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

Currently, November is the cheapest month in which you can book a flight from New Windsor to Connecticut (average of $287). Flying from New Windsor to Connecticut in December is currently the most expensive (average of $351). 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.

In terms of precipitation, rainfall in Connecticut ranges from 3.1 - 4.1 inches per month. September is typically the wettest month, when rainfall can reach 4.1 in. February is typically the driest time to visit Connecticut when rainfall is around 3.1 in.

If weather is an important factor for your trip to Connecticut, 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 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 24.8 F).

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

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from New Windsor to Connecticut as you normally would.

What airport do you fly from for flights from New Windsor to Connecticut?

For a flight from New Windsor to Connecticut, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.

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

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

How can I find direct flights from Stewart to Connecticut?

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

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

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

$234+ Flights from New Windsor to Connecticut

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Cheap flight deals from Stewart to Connecticut

Round-trip from	$456 (Mytrip)
One-way from	$234 (Mytrip)

From New Windsor Stewart to Connecticut

Search Deals

One-way flight from New Windsor Stewart to Connecticut

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Find flight deals from Stewart to Connecticut

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

Mon 7/287:56 pmSWF - PVD

3 stops21h 51mMultiple Airlines

Mon 8/46:00 amPVD - SWF

2 stops13h 06mMultiple Airlines

Deal found 6/30

$456

Fri 9/1212:24 pmSWF - PVD

1 stop11h 06mBreeze Airways

Sun 9/143:45 pmPVD - SWF

1 stop19h 59mBreeze Airways

Deal found 7/1

$479

Thu 7/317:52 pmSWF - BDL

2 stops21h 49mBreeze Airways

Thu 8/71:10 pmBDL - SWF

3 stops23h 38mBreeze Airways

Deal found 7/1

$595

Best flights from Stewart to Connecticut
Discover carefully curated flight deals from Stewart to Connecticut that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 2, 2025.

Mon 7/287:56 pmSWF - PVD

3 stops21h 51mMultiple Airlines

Mon 8/46:00 amPVD - SWF

2 stops13h 06mMultiple Airlines

Deal found 6/30

$456

Fri 9/1212:24 pmSWF - PVD

1 stop11h 06mBreeze Airways

Sun 9/143:45 pmPVD - SWF

1 stop19h 59mBreeze Airways

Deal found 7/1

$479

Thu 7/317:52 pmSWF - BDL

2 stops21h 49mBreeze Airways

Thu 8/71:10 pmBDL - SWF

3 stops23h 38mBreeze Airways

Deal found 7/1

$595

Last-minute flights from Stewart to Connecticut
Discover last-minute flight deals from Stewart to Connecticut. Data last updated July 2, 2025 and is based on user searches.

Fri 7/117:56 pmSWF - PVD

2 stops18h 47mMultiple Airlines

Sun 7/137:10 amPVD - SWF

2 stops27h 19mMultiple Airlines

Deal found 6/30

$632

Fri 7/111:28 pmSWF - PVD

1 stop9h 37mBreeze Airways

Sun 7/134:44 pmPVD - SWF

1 stop20h 04mBreeze Airways

Deal found 6/30

$689

Fri 7/187:56 pmSWF - PVD

2 stops18h 47mMultiple Airlines

Mon 7/216:00 amPVD - SWF

2 stops13h 06mMultiple Airlines

Deal found 7/2

$481

Mon 7/211:28 pmSWF - PVD

1 stop9h 37mBreeze Airways

Thu 7/244:44 pmPVD - SWF

1 stop20h 04mBreeze Airways

Deal found 7/1

$508

Thu 7/317:52 pmSWF - BDL

2 stops21h 49mBreeze Airways

Thu 8/71:10 pmBDL - SWF

3 stops23h 38mBreeze Airways

Deal found 7/1

$595

One-way flights from Stewart to Connecticut
Search for one-way flight options from Stewart to Connecticut. Find affordable one-way fares based on user searches. Data last updated July 2, 2025.

Fri 7/257:56 pmSWF - PVD

2 stops27h 19mMultiple Airlines

Deal found 7/2

$234

Fri 8/291:28 pmSWF - PVD

1 stop9h 42mBreeze Airways

Deal found 6/30

$237

Tue 7/1512:36 pmSWF - BDL

1 stop11h 49mBreeze Airways

Deal found 7/1

$325

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Mon 7/28

7:56 pm-5:47 pm

3 stops21h 51m

Providence-TFGreen

Mon 8/4

6:00 am-7:06 pm

2 stops13h 06m

$456

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 9/12

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Sun 9/14

3:45 pm-11:44 am

1 stop19h 59m

$479

New WindsorHartford

SWF - BDL

SWFBDL

New Windsor Stewart

Thu 7/31

7:52 pm-5:41 pm

2 stops21h 49m

Hartford Bradley Intl

Thu 8/7

1:10 pm-12:48 pm

3 stops23h 38m

$595

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 7/25

7:56 pm-11:15 pm

2 stops27h 19m

$234

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 8/29

1:28 pm-11:10 pm

1 stop9h 42m

$237

New WindsorHartford

SWF - BDL

SWFBDL

New Windsor Stewart

Tue 7/15

12:36 pm-12:25 am

1 stop11h 49m

$325

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/2

Best time to book a flight from Stewart to Connecticut

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

No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Connecticut

Peruse reviews from past customers who have flown with Breeze Airways from New Windsor to Connecticut to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Breeze Airways

8.1

Very good

182 reviews

Breeze Airways

8.1

Very good

182 reviews

Reviews

1 / 11

10.0

Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

What airport do you fly from for flights from New Windsor to Connecticut?
For a flight from New Windsor to Connecticut, you will be flying from Stewart. New Windsor Stewart (SWF) is just 4.3 mi from the center of the city.
Can I find deals for flights from Stewart to Connecticut that include hotel bookings?
Yes. In addition to deals on Stewart to Connecticut flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Stewart to Connecticut?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stewart to Connecticut.
Can I find deals for business class flights from Stewart to Connecticut?
Yes. Cheapflights offers flight deals from Stewart to Connecticut 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 Connecticut?
Currently, November is the cheapest month in which you can book a flight from New Windsor to Connecticut (average of $287). Flying from New Windsor to Connecticut in December is currently the most expensive (average of $351). 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

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$234+ Cheap flights from New Windsor (SWF) to Connecticut

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 7/25. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Stewart to Connecticut 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 Connecticut

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

Round-trip from

One-way from

Find flight deals from Stewart to Connecticut

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

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

Cheapflights Fare Finder

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

Best time to book a flight from Stewart to Connecticut

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

Cheapflights Insights

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

Reviews of airlines servicing Connecticut

Peruse reviews from past customers who have flown with Breeze Airways from New Windsor to Connecticut to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Stewart to Connecticut. 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 Connecticut?

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

How can I find direct flights from Stewart to Connecticut?

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

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

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 Connecticut

See prices for flight routes from nearby airports that may be better suited for you.

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