How long is the flight from New Windsor to Evansville?

A quick flight from New Windsor to Evansville can take about 16h 06m. Allegiant Air provides one of the quickest options available for as low as $505. The distance between New Windsor and Evansville is about 751 mi.

In terms of precipitation, rainfall in Evansville ranges from 2.7 - 4.5 inches per month. March is typically the wettest month, when rainfall can reach 4.5 in. October is typically the driest time to visit Evansville when rainfall is around 2.7 in.

If weather is an important factor for your trip to Evansville, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 32.0 F).

What is the cheapest time of day to fly from SWF to EVV?

When flying from New Windsor to Evansville, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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

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

How can I find direct flights from Stewart to Evansville?

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

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

Yes. Cheapflights offers flight deals from Stewart to Evansville by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$505+ Flights from New Windsor to Evansville

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Cheap flight deals from Stewart to Evansville

Cheapest flights from Stewart to Evansville
Explore the most affordable flight options available from Stewart to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

Wed 2/115:46 pm

SWF

EVV

1 stop16h 06m

Allegiant Air

Sun 2/159:42 am

EVV

SWF

1 stop23h 32m

Allegiant Air

Deal found 1/27

$505

Best flights from Stewart to Evansville
Discover carefully curated flight deals from Stewart to Evansville that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated January 27, 2026.

Wed 2/115:46 pm

SWF

EVV

1 stop16h 06m

Allegiant Air

Sun 2/159:42 am

EVV

SWF

1 stop23h 32m

Allegiant Air

Deal found 1/27

$505

Last-minute flights from Stewart to Evansville
Discover last-minute flight deals from Stewart to Evansville. Data last updated January 27, 2026 and is based on user searches.

Wed 2/115:46 pm

SWF

EVV

1 stop16h 06m

Allegiant Air

Sun 2/159:42 am

EVV

SWF

1 stop23h 32m

Allegiant Air

Deal found 1/27

$505

Find flight deals from Stewart to Evansville

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$505 (Kiwi.com)
Popular in	February
Cheapest in	August

Provider with most accurate pricing for New York (NYC)-Evansville Dress Regional flight deals.

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From New Windsor Stewart to Evansville Dress Regional

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Highest demand for flights based on searches. 26% potential increase in price ($236 potential increase over avg. RT price).

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Cheapest flight prices on average. 6% potential price decrease ($42 potential savings vs. average RT price).

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Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Evansville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

New WindsorEvansville

SWF - EVV

SWFEVV

New Windsor Stewart

Wed 2/11

5:46 pm-8:52 am

1 stop16h 06m

Evansville Dress Regional

Sun 2/15

9:42 am-10:14 am

1 stop23h 32m

$505

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/27

Best time to book a flight from Stewart to Evansville

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

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

Currently, June is the cheapest month in which you can book a flight from New Windsor to Evansville (average of $60). Flying from New Windsor to Evansville in December is currently the most expensive (average of $220). 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

How long is the flight from New Windsor to Evansville?
A quick flight from New Windsor to Evansville can take about 16h 06m. Allegiant Air provides one of the quickest options available for as low as $505. The distance between New Windsor and Evansville is about 751 mi.
Can I find deals for flights from Stewart to Evansville that include hotel bookings?
Yes. In addition to deals on Stewart to Evansville flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Evansville?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Evansville.
Can I find deals for business class flights from Stewart to Evansville?
Yes. Cheapflights offers flight deals from Stewart to Evansville 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 Evansville?
Currently, June is the cheapest month in which you can book a flight from New Windsor to Evansville (average of $60). Flying from New Windsor to Evansville in December is currently the most expensive (average of $220). 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.

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$505+ Cheap flights from New Windsor to Evansville (SWF - EVV)

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 2/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Evansville with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap flight deals from Stewart to Evansville

Cheapest flights from Stewart to EvansvilleExplore the most affordable flight options available from Stewart to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

Explore the most affordable flight options available from Stewart to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.

Find flight deals from Stewart to Evansville

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Most trusted provider

Round-trip from

Popular in

Cheapest in

Cheapflights Fare Finder

Use the filters below to find and compare flights from New Windsor to Evansville that are best for you.

Best time to book a flight from Stewart to Evansville

Have a flexible travel schedule? Discover the best time to fly to Evansville from Stewart with our price prediction graph.

Cheapflights Insights

Everything you need to know about your flight from New Windsor to Evansville

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

Related info for your journey

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

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

How can I find direct flights from Stewart to Evansville?

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

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

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Cheapest flights from Stewart to Evansville
Explore the most affordable flight options available from Stewart to Evansville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on January 27, 2026.