HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Stewart

$133+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — SWF
Apr 6 — Apr 131
Sun 4/6
Sun 4/13
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Stewart with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 1, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$419
(Mytrip)

One-way from

$133
(Mytrip)
Provider with most accurate pricing for Springfield (SFY)-New York (NYC) flight deals.
Search Deals
Provider most trusted by Cheapflights users for Springfield (SFY)-New York (NYC) flights.
Search Deals
From Connecticut to New Windsor Stewart
Search Deals
One-way flight from Connecticut to New Windsor Stewart
Search Deals

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 1, 2025.

This Mytrip deal was found by Cheapflights users on 3/31. 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.
Wed 6/187:58 pmBDL - SWF
1 stop21h 58mMultiple Airlines
Sun 6/226:41 pmSWF - BDL
1 stop24h 21mMultiple Airlines
Deal found 3/31$419
This Mytrip deal was found by Cheapflights users on 3/31. 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 4/37:30 pmPVD - SWF
1 stop21h 11mMultiple Airlines
Wed 4/910:51 amSWF - PVD
2 stops36h 08mMultiple Airlines
Deal found 3/31$631
This Gotogate deal was found by Cheapflights users on 3/31. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/154:44 pmPVD - SWF
1 stop20h 04mBreeze Airways
Thu 5/2211:00 amSWF - PVD
1 stop11h 20mBreeze Airways
Deal found 3/31$774

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 1, 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

HartfordNew Windsor

BDL - SWF

BDLSWF

Hartford Bradley Intl

Wed 6/18

7:58 pm-5:56 pm

1 stop21h 58m

New Windsor Stewart

Sun 6/22

6:41 pm-7:02 pm

1 stop24h 21m

$419

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Sun 4/27

7:20 pm-9:11 am

1 stop13h 51m

New Windsor Stewart

Mon 4/28

12:00 pm-11:11 pm

1 stop11h 11m

$639

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Thu 5/15

4:44 pm-12:48 pm

1 stop20h 04m

New Windsor Stewart

Thu 5/22

11:00 am-10:20 pm

1 stop11h 20m

$774

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Tue 4/8

11:52 am-10:01 am

1 stop22h 09m

$133

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Mon 5/5

6:00 am-7:49 pm

1 stop13h 49m

$264

HartfordNew Windsor

BDL - SWF

BDLSWF

Hartford Bradley Intl

Mon 6/23

6:31 pm-11:56 am

2 stops17h 25m

$356

ProvidenceNew Windsor

PVD - SWF

PVDSWF

Providence-TFGreen

Wed 4/30

3:39 pm-10:12 am

1 stop18h 33m

$374

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/31

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 1, 2025.
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Food

6.7

Comfort

8.2

Boarding

8.3

Overall

8.1

Crew

8.8

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
157 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Food

6.7

Comfort

8.2

Boarding

8.3

Overall

8.1

Crew

8.8

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
731 reviews
Breeze Airways
8.1
Very good
157 reviews

Entertainment

6.6

Food

6.7

Comfort

8.2

Boarding

8.3

Overall

8.1

Crew

8.8

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

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 Connecticut to Stewart

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to John F Kennedy Intl flights
Dallas/Fort Worth to LaGuardia flights
San Francisco to John F Kennedy Intl flights
Los Angeles to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
O'Hare Intl to LaGuardia flights
San Francisco to Newark flights
Atlanta to LaGuardia flights
Los Angeles to LaGuardia flights
Fort Lauderdale to Newark flights
Seattle to Newark flights
Dallas/Fort Worth to John F Kennedy Intl flights
Fort Lauderdale to LaGuardia flights
Seattle to John F Kennedy Intl flights
Orlando to LaGuardia flights
Miami to LaGuardia flights
Miami to John F Kennedy Intl flights
Atlanta to John F Kennedy Intl flights
Orlando to Newark flights
Miami to Newark flights
San Francisco to LaGuardia flights
O'Hare Intl to Newark flights
Denver to John F Kennedy Intl flights
Atlanta to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Denver to Newark flights
Hobby to Newark flights
Orlando to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights
Tampa to Newark flights
Charlotte to John F Kennedy Intl flights
Sky Harbor Intl to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
Minneapolis to LaGuardia flights
Hobby to LaGuardia flights
Midway to Newark flights
Burbank to Newark flights
San Diego to John F Kennedy Intl flights
Denver to LaGuardia flights
Seattle to LaGuardia flights
Boston to Newark flights
Tampa to John F Kennedy Intl flights
George Bush Intcntl to John F Kennedy Intl flights
West Palm Beach to John F Kennedy Intl flights
George Bush Intcntl to Newark flights
Detroit to John F Kennedy Intl flights
San Diego to Newark flights
Boston to LaGuardia flights
Raleigh to John F Kennedy Intl flights

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.