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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 April, 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 $105 per night from Feb 27 to Feb 28
$105
includes taxes & fees
Feb 27 - Feb 28
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! (1,005 reviews)
"Nice place"

Reviewed on Feb 21, 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 $137 per night from Feb 27 to Feb 28
$137
includes taxes & fees
Feb 27 - Feb 28
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! (1,004 reviews)
"The service was very friendly"

Reviewed on Feb 17, 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 $117 per night from Mar 2 to Mar 3
$117
includes taxes & fees
Mar 2 - Mar 3
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! (1,006 reviews)
"Had a good one day stay at HYATT Place Fishkill. Service counter people were friendly and welcoming. The room was spacious, clean and well appointed with amenities: microwave, fridge, coffee machine & suppliies. Breakfast served was good and plentiful. Good value!"

Reviewed on Feb 21, 2025

HYATT house Fishkill/Poughkeepsie
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 $127 per night from Mar 9 to Mar 10
$127
includes taxes & fees
Mar 9 - Mar 10
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! (1,001 reviews)
"Clean and convenient. There was some noise late from a crowd of youths attending a Bar Mitzvah. Property is clean. Staff friendly."

Reviewed on Feb 16, 2025

Crowne Plaza Suffern - Mahwah, an IHG Hotel
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 Feb 24 to Feb 25
$135
includes taxes & fees
Feb 24 - Feb 25
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! (1,004 reviews)
"Beautiful country setting"

Reviewed on Feb 19, 2025

Overlook Lodge at Bear Mountain
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 Mar 2 to Mar 3
$106
includes taxes & fees
Mar 2 - Mar 3
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! (1,004 reviews)
"Stay was very professional and courteous"

Reviewed on Feb 21, 2025

Sleep Inn & Suites Monroe - Woodbury
Mountain Creek
Mountain Creek
3 out of 5
200 Route 94, Vernon, NJ
The price is $363 per night from Feb 24 to Feb 25
$363
includes taxes & fees
Feb 24 - Feb 25
Stay at this 3-star ski hotel in Vernon. Enjoy free WiFi, free parking, and water park access (surcharge). Popular attractions Crystal Springs Golf Resort and ...
8/10 Very Good! (559 reviews)
"Enjoyable family friendly resort for our ski trip. Great convenience to the mountain. Only area that drives me crazy is the lack of front desk and staff. Please move the check/in out of your shop and hire a couple employees to assist."

Reviewed on Feb 18, 2025

Mountain Creek
Courtyard by Marriott Mahwah
Courtyard by Marriott Mahwah
3 out of 5
140 NJ-17 South, Mahwah, NJ
The price is $123 per night from Mar 2 to Mar 3
$123
includes taxes & fees
Mar 2 - Mar 3
Book a stay at this business-friendly hotel in Mahwah. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
8.2/10 Very Good! (1,001 reviews)
"Nice hotel but near a major street and so was very noisy and had trouble sleeping because of it."

Reviewed on Feb 20, 2025

Courtyard by Marriott Mahwah
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.