HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Westchester County

$197+ 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 5/21. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
may. 11 — may. 181
dom. 5/11
dom. 5/18
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 mayo 6, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$353
(JetBlue)

One-way from

$197
(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 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 mayo 6, 2025.

This JetBlue deal was found by Cheapflights users on 5/5. 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.
lun. 6/22:50 pmJFK - HPN
1 stop19h 18mJetBlue
mié. 6/119:00 amHPN - JFK
1 stop10h 28mJetBlue
Deal found 5/5$353
This JetBlue deal was found by Cheapflights users on 5/6. 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.
jue. 5/296:10 amEWR - HPN
1 stop9h 20mJetBlue
jue. 6/52:29 pmHPN - EWR
1 stop7h 33mJetBlue
Deal found 5/6$355
This JetBlue deal was found by Cheapflights users on 5/5. 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.
lun. 6/23:55 pmLGA - HPN
1 stop7h 05mJetBlue
lun. 6/99:00 amHPN - LGA
1 stop9h 40mJetBlue
Deal found 5/5$363
This JetBlue deal was found by Cheapflights users on 5/6. 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.
mar. 6/38:40 amBDL - HPN
1 stop6h 50mJetBlue
mar. 6/107:00 amHPN - BDL
1 stop9h 29mJetBlue
Deal found 5/6$363
This JetBlue deal was found by Cheapflights users on 5/6. 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.
mié. 5/217:30 amPVD - HPN
1 stop8h 00mJetBlue
dom. 5/257:00 amHPN - PVD
1 stop10h 26mJetBlue
Deal found 5/6$368
This Delta deal was found by Cheapflights users on 5/6. 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.
dom. 6/18:05 amJFK - HPN
1 stop25h 42mDelta
sáb. 6/76:29 amHPN - JFK
1 stop15h 31mDelta
Deal found 5/6$404
This Mytrip deal was found by Cheapflights users on 5/5. 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.
lun. 6/21:22 pmEWR - HPN
1 stop23h 08mMultiple Airlines
lun. 6/98:00 amHPN - EWR
2 stops8h 54mMultiple Airlines
Deal found 5/5$423
This American Airlines deal was found by Cheapflights users on 5/5. 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.
mar. 6/31:30 pmLGA - HPN
1 stop21h 20mAmerican Airlines
mar. 6/106:30 amHPN - LGA
1 stop9h 49mAmerican Airlines
Deal found 5/5$441
This Mytrip deal was found by Cheapflights users on 5/5. 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.
dom. 5/186:00 amLGA - HPN
2 stops38h 59mMultiple Airlines
mié. 5/218:10 amHPN - LGA
1 stop14h 13mMultiple Airlines
Deal found 5/5$526
This KAYAK deal was found by Cheapflights users on 5/6. 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.
lun. 8/46:00 amPVD - HPN
1 stop14h 59mBreeze Airways
mar. 8/128:29 amHPN - PVD
1 stop14h 55mBreeze Airways
Deal found 5/6$548
This American Airlines deal was found by Cheapflights users on 5/6. 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.
vie. 5/95:45 pmJFK - HPN
1 stop17h 05mAmerican Airlines
dom. 5/116:30 amHPN - JFK
1 stop12h 45mAmerican Airlines
Deal found 5/6$878

Cheapflights Fare Finder

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 mayo 6, 2025.
Use the filters below to find and compare flights from Connecticut to Westchester County that are best for you.

