Search Cheap Flights to
Pleasantville

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Pleasantville Flights as Low as $68

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

Frontier Airlines
Tue, May 20 - Wed, May 28
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$68 Roundtrip, found 1 day ago
$68
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 20 from Raleigh - Durham Intl. to LaGuardia, returning Wed, May 28, priced at $68 found 1 day ago
Frontier Airlines
Tue, May 6 - Fri, May 16
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$73 Roundtrip, found 1 day ago
$73
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Tue, May 6 from Raleigh - Durham Intl. to LaGuardia, returning Fri, May 16, priced at $73 found 1 day ago
Frontier Airlines
Tue, May 13 - Thu, May 15
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$78 Roundtrip, found 5 days ago
$78
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, May 13 from Raleigh - Durham Intl. to LaGuardia, returning Thu, May 15, priced at $78 found 5 days ago
Spirit Airlines
Wed, Apr 30 - Wed, May 21
MIA
Miami Intl.
LGA
LaGuardia
$78 Roundtrip, found 13 hours ago
$78
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Apr 30 from Miami Intl. to LaGuardia, returning Wed, May 21, priced at $78 found 13 hours ago
Frontier Airlines
Tue, Jun 17 - Fri, Jun 20
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$80 Roundtrip, found 3 days ago
$80
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jun 17 from Raleigh - Durham Intl. to LaGuardia, returning Fri, Jun 20, priced at $80 found 3 days ago
Spirit Airlines
Wed, Apr 30 - Wed, May 21
MIA
Miami Intl.
LGA
LaGuardia
$83 Roundtrip, found 13 hours ago
$83
Roundtrip
found 13 hours ago
Select Spirit Airlines flight, departing Wed, Apr 30 from Miami Intl. to LaGuardia, returning Wed, May 21, priced at $83 found 13 hours ago
Frontier Airlines
Fri, Jun 13 - Fri, Jun 20
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$85 Roundtrip, found 3 days ago
$85
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jun 13 from Raleigh - Durham Intl. to LaGuardia, returning Fri, Jun 20, priced at $85 found 3 days ago
Delta
Wed, Apr 9 - Sat, Apr 19
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$117 Roundtrip, found 2 days ago
$117
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, Apr 9 from Raleigh - Durham Intl. to LaGuardia, returning Sat, Apr 19, priced at $117 found 2 days ago
American Airlines
Tue, Apr 8 - Tue, Apr 22
MIA
Miami Intl.
LGA
LaGuardia
$123 Roundtrip, found 1 day ago
$123
Roundtrip
found 1 day ago
Select American Airlines flight, departing Tue, Apr 8 from Miami Intl. to LaGuardia, returning Tue, Apr 22, priced at $123 found 1 day ago
American Airlines
Sat, Apr 12 - Wed, Apr 16
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Sat, Apr 12 from Raleigh - Durham Intl. to Westchester County, returning Wed, Apr 16, priced at $159 found 2 days ago
Spirit Airlines
Mon, Apr 14 - Wed, Apr 23
LAX
Los Angeles Intl.
LGA
LaGuardia
$173 Roundtrip, found 5 days ago
$173
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Mon, Apr 14 from Los Angeles Intl. to LaGuardia, returning Wed, Apr 23, priced at $173 found 5 days ago
United
Fri, May 9 - Sun, May 11
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$177 Roundtrip, found 1 day ago
$177
Roundtrip
found 1 day ago
Select United flight, departing Fri, May 9 from Raleigh - Durham Intl. to LaGuardia, returning Sun, May 11, priced at $177 found 1 day ago
JetBlue Airways
Sat, Apr 12 - Wed, Apr 16
RDU
Raleigh - Durham Intl.
LGA
LaGuardia
$247 Roundtrip, found 2 days ago
$247
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Apr 12 from Raleigh - Durham Intl. to LaGuardia, returning Wed, Apr 16, priced at $247 found 2 days ago
Breeze Airways
Sun, Apr 27 - Thu, May 1
RDU
Raleigh - Durham Intl.
HPN
Westchester County
$261 Roundtrip, found 5 days ago
$261
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sun, Apr 27 from Raleigh - Durham Intl. to Westchester County, returning Thu, May 1, priced at $261 found 5 days ago
American Airlines
Mon, Apr 14 - Tue, Apr 22
LAX
Los Angeles Intl.
HPN
Westchester County
$297 Roundtrip, found 1 day ago
$297
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Apr 14 from Los Angeles Intl. to Westchester County, returning Tue, Apr 22, priced at $297 found 1 day ago
Alaska Airlines
Sun, Apr 13 - Sun, Apr 20
LAX
Los Angeles Intl.
HPN
Westchester County
$628 Roundtrip, found 4 days ago
$628
Roundtrip
found 4 days ago
Select Alaska Airlines flight, departing Sun, Apr 13 from Los Angeles Intl. to Westchester County, returning Sun, Apr 20, priced at $628 found 4 days ago

Cheap Flights to Pleasantville

Fall in love at first flight with your vacation to Pleasantville by saving a ton of cash on your last-minute cheap flight. There’s no more scouring the internet for a good deal—book your flight to Pleasantville on Hotwire, and you’ll be up, up, and on a getaway in no time.

Because once the wheels are down in Pleasantville, the good times start rolling. So buckle up, you’re in for a fun ride.

Frequently Asked Questions About flights to Pleasantville

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Pleasantville with a tiny bag of pretzels in your hand before you can say “tray tables in the upright position”—and for a ticket price that works for your vacay budget.

