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Chester

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Chester Flights as Low as $122

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

Breeze Airways
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Breeze Airways

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 January, 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 5 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 $122, 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 $122 right now, why wait?

Chester Flight Information
Destination airport
Stewart Intl.
Destination airport IATA code
SWF
Roundtrip price
$121

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 $110 per night from Jan 1 to Jan 2
$110
includes taxes & fees
Jan 1 - Jan 2, 2025
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)
"Good"

Reviewed on Dec 18, 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 $132 per night from Jan 19 to Jan 20
$132
includes taxes & fees
Jan 19 - Jan 20, 2025
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! (1,005 reviews)
"Great beds, and the rooms are very cozy"

Reviewed on Dec 15, 2024

DoubleTree by Hilton Hotel Nanuet
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 $142 per night from Dec 29 to Dec 30
$142
includes taxes & fees
Dec 29 - Dec 30
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! (1,003 reviews)
"We travel to the area frequently for sports tournaments and the Crowne is always our first choice for accommodations. We have a routine: sleep at the Crowne, hit Starbucks on the way to the competition venue, compete, repeat."

Reviewed on Dec 20, 2024

Crowne Plaza Suffern - Mahwah, an IHG Hotel
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 1 to Jan 2
$111
includes taxes & fees
Jan 1 - Jan 2, 2025
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! (1,012 reviews)
"Comfortable and spacious rooms. Great nearby food options."

Reviewed on Dec 23, 2024

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 Dec 24 to Dec 25
$135
includes taxes & fees
Dec 24 - Dec 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! (1,002 reviews)
"Amazing value!!"

Reviewed on Dec 19, 2024

Overlook Lodge at Bear Mountain
Best Western Fishkill Inn & Suites
Best Western Fishkill Inn & Suites
3.5 out of 5
14 Schuyler Blvd, Fishkill, NY
The price is $105 per night from Jan 1 to Jan 2
$105
includes taxes & fees
Jan 1 - Jan 2, 2025
Book a stay at this 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! (715 reviews)
"Great staff"

Reviewed on Dec 22, 2024

Best Western Fishkill Inn & Suites
Sonesta Simply Suites Nanuet
Sonesta Simply Suites Nanuet
2.5 out of 5
20 Overlook Blvd, Nanuet, NY
The price is $125 per night from Jan 3 to Jan 4
$125
includes taxes & fees
Jan 3 - Jan 4, 2025
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! (1,004 reviews)
"Good job"

Reviewed on Dec 20, 2024

Sonesta Simply Suites Nanuet
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 $112 per night from Jan 23 to Jan 24
$112
includes taxes & fees
Jan 23 - Jan 24, 2025
Book a stay at this business-friendly hotel in Middletown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
9.2/10 Wonderful! (588 reviews)
"Me encanto el lugar"

Reviewed on Dec 16, 2024

La Quinta Inn & Suites by Wyndham Middletown
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.