Fly from

Connecticut

Fly to

Westchester County

Route

Depart

Return

Price

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

lun. 6/2

2:50 pm-10:08 am

1 stop19h 18m

White Plains Westchester County

mié. 6/11

9:00 am-7:28 pm

1 stop10h 28m

$353

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

jue. 5/29

6:10 am-3:30 pm

1 stop9h 20m

White Plains Westchester County

jue. 6/5

2:29 pm-10:02 pm

1 stop7h 33m

$355

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

lun. 6/2

3:55 pm-11:00 pm

1 stop7h 05m

White Plains Westchester County

lun. 6/9

9:00 am-6:40 pm

1 stop9h 40m

$363

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

mar. 6/3

8:40 am-3:30 pm

1 stop6h 50m

White Plains Westchester County

mar. 6/10

7:00 am-4:29 pm

1 stop9h 29m

$363

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

mié. 5/21

7:30 am-3:30 pm

1 stop8h 00m

White Plains Westchester County

dom. 5/25

7:00 am-5:26 pm

1 stop10h 26m

$368

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

dom. 6/1

8:05 am-9:47 am

1 stop25h 42m

White Plains Westchester County

sáb. 6/7

6:29 am-10:00 pm

1 stop15h 31m

$404

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

lun. 6/2

1:22 pm-12:30 pm

1 stop23h 08m

White Plains Westchester County

lun. 6/9

8:00 am-4:54 pm

2 stops8h 54m

$423

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

mar. 6/3

1:30 pm-10:50 am

1 stop21h 20m

White Plains Westchester County

mar. 6/10

6:30 am-4:19 pm

1 stop9h 49m

$441

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

dom. 5/18

6:00 am-8:59 pm

2 stops38h 59m

White Plains Westchester County

mié. 5/21

8:10 am-10:23 pm

1 stop14h 13m

$526

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

lun. 8/4

6:00 am-8:59 pm

1 stop14h 59m

White Plains Westchester County

mar. 8/12

8:29 am-11:24 pm

1 stop14h 55m

$548

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/6

Showing 1-10 of 21 results
1
2
3

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.

Cheapflights Insights

Everything you need to know about your flight from Connecticut to Westchester County
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 mayo 6, 2025.
Peruse reviews from past customers who have flown with Breeze Airways, Delta and JetBlue from Connecticut to Westchester County to help guide your decision. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

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

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

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
7,944 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

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
7.3
Good
2,922 reviews
Breeze Airways
8.1
Very good
160 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

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
160 reviews

Crew

8.8

Overall

8.1

Entertainment

6.6

Boarding

8.3

Comfort

8.2

Food

6.7

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.

  • What are the cheapest airlines to fly from Connecticut to Westchester County one-way?

    The cheapest airlines for a one-way flight from Connecticut to Westchester County are JetBlue ($202), Breeze Airways ($264), and American Airlines ($410).

  • 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 $339). 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
Dallas/Fort Worth to John F Kennedy Intl flights
San Francisco to John F Kennedy Intl flights
San Francisco to Newark flights
Dallas/Fort Worth to LaGuardia flights
Seattle to Newark flights
Los Angeles to Newark flights
O'Hare Intl to John F Kennedy Intl flights
Seattle to John F Kennedy Intl flights
Los Angeles to LaGuardia flights
Atlanta to LaGuardia flights
San Francisco to LaGuardia flights
Miami to John F Kennedy Intl flights
Dallas/Fort Worth to Newark flights
Atlanta to John F Kennedy Intl flights
O'Hare Intl to LaGuardia flights
Atlanta to Newark flights
Fort Lauderdale to Newark flights
Ontario to John F Kennedy Intl flights
Hobby to John F Kennedy Intl flights
O'Hare Intl to Newark flights
Fort Lauderdale to LaGuardia flights
Miami to LaGuardia flights
Miami to Newark flights
Denver to LaGuardia flights
Tampa to Newark flights
Fort Lauderdale to John F Kennedy Intl flights
Orlando to John F Kennedy Intl flights
San Diego to John F Kennedy Intl flights
Hobby to LaGuardia flights
Charlotte to John F Kennedy Intl flights
Hobby to Newark flights
Burbank to Newark flights
Orlando to Newark flights
Sky Harbor Intl to John F Kennedy Intl flights
Seattle to LaGuardia flights
Ontario to Newark flights
Tampa to John F Kennedy Intl flights
Santa Ana to Newark flights
Orlando to LaGuardia flights
George Bush Intcntl to John F Kennedy Intl flights
San Diego to Newark flights
Midway to Newark flights
Denver to Newark flights
Denver to John F Kennedy Intl flights
Midway to John F Kennedy Intl flights
Oakland to Newark flights
Minneapolis to LaGuardia flights
Austin to John F Kennedy Intl flights
West Palm Beach 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.