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Chester

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Chester Flights as Low as $117

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

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Cheap Flights to Chester

Fall in love at first flight with your vacation to Chester 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 Chester on Hotwire, and you’ll be up, up, and on a getaway in no time.

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

Frequently Asked Questions About flights to Chester

Don’t waste your time on endless searches for cheap airline tickets oneway or roundtrip. We’ll have you on your way to Chester 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 NYC airport.

What is the cheapest month to fly to Chester?

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 Chester are in February, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Chester?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 8 to choose from for your flight to Chester.

What airport is best to fly into Chester?

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

How much are flights to Chester?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chester on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $117, 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 Chester?

The trick to saving a stack of cash on your flight to Chester? 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 $117 right now, why wait?

Chester Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$117

Last Minute Hotel Deals in Chester

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
2.5 out of 5
2 Bryle Place, Chester, NY
The price is $98 per night from Jan 30 to Jan 31
$98
includes taxes & fees
Jan 30 - Jan 31
Book a stay at this business-friendly hotel in Chester. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.4/10 Very Good! (1,002 reviews)
"Our family enjoyed our stay in Holiday Inn, very convenient, woth indoor pool, close to everything and the free breakfast was a plus! Will difinitely recommend to our family and friends."

Reviewed on Jan 16, 2025

Holiday Inn Express Hotel & Suites Chester, an IHG Hotel
DoubleTree by Hilton Hotel Nanuet
DoubleTree by Hilton Hotel Nanuet
4 out of 5
425 E Route 59, Nanuet, NY
The price is $124 per night from Feb 2 to Feb 3
$124
includes taxes & fees
Feb 2 - Feb 3
Book a stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,000 reviews)
"Always stay at Doubletree, great service and convenient"

Reviewed on Jan 21, 2025

DoubleTree by Hilton Hotel Nanuet
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $111 per night from Jan 31 to Feb 1
$111
includes taxes & fees
Jan 31 - Feb 1
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"Everyone has been very helpful and even letting us arrange our schedule to check in early due to a snow storm during our travels."

Reviewed on Jan 20, 2025

HYATT house Fishkill/Poughkeepsie
Overlook Lodge at Bear Mountain
Overlook Lodge at Bear Mountain
2.5 out of 5
55 Hessian Drive, Bear Mountain State Park, Bear Mountain, NY
The price is $135 per night from Jan 26 to Jan 27
$135
includes taxes & fees
Jan 26 - Jan 27
Book a stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular ...
8/10 Very Good! (1,000 reviews)
"Lovely night here, a nice escape. Everything is so comfy and it’s all around the park so it’s a wonderful little get away! Could not praise enough."

Reviewed on Jan 17, 2025

Overlook Lodge at Bear Mountain
Crowne Plaza Suffern - Mahwah, an IHG Hotel
Crowne Plaza Suffern - Mahwah, an IHG Hotel
3.5 out of 5
3 Executive Blvd, Suffern, NY
The price is $132 per night from Jan 26 to Jan 27
$132
includes taxes & fees
Jan 26 - Jan 27
Stay at this 3.5-star business-friendly hotel in Suffern. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the breakfast and the helpful ...
8.6/10 Excellent! (1,002 reviews)
"Loved the room"

Reviewed on Jan 21, 2025

Crowne Plaza Suffern - Mahwah, an IHG Hotel
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
The price is $127 per night from Feb 1 to Feb 2
$127
includes taxes & fees
Feb 1 - Feb 2
Book a stay at this business-friendly hotel in Nanuet. 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)
"Great price. The location is right near the highway"

Reviewed on Jan 21, 2025

Sonesta Simply Suites Nanuet
Hampton Inn & Suites Mahwah
Hampton Inn & Suites Mahwah
2.5 out of 5
290 Rt 17s, Mahwah, NJ
The price is $126 per night from Jan 30 to Jan 31
$126
includes taxes & fees
Jan 30 - Jan 31
Book a stay at this business-friendly hotel in Mahwah. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,048 reviews)
"This hotel was clean and the breakfast was good. The only issue we had was there was a dog barking all day/night."

Reviewed on Jan 20, 2025

Hampton Inn & Suites Mahwah
Sleep Inn & Suites Monroe - Woodbury
Sleep Inn & Suites Monroe - Woodbury
2.5 out of 5
1 Sleep Way, Monroe, NY
The price is $106 per night from Jan 30 to Jan 31
$106
includes taxes & fees
Jan 30 - Jan 31
Book a stay at this business-friendly hotel in Monroe. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms ...
9.4/10 Exceptional! (1,001 reviews)
Nice no-frills hotel
"Very clean hotel with incredibly friendly staff. The hotel is no-frills, but it was quiet and very well maintained."

Reviewed on Jan 21, 2025

Sleep Inn & Suites Monroe - Woodbury
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.