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Westchester County

$153+ 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 12/17. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
dic. 26 — ene. 21
vie. 12/26
vie. 1/2
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 noviembre 26, 2025.

Round-trip from

$257
(Priceline)

One-way from

$153
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$133
From Connecticut to Westchester County
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One-way flight from Connecticut to Westchester County
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Highest demand for flights based on searches. 39% potential increase in price ($189 potential increase over avg. RT price).
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Cheapest flight prices on average. 40% potential price decrease ($83 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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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 noviembre 26, 2025.

This JetBlue deal was found by Cheapflights users on 11/26. 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. 12/812:08 pmBDL - HPN
1 stop7h 22mJetBlue
vie. 12/121:00 pmHPN - BDL
1 stop10h 59mJetBlue
Deal found 11/26$325
This JetBlue deal was found by Cheapflights users on 11/24. 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.
mar. 12/911:15 amPVD - HPN
1 stop10h 45mJetBlue
sáb. 12/131:00 pmHPN - PVD
1 stop9h 59mJetBlue
Deal found 11/24$387
This JetBlue deal was found by Cheapflights users on 11/25. 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.
jue. 11/2712:32 pmBDL - HPN
1 stop7h 17mJetBlue
mié. 12/31:00 pmHPN - BDL
1 stop10h 59mJetBlue
Deal found 11/25$429
This JetBlue deal was found by Cheapflights users on 11/24. 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.
dom. 12/712:08 pmBDL - HPN
1 stop9h 52mJetBlue
mar. 1/137:00 amHPN - BDL
1 stop9h 26mJetBlue
Deal found 11/24$465
This JetBlue deal was found by Cheapflights users on 11/25. 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.
jue. 11/276:00 amBDL - HPN
1 stop8h 30mJetBlue
jue. 12/41:00 pmHPN - BDL
1 stop10h 59mJetBlue
Deal found 11/25$530
This JetBlue deal was found by Cheapflights users on 11/25. 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.
vie. 11/283:37 pmBDL - HPN
1 stop6h 52mJetBlue
mié. 12/31:00 pmHPN - BDL
1 stop10h 59mJetBlue
Deal found 11/25$549
This Priceline deal was found by Cheapflights users on 11/26. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 12/246:00 amBDL - HPN
1 stop9h 09mJetBlue
mié. 12/312:25 pmHPN - BDL
1 stop7h 40mJetBlue
Deal found 11/26$551
This JetBlue deal was found by Cheapflights users on 11/26. 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. 12/113:10 pmPVD - HPN
1 stop7h 51mJetBlue
lun. 12/152:30 pmHPN - PVD
1 stop6h 59mJetBlue
Deal found 11/26$568
This JetBlue deal was found by Cheapflights users on 11/26. 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. 12/114:34 pmBDL - HPN
1 stop6h 27mJetBlue
lun. 12/151:00 pmHPN - BDL
1 stop10h 59mJetBlue
Deal found 11/26$575
This JetBlue deal was found by Cheapflights users on 11/25. 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.
jue. 11/2712:32 pmBDL - HPN
1 stop7h 17mJetBlue
vie. 12/59:15 amHPN - BDL
1 stop8h 30mJetBlue
Deal found 11/25$582
This American Airlines deal was found by Cheapflights users on 11/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 12/238:05 amLGA - HPN
1 stop10h 18mAmerican Airlines
mar. 12/3011:04 amHPN - LGA
1 stop21h 23mAmerican Airlines
Deal found 11/25$600
This JetBlue deal was found by Cheapflights users on 11/25. 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.
jue. 11/276:00 amBDL - HPN
1 stop8h 30mJetBlue
lun. 12/17:20 amHPN - BDL
1 stop9h 19mJetBlue
Deal found 11/25$604

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 noviembre 26, 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

sáb. 1/31

3:00 pm-10:30 pm

1 stop7h 30m

White Plains Westchester County

mié. 2/4

1:00 pm-10:59 pm

1 stop9h 59m

$257

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

mar. 1/13

11:30 am-10:30 pm

1 stop11h 00m

White Plains Westchester County

mié. 1/14

8:55 pm-8:51 am

1 stop11h 56m

$257

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

mar. 1/13

12:30 pm-10:30 pm

1 stop10h 00m

White Plains Westchester County

mié. 1/14

1:00 pm-8:38 pm

1 stop7h 38m

$283

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

sáb. 1/31

1:35 pm-11:01 pm

1 stop9h 26m

White Plains Westchester County

mié. 2/4

1:00 pm-8:38 pm

1 stop7h 38m

$283

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

sáb. 1/31

6:00 am-6:00 pm

1 stop12h 00m

White Plains Westchester County

mar. 2/3

6:40 pm-9:00 pm

1 stop26h 20m

$303

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

jue. 1/29

7:00 pm-6:00 pm

1 stop23h 00m

White Plains Westchester County

lun. 2/2

12:59 pm-12:50 am

1 stop11h 51m

$303

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

lun. 12/8

12:08 pm-7:30 pm

1 stop7h 22m

White Plains Westchester County

vie. 12/12

1:00 pm-11:59 pm

1 stop10h 59m

$325

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

sáb. 1/10

3:20 pm-11:01 pm

1 stop7h 41m

White Plains Westchester County

sáb. 1/17

1:00 pm-11:41 pm

1 stop10h 41m

$330

ProvidenceWhite Plains

PVD - HPN

PVDHPN

Providence-TFGreen

vie. 1/30

8:30 am-5:42 pm

1 stop9h 12m

White Plains Westchester County

mar. 2/3

1:00 pm-9:32 pm

1 stop8h 32m

$338

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

mar. 1/13

7:00 am-5:42 pm

1 stop10h 42m

White Plains Westchester County

mié. 1/14

1:00 pm-11:00 pm

1 stop10h 00m

$340

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 45 results
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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.

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.

  • How long is the flight from Connecticut to Westchester County?

    For as low as $536, JetBlue can have you in Westchester County from Connecticut in 7h 17m. The distance between Connecticut and Westchester County is about 126 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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.

See more FAQs

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Alternative routes for Connecticut to Westchester County

See prices for flight routes from nearby airports that may be better suited for you.
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