Stewart to Maryland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Stewart to Maryland

Keep the following information in mind while searching for Stewart to Maryland flight deals. Data was last updated November 2, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$202
(Kiwi.com)

One-way from

$91
(Kiwi.com)

Popular in

December

Cheapest in

April

Average price

$239
Provider with most accurate pricing for New York (NYC)-Washington, D.C. (WAS) flight deals.
Search Deals
Provider most trusted by Cheapflights users for New York (NYC)-Washington, D.C. (WAS) flights.
Search Deals
From New Windsor Stewart to Maryland
Search Deals
One-way flight from New Windsor Stewart to Maryland
Search Deals
Highest demand for flights based on searches. 20% potential increase in price ($55 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find flight deals from Stewart to Maryland

Cheapest flights from Stewart to Maryland
Explore the most affordable flight options available from Stewart to Maryland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/87:30 pmSWF - BWI
1 stop13h 52mMultiple Airlines
Thu 12/117:06 pmBWI - SWF
1 stop16h 31mMultiple Airlines
Deal found 11/1$202
This Mytrip deal was found by Cheapflights users on 10/31. 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.
Fri 12/1212:27 pmSWF - BWI
1 stop11h 18mMultiple Airlines
Sun 12/147:06 pmBWI - SWF
1 stop16h 31mMultiple Airlines
Deal found 10/31$209
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Mon 12/812:27 pmSWF - PHL
1 stop10h 49mMultiple Airlines
Thu 12/116:53 pmPHL - SWF
1 stop16h 44mMultiple Airlines
Deal found 11/1$214
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Fri 12/512:27 pmSWF - BWI
1 stop11h 18mMultiple Airlines
Sun 12/77:06 pmBWI - SWF
1 stop16h 31mMultiple Airlines
Deal found 11/1$215
This Mytrip deal was found by Cheapflights users on 11/2. 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.
Fri 11/2111:12 amSWF - BWI
1 stop12h 05mMultiple Airlines
Sun 11/236:38 pmBWI - SWF
1 stop15h 29mMultiple Airlines
Deal found 11/2$258
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/1512:27 pmSWF - PHL
1 stop12h 09mMultiple Airlines
Mon 12/227:55 amPHL - SWF
1 stop11h 40mMultiple Airlines
Deal found 10/31$261
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1611:43 amSWF - BWI
1 stop20h 51mMultiple Airlines
Thu 11/2012:51 pmBWI - SWF
1 stop21h 31mMultiple Airlines
Deal found 11/1$269
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/308:41 pmSWF - IAD
1 stop11h 04mMultiple Airlines
Fri 12/199:10 amIAD - SWF
1 stop7h 28mMultiple Airlines
Deal found 11/1$539
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/411:43 amSWF - PHL
1 stop12h 57mMultiple Airlines
Sun 12/710:00 pmPHL - SWF
2 stops13h 44mMultiple Airlines
Deal found 10/31$584
This Kiwi.com deal was found by Cheapflights users on 11/1. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1611:43 amSWF - PHL
1 stop13h 31mMultiple Airlines
Thu 11/208:42 pmPHL - SWF
2 stops15h 02mMultiple Airlines
Deal found 11/1$604
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1912:24 pmSWF - PHL
2 stops12h 16mMultiple Airlines
Sat 12/2010:00 pmPHL - SWF
1 stop13h 03mMultiple Airlines
Deal found 11/2$631
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/611:43 amSWF - PHL
1 stop9h 39mMultiple Airlines
Thu 11/1310:32 pmPHL - SWF
2 stops13h 12mMultiple Airlines
Deal found 10/31$788

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Maryland 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 November 2, 2025.
Use the filters below to find and compare flights from New Windsor to Maryland that are best for you.

