Flights To Town of Lewisboro - Cheap Flights Starting at CA $58

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How Much Does it Cost To Fly To Town of Lewisboro?

Prices found within past 7 days. Prices and availability subject to change. Additional terms may apply.

Wed, Sep 30 - Sat, Oct 17
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $129 Roundtrip, found 2 days ago
CA $129
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Raleigh - Durham Intl. to Westchester County, returning Sat, Oct 17, priced at CA $129 found 2 days ago
Fri, Sep 11 - Thu, Sep 17
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $137 Roundtrip, found 5 days ago
CA $137
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Fri, Sep 11 from Raleigh - Durham Intl. to Westchester County, returning Thu, Sep 17, priced at CA $137 found 5 days ago
Tue, Aug 25 - Mon, Aug 31
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $153 Roundtrip, found 1 day ago
CA $153
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 25 from Raleigh - Durham Intl. to Westchester County, returning Mon, Aug 31, priced at CA $153 found 1 day ago
Wed, Oct 7 - Sat, Oct 24
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $157 Roundtrip, found 2 days ago
CA $157
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Oct 7 from Raleigh - Durham Intl. to Westchester County, returning Sat, Oct 24, priced at CA $157 found 2 days ago
Thu, Sep 3 - Sun, Sep 6
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $188 Roundtrip, found 3 days ago
CA $188
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Sep 3 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 6, priced at CA $188 found 3 days ago
Wed, Aug 19 - Mon, Aug 24
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $206 Roundtrip, found 14 hours ago
CA $206
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Wed, Aug 19 from Raleigh - Durham Intl. to Westchester County, returning Mon, Aug 24, priced at CA $206 found 14 hours ago
Thu, Aug 20 - Sun, Aug 23
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $222 Roundtrip, found 4 days ago
CA $222
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Raleigh - Durham Intl. to Westchester County, returning Sun, Aug 23, priced at CA $222 found 4 days ago
Thu, Sep 10 - Sun, Sep 13
RDU
Raleigh - Durham Intl.
HPN
Westchester County
CA $222 Roundtrip, found 5 days ago
CA $222
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Thu, Sep 10 from Raleigh - Durham Intl. to Westchester County, returning Sun, Sep 13, priced at CA $222 found 5 days ago
Thu, Sep 10 - Tue, Sep 22
YYZ
Pearson Intl.
HPN
Westchester County
CA $511 Roundtrip, found 3 days ago
CA $511
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 10 from Pearson Intl. to Westchester County, returning Tue, Sep 22, priced at CA $511 found 3 days ago
Thu, Sep 10 - Tue, Sep 22
YYZ
Pearson Intl.
HPN
Westchester County
CA $544 Roundtrip, found 3 days ago
CA $544
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 10 from Pearson Intl. to Westchester County, returning Tue, Sep 22, priced at CA $544 found 3 days ago
Sat, Sep 5 - Sat, Sep 12
YYZ
Pearson Intl.
HPN
Westchester County
CA $565 Roundtrip, found 1 day ago
CA $565
Roundtrip
found 1 day ago
Select WestJet flight, departing Sat, Sep 5 from Pearson Intl. to Westchester County, returning Sat, Sep 12, priced at CA $565 found 1 day ago
OriginDestinationTravel datesFlights from*
MCONewburghSeptember 24 to September 30CA $231
MCOWest HarrisonAugust 4 to August 5CA $279
FLLWest HarrisonAugust 4 to August 5CA $378
SJUWest HarrisonAugust 13 to August 19CA $418
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
SJUWest HarrisonJuly 26 to July 28CA $694
FLLWest HarrisonJuly 24 to July 26CA $757
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Radio Hotel
4.0-star property

Radio Hotel

Sep 24 - Sep 27

3 night stay

Toronto (YTO) to New York (JFK)

Delta • Roundtrip • Coach
Price was CA $1,494, price is now CA $953 per person
CA $953
per person
found 1 day ago
1 Hotel Brooklyn Bridge
5.0-star property

1 Hotel Brooklyn Bridge

Aug 7 - Aug 9

2 night stay

Toronto (YTO) to New York (JFK)

Porter Airlines • Non-stop roundtrip • Coach
Price was CA $2,561, price is now CA $1,615 per person
CA $1,615
per person
found 1 day ago
The Wall Street Hotel
5.0-star property

The Wall Street Hotel

Sep 2 - Sep 5

3 night stay

Toronto (YTO) to New York (JFK)

Delta • Roundtrip • Coach
Price was CA $2,550, price is now CA $1,670 per person
CA $1,670
per person
found 1 day ago
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Travelers ❤️ These Town of Lewisboro 🏨

