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Stewart

$109+ Cheap flights from Connecticut to New Windsor (SWF)

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 5/29. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SWF
Apr 27 — May 41
Sun 4/27
Sun 5/4
1 adult, Economy
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Cheap flight deals from Connecticut to Stewart

Keep the following information in mind while searching for Connecticut to Stewart flight deals. Data was last updated April 22, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$421
(Mytrip)

One-way from

$109
(Lucky2Go)
Provider with most accurate pricing for Springfield (SFY)-New York (NYC) flight deals.
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Provider most trusted by Cheapflights users for Springfield (SFY)-New York (NYC) flights.
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From Connecticut to New Windsor Stewart
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One-way flight from Connecticut to New Windsor Stewart
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Find flight deals from Connecticut to Stewart

Cheapest flights from Connecticut to Stewart
Explore the most affordable flight options available from Connecticut to Stewart. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 22, 2025.

This Mytrip deal was found by Cheapflights users on 4/22. 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.
Fri 6/61:35 pmPVD - SWF
1 stop27h 23mMultiple Airlines
Fri 6/135:56 pmSWF - PVD
1 stop24h 45mMultiple Airlines
Deal found 4/22$421
This FlightHub deal was found by Cheapflights users on 4/21. 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.
Sun 6/228:05 amBDL - SWF
2 stops11h 07mBreeze Airways
Tue 6/2412:36 pmSWF - BDL
1 stop11h 49mBreeze Airways
Deal found 4/21$622
This Mytrip deal was found by Cheapflights users on 4/22. 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.
Fri 4/255:45 amBDL - SWF
1 stop14h 04mMultiple Airlines
Sun 4/275:53 pmSWF - BDL
1 stop13h 27mMultiple Airlines
Deal found 4/22$653
This KAYAK deal was found by Cheapflights users on 4/21. 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.
Sat 4/265:00 pmPVD - SWF
1 stop17h 57mBreeze Airways
Sun 4/277:54 pmSWF - PVD
1 stop18h 22mBreeze Airways
Deal found 4/21$1,023

Cheapflights Fare Finder

Customize your flight search to find flights from Connecticut 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 April 22, 2025.
Use the filters below to find and compare flights from Connecticut to New Windsor that are best for you.

Fly from

Connecticut

Fly to

Stewart

Route

Depart

Return

Price

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Fri 6/6

1:35 pm-4:58 pm

1 stop27h 23m

New Windsor Stewart

Fri 6/13

5:56 pm-6:41 pm

1 stop24h 45m

$421

HartfordNew Windsor

BDL - SWF

BDLSWF

Hartford Bradley Intl

Sun 6/22

8:05 am-7:12 pm

2 stops11h 07m

New Windsor Stewart

Tue 6/24

12:36 pm-12:25 am

1 stop11h 49m

$622

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Sat 4/26

5:00 pm-10:57 am

1 stop17h 57m

New Windsor Stewart

Sun 4/27

7:54 pm-2:16 pm

1 stop18h 22m

$1,023

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Thu 5/29

11:48 am-12:25 pm

1 stop24h 37m

$109

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Fri 5/30

1:35 pm-1:02 pm

1 stop23h 27m

$208

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Sat 5/17

3:39 pm-10:12 am

1 stop18h 33m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/22

Best time to book a flight from Connecticut to Stewart

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

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

Currently, October is the cheapest month in which you can book a flight from Connecticut to New Windsor (average of $109). Flying from Connecticut to New Windsor in August is currently the most expensive (average of $224). 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.

Reviews of airlines servicing Stewart

Get insights into the airlines that provide service to Stewart. 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 Stewart. Reviews last updated April 22, 2025.
Breeze Airways
8.1
Very good
158 reviews

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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
158 reviews
Breeze Airways
8.1
Very good
158 reviews

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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!
Allegiant Air
7.3
Good
734 reviews
Breeze Airways
8.1
Very good
158 reviews

Crew

8.8

Food

6.7

Overall

8.1

Boarding

8.3

Comfort

8.2

Entertainment

6.6

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 Connecticut to Stewart. 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 into for flights to New Windsor from Connecticut?

    If you book a flight to New Windsor from Connecticut, you will be flying to Stewart, which is the city’s only airport. New Windsor Stewart (SWF) is located 4.3 mi from the center of New Windsor.

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

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

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

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

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

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

    Currently, October is the cheapest month in which you can book a flight from Connecticut to New Windsor (average of $109). Flying from Connecticut to New Windsor in August is currently the most expensive (average of $224). 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 Connecticut?

Book flights to Connecticut if you plan to visit one of these locations
Kingston

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