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Chester

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Chester Flights as Low as $582

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.

Just the right flight

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.

Frequently Asked Questions About flights to Chester

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 July, 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 $582, 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 $582 right now, why wait?

Can I fly to Chester right now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to  right now?” When it’s time to book your flight, be sure to check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

Chester Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$581

Last Minute Hotel Deals in Chester

La Quinta Inn & Suites by Wyndham Middletown
La Quinta Inn & Suites by Wyndham Middletown
2.5 out of 5
551 Route 211 E, Middletown, NY
The price is $105 per night from Apr 28 to Apr 29
$105
per night
Apr 28 - Apr 29
Stay at this hotel in Middletown. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. ...
9.2/10 Wonderful! (348 reviews)
"Should’ve more reasonable price"

Reviewed on Apr 15, 2024

La Quinta Inn & Suites by Wyndham Middletown
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 $107 per night from Apr 28 to Apr 29
$107
per night
Apr 28 - Apr 29
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 rooms in ...
8.2/10 Very Good! (1,000 reviews)
"Overall hotel was great. Check in was quick and easy and man at front of desk was very nice. The only disappointment was the pool was closed which is one of the main reasons we chose that hotel since we were traveling with kids. I probably would have chosen a different hotel had I known it wouldn’t ..."

Reviewed on Apr 15, 2024

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 $126 per night from May 12 to May 13
$126
per night
May 12 - May 13
Stay at this golf hotel in Nanuet. Enjoy free WiFi, free parking, and breakfast. Our guests praise the pool and the helpful staff in our reviews. Popular attractions ...
8.4/10 Very Good! (1,003 reviews)
"Have stayed here several times and have never been disappointed."

Reviewed on Apr 16, 2024

DoubleTree by Hilton Hotel Nanuet
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
The price is $110 per night from May 8 to May 9
$110
per night
May 8 - May 9
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 rooms ...
8.2/10 Very Good! (981 reviews)
"Great value with great staff"

Reviewed on Apr 17, 2024

Sonesta Simply Suites Nanuet
HYATT house Fishkill/Poughkeepsie
HYATT house Fishkill/Poughkeepsie
3 out of 5
100 Westage Business Center Dr., Fishkill, NY
The price is $119 per night from Apr 28 to Apr 29
$119
per night
Apr 28 - Apr 29
Stay at this 3-star business-friendly hotel in Fishkill. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
8.6/10 Excellent! (1,001 reviews)
"The hotel is very clean. Beds are comfy. Nice pool."

Reviewed on Apr 15, 2024

HYATT house Fishkill/Poughkeepsie
Courtyard by Marriott Mahwah
Courtyard by Marriott Mahwah
3 out of 5
140 NJ-17 South, Mahwah, NJ
The price is $116 per night from Apr 28 to Apr 29
$116
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Mahwah. Enjoy free WiFi, free parking, and breakfast. Our guests praise the helpful staff and the clean rooms in our ...
8.2/10 Very Good! (1,000 reviews)
"Staff was excellent very kind an attentive room was very cozy clean and overall experience was great"

Reviewed on Apr 10, 2024

Courtyard by Marriott Mahwah
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 $159 per night from Apr 29 to Apr 30
$159
per night
Apr 29 - Apr 30
Stay at this spa hotel in Bear Mountain. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. ...
7.8/10 Good! (1,001 reviews)
Visiting USMA
"Beautiful place. We will probably come back and hopefully I can get a cabin."

Reviewed on Apr 9, 2024

Overlook Lodge at Bear Mountain
TAPA HOTEL
TAPA HOTEL
2.5 out of 5
220 ROUTE 17, Mahwah, NJ
The price is $129 per night from Apr 28 to Apr 29
$129
per night
Apr 28 - Apr 29
Stay at this business-friendly hotel in Mahwah. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Suffern Railroad Museum and Lower Hudson ...
9/10 Wonderful! (26 reviews)
"Excellent value for the price."

Reviewed on Apr 9, 2024

TAPA HOTEL
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.