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Stewart

$539+ Cheap flights from Love Field (DAL) 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 3/18. Fares are subject to change and may not be available on all flights or dates of travel.
DAL — SWF
Mar 19 — Mar 261
Thu 3/19
Thu 3/26
1 adult, Economy
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Cheap flight deals from Love Field to Stewart

One-way flights from Love Field to Stewart
Search for one-way flight options from Love Field to Stewart. Find affordable one-way fares based on user searches. Data last updated February 17, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/16. 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 3/186:05 am
DAL
-
SWF
3 stops26h 34m
Multiple Airlines
Deal found 2/16$539
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2510:45 am
DAL
-
SWF
3 stops46h 28m
Multiple Airlines
Deal found 2/13$555
This Kiwi.com deal was found by Cheapflights users on 2/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/276:00 am
DAL
-
SWF
3 stops52h 02m
Multiple Airlines
Deal found 2/13$851

Find flight deals from Love Field to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Love Field (DAL) 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 February 17, 2026.

Popular in

December

Cheapest in

February

Average price

$183
Highest demand for flights based on searches. 6% potential increase in price ($13 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in February 2026
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Love Field 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 February 17, 2026.
Use the filters below to find and compare flights from Dallas Love Field Airport to New Windsor that are best for you.

Fly from

Love Field

Fly to

Stewart

Route

Depart

Return

Price

DallasNew Windsor

DAL - SWF

DALSWF

Dallas Love Field

Wed 3/18

6:05 am-9:39 am

3 stops26h 34m

$539

DallasNew Windsor

DAL - SWF

DALSWF

Dallas Love Field

Wed 2/25

10:45 am-10:13 am

3 stops46h 28m

$555

DallasNew Windsor

DAL - SWF

DALSWF

Dallas Love Field

Fri 2/27

6:00 am-11:02 am

3 stops52h 02m

$851

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/16

Best time to book a flight from Love Field to Stewart

Have a flexible travel schedule? Discover the best time to fly to Stewart from Love Field 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 Dallas Love Field Airport to New Windsor

What is the cheapest month to book a flight from Dallas Love Field Airport to New Windsor?

Currently, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to New Windsor (average of $119). Flying from Dallas Love Field Airport to New Windsor in July is currently the most expensive (average of $274). 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 Love Field 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 Dallas Love Field?

    New Windsor Stewart (SWF), located 4.3 mi from the city center, is the airport you fly into when you book flights from Dallas Love Field to New Windsor. 0 airlines have flights to Stewart from Dallas Love Field on a regular basis. Booking flights from Dallas Love Field to New Windsor Stewart should not be difficult; the airport handles an average of 0 inbound flights from Dallas Love Field per day.

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

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

  • How can I find direct flights from Love Field to Stewart?

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

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

    Yes. Cheapflights offers flight deals from Love Field 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 Dallas Love Field Airport to New Windsor?

    Currently, September is the cheapest month in which you can book a flight from Dallas Love Field Airport to New Windsor (average of $119). Flying from Dallas Love Field Airport to New Windsor in July is currently the most expensive (average of $274). 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 New Windsor?

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

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