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Westchester County

$112+ 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 1/30. Fares are subject to change and may not be available on all flights or dates of travel.
BDL — HPN
Dec 5 — Dec 121
Fri 12/5
Fri 12/12
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 November 5, 2025.

Round-trip from

$273
(Kiwi.com)

One-way from

$112
(Kiwi.com)

Popular in

April

Cheapest in

May

Average price

$251
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. 24% potential increase in price ($84 potential increase over avg. RT price).
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Cheapest flight prices on average. 18% potential price decrease ($43 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 November 5, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:30 pmLGA - HPN
1 stop17h 58mMultiple Airlines
Wed 12/101:14 pmHPN - LGA
1 stop6h 01mMultiple Airlines
Deal found 11/5$157
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amLGA - HPN
1 stop13h 45mMultiple Airlines
Wed 12/101:14 pmHPN - LGA
1 stop6h 01mMultiple Airlines
Deal found 11/5$195
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:30 pmLGA - HPN
1 stop17h 58mMultiple Airlines
Fri 12/128:00 amHPN - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/5$201
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:30 pmLGA - HPN
2 stops18h 59mMultiple Airlines
Wed 12/101:14 pmHPN - LGA
1 stop6h 01mMultiple Airlines
Deal found 11/5$210
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/45:30 pmLGA - HPN
1 stop17h 58mMultiple Airlines
Sat 12/68:00 amHPN - LGA
2 stops11h 15mMultiple Airlines
Deal found 11/5$223
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/86:30 pmLGA - HPN
2 stops16h 59mMultiple Airlines
Wed 12/101:14 pmHPN - LGA
1 stop6h 01mMultiple Airlines
Deal found 11/5$234
This JetBlue deal was found by Cheapflights users on 11/5. 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.
Sat 12/61:45 pmLGA - HPN
1 stop8h 15mJetBlue
Tue 12/97:00 amHPN - LGA
1 stop9h 59mJetBlue
Deal found 11/5$237
This JetBlue deal was found by Cheapflights users on 11/5. 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.
Sat 12/612:30 pmJFK - HPN
1 stop9h 30mJetBlue
Tue 12/97:00 amHPN - JFK
1 stop7h 29mJetBlue
Deal found 11/5$237
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amLGA - HPN
1 stop13h 45mMultiple Airlines
Fri 12/128:00 amHPN - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/5$239
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/57:00 amLGA - HPN
1 stop13h 45mMultiple Airlines
Tue 12/98:00 amHPN - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/5$240
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/46:30 pmLGA - HPN
2 stops16h 58mMultiple Airlines
Tue 12/98:00 amHPN - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/5$243
This Kiwi.com deal was found by Cheapflights users on 11/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/64:30 pmLGA - HPN
2 stops18h 59mMultiple Airlines
Fri 12/128:00 amHPN - LGA
1 stop12h 47mMultiple Airlines
Deal found 11/5$254

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 November 5, 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

LGA - HPN

LGAHPN

New York LaGuardia

Fri 12/5

7:00 am-8:45 pm

1 stop13h 45m

White Plains Westchester County

Wed 12/10

1:14 pm-7:15 pm

1 stop6h 01m

$195

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 12/4

6:30 pm-11:28 am

2 stops16h 58m

White Plains Westchester County

Wed 12/10

1:14 pm-7:15 pm

1 stop6h 01m

$199

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 12/4

5:30 pm-11:28 am

1 stop17h 58m

White Plains Westchester County

Fri 12/12

8:00 am-8:47 pm

1 stop12h 47m

$201

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 12/4

5:30 pm-11:28 am

1 stop17h 58m

White Plains Westchester County

Mon 12/8

8:00 am-8:47 pm

1 stop12h 47m

$201

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Thu 12/4

5:30 pm-11:28 am

1 stop17h 58m

White Plains Westchester County

Tue 12/9

8:00 am-8:47 pm

1 stop12h 47m

$201

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Sat 12/6

4:30 pm-11:29 am

2 stops18h 59m

White Plains Westchester County

Wed 12/10

1:14 pm-7:15 pm

1 stop6h 01m

$210

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Sat 12/6

1:45 pm-10:00 pm

1 stop8h 15m

White Plains Westchester County

Tue 12/9

7:00 am-4:59 pm

1 stop9h 59m

$237

New YorkWhite Plains

JFK - HPN

JFKHPN

New York John F Kennedy Intl

Sat 12/6

12:30 pm-10:00 pm

1 stop9h 30m

White Plains Westchester County

Tue 12/9

7:00 am-2:29 pm

1 stop7h 29m

$237

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Fri 12/5

7:00 am-8:45 pm

1 stop13h 45m

White Plains Westchester County

Fri 12/12

8:00 am-8:47 pm

1 stop12h 47m

$239

New YorkWhite Plains

LGA - HPN

LGAHPN

New York LaGuardia

Fri 12/5

7:00 am-8:45 pm

1 stop13h 45m

White Plains Westchester County

Mon 12/8

8:00 am-8:47 pm

1 stop12h 47m

$240

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/3

Showing 1-10 of 55 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 $237, JetBlue can have you in Westchester County from Connecticut in 9h 30m. The distance between Connecticut and Westchester County is about 30 mi. Both multi-stop and nonstop flights can be found to your destination and back.

  • 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 ($119), Breeze Airways ($130), and Delta ($161).

  • 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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