So all you have to worry about is where you’re headed after the LGA airport.

What is the cheapest month to fly to Pleasantville?

Airline ticket prices fluctuate all the time, depending on the day of the week or the month of the year. The cheapest round trip flights to Pleasantville are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Pleasantville?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Pleasantville.

What airport is best to fly into Pleasantville?

When you’re planning your trip to Pleasantville, convenience is the name of the game. Luckily, Pleasantville Westchester County Airport is nearby so you can deplane and get going on checking off everything on your Pleasantville must-do list.

How much are flights to Pleasantville?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Pleasantville on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $68, you’ll have leftover cash for at least a magazine and a bottle of water at the airport book store.

How to get cheap flights to Pleasantville?

The trick to saving a stack of cash on your flight to Pleasantville? Snatch up that Hotwire flight deal when you see a killer rate because it could be gone in a flash. And with flights as low as $68 right now, why wait?

Pleasantville Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$119

Last Minute Hotel Deals in Pleasantville

EVEN Hotel Norwalk by IHG
EVEN Hotel Norwalk by IHG
3.5 out of 5
426 Main Ave, Route 7, Norwalk, CT
The price is $154 per night from Mar 21 to Mar 22
$154
includes taxes & fees
Mar 21 - Mar 22
Stay at this 3.5-star business-friendly hotel in Norwalk. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean ...
8.2/10 Very Good! (1,001 reviews)
"Very comfortable and clean"

Reviewed on Mar 6, 2025

EVEN Hotel Norwalk by IHG
Radio Hotel
Radio Hotel
4 out of 5
2420 Amsterdam Ave, New York, NY
The price is $176 per night from Apr 6 to Apr 7
$176
includes taxes & fees
Apr 6 - Apr 7
Stay at this 4-star hotel in New York. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the bar in ...
8.6/10 Excellent! (2,395 reviews)
"Great place to stay in the Heights!"

Reviewed on Mar 14, 2025

Radio Hotel
Baymont by Wyndham White Plains - Elmsford
Baymont by Wyndham White Plains - Elmsford
2.5 out of 5
540 Saw Mill River Rd, Elmsford, NY
The price is $131 per night from Mar 23 to Mar 24
$131
includes taxes & fees
Mar 23 - Mar 24
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 ...
8.2/10 Very Good! (1,249 reviews)
"Not the cleanest, but certainly not the worst. Quite possibly THE worst, most uncomfortable, lumpy, old pillows I’ve ever seen. But the mattress was comfortable."

Reviewed on Mar 15, 2025

Baymont by Wyndham White Plains - Elmsford
Hampton Inn & Suites Yonkers
Hampton Inn & Suites Yonkers
2.5 out of 5
160 Corporate Blvd, Yonkers, NY
The price is $129 per night from Apr 6 to Apr 7
$129
includes taxes & fees
Apr 6 - Apr 7
Book a stay at this business-friendly hotel in Yonkers. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
8/10 Very Good! (1,263 reviews)
Enjoyable Comfortable Weekend
"My friends and family decided to go away for the weekend, we have 5 rooms very comfortable, clean, friendly staff, we enjoy the beautiful indoor pool. The only complaint that we all had is the way housekeeping comes in and rushes you out, like security guards."

Reviewed on Mar 12, 2025

Hampton Inn & Suites Yonkers
Hotel MOCA NYC
Hotel MOCA NYC
2 out of 5
505 W 181st St, New York, NY
The price is $117 per night from Mar 16 to Mar 17
$117
includes taxes & fees
Mar 16 - Mar 17
Stay at this hotel in New York. Enjoy free WiFi, a 24-hour front desk, and housekeeping. Popular attractions Yankee Stadium and Bronx Zoo are located ...
5.8/10 (636 reviews)
"I like the room but not the ones with joint rooms"

Reviewed on Mar 11, 2025

Hotel MOCA NYC
Hyatt Place Fort Lee / George Washington Bridge
Hyatt Place Fort Lee / George Washington Bridge
3 out of 5
2167 Route 4 East, Fort Lee, NJ
The price is $124 per night from Mar 23 to Mar 24
$124
includes taxes & fees
Mar 23 - Mar 24
Stay at this 3-star business-friendly hotel in Fort Lee. Enjoy free WiFi, breakfast (surcharge), and a fitness center. Our guests praise the breakfast and the ...
8.8/10 Excellent! (1,469 reviews)
"I never received my security deposit"

Reviewed on Mar 11, 2025

Hyatt Place Fort Lee / George Washington Bridge
Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $100 per night from Mar 16 to Mar 17
$100
includes taxes & fees
Mar 16 - Mar 17
Book a stay at this business-friendly hotel in Orangeburg. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the clean rooms and the overall ...
6/10 (1,903 reviews)
"Close to many amenities and activities."

Reviewed on Mar 14, 2025

Armoni Inn & Suites
Ramada by Wyndham Bronx
Ramada by Wyndham Bronx
3 out of 5
1000 Baychester Ave, Bronx, NY
The price is $159 per night from Mar 18 to Mar 19
$159
includes taxes & fees
Mar 18 - Mar 19
Stay at this 3-star business-friendly hotel in Bronx. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
8.2/10 Very Good! (1,007 reviews)
"It’s a great place to stay."

Reviewed on Mar 13, 2025

Ramada by Wyndham Bronx
See all 1,228 properties in Pleasantville
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.