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Westchester County

$157+ 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 7/31. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
1 adult, Economy
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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 July 3, 2025.

Round-trip from

$283
(JetBlue)

One-way from

$157
(JetBlue)
From Connecticut to Westchester County
Search Deals
One-way flight from Connecticut to Westchester County
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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 July 3, 2025.

This JetBlue deal was found by Cheapflights users on 7/1. 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.
Wed 10/12:29 pmJFK - HPN
1 stop8h 01mJetBlue
Sat 10/47:30 amHPN - JFK
1 stop9h 19mJetBlue
Deal found 7/1$283
This JetBlue deal was found by Cheapflights users on 7/2. 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 8/53:20 pmBDL - HPN
1 stop8h 11mJetBlue
Tue 8/192:29 pmHPN - BDL
1 stop7h 56mJetBlue
Deal found 7/2$283
This JetBlue deal was found by Cheapflights users on 7/1. 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 9/273:05 pmLGA - HPN
1 stop7h 55mJetBlue
Tue 9/307:30 amHPN - LGA
1 stop8h 00mJetBlue
Deal found 7/1$293
This JetBlue deal was found by Cheapflights users on 7/1. 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 7/293:59 pmEWR - HPN
1 stop6h 54mJetBlue
Mon 8/44:05 pmHPN - EWR
1 stop7h 43mJetBlue
Deal found 7/1$303
This JetBlue deal was found by Cheapflights users on 7/2. 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.
Thu 7/176:00 amPVD - HPN
1 stop8h 29mJetBlue
Mon 7/218:30 amHPN - PVD
1 stop10h 22mJetBlue
Deal found 7/2$323
This Mytrip deal was found by Cheapflights users on 7/2. 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 7/313:59 pmEWR - HPN
1 stop5h 00mMultiple Airlines
Thu 8/71:06 pmHPN - EWR
1 stop7h 54mMultiple Airlines
Deal found 7/2$398
This Mytrip deal was found by Cheapflights users on 7/2. 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 7/3110:55 amLGA - HPN
2 stops10h 04mMultiple Airlines
Thu 8/78:10 amHPN - LGA
1 stop13h 52mMultiple Airlines
Deal found 7/2$520
This FlightHub deal was found by Cheapflights users on 7/2. 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 7/186:00 amPVD - HPN
1 stop14h 59mBreeze Airways
Sat 7/197:40 pmHPN - PVD
1 stop26h 40mBreeze Airways
Deal found 7/2$605
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/109:29 amLGA - HPN
1 stop8h 52mAmerican Airlines
Sun 7/1311:14 amHPN - LGA
1 stop12h 30mAmerican Airlines
Deal found 7/1$887
This American Airlines deal was found by Cheapflights users on 7/2. 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.
Fri 7/49:30 pmJFK - HPN
1 stop20h 51mAmerican Airlines
Mon 7/711:19 amHPN - JFK
1 stop9h 11mAmerican Airlines
Deal found 7/2$926
This American Airlines deal was found by Cheapflights users on 7/1. 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 7/39:04 amPVD - HPN
1 stop5h 36mAmerican Airlines
Thu 7/35:29 pmHPN - PVD
1 stop23h 23mAmerican Airlines
Deal found 7/1$1,342

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 July 3, 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

Wed 10/1

2:29 pm-10:30 pm

1 stop8h 01m

White Plains Westchester County

Sat 10/4

7:30 am-4:49 pm

1 stop9h 19m

$283

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Tue 8/5

3:20 pm-11:31 pm

1 stop8h 11m

White Plains Westchester County

Tue 8/19

2:29 pm-10:25 pm

1 stop7h 56m

$283

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Sat 9/27

3:05 pm-11:00 pm

1 stop7h 55m

White Plains Westchester County

Tue 9/30

7:30 am-3:30 pm

1 stop8h 00m

$293

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Tue 7/29

3:59 pm-10:53 pm

1 stop6h 54m

White Plains Westchester County

Mon 8/4

4:05 pm-11:48 pm

1 stop7h 43m

$303

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

Thu 7/17

6:00 am-2:29 pm

1 stop8h 29m

White Plains Westchester County

Mon 7/21

8:30 am-6:52 pm

1 stop10h 22m

$323

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Thu 7/31

3:59 pm-8:59 pm

1 stop5h 00m

White Plains Westchester County

Thu 8/7

1:06 pm-9:00 pm

1 stop7h 54m

$398

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 7/31

10:55 am-8:59 pm

2 stops10h 04m

White Plains Westchester County

Thu 8/7

8:10 am-10:02 pm

1 stop13h 52m

$520

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

Fri 7/18

6:00 am-8:59 pm

1 stop14h 59m

White Plains Westchester County

Sat 7/19

7:40 pm-10:20 pm

1 stop26h 40m

$605

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 7/10

9:29 am-6:21 pm

1 stop8h 52m

White Plains Westchester County

Sun 7/13

11:14 am-11:44 pm

1 stop12h 30m

$887

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 7/31

3:55 pm-11:00 pm

1 stop7h 05m

$157

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/1

Showing 1-10 of 20 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.

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 July 3, 2025.
Read reviews from past customers who have flown Breeze Airways, Delta, and JetBlue from Connecticut to Westchester County. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.8

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
183 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.8

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!
Delta
8.0
Very good
7,982 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.8

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!
JetBlue
7.3
Good
2,916 reviews
Breeze Airways
8.1
Very good
183 reviews

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.8

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

Boarding

8.3

Entertainment

6.6

Comfort

8.2

Food

6.8

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 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 ($157), Breeze Airways ($260), and Delta ($512).

  • 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

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