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Westchester County

$80+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
Jan 3 — Jan 101
Sat 1/3
Sat 1/10
1 adult, Economy
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Cheap 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 December 4, 2025.

This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:30 pmLGA - HPN
1 stop17h 58mMultiple Airlines
Tue 12/912:09 pmHPN - LGA
2 stops27h 20mMultiple Airlines
Deal found 12/3$387
This Kiwi.com deal was found by Cheapflights users on 12/3. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/74:38 pmEWR - HPN
1 stop18h 50mMultiple Airlines
Tue 12/912:09 pmHPN - EWR
2 stops24h 58mMultiple Airlines
Deal found 12/3$390
This JetBlue deal was found by Cheapflights users on 12/3. 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.
Sun 12/712:29 pmJFK - HPN
1 stop7h 01mJetBlue
Tue 12/99:15 amHPN - JFK
1 stop8h 14mJetBlue
Deal found 12/3$465
This JetBlue deal was found by Cheapflights users on 12/2. 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.
Wed 12/33:29 pmJFK - HPN
1 stop6h 56mJetBlue
Wed 12/109:15 amHPN - JFK
1 stop7h 10mJetBlue
Deal found 12/2$516
This JetBlue deal was found by Cheapflights users on 12/3. 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 12/311:55 pmBDL - HPN
1 stop9h 09mJetBlue
Wed 1/77:00 amHPN - BDL
1 stop9h 26mJetBlue
Deal found 12/3$559
This JetBlue deal was found by Cheapflights users on 12/4. 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.
Mon 12/811:15 amPVD - HPN
1 stop10h 45mJetBlue
Tue 12/92:30 pmHPN - PVD
1 stop6h 59mJetBlue
Deal found 12/4$560
This American Airlines deal was found by Cheapflights users on 12/4. 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 12/187:50 pmLGA - HPN
1 stop46h 33mAmerican Airlines
Sat 1/35:16 pmHPN - LGA
1 stop29h 08mAmerican Airlines
Deal found 12/4$563
This Kiwi.com deal was found by Cheapflights users on 12/4. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/185:30 pmLGA - HPN
1 stop17h 58mMultiple Airlines
Sat 1/38:00 amHPN - LGA
2 stops11h 30mMultiple Airlines
Deal found 12/4$578
This Expedia deal was found by Cheapflights users on 12/3. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/77:30 amJFK - HPN
1 stop6h 44mMultiple Airlines
Tue 12/99:23 amHPN - JFK
2 stops11h 51mMultiple Airlines
Deal found 12/3$658
This JetBlue deal was found by Cheapflights users on 12/4. 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.
Fri 12/191:55 pmBDL - HPN
1 stop9h 09mJetBlue
Tue 12/237:40 amHPN - BDL
1 stop7h 06mJetBlue
Deal found 12/4$703
This American Airlines deal was found by Cheapflights users on 12/3. 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 12/253:50 pmJFK - HPN
1 stop50h 32mAmerican Airlines
Mon 12/296:30 amHPN - JFK
1 stop24h 55mAmerican Airlines
Deal found 12/3$710
This JetBlue deal was found by Cheapflights users on 12/2. 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 12/212:30 pmJFK - HPN
1 stop7h 00mJetBlue
Wed 12/37:00 amHPN - JFK
1 stop7h 29mJetBlue
Deal found 12/2$717

Find 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 December 4, 2025.

Round-trip from

$209
(Kiwi.com)

One-way from

$80
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$321
From Connecticut to Westchester County
Search Deals
One-way flight from Connecticut to Westchester County
Search Deals
Highest demand for flights based on searches. 39% potential increase in price ($189 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 40% potential price decrease ($83 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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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 December 4, 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

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Thu 1/8

4:19 pm-11:28 am

1 stop19h 09m

White Plains Westchester County

Sun 1/11

12:08 pm-6:59 pm

1 stop6h 51m

$209

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

Sat 1/31

3:00 pm-10:30 pm

1 stop7h 30m

White Plains Westchester County

Wed 2/4

1:00 pm-10:59 pm

1 stop9h 59m

$211

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Fri 1/23

2:00 pm-8:59 pm

1 stop6h 59m

White Plains Westchester County

Mon 1/26

12:08 pm-9:00 pm

1 stop8h 52m

$211

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Sat 1/31

3:20 pm-11:01 pm

1 stop7h 41m

White Plains Westchester County

Wed 2/4

1:00 pm-11:41 pm

1 stop10h 41m

$251

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Sat 1/31

1:35 pm-11:01 pm

1 stop9h 26m

White Plains Westchester County

Wed 2/4

1:00 pm-11:36 pm

1 stop10h 36m

$266

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

Fri 1/23

2:59 pm-10:30 pm

1 stop7h 31m

White Plains Westchester County

Mon 1/26

1:00 pm-10:40 pm

1 stop9h 40m

$267

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 1/8

7:59 pm-11:28 am

2 stops15h 29m

White Plains Westchester County

Sun 1/11

1:20 pm-11:43 pm

1 stop10h 23m

$274

HartfordWhite Plains

BDL - HPN

BDLHPN

Hartford Bradley Intl

Sun 1/18

12:30 pm-10:30 pm

1 stop10h 00m

White Plains Westchester County

Sun 1/25

1:00 pm-11:41 pm

1 stop10h 41m

$287

NewarkWhite Plains

EWR - HPN

EWRHPN

Newark

Sat 1/31

7:00 am-5:42 pm

1 stop10h 42m

White Plains Westchester County

Wed 2/4

1:00 pm-11:00 pm

1 stop10h 00m

$297

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Fri 1/23

1:35 pm-11:01 pm

1 stop9h 26m

White Plains Westchester County

Mon 1/26

8:55 pm-9:30 am

1 stop12h 35m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/3

Showing 1-10 of 53 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 $211, JetBlue can have you in Westchester County from Connecticut in 7h 30m. The distance between Connecticut and Westchester County is about 30 mi.

  • 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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