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Cheap Flights to Chestertown

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

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

Frequently Asked Questions About flights to Chestertown

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

What is the cheapest month to fly to Chestertown?

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

How many airlines fly to Chestertown?

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

What airport is best to fly into Chestertown?

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

How much are flights to Chestertown?

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

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

Chestertown Flight Information
Destination airport
Chestertown
Destination airport IATA code
GFL

Last Minute Hotel Deals in Chestertown

The Fern Lodge

The Fern Lodge

3.5 out of 5
46 Fiddlehead Bay Rd. Chestertown NY
Book a stay at this beach B&B in Chestertown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Friends Lake and Loon Lake Beach are located ...
9.8/10 Exceptional! (47 reviews)
I cannot say enough good things about the Fern Lodge. Beautiful atmosphere, wonderful host. Will be returning!

Reviewed on Dec 27, 2025

The Fern Lodge
Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

3.5 out of 5
89 Six Flags Dr Queensbury NY
Book a stay at this family-friendly resort in Queensbury. Enjoy free WiFi, free parking, and 3 restaurants. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (1,521 reviews)
Front desk staff upon arrival were great. The staff member I worked with helped us get a room upgrade for a small upcharge. Totally worth it.

Reviewed on Feb 11, 2026

Six Flags Great Escape Lodge & Indoor Waterpark
The Queensbury Hotel

The Queensbury Hotel

3 out of 5
88 Ridge St Glens Falls NY
Book a stay at this business-friendly hotel in Glens Falls. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the restaurant and the helpful ...
9.2/10 Wonderful! (1,509 reviews)
Staff was awesome! The room was very comfortable

Reviewed on Feb 13, 2026

The Queensbury Hotel
La Quinta Inn & Suites by Wyndham Lake George

La Quinta Inn & Suites by Wyndham Lake George

3 out of 5
1533 US-9 Lake George NY
Book a stay at this family-friendly hotel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,695 reviews)
The stay was great room was clean good breakfast. My only complaint was that the pool area the chlorine was so high it burnt your eyes. My one kids asthma kicked in & couldnt stop coughing in there.

Reviewed on Feb 8, 2026

La Quinta Inn & Suites by Wyndham Lake George
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

3 out of 5
1130 Route 9 Queensbury NY
Book a stay at this business-friendly hotel in Queensbury. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,356 reviews)
The room was spotless

Reviewed on Feb 5, 2026

Country Inn & Suites by Radisson, Lake George (Queensbury), NY
Super 8 by Wyndham Lake George/Warrensburg Area

Super 8 by Wyndham Lake George/Warrensburg Area

2.5 out of 5
3619 State Route 9 Lake George NY
Book a stay at this business-friendly motel in Lake George. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,003 reviews)
Winter reduced rates! (Mostly) friendly staff; Price chopper next-door was great; Coffee/tea flowed all day; One minor complaint was the bed on the night table side was worn out, so I had to roll up to the middle of the bed or the other side. Clean bathroom w/fresh towels. Overall, clean, comfortable, ...

Reviewed on Feb 9, 2026

Super 8 by Wyndham Lake George/Warrensburg Area
Holiday Inn Resort Lake George - Adirondack Area by IHG

Holiday Inn Resort Lake George - Adirondack Area by IHG

3 out of 5
2223 Canada St Lake George NY
Book a stay at this family-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful ...
9.2/10 Wonderful! (1,000 reviews)
Great relaxed vibe. Nice room and nice common places.

Reviewed on Feb 1, 2026

Holiday Inn Resort Lake George - Adirondack Area by IHG
Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

3 out of 5
365 Canada Street Lake George NY
Book a stay at this business-friendly hotel in Lake George. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the bar and the helpful ...
9/10 Wonderful! (1,001 reviews)
Room was great, staff is great, second time at this hotel and it was consistent with the first stay!! Highly recommend

Reviewed on Feb 7, 2026

Courtyard by Marriott Lake George
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.