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Chatham

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Chatham Flights as Low as $117

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

American Airlines
Thu, Dec 24 - Wed, Dec 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 13 hours ago
$117
Roundtrip
found 13 hours ago
Select American Airlines flight, departing Thu, Dec 24 from Ronald Reagan Washington National to Logan Intl., returning Wed, Dec 30, priced at $117 found 13 hours ago
Delta
Tue, Oct 13 - Tue, Oct 20
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 6 days ago
$117
Roundtrip
found 6 days ago
Select Delta flight, departing Tue, Oct 13 from Ronald Reagan Washington National to Logan Intl., returning Tue, Oct 20, priced at $117 found 6 days ago
JetBlue Airways
Thu, Dec 24 - Wed, Dec 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$117 Roundtrip, found 13 hours ago
$117
Roundtrip
found 13 hours ago
Select JetBlue Airways flight, departing Thu, Dec 24 from Ronald Reagan Washington National to Logan Intl., returning Wed, Dec 30, priced at $117 found 13 hours ago
JetBlue Airways
Mon, Nov 16 - Thu, Nov 19
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$119 Roundtrip, found 1 day ago
$119
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Mon, Nov 16 from Ronald Reagan Washington National to Logan Intl., returning Thu, Nov 19, priced at $119 found 1 day ago
Delta
Thu, Dec 24 - Wed, Dec 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$127 Roundtrip, found 13 hours ago
$127
Roundtrip
found 13 hours ago
Select Delta flight, departing Thu, Dec 24 from Ronald Reagan Washington National to Logan Intl., returning Wed, Dec 30, priced at $127 found 13 hours ago
Delta
Wed, Nov 18 - Sun, Nov 22
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$129 Roundtrip, found 1 day ago
$129
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, Nov 18 from Ronald Reagan Washington National to Logan Intl., returning Sun, Nov 22, priced at $129 found 1 day ago
Delta
Thu, Dec 24 - Wed, Dec 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$137 Roundtrip, found 13 hours ago
$137
Roundtrip
found 13 hours ago
Select Delta flight, departing Thu, Dec 24 from Ronald Reagan Washington National to Logan Intl., returning Wed, Dec 30, priced at $137 found 13 hours ago
JetBlue Airways
Tue, Oct 20 - Tue, Oct 27
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$139 Roundtrip, found 5 hours ago
$139
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Tue, Oct 20 from Ronald Reagan Washington National to Logan Intl., returning Tue, Oct 27, priced at $139 found 5 hours ago
Bargain Flight
Wed, Nov 18 - Fri, Nov 27
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$179 Roundtrip, found 6 days ago
$179
Roundtrip
found 6 days ago
Select Bargain Flight flight, departing Wed, Nov 18 from Ronald Reagan Washington National to Logan Intl., returning Fri, Nov 27, priced at $179 found 6 days ago
Bargain Flight
Sat, Oct 10 - Wed, Oct 14
DTW
Detroit Metropolitan Wayne County
BOS
Logan Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Oct 10 from Detroit Metropolitan Wayne County to Logan Intl., returning Wed, Oct 14, priced at $247 found 1 day ago
United
Sat, Oct 10 - Wed, Oct 14
IAD
Washington Dulles Intl.
BOS
Logan Intl.
$251 Roundtrip, found 3 days ago
$251
Roundtrip
found 3 days ago
Select United flight, departing Sat, Oct 10 from Washington Dulles Intl. to Logan Intl., returning Wed, Oct 14, priced at $251 found 3 days ago
Frontier Airlines
Tue, Jan 5 - Fri, Jan 22
DTW
Detroit Metropolitan Wayne County
BOS
Logan Intl.
$346 Roundtrip, found 3 days ago
$346
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Tue, Jan 5 from Detroit Metropolitan Wayne County to Logan Intl., returning Fri, Jan 22, priced at $346 found 3 days ago
Southwest Airlines
Wed, Nov 18 - Sun, Nov 22
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$500 Roundtrip, found 1 day ago
$500
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Nov 18 from Ronald Reagan Washington National to Logan Intl., returning Sun, Nov 22, priced at $500 found 1 day ago
JetBlue Airways
Mon, Sep 28 - Tue, Oct 6
DCA
Ronald Reagan Washington National
ACK
Nantucket Memorial
$514 Roundtrip, found 11 hours ago
$514
Roundtrip
found 11 hours ago
Select JetBlue Airways flight, departing Mon, Sep 28 from Ronald Reagan Washington National to Nantucket Memorial, returning Tue, Oct 6, priced at $514 found 11 hours ago
American Airlines
Sat, Oct 31 - Tue, Nov 10
IAD
Washington Dulles Intl.
ACK
Nantucket Memorial
$830 Roundtrip, found 11 hours ago
$830
Roundtrip
found 11 hours ago
Select American Airlines flight, departing Sat, Oct 31 from Washington Dulles Intl. to Nantucket Memorial, returning Tue, Nov 10, priced at $830 found 11 hours ago
JetBlue Airways
Sat, Oct 3 - Thu, Oct 8
DTW
Detroit Metropolitan Wayne County
ACK
Nantucket Memorial
$937 Roundtrip, found 5 hours ago
$937
Roundtrip
found 5 hours ago
Select JetBlue Airways flight, departing Sat, Oct 3 from Detroit Metropolitan Wayne County to Nantucket Memorial, returning Thu, Oct 8, priced at $937 found 5 hours ago

