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Chatham

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Chatham Flights as Low as $317

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Cheap Flights to Chatham

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

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

Frequently Asked Questions About flights to Chatham

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

What is the cheapest month to fly to Chatham?

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

How many airlines fly to Chatham?

Variety is the spice of life, even when it comes to booking your next trip. Want options for airlines? You’ll find 16 to choose from for your flight to Chatham.

What airport is best to fly into Chatham?

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

How much are flights to Chatham?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Chatham on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $317, 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 Chatham?

The trick to saving a stack of cash on your flight to Chatham? 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 $317 right now, why wait?

Chatham Flight Information
Destination airport
Albany Intl.
Destination airport IATA code
ALB
Roundtrip price
$316

Last Minute Hotel Deals in Chatham

Life House Berkshires
Life House Berkshires
3.5 out of 5
194 Pittsfield Rd, Lenox, MA
The price is $108 per night from Feb 5 to Feb 6
$108
includes taxes & fees
Feb 5 - Feb 6
Stay at this 3.5-star lodge in Lenox. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (479 reviews)
"I love this place! The staff is friendly, helpful and accommodating. The lobby and rooms are updated and gorgeous! There is an onsite bar and restaurant.Great location, minutes from restaurants and shopping (Lee Outlets, Marshall's and quaint boutiques)."

Reviewed on Jan 17, 2025

Life House Berkshires
Comfort Inn Glenmont - Albany South
Comfort Inn Glenmont - Albany South
2.5 out of 5
37 Route 9W, Glenmont, NY
The price is $106 per night from Jan 31 to Feb 1
$106
includes taxes & fees
Jan 31 - Feb 1
Book a stay at this business-friendly hotel in Glenmont. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
7.8/10 Good! (922 reviews)
Nice stay
"Great night sleep & close to all my needs"

Reviewed on Jan 19, 2025

Comfort Inn Glenmont - Albany South
The Yankee, Trademark Collection by Wyndham
The Yankee, Trademark Collection by Wyndham
2.5 out of 5
461 Pittsfield Rd, Lenox, MA
The price is $115 per night from Jan 30 to Jan 31
$115
includes taxes & fees
Jan 30 - Jan 31
Book a stay at this business-friendly hotel in Lenox. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our ...
9/10 Wonderful! (1,003 reviews)
"Had a great time at this hotel. The rooms are comfortable. The staff is very friendly. Ended up spending Friday and Saturday night hanging out in the bar in the hotel where Carl and George kept us entertained. We had a lot of unexpected fun (I’m not one to hang out in a bar but felt at home)"

Reviewed on Jan 19, 2025

The Yankee, Trademark Collection by Wyndham
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
3.5 out of 5
190 Meadow Street, South Lee, MA
The price is $147 per night from Jan 27 to Jan 28
$147
includes taxes & fees
Jan 27 - Jan 28
Stay at this 3.5-star family-friendly hotel in South Lee. Enjoy 2 outdoor pools, 2 restaurants, and 2 bars/lounges. Our guests praise the helpful staff in our ...
8.8/10 Excellent! (585 reviews)
Quiet winter break
"Great place for a quiet winter break. Kitchen was well-equipped and everything was in working order and spotlessly clean"

Reviewed on Jan 17, 2025

Holiday Inn Club Vacations Oak n’ Spruce Resort in the Berkshires, an IHG Hotel
The Red Lion Inn
The Red Lion Inn
3.5 out of 5
30 Main Street, Stockbridge, MA
The price is $146 per night from Jan 29 to Jan 30
$146
includes taxes & fees
Jan 29 - Jan 30
Stay at this 3.5-star historic hotel in Stockbridge. Enjoy free WiFi, 3 restaurants, and breakfast (surcharge). Our guests praise the helpful staff and the property ...
8.8/10 Excellent! (1,000 reviews)
"Little disappointed with the service in the Dining Room. Bar closed early which was disappointing in the sense there was nothing to do after hours."

Reviewed on Jan 14, 2025

The Red Lion Inn
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
3 out of 5
One West Street, Pittsfield, MA
The price is $118 per night from Jan 24 to Jan 25
$118
includes taxes & fees
Jan 24 - Jan 25
Stay at this 3-star business-friendly hotel in Pittsfield. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
7.8/10 Good! (727 reviews)
Reliable, friendly
"Appreciated that the hotel offered free valet, especially given how cold it was. Check in was fast, courteous. Room was spacious and clean. Breakfast was good, reasonably priced. Check out was speedy and friendly. Hotel was still decorated for the holidays which made it festive looking. Could use ..."

Reviewed on Jan 13, 2025

Holiday Inn & Suites Pittsfield-Berkshires, an IHG Hotel
The Black Swan Lee - Lenox, Ascend Hotel Collection
The Black Swan Lee - Lenox, Ascend Hotel Collection
3 out of 5
435 Laurel St, Lee, MA
The price is $113 per night from Jan 28 to Jan 29
$113
includes taxes & fees
Jan 28 - Jan 29
Stay at this 3-star hotel in Lee. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the restaurant in our reviews. Popular ...
9/10 Wonderful! (1,002 reviews)
Great affordable but nice option
"Excellent affordable option with a very pretty view of the lake. The 24 hour coffee and tea stand was also great. Staff were very polite and helpful. Room was very clean. Would definitely stay here again."

Reviewed on Jan 19, 2025

The Black Swan Lee - Lenox, Ascend Hotel Collection
Vacation Village in the Berkshires
Vacation Village in the Berkshires
3 out of 5
276 Brodie Mountain Rd, Williamstown, MA
The price is $216 per night from Jan 23 to Jan 24
$216
includes taxes & fees
Jan 23 - Jan 24
Stay at this 3-star family-friendly condo in Williamstown. Enjoy free parking, a health club, and in-room massages. Our guests praise the helpful staff in our ...
8.6/10 Excellent! (1,755 reviews)
"It had a great pool and hot tub. also right near the ski area, jiminey Peak."

Reviewed on Jan 20, 2025

Vacation Village in the Berkshires
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.