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 $48

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

Spirit Airlines
Wed, May 7 - Wed, May 7
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$48 Roundtrip, found 4 days ago
$48
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 7 from John Glenn Columbus Intl. to LaGuardia, returning Wed, May 7, priced at $48 found 4 days ago
Spirit Airlines
Wed, May 7 - Thu, May 8
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$55 Roundtrip, found 5 days ago
$55
Roundtrip
found 5 days ago
Select Spirit Airlines flight, departing Wed, May 7 from John Glenn Columbus Intl. to LaGuardia, returning Thu, May 8, priced at $55 found 5 days ago
Spirit Airlines
Tue, May 13 - Wed, May 14
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$58 Roundtrip, found 4 days ago
$58
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 13 from John Glenn Columbus Intl. to LaGuardia, returning Wed, May 14, priced at $58 found 4 days ago
Spirit Airlines
Wed, May 7 - Wed, May 7
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$62 Roundtrip, found 4 days ago
$62
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 7 from John Glenn Columbus Intl. to LaGuardia, returning Wed, May 7, priced at $62 found 4 days ago
Spirit Airlines
Tue, May 13 - Thu, May 15
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$65 Roundtrip, found 4 days ago
$65
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 13 from John Glenn Columbus Intl. to LaGuardia, returning Thu, May 15, priced at $65 found 4 days ago
Spirit Airlines
Mon, Apr 14 - Tue, Apr 22
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$73 Roundtrip, found 15 hours ago
$73
Roundtrip
found 15 hours ago
Select Spirit Airlines flight, departing Mon, Apr 14 from John Glenn Columbus Intl. to LaGuardia, returning Tue, Apr 22, priced at $73 found 15 hours ago
Spirit Airlines
Tue, May 13 - Sun, May 18
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$73 Roundtrip, found 4 days ago
$73
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 13 from John Glenn Columbus Intl. to LaGuardia, returning Sun, May 18, priced at $73 found 4 days ago
American Airlines
Wed, Apr 16 - Wed, Apr 23
BNA
Nashville Intl.
LGA
LaGuardia
$90 Roundtrip, found 6 days ago
$90
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Apr 16 from Nashville Intl. to LaGuardia, returning Wed, Apr 23, priced at $90 found 6 days ago
Delta
Wed, Apr 16 - Tue, Apr 22
BNA
Nashville Intl.
LGA
LaGuardia
$91 Roundtrip, found 5 days ago
$91
Roundtrip
found 5 days ago
Select Delta flight, departing Wed, Apr 16 from Nashville Intl. to LaGuardia, returning Tue, Apr 22, priced at $91 found 5 days ago
American Airlines
Fri, Mar 21 - Mon, Mar 24
BNA
Nashville Intl.
LGA
LaGuardia
$140 Roundtrip, found 4 days ago
$140
Roundtrip
found 4 days ago
Select American Airlines flight, departing Fri, Mar 21 from Nashville Intl. to LaGuardia, returning Mon, Mar 24, priced at $140 found 4 days ago
American Airlines
Fri, Apr 11 - Tue, Apr 15
BNA
Nashville Intl.
HPN
Westchester County
$159 Roundtrip, found 11 hours ago
$159
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Fri, Apr 11 from Nashville Intl. to Westchester County, returning Tue, Apr 15, priced at $159 found 11 hours ago
United
Fri, Mar 21 - Mon, Mar 24
BNA
Nashville Intl.
LGA
LaGuardia
$185 Roundtrip, found 4 days ago
$185
Roundtrip
found 4 days ago
Select United flight, departing Fri, Mar 21 from Nashville Intl. to LaGuardia, returning Mon, Mar 24, priced at $185 found 4 days ago
Frontier Airlines
Sat, Mar 29 - Sun, Mar 30
CMH
John Glenn Columbus Intl.
LGA
LaGuardia
$207 Roundtrip, found 4 days ago
$207
Roundtrip
found 4 days ago
Select Frontier Airlines flight, departing Sat, Mar 29 from John Glenn Columbus Intl. to LaGuardia, returning Sun, Mar 30, priced at $207 found 4 days ago
Delta
Sat, Mar 29 - Sat, Apr 5
CMH
John Glenn Columbus Intl.
HPN
Westchester County
$214 Roundtrip, found 1 day ago
$214
Roundtrip
found 1 day ago
Select Delta flight, departing Sat, Mar 29 from John Glenn Columbus Intl. to Westchester County, returning Sat, Apr 5, priced at $214 found 1 day ago
JetBlue Airways
Fri, Mar 21 - Mon, Mar 24
BNA
Nashville Intl.
LGA
LaGuardia
$368 Roundtrip, found 4 days ago
$368
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Fri, Mar 21 from Nashville Intl. to LaGuardia, returning Mon, Mar 24, priced at $368 found 4 days ago
Delta
Tue, Apr 15 - Sat, Apr 19
EVV
Evansville Regional
HPN
Westchester County
$387 Roundtrip, found 11 hours ago
$387
Roundtrip
found 11 hours ago
Select Delta flight, departing Tue, Apr 15 from Evansville Regional to Westchester County, returning Sat, Apr 19, priced at $387 found 11 hours 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 $48, 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 $48 right now, why wait?

Pleasantville Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$71

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! (1,005 reviews)
"I have always enjoyed staying at the Even,I have to get use to the new Decor(Gray walls,Doors) but other than that it was very clean this time.I did notice they put doors on the bathrooms instead of the sliding door which i think they should of kept the sliders as the door is to big and too close ..."

Reviewed on Mar 15, 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 $142 per night from Apr 13 to Apr 14
$142
includes taxes & fees
Apr 13 - Apr 14
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! (1,265 reviews)
"I enjoyed the Serenity of the environment. The one thing would mention, although the staff was friendly their communication could be a little clearer. Ex. I was asked for the plate number. I stated the vechicle hadn't arrived yet. I was then told the plate was needed to check in. Moments later i ..."

Reviewed on Mar 13, 2025

Hampton Inn & Suites Yonkers
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 24 to Mar 25
$124
includes taxes & fees
Mar 24 - Mar 25
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! (1,478 reviews)
"Nice place. Friendly staff!"

Reviewed on Mar 15, 2025

Hyatt Place Fort Lee / George Washington Bridge
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 18 to Mar 19
$117
includes taxes & fees
Mar 18 - Mar 19
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
Armoni Inn & Suites
Armoni Inn & Suites
3.5 out of 5
329 Route 303, Orangeburg, NY
The price is $100 per night from Mar 18 to Mar 19
$100
includes taxes & fees
Mar 18 - Mar 19
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
Amsterdam Hotel
Amsterdam Hotel
2 out of 5
19 Clarks Hill Ave, Stamford, CT
The price is $116 per night from Mar 18 to Mar 19
$116
includes taxes & fees
Mar 18 - Mar 19
Book a stay at this business-friendly hotel in Stamford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.4/10 Very Good! (1,574 reviews)
"Old school hotel, room was good. You get what you pay for, but it was good for what we needed."

Reviewed on Mar 13, 2025

Amsterdam Hotel
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.