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 PVC 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 December, 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 14 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 Barnstable Municipal 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 $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 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 $117 right now, why wait?

Chatham Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$106

Last Minute Hotel Deals in Chatham

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd Chatham MA
Book a stay at this luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
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Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St Chatham MA
Book a stay at this golf hotel in Chatham. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9.2/10 Wonderful! (737 reviews)
"Loved the Inn and will definitely stay there again in the future. Perfect location...just steps to the shops and eateries on Main Street. Our standard king room was lovely and spacious. The mattress and bedding was extremely comfortable and had everything we needed. The gym and pool looked beautiful ..."

Reviewed on Sep 23, 2026

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Chatham Wayside Inn
Greyfinch Chatham Inn

Greyfinch Chatham Inn

3 out of 5
946 Main Street (Rte 28) Chatham MA
Book a stay at this family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.8/10 Excellent! (287 reviews)
"This place is so cute! When we first pulled up we were unsure because it looks like an old roadside motel. But it’s quickly apparent that it’s been beautifully updated with fresh paint and hanging plants. The driveway and parking lot are spotless as are the rooms. The decor in the rooms is updated ..."

Reviewed on Sep 23, 2026

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Greyfinch Chatham Inn
Queen Anne Inn

Queen Anne Inn

4 out of 5
70 Queen Anne Rd Chatham MA
Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. Popular attractions Chatham ...
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Queen Anne Inn
Pleasant Bay Village Resort

Pleasant Bay Village Resort

3 out of 5
1191 Orleans Road Chatham MA
Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular attractions ...
9.6/10 Exceptional! (336 reviews)
"This hotel is absolutely wonderful. The grounds are beautiful. The rooms are spacious, clean, and the bed was so comfortable. One of the best properties I have stayed at in a long time. Just as an aside, Chatham town center is not within walking distance and it is about a five minute car ride."

Reviewed on Sep 23, 2026

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Pleasant Bay Village Resort
Chatham Seafarer Inn

Chatham Seafarer Inn

3.5 out of 5
2079 Main St Chatham MA
Stay at this hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cockle Cove Beach and Ridgevale Beach are located ...
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Chatham Seafarer Inn
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd Hyannis MA
Book a stay at this spa resort in Hyannis. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the clean rooms in our reviews. Popular attractions ...
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Margaritaville Resort Cape Cod
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
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Bayside Resort Hotel
See all 5,014 properties in Chatham
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.