Flights To Town of Lewisboro - Cheap Flights Starting at CA $87

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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, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $214 Roundtrip, found 2 days ago
CA $214
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $214 found 2 days ago
Wed, Jul 29 - Tue, Aug 4
MCO
Orlando Intl.
HPN
Westchester County
CA $238 Roundtrip, found 3 days ago
CA $238
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Tue, Aug 4, priced at CA $238 found 3 days ago
Wed, Jul 29 - Sat, Aug 1
MCO
Orlando Intl.
HPN
Westchester County
CA $248 Roundtrip, found 2 days ago
CA $248
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Jul 29 from Orlando Intl. to Westchester County, returning Sat, Aug 1, priced at CA $248 found 2 days ago
Tue, Jun 23 - Tue, Jul 14
MCO
Orlando Intl.
HPN
Westchester County
CA $250 Roundtrip, found 2 days ago
CA $250
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Tue, Jun 23 from Orlando Intl. to Westchester County, returning Tue, Jul 14, priced at CA $250 found 2 days ago
Thu, Aug 27 - Sun, Aug 30
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $253 Roundtrip, found 19 hours ago
CA $253
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Thu, Aug 27 from Orlando Intl. to Stewart Intl., returning Sun, Aug 30, priced at CA $253 found 19 hours ago
Thu, Jun 11 - Tue, Jun 16
MCO
Orlando Intl.
HPN
Westchester County
CA $257 Roundtrip, found 1 day ago
CA $257
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Jun 11 from Orlando Intl. to Westchester County, returning Tue, Jun 16, priced at CA $257 found 1 day ago
Sat, Sep 5 - Sat, Sep 12
MCO
Orlando Intl.
SWF
Stewart Intl.
CA $259 Roundtrip, found 2 days ago
CA $259
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Sep 5 from Orlando Intl. to Stewart Intl., returning Sat, Sep 12, priced at CA $259 found 2 days ago
Tue, Jun 9 - Thu, Jun 11
MCO
Orlando Intl.
HPN
Westchester County
CA $260 Roundtrip, found 6 days ago
CA $260
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Tue, Jun 9 from Orlando Intl. to Westchester County, returning Thu, Jun 11, priced at CA $260 found 6 days ago
Mon, Jul 20 - Mon, Jul 27
YYZ
Pearson Intl.
HPN
Westchester County
CA $510 Roundtrip, found 1 day ago
CA $510
Roundtrip
found 1 day ago
Select WestJet flight, departing Mon, Jul 20 from Pearson Intl. to Westchester County, returning Mon, Jul 27, priced at CA $510 found 1 day ago
Fri, Jun 12 - Sun, Jun 14
YYZ
Pearson Intl.
HPN
Westchester County
CA $541 Roundtrip, found 2 days ago
CA $541
Roundtrip
found 2 days ago
Select American Airlines flight, departing Fri, Jun 12 from Pearson Intl. to Westchester County, returning Sun, Jun 14, priced at CA $541 found 2 days ago
Sat, Jun 27 - Wed, Jul 8
YYZ
Pearson Intl.
HPN
Westchester County
CA $577 Roundtrip, found 6 days ago
CA $577
Roundtrip
found 6 days ago
Select Delta flight, departing Sat, Jun 27 from Pearson Intl. to Westchester County, returning Wed, Jul 8, priced at CA $577 found 6 days ago
OriginDestinationTravel datesFlights from*
MCOWest HarrisonJuly 29 to August 1CA $214
MCONewburghAugust 27 to August 30CA $253
PBIWest HarrisonJune 17 to June 23CA $263
TPANewburghJune 10 to June 13CA $291
TPAWest HarrisonAugust 14 to August 17CA $304
FLLWest HarrisonJune 16 to June 22CA $327
LAXWest HarrisonAugust 22 to August 24CA $815
*Prices include taxes and fees
OriginDestinationTravel datesFlights from*
MCONewburghMay 29 to May 31CA $262
TPAWest HarrisonMay 29 to June 1CA $583
FLLWest HarrisonMay 31 to June 1CA $911
*Prices include taxes and fees
Price found within the past 48 hours. Click for updated prices.
Hotel Riu Plaza New York Times Square
4.0-star property

Hotel Riu Plaza New York Times Square

Jun 26 - Jul 3

7 night stay

Winnipeg (YWG) to New York (JFK)

Air Canada • Non-stop • Coach

New York (JFK) to Winnipeg (YWG)

United • Non-stop • Coach
Price was CA $3,746, price is now CA $2,371 per person
CA $2,371
per person
found 1 day ago
Mandarin Oriental, New York
5.0-star property

Mandarin Oriental, New York

Jun 10 - Jun 13

3 night stay

Toronto (YYZ) to New York (JFK)

Porter Airlines • Roundtrip • Coach
Price was CA $5,088, price is now CA $3,089 per person
CA $3,089
per person
found 1 day ago
Hotel Riu Plaza Manhattan Times Square
4.0-star property

Hotel Riu Plaza Manhattan Times Square

Jun 26 - Jul 3

7 night stay

Winnipeg (YWG) to New York (JFK)

Air Canada • Non-stop • Coach

New York (JFK) to Winnipeg (YWG)

United • Non-stop • Coach
Price was CA $3,794, price is now CA $2,397 per person
CA $2,397
per person
found 1 day ago
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Travelers ❤️ These Town of Lewisboro 🏨

Baymont by Wyndham White Plains - Elmsford

Baymont by Wyndham White Plains - Elmsford

2.5 out of 5
540 Saw Mill River Rd Elmsford NY
Book a stay at this business-friendly hotel in Elmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Westchester County Center and Sportime USA are located nearby.
8.4/10 Very Good! (1,697 reviews)
"Very clean and comfortable"

Reviewed on May 23, 2026

Opens in a new windowBaymont by Wyndham White Plains - Elmsford
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! (1,311 reviews)
"It’s always a pleasure staying at Sonesta. It’s very conveniently located to all major highways and easy walking distance to shopping and restaurants. Staff is always welcoming and courteous. I would only suggest a couple of items to add Showers need grab bar and a towel hook somewhere close to shower ..."

Reviewed on May 21, 2026

Opens in a new windowSonesta White Plains Downtown
EVEN Hotel Norwalk by IHG

EVEN Hotel Norwalk by IHG

3.5 out of 5
426 Main Ave, Route 7 Norwalk CT
Book a stay at this business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Silvermine Arts Center and Norwalk Islands are located nearby.
8.4/10 Very Good! (1,122 reviews)
"Parking was easy and secure. The staff was super nice and helpful."

Reviewed on May 20, 2026

Opens in a new windowEVEN Hotel Norwalk by IHG
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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 E. Gaynor Brennan Golf Course and Stamford Center for the Arts are located nearby.
8.6/10 Excellent! (1,012 reviews)
"Great stay everytime! My wife and son love it!"

Reviewed on May 23, 2026

Opens in a new windowHyatt Regency Greenwich
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 $214. 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 July. 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 $214. 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 $214 and CA $911. 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.