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Pleasantville

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Pleasantville Flights as Low as $79

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

Spirit Airlines
Tue, Apr 29 - Sat, May 3
ORD
O'Hare Intl.
LGA
LaGuardia
$79 Roundtrip, found 2 days ago
$79
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Apr 29 from O'Hare Intl. to LaGuardia, returning Sat, May 3, priced at $79 found 2 days ago
Spirit Airlines
Tue, May 6 - Sat, May 10
ORD
O'Hare Intl.
LGA
LaGuardia
$87 Roundtrip, found 4 days ago
$87
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 6 from O'Hare Intl. to LaGuardia, returning Sat, May 10, priced at $87 found 4 days ago
Spirit Airlines
Tue, Apr 29 - Tue, Apr 29
ORD
O'Hare Intl.
LGA
LaGuardia
$88 Roundtrip, found 2 days ago
$88
Roundtrip
found 2 days ago
Select Spirit Airlines flight, departing Tue, Apr 29 from O'Hare Intl. to LaGuardia, returning Tue, Apr 29, priced at $88 found 2 days ago
Spirit Airlines
Thu, Apr 24 - Tue, Apr 29
ORD
O'Hare Intl.
LGA
LaGuardia
$88 Roundtrip, found 17 hours ago
$88
Roundtrip
found 17 hours ago
Select Spirit Airlines flight, departing Thu, Apr 24 from O'Hare Intl. to LaGuardia, returning Tue, Apr 29, priced at $88 found 17 hours ago
Spirit Airlines
Tue, May 6 - Fri, May 9
ORD
O'Hare Intl.
LGA
LaGuardia
$95 Roundtrip, found 4 days ago
$95
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 6 from O'Hare Intl. to LaGuardia, returning Fri, May 9, priced at $95 found 4 days ago
Spirit Airlines
Mon, May 5 - Sat, May 10
ORD
O'Hare Intl.
LGA
LaGuardia
$96 Roundtrip, found 4 days ago
$96
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, May 5 from O'Hare Intl. to LaGuardia, returning Sat, May 10, priced at $96 found 4 days ago
Spirit Airlines
Mon, Apr 7 - Tue, Apr 8
IAH
George Bush Intercontinental
LGA
LaGuardia
$109 Roundtrip, found 4 days ago
$109
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Apr 7 from George Bush Intercontinental to LaGuardia, returning Tue, Apr 8, priced at $109 found 4 days ago
United
Fri, May 2 - Mon, May 5
ORD
O'Hare Intl.
LGA
LaGuardia
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select United flight, departing Fri, May 2 from O'Hare Intl. to LaGuardia, returning Mon, May 5, priced at $149 found 12 hours ago
American Airlines
Fri, May 2 - Mon, May 5
ORD
O'Hare Intl.
LGA
LaGuardia
$149 Roundtrip, found 12 hours ago
$149
Roundtrip
found 12 hours ago
Select American Airlines flight, departing Fri, May 2 from O'Hare Intl. to LaGuardia, returning Mon, May 5, priced at $149 found 12 hours ago
Frontier Airlines
Tue, Apr 22 - Tue, Apr 29
IAH
George Bush Intercontinental
LGA
LaGuardia
$155 Roundtrip, found 5 days ago
$155
Roundtrip
found 5 days ago
Select Frontier Airlines flight, departing Tue, Apr 22 from George Bush Intercontinental to LaGuardia, returning Tue, Apr 29, priced at $155 found 5 days ago
Delta
Wed, May 28 - Sat, May 31
ORD
O'Hare Intl.
LGA
LaGuardia
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select Delta flight, departing Wed, May 28 from O'Hare Intl. to LaGuardia, returning Sat, May 31, priced at $159 found 2 days ago
Spirit Airlines
Mon, Apr 28 - Tue, Apr 29
LAX
Los Angeles Intl.
LGA
LaGuardia
$174 Roundtrip, found 4 days ago
$174
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Mon, Apr 28 from Los Angeles Intl. to LaGuardia, returning Tue, Apr 29, priced at $174 found 4 days ago
Delta
Wed, Apr 9 - Tue, Apr 15
ORD
O'Hare Intl.
HPN
Westchester County
$239 Roundtrip, found 4 days ago
$239
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Apr 9 from O'Hare Intl. to Westchester County, returning Tue, Apr 15, priced at $239 found 4 days ago
American Airlines
Mon, Apr 14 - Tue, Apr 22
LAX
Los Angeles Intl.
HPN
Westchester County
$297 Roundtrip, found 3 days ago
$297
Roundtrip
found 3 days ago
Select American Airlines flight, departing Mon, Apr 14 from Los Angeles Intl. to Westchester County, returning Tue, Apr 22, priced at $297 found 3 days ago
JetBlue Airways
Fri, Apr 4 - Mon, Apr 7
ORD
O'Hare Intl.
LGA
LaGuardia
$344 Roundtrip, found 2 days ago
$344
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Apr 4 from O'Hare Intl. to LaGuardia, returning Mon, Apr 7, priced at $344 found 2 days ago
Alaska Airlines
Sun, Apr 13 - Sun, Apr 20
LAX
Los Angeles Intl.
HPN
Westchester County
$628 Roundtrip, found 6 days ago
$628
Roundtrip
found 6 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 6 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 April, 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 $79, 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 $79 right now, why wait?

Pleasantville Flight Information
Destination airport
LaGuardia
Destination airport IATA code
LGA
Roundtrip price
$78

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! (1,582 reviews)
"Convenient and affordable"

Reviewed on Mar 16, 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.