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$265+ Cheap flights from New Windsor (SWF) to Madrid, Spain (MAD)

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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — MAD
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheap flight deals from Stewart to Madrid

Discover tips and strategies to find the most affordable flight options for your journey from Stewart (SWF) to Madrid (MAD). 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 August 14, 2025.

Round-trip from

$1,368
(Booking.com)

One-way from

$265
(Kiwi.com)

Popular in

December

Cheapest in

January

Average price

$639
From New Windsor Stewart to Madrid Barajas
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One-way flight from New Windsor Stewart to Madrid Barajas
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High demand for flights, 2% potential price rise
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Cheapest flight prices on average. 2% potential price decrease ($19 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Stewart to Madrid

Cheapest flights from Stewart to Madrid
Explore the most affordable flight options available from Stewart to Madrid. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:15 pmSWF - MAD
1 stop20h 40mPLAY
Wed 8/2710:35 pmMAD - SWF
1 stop25h 30mPLAY
Deal found 8/13$679
This Kiwi.com deal was found by Cheapflights users on 8/14. 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 8/187:15 pmSWF - MAD
1 stop30h 40mMultiple Airlines
Wed 8/2710:20 pmMAD - SWF
1 stop25h 45mMultiple Airlines
Deal found 8/14$725
This Gotogate deal was found by Cheapflights users on 8/11. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/197:15 pmSWF - MAD
1 stop20h 20mPLAY
Wed 8/2710:35 pmMAD - SWF
1 stop25h 30mPLAY
Deal found 8/11$731
This Kiwi.com deal was found by Cheapflights users on 8/14. 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.
Wed 8/207:15 pmSWF - MAD
2 stops18h 20mMultiple Airlines
Wed 8/2710:20 pmMAD - SWF
1 stop25h 45mMultiple Airlines
Deal found 8/14$738
This Gotogate deal was found by Cheapflights users on 8/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/197:15 pmSWF - MAD
1 stop20h 20mPLAY
Sun 8/2410:55 pmMAD - SWF
1 stop25h 10mPLAY
Deal found 8/13$787
This PLAY deal was found by Cheapflights users on 8/13. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/197:15 pmSWF - MAD
1 stop20h 20mPLAY
Fri 8/2210:55 pmMAD - SWF
1 stop25h 10mPLAY
Deal found 8/13$811
This Mytrip deal was found by Cheapflights users on 8/13. 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.
Wed 8/207:15 pmSWF - MAD
2 stops18h 20mMultiple Airlines
Mon 8/2510:05 pmMAD - SWF
2 stops26h 00mMultiple Airlines
Deal found 8/13$919
This PLAY deal was found by Cheapflights users on 8/12. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/127:15 pmSWF - MAD
1 stop20h 20mPLAY
Wed 8/2010:35 pmMAD - SWF
1 stop25h 30mPLAY
Deal found 8/12$922
This PLAY deal was found by Cheapflights users on 8/14. 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 PLAY is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:15 pmSWF - MAD
1 stop20h 40mPLAY
Fri 8/2910:55 pmMAD - SWF
1 stop25h 10mPLAY
Deal found 8/14$936
This Mytrip deal was found by Cheapflights users on 8/12. 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.
Wed 8/137:15 pmSWF - MAD
2 stops17h 20mMultiple Airlines
Wed 8/205:55 amMAD - SWF
2 stops18h 10mMultiple Airlines
Deal found 8/12$941

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stewart to Madrid 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 August 14, 2025.
Use the filters below to find and compare flights from New Windsor to Madrid that are best for you.

Fly from

Stewart

Fly to

Madrid

Route

Depart

Return

Price

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Tue 8/26

7:15 pm-9:35 pm

1 stop20h 20m

Madrid Barajas

Fri 8/29

10:55 pm-6:05 pm

1 stop25h 10m

$1,086

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Thu 8/28

7:15 pm-9:55 pm

1 stop20h 40m

Madrid Barajas

Sun 8/31

10:55 pm-6:05 pm

1 stop25h 10m

$1,368

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Tue 8/26

7:15 pm-9:35 pm

1 stop20h 20m

Madrid Barajas

Sun 8/31

10:55 pm-6:05 pm

1 stop25h 10m

$1,374

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Mon 8/25

7:15 pm-11:30 pm

2 stops22h 15m

Madrid Barajas

Sun 8/31

10:55 pm-6:05 pm

1 stop25h 10m

$1,484

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Thu 8/28

7:15 pm-9:55 pm

1 stop20h 40m

Madrid Barajas

Sun 8/31

10:55 pm-6:05 pm

1 stop25h 10m

$1,527

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Tue 8/19

7:15 pm-7:55 am

1 stop30h 40m

$265

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Mon 9/1

7:15 pm-8:30 am

2 stops31h 15m

$266

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Tue 8/26

7:15 pm-1:15 am

2 stops24h 00m

$266

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Mon 8/25

7:15 pm-8:30 am

2 stops31h 15m

$294

New WindsorMadrid

SWF - MAD

SWFMAD

New Windsor Stewart

Wed 8/20

7:15 pm-7:35 pm

2 stops18h 20m

$323

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Best time to book a flight from Stewart to Madrid

Have a flexible travel schedule? Discover the best time to fly to Madrid 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 Madrid

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

Currently, November is the cheapest month in which you can book a flight from New Windsor to Madrid (average of $543). Flying from New Windsor to Madrid in June is currently the most expensive (average of $1,053). 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 Madrid

Get insights into the airlines that provide service to Madrid. 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 Madrid. Reviews last updated August 14, 2025.
Get a feel of what it's like to fly with PLAY from New Windsor to Madrid by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
PLAY
7.0
Good
103 reviews

Boarding

7.3

Comfort

6.5

Entertainment

4.7

Food

5.5

Overall

7.0

Crew

8.0

Reviews

1 / 2
4.0
Okay

Lisa,Oct 2024

BER - KEF

I’ll never fly Play again. We were jammed into the tiniest spaces ever and they didn’t even give us water, tea, or coffee without charging. When we were coming in for a landing I thought we might never make it off the plane alive. The worst.
PLAY
7.0
Good
103 reviews
PLAY
7.0
Good
103 reviews

Boarding

7.3

Comfort

6.5

Entertainment

4.7

Food

5.5

Overall

7.0

Crew

8.0

Reviews

1 / 2
4.0
Okay

Lisa,Oct 2024

BER - KEF

I’ll never fly Play again. We were jammed into the tiniest spaces ever and they didn’t even give us water, tea, or coffee without charging. When we were coming in for a landing I thought we might never make it off the plane alive. The worst.

Related info for your journey

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

  • What is the cheapest airline to fly from New Windsor to Madrid round-trip?

    Flying on PLAY is currently your cheapest option to Madrid, with prices starting at $288.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Stewart to Madrid 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 Madrid?

    Currently, November is the cheapest month in which you can book a flight from New Windsor to Madrid (average of $543). Flying from New Windsor to Madrid in June is currently the most expensive (average of $1,053). 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 Madrid?

Book flights to Madrid if you plan to visit one of these locations
Segovia
Fuenlabrada

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Top airline flying from Stewart to Madrid

Discover the top airline that operate flights from Stewart to Madrid. 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
PLAYCheapest$288Average$457FlexibilityNo cancel feeOn-timeN/A

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