Flights To Town of Lewisboro - Cheap Flights Starting at CA $100

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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.

Thu, Sep 24 - Wed, Sep 30
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $231 Roundtrip, found 21 hours ago
CA $231
Roundtrip
found 21 hours ago
Select Breeze Airways flight, departing Thu, Sep 24 from Orlando Intl. to Stewart Intl., returning Wed, Sep 30, priced at CA $231 found 21 hours ago
Wed, Sep 30 - Sat, Oct 3
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $234 Roundtrip, found 5 days ago
CA $234
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, Sep 30 from Orlando Intl. to Stewart Intl., returning Sat, Oct 3, priced at CA $234 found 5 days ago
Thu, Oct 1 - Sun, Oct 4
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $237 Roundtrip, found 4 days ago
CA $237
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Stewart Intl., returning Sun, Oct 4, priced at CA $237 found 4 days ago
Thu, Aug 20 - Sat, Aug 22
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $254 Roundtrip, found 2 hours ago
CA $254
Roundtrip
found 2 hours ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Stewart Intl., returning Sat, Aug 22, priced at CA $254 found 2 hours ago
Thu, Oct 1 - Mon, Oct 5
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $257 Roundtrip, found 4 days ago
CA $257
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, Oct 1 from Orlando Intl. to Stewart Intl., returning Mon, Oct 5, priced at CA $257 found 4 days ago
Thu, Aug 20 - Sat, Aug 22
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $270 Roundtrip, found 2 days ago
CA $270
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Stewart Intl., returning Sat, Aug 22, priced at CA $270 found 2 days ago
Thu, Aug 20 - Sat, Aug 22
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $276 Roundtrip, found 3 days ago
CA $276
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Thu, Aug 20 from Orlando Intl. to Stewart Intl., returning Sat, Aug 22, priced at CA $276 found 3 days ago
Tue, Aug 4 - Wed, Aug 5
MCO
Orlando Intl.
HPN
Westchester County
CA $279 Roundtrip, found 4 days ago
CA $279
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Tue, Aug 4 from Orlando Intl. to Westchester County, returning Wed, Aug 5, priced at CA $279 found 4 days ago
Wed, Aug 12 - Mon, Aug 17
YYC
Calgary Intl.
HPN
Westchester County
CA $755 Roundtrip, found 6 days ago
CA $755
Roundtrip
found 6 days ago
Select WestJet flight, departing Wed, Aug 12 from Calgary Intl. to Westchester County, returning Mon, Aug 17, priced at CA $755 found 6 days ago
Tue, Aug 11 - Mon, Aug 17
YYC
Calgary Intl.
HPN
Westchester County
CA $766 Roundtrip, found 4 days ago
CA $766
Roundtrip
found 4 days ago
Select WestJet flight, departing Tue, Aug 11 from Calgary Intl. to Westchester County, returning Mon, Aug 17, priced at CA $766 found 4 days ago
Wed, Aug 12 - Mon, Aug 17
YYC
Calgary Intl.
HPN
Westchester County
CA $793 Roundtrip, found 6 days ago
CA $793
Roundtrip
found 6 days ago
Select WestJet flight, departing Wed, Aug 12 from Calgary Intl. to Westchester County, returning Mon, Aug 17, priced at CA $793 found 6 days 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

Oct 8 - Oct 12

4 night stay

Montreal (YUL) to New York (JFK)

Air Canada • Roundtrip • Coach
Price was CA $1,669, price is now CA $1,019 per person
CA $1,019
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Oct 2 - Oct 9

7 night stay

Edmonton (YEA) to New York (JFK)

WestJet • Non-stop roundtrip • Coach
Price was CA $4,390, price is now CA $2,669 per person
CA $2,669
per person
found 1 day ago
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Oct 2 - Oct 9

7 night stay

Edmonton (YEA) to New York (JFK)

WestJet • Non-stop roundtrip • Coach
Price was CA $4,474, price is now CA $2,747 per person
CA $2,747
per person
found 1 day ago
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Travelers ❤️ These Town of Lewisboro 🏨

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! (1,166 reviews)
"Outdoor pool closes at 6 pm, way too early. Bring your walking shoes!! A lo of walking."

Reviewed on Jul 18, 2026

Opens in a new windowTarrytown House Estate
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.
Opens in a new windowHyatt Regency Greenwich
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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 (1,552 reviews)
"only ok"

Reviewed on Jul 18, 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 $231. 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 $231. 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 $231 and CA $793. 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.