Fly from

Stewart

Fly to

Maryland

Route

Depart

Return

Price

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Mon 12/8

7:30 pm-9:22 am

1 stop13h 52m

Baltimore/Washington

Thu 12/11

7:06 pm-11:37 am

1 stop16h 31m

$202

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Fri 12/12

12:27 pm-11:45 pm

1 stop11h 18m

Baltimore/Washington

Sun 12/14

7:06 pm-11:37 am

1 stop16h 31m

$202

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Mon 12/8

12:27 pm-11:16 pm

1 stop10h 49m

Philadelphia

Thu 12/11

6:53 pm-11:37 am

1 stop16h 44m

$214

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Fri 12/5

12:27 pm-11:45 pm

1 stop11h 18m

Baltimore/Washington

Sun 12/7

7:06 pm-11:37 am

1 stop16h 31m

$215

New WindsorBaltimore

SWF - BWI

SWFBWI

New Windsor Stewart

Fri 11/21

11:12 am-11:17 pm

1 stop12h 05m

Baltimore/Washington

Sun 11/23

6:38 pm-10:07 am

1 stop15h 29m

$258

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Mon 12/15

12:27 pm-12:36 am

1 stop12h 09m

Philadelphia

Mon 12/22

7:55 am-7:35 pm

1 stop11h 40m

$261

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Thu 4/9

7:47 pm-8:26 am

1 stop12h 39m

Washington, D.C. Dulles Intl

Sun 4/12

9:58 pm-10:50 am

1 stop12h 52m

$460

New WindsorWashington, D.C.

SWF - IAD

SWFIAD

New Windsor Stewart

Sun 11/30

8:41 pm-7:45 am

1 stop11h 04m

Washington, D.C. Dulles Intl

Fri 12/19

9:10 am-4:38 pm

1 stop7h 28m

$539

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Thu 12/4

11:43 am-12:40 am

1 stop12h 57m

Philadelphia

Sun 12/7

10:00 pm-11:44 am

2 stops13h 44m

$584

New WindsorPhiladelphia

SWF - PHL

SWFPHL

New Windsor Stewart

Sun 11/16

11:43 am-1:14 am

1 stop13h 31m

Philadelphia

Thu 11/20

8:42 pm-11:44 am

2 stops15h 02m

$604

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 36 results
1
2
3
4

Best time to book a flight from Stewart to Maryland

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

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

Currently, September is the cheapest month in which you can book a flight from New Windsor to Maryland (average of $121). Flying from New Windsor to Maryland in August is currently the most expensive (average of $515). 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.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Maryland. 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 from for flights from New Windsor to Maryland?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly out of when you book flights from New Windsor to Maryland.

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

    Most travelers choose New Windsor Stewart - Baltimore/Washington, New Windsor Stewart - Washington, D.C. Dulles Intl or New Windsor Stewart - Philadelphia when deciding on the best route from New Windsor to Maryland.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from New Windsor to Maryland (average of $121). Flying from New Windsor to Maryland in August is currently the most expensive (average of $515). 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

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.

Alternative routes for Stewart to Maryland

See prices for flight routes from nearby airports that may be better suited for you.
John F Kennedy Intl to Fort Lauderdale flights
Newark to Fort Lauderdale flights
John F Kennedy Intl to Miami flights
Newark to Miami flights
John F Kennedy Intl to Orlando flights
John F Kennedy Intl to Los Angeles flights
John F Kennedy Intl to Dallas/Fort Worth flights
LaGuardia to Fort Lauderdale flights
Newark to Dallas/Fort Worth flights
LaGuardia to Miami flights
John F Kennedy Intl to O'Hare Intl flights
John F Kennedy Intl to Las Vegas flights
Newark to Los Angeles flights
John F Kennedy Intl to West Palm Beach flights
John F Kennedy Intl to San Francisco flights
Newark to Orlando flights
John F Kennedy Intl to Atlanta flights
LaGuardia to Dallas/Fort Worth flights
Newark to Las Vegas flights
LaGuardia to Orlando flights
Newark to West Palm Beach flights
LaGuardia to Hobby flights
Newark to Hobby flights
Newark to San Francisco flights
LaGuardia to Tampa flights
John F Kennedy Intl to Tampa flights
John F Kennedy Intl to Sky Harbor Intl flights
Newark to Tampa flights
LaGuardia to Atlanta flights
John F Kennedy Intl to New Orleans flights
John F Kennedy Intl to Seattle flights
LaGuardia to Los Angeles flights
John F Kennedy Intl to Hobby flights
John F Kennedy Intl to Denver flights
Newark to Atlanta flights
LaGuardia to West Palm Beach flights
Newark to New Orleans flights
LaGuardia to O'Hare Intl flights
Newark to Sky Harbor Intl flights
Newark to O'Hare Intl flights
LaGuardia to New Orleans flights
LaGuardia to Las Vegas flights
Newark to George Bush Intcntl flights
John F Kennedy Intl to Austin flights
LaGuardia to Denver flights
John F Kennedy Intl to George Bush Intcntl flights
John F Kennedy Intl to Nashville flights
LaGuardia to George Bush Intcntl flights
John F Kennedy Intl to San Diego flights
LaGuardia to San Francisco flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.