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$260+ 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 5/30. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BDL
May 5 — May 121
Mon 5/5
Mon 5/12
1 adult, Economy
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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 April 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(Mytrip)

One-way from

$260
(Booking.com)
Provider with most accurate pricing for New York (NYC)-Springfield (SFY) flight deals.
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Provider most trusted by Cheapflights users for New York (NYC)-Springfield (SFY) flights.
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From New Windsor Stewart to Connecticut
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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 April 30, 2025.

This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 5/296:06 pmSWF - BDL
1 stop13h 33mMultiple Airlines
Thu 6/512:27 pmBDL - SWF
1 stop30h 01mMultiple Airlines
Deal found 4/29$289
This Mytrip deal was found by Cheapflights users on 4/29. 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.
Thu 5/2912:06 pmSWF - PVD
1 stop24h 37mMultiple Airlines
Thu 6/511:57 amPVD - SWF
1 stop22h 34mMultiple Airlines
Deal found 4/29$435
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/2912:06 pmSWF - PVD
1 stop24h 37mBreeze Airways
Thu 6/54:44 pmPVD - SWF
1 stop20h 04mBreeze Airways
Deal found 4/29$589

Cheapflights Fare Finder

Customize your flight search to find flights from Stewart to Connecticut 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 April 30, 2025.
Use the filters below to find and compare flights from New Windsor to Connecticut that are best for you.

Fly from

Stewart

Fly to

Connecticut

Route

Depart

Return

Price

New WindsorHartford

SWF - BDL

SWFBDL

New Windsor Stewart

Thu 5/29

6:06 pm-7:39 am

1 stop13h 33m

Hartford Bradley Intl

Thu 6/5

12:27 pm-6:28 pm

1 stop30h 01m

$289

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Thu 5/29

12:06 pm-12:43 pm

1 stop24h 37m

Providence-TFGreen

Thu 6/5

11:57 am-10:31 am

1 stop22h 34m

$435

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Thu 5/29

12:06 pm-12:43 pm

1 stop24h 37m

Providence-TFGreen

Thu 6/5

4:44 pm-12:48 pm

1 stop20h 04m

$589

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 5/30

1:28 pm-11:05 pm

1 stop9h 37m

$260

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Sun 6/8

7:06 pm-10:51 pm

1 stop27h 45m

$262

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

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

Rainfall in Connecticut by month

Plan your trip to Connecticut by taking into account the average rainfall totals by month.

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.

Temperature in Connecticut by month

Plan your trip to Connecticut by taking into account the average temperature totals by month.

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).

Reviews of airlines servicing Connecticut

Get insights into the airlines that provide service to Connecticut. 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 Connecticut. Reviews last updated April 30, 2025.
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

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
160 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Boarding

8.3

Comfort

8.2

Entertainment

6.6

Food

6.7

Overall

8.1

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

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?

    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 June is currently the most expensive (average of $357). 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

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