Sonesta White Plains Downtown

Sonesta White Plains Downtown

4 out of 5
66 Hale Ave White Plains NY
Book a stay at this business-friendly hotel in White Plains. Enjoy free WiFi, breakfast (surcharge), and free airport pick-up. Our guests praise the bar and the helpful staff in our reviews. Popular attractions Westchester County Center and The Westchester Mall are located nearby.
8.8/10 Excellent! (1,323 reviews)
"x"

Reviewed on Jul 17, 2026

Opens in a new windowSonesta White Plains Downtown
Hyatt Regency Greenwich

Hyatt Regency Greenwich

4 out of 5
1800 E Putnam Avenue Old Greenwich CT
Book a stay at this business-friendly hotel in Old Greenwich. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
8.6/10 Excellent! (1,072 reviews)
"Q"

Reviewed on Jul 18, 2026

Opens in a new windowHyatt Regency Greenwich
Tarrytown House Estate

Tarrytown House Estate

3.5 out of 5
49 E Sunnyside Lane Tarrytown NY
Book a stay at this business-friendly hotel in Tarrytown. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the restaurant and the helpful staff in our reviews. Popular attractions Westchester County Center and Lyndhurst Mansion are located nearby.
8.2/10 Very good! (1,162 reviews)
"It’s a beautiful old hotel, but I was shocked at how dirty it was. The pool area bathrooms were disgusting and it doesn’t look to be well maintained."

Reviewed on Jul 17, 2026

Opens in a new windowTarrytown House Estate
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La Quinta Inn & Suites by Wyndham Stamford / New York City

La Quinta Inn & Suites by Wyndham Stamford / New York City

3 out of 5
135 Harvard Avenue Stamford CT
Stay at this hotel in Stamford. Enjoy free breakfast, free WiFi, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Greenwich Avenue and E. Gaynor Brennan Golf Course are located nearby.
6.6/10 (1,548 reviews)
"Very loud from the interstate. Tv did not work."

Reviewed on Jul 17, 2026

Opens in a new windowLa Quinta Inn & Suites by Wyndham Stamford / New York City
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

How much is the cheapest flight to Town of Lewisboro?
Based on prices found over the last seven days on Travelocity, a roundtrip flight to Town of Lewisboro was as low as CA $129. If you can be flexible with your dates, it makes it easy to land a great bargain. This price was available on Travelocity for flights to Town of Lewisboro departing within the next year. Prices and availability are subject to change. Additional terms apply.
What is the cheapest month to fly to Town of Lewisboro?
Splurge more money on epic experiences rather than airfares by going away to Town of Lewisboro in September. This is the most inexpensive month to travel to this destination based on Travelocity's direct return flight demand between January and December last year. Take a look at our selection of flights and get away from it all without breaking your budget.
How can I check my flight status to Town of Lewisboro?
Whether you'd like to confirm the status of your flight to Town of Lewisboro or change your itinerary, you'll find everything you need on our customer portal, Trips. Click on "Trips" at the top of our homepage, then log in or open a new account. Another great way to manage all your bookings is with the Travelocity app. Get helpful trip reminders right when you need them and quickly share updates with any friends or family flying with you.
How do I find the best deals on flights to Town of Lewisboro?
It pays to book in advance, and if you can, avoid flying during peak periods. Another smart way to save is by clicking the "Flexible dates" box at the top of the page after searching for your flights. It's an easy way to compare prices for nearby days. In the last seven days, the lowest price for a return flight to Town of Lewisboro was CA $129. This price was available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.
Why should I book my flight to Town of Lewisboro with Travelocity?
From cheap family flights to hotels and activities, Travelocity has got you covered for exciting adventures. With everything at hand, you can relax while preparing for all the wonderful things you'll be doing in Town of Lewisboro and less time working on travel planning. Plus with our Price Match Guarantee and 24/7 customer support, our mission is to make your next getaway a magical one.
What are the most popular flight routes to Town of Lewisboro?
Whether you're planning a brief trip or a long escape, we'll help you find your ideal flight to Town of Lewisboro. The most popular flight routes to this destination include:

  • Atlanta, GA (ATL-Hartsfield-Jackson Atlanta Intl.) to Liberty Intl. Airport (EWR) - 3,588 flights a month.
  • Orlando, FL (MCO-Orlando Intl.) to Liberty Intl. Airport (EWR) - 3,575 flights a month.
  • Fort Lauderdale, FL (FLL-Fort Lauderdale - Hollywood Intl.) to Liberty Intl. Airport (EWR) - 3,037 flights a month.

How much is a flight to Town of Lewisboro on average?
In the last seven days, roundtrip flights to Town of Lewisboro were priced between CA $129 and CA $757. No matter what type of seat you're after, we've got some incredible deals to help you stick to your budget. These prices were available on Travelocity for flights departing within the next year. Prices and availability are subject to change. Additional terms apply.