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$130+ 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 12/12. Fares are subject to change and may not be available on all flights or dates of travel.
SWF — BDL
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$494
(Booking.com)

One-way from

$130
(Kiwi.com)
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 September 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/17. 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 9/2612:24 pmSWF - PVD
1 stop11h 06mMultiple Airlines
Sun 9/283:42 pmPVD - SWF
1 stop19h 21mMultiple Airlines
Deal found 9/17$448
This Booking.com deal was found by Cheapflights users on 9/16. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/1212:24 pmSWF - PVD
1 stop10h 46mBreeze Airways
Sun 12/145:33 pmPVD - SWF
1 stop18h 11mBreeze Airways
Deal found 9/16$494
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/2412:24 pmSWF - PVD
1 stop11h 06mMultiple Airlines
Mon 10/277:30 amPVD - SWF
1 stop10h 19mMultiple Airlines
Deal found 9/15$508
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 10/1012:24 pmSWF - PVD
1 stop11h 06mMultiple Airlines
Mon 10/137:30 amPVD - SWF
1 stop9h 58mMultiple Airlines
Deal found 9/15$561
This FlightHub deal was found by Cheapflights users on 9/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2012:24 pmSWF - PVD
1 stop11h 06mBreeze Airways
Thu 10/235:33 pmPVD - SWF
1 stop18h 11mBreeze Airways
Deal found 9/17$645
This FlightHub deal was found by Cheapflights users on 9/16. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/1412:24 pmSWF - PVD
1 stop10h 46mBreeze Airways
Sun 11/165:33 pmPVD - SWF
1 stop18h 11mBreeze Airways
Deal found 9/16$649
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 10/1012:24 pmSWF - PVD
1 stop11h 06mBreeze Airways
Sun 10/125:33 pmPVD - SWF
1 stop18h 11mBreeze Airways
Deal found 9/17$651
This Kiwi.com deal was found by Cheapflights users on 9/15. 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.
Mon 12/2212:24 pmSWF - PVD
1 stop10h 46mBreeze Airways
Wed 12/313:36 pmPVD - SWF
1 stop19h 27mBreeze Airways
Deal found 9/15$659
This Kiwi.com deal was found by Cheapflights users on 9/17. 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 9/1912:24 pmSWF - PVD
1 stop11h 06mBreeze Airways
Sun 9/213:45 pmPVD - SWF
1 stop19h 59mBreeze Airways
Deal found 9/17$689
This FlightHub deal was found by Cheapflights users on 9/17. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/2612:24 pmSWF - PVD
1 stop11h 06mBreeze Airways
Sun 9/283:45 pmPVD - SWF
1 stop19h 59mBreeze Airways
Deal found 9/17$724
This KAYAK deal was found by Cheapflights users on 9/15. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/1811:43 amSWF - BDL
2 stops11h 21mBreeze Airways
Thu 9/252:04 pmBDL - SWF
3 stops21h 40mBreeze Airways
Deal found 9/15$827

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 September 17, 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 WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 9/26

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Sun 9/28

3:42 pm-11:03 am

1 stop19h 21m

$448

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 12/12

12:24 pm-11:10 pm

1 stop10h 46m

Providence-TFGreen

Sun 12/14

5:33 pm-11:44 am

1 stop18h 11m

$494

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 10/24

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Mon 10/27

7:30 am-5:49 pm

1 stop10h 19m

$508

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 10/10

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Mon 10/13

7:30 am-5:28 pm

1 stop9h 58m

$561

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Mon 10/20

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Thu 10/23

5:33 pm-11:44 am

1 stop18h 11m

$645

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 11/14

12:24 pm-11:10 pm

1 stop10h 46m

Providence-TFGreen

Sun 11/16

5:33 pm-11:44 am

1 stop18h 11m

$649

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 9/26

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Sun 9/28

3:45 pm-11:44 am

1 stop19h 59m

$724

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 10/10

12:24 pm-11:30 pm

1 stop11h 06m

Providence-TFGreen

Sun 10/12

11:43 am-11:44 am

2 stops24h 01m

$947

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Fri 12/12

12:24 pm-11:10 pm

1 stop10h 46m

$130

New WindsorProvidence

SWF - PVD

SWFPVD

New Windsor Stewart

Mon 10/13

8:21 pm-4:51 pm

1 stop20h 30m

$151

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/14

Showing 1-10 of 19 results
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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.

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.

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

    Departing from New Windsor to Connecticut will take you 10h 46m. There are 139 mi between New Windsor and Connecticut.

  • 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

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