HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$186+ Cheap flights from Connecticut to Westchester County

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 3/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
Mar 2 — Mar 91
Sun 3/2
Sun 3/9
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Connecticut to Westchester County 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 Westchester County

Keep the following information in mind while searching for Connecticut to Westchester County flight deals. Data was last updated February 25, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$283
(Delta)

One-way from

$186
(JetBlue)
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 Westchester County
Search Deals
One-way flight from Connecticut to Westchester County
Search Deals

Find flight deals from Connecticut to Westchester County

Cheapest flights from Connecticut to Westchester County
Explore the most affordable flight options available from Connecticut to Westchester County. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 25, 2025.

This Delta deal was found by Cheapflights users on 2/24. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/247:15 amJFK - HPN
1 stop9h 25mDelta
Tue 4/112:35 pmHPN - JFK
1 stop10h 39mDelta
Deal found 2/24$283
This JetBlue deal was found by Cheapflights users on 2/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/257:00 amLGA - HPN
1 stop6h 30mJetBlue
Tue 4/12:25 pmHPN - LGA
1 stop7h 20mJetBlue
Deal found 2/24$322
This JetBlue deal was found by Cheapflights users on 2/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/256:30 amJFK - HPN
1 stop7h 00mJetBlue
Tue 4/12:25 pmHPN - JFK
1 stop7h 34mJetBlue
Deal found 2/24$322
This JetBlue deal was found by Cheapflights users on 2/24. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/255:45 amEWR - HPN
1 stop7h 45mJetBlue
Tue 4/12:25 pmHPN - EWR
1 stop8h 24mJetBlue
Deal found 2/24$352
This American Airlines deal was found by Cheapflights users on 2/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/236:00 amLGA - HPN
1 stop12h 00mAmerican Airlines
Wed 4/3011:12 amHPN - LGA
1 stop12h 17mAmerican Airlines
Deal found 2/24$383
This Mytrip deal was found by Cheapflights users on 2/24. 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.
Sun 3/237:55 pmLGA - HPN
1 stop16h 35mMultiple Airlines
Thu 3/278:20 amHPN - LGA
2 stops24h 40mMultiple Airlines
Deal found 2/24$397
This Mytrip deal was found by Cheapflights users on 2/24. 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.
Tue 3/2510:10 pmEWR - HPN
2 stops14h 35mMultiple Airlines
Tue 4/11:29 pmHPN - EWR
1 stop26h 46mMultiple Airlines
Deal found 2/24$456
This JetBlue deal was found by Cheapflights users on 2/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/173:05 pmBDL - HPN
1 stop6h 51mJetBlue
Sun 5/252:25 pmHPN - BDL
1 stop9h 48mJetBlue
Deal found 2/25$508
This Breeze Airways deal was found by Cheapflights users on 2/25. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/17:00 amPVD - HPN
1 stop5h 30mBreeze Airways
Fri 7/48:00 amHPN - PVD
1 stop14h 59mBreeze Airways
Deal found 2/25$750
This American Airlines deal was found by Cheapflights users on 2/24. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/279:00 pmJFK - HPN
1 stop13h 44mAmerican Airlines
Sun 3/25:09 pmHPN - JFK
1 stop14h 45mAmerican Airlines
Deal found 2/24$804

Find flights from Connecticut to Westchester County within your budget

Customize your flight search to find flights from Connecticut to Westchester County 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 February 25, 2025.

Fly from

Connecticut

Fly to

Westchester County

Route

Depart

Return

Price

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

Mon 3/24

7:15 am-4:40 pm

1 stop9h 25m

White Plains Westchester County

Tue 4/1

12:35 pm-11:14 pm

1 stop10h 39m

$283

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Tue 3/25

7:00 am-1:30 pm

1 stop6h 30m

White Plains Westchester County

Tue 4/1

2:25 pm-9:45 pm

1 stop7h 20m

$322

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

Tue 3/25

6:30 am-1:30 pm

1 stop7h 00m

White Plains Westchester County

Tue 4/1

2:25 pm-9:59 pm

1 stop7h 34m

$322

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Tue 3/25

5:45 am-1:30 pm

1 stop7h 45m

White Plains Westchester County

Tue 4/1

2:25 pm-10:49 pm

1 stop8h 24m

$352

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Wed 4/23

6:00 am-6:00 pm

1 stop12h 00m

White Plains Westchester County

Wed 4/30

11:12 am-11:29 pm

1 stop12h 17m

$383

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Sun 3/23

7:55 pm-12:30 pm

1 stop16h 35m

White Plains Westchester County

Thu 3/27

8:20 am-9:00 am

2 stops24h 40m

$397

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Tue 3/25

10:10 pm-12:45 pm

2 stops14h 35m

White Plains Westchester County

Tue 4/1

1:29 pm-4:15 pm

1 stop26h 46m

$456

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Sat 5/17

3:05 pm-9:56 pm

1 stop6h 51m

White Plains Westchester County

Sun 5/25

2:25 pm-12:13 am

1 stop9h 48m

$508

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

Tue 7/1

7:00 am-12:30 pm

1 stop5h 30m

White Plains Westchester County

Fri 7/4

8:00 am-10:59 pm

1 stop14h 59m

$750

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Wed 3/12

6:00 am-1:30 pm

1 stop7h 30m

$186

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/25

Showing 1-10 of 14 results
1
2

Best time to book a flight from Connecticut to Westchester County

Have a flexible travel schedule? Discover the best time to fly to Westchester County 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.

Travel insights for flights from Connecticut to Westchester County

Get recent, data-driven insights about flights from Connecticut to Westchester County including ideal travel times, pricing trends, and more.
No data available for this route at this time. Please check back soon.

Reviews of airlines servicing Westchester County

Get insights into the airlines that provide service to Westchester County. 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 Westchester County. Reviews last updated February 25, 2025.
Breeze Airways
8.1
Very good
150 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Comfort

8.2

Crew

8.8

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
150 reviews
Breeze Airways
8.1
Very good
150 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Comfort

8.2

Crew

8.8

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!

Delta
8.0
Very good
8,165 reviews
Breeze Airways
8.1
Very good
150 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Comfort

8.2

Crew

8.8

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!

JetBlue
7.4
Good
3,052 reviews
Breeze Airways
8.1
Very good
150 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Comfort

8.2

Crew

8.8

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!

American Airlines
7.2
Good
10,000 reviews
Breeze Airways
8.1
Very good
150 reviews

Entertainment

6.6

Boarding

8.3

Food

6.7

Comfort

8.2

Crew

8.8

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 Connecticut to Westchester County. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

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

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

  • How can I find direct flights from Connecticut to Westchester County?

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

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

    Yes. Cheapflights offers flight deals from Connecticut to Westchester County 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 Westchester County?

    Currently, January is the cheapest month in which you can book a flight from Connecticut to Westchester County (average of $276). Flying from Connecticut to Westchester County in March is currently the most expensive (average of $341). 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Connecticut to Westchester County

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