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Stewart

$488+ Cheap flights from Evansville to New Windsor (EVV - SWF)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/1. Fares are subject to change and may not be available on all flights or dates of travel.
EVV — SWF
Mar 20 — Mar 271
Fri 3/20
Fri 3/27
1 adult, Economy
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Cheap flight deals from Evansville to Stewart

Cheapest flights from Evansville to Stewart
Explore the most affordable flight options available from Evansville to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 18, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/14. 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.
Sun 3/19:21 am
EVV
-
SWF
1 stop23h 52m
Allegiant Air
Thu 3/57:27 pm
SWF
-
EVV
1 stop13h 12m
Allegiant Air
Deal found 2/14$488

Find flight deals from Evansville to Stewart

Discover tips and strategies to find the most affordable flight options for your journey from Evansville (EVV) 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 18, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$488
(Kiwi.com)
Provider with most accurate pricing for Evansville Dress Regional-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Evansville Dress Regional-New York (NYC) flights.
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From Evansville Dress Regional to New Windsor Stewart
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Evansville 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 18, 2026.
Use the filters below to find and compare flights from Evansville to New Windsor that are best for you.

Fly from

Evansville

Fly to

Stewart

Route

Depart

Return

Price

EvansvilleNew Windsor

EVV - SWF

EVVSWF

Evansville Dress Regional

Sun 3/1

9:21 am-10:13 am

1 stop23h 52m

New Windsor Stewart

Thu 3/5

7:27 pm-7:39 am

1 stop13h 12m

$488

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/14

Best time to book a flight from Evansville to Stewart

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

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

Currently, May is the cheapest month in which you can book a flight from Evansville to New Windsor (average of $71). Flying from Evansville to New Windsor in November is currently the most expensive (average of $248). 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 Evansville to Stewart. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Evansville to New Windsor?

    For as low as $488, Allegiant Air can have you in New Windsor from Evansville in 23h 52m. There are 751 mi between Evansville and New Windsor.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Evansville 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 Evansville to New Windsor?

    Currently, May is the cheapest month in which you can book a flight from Evansville to New Windsor (average of $71). Flying from Evansville to New Windsor in November is currently the most expensive (average of $248). 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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