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Chatham

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Chatham Flights as Low as $134

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

JetBlue Airways
Wed, Sep 3 - Wed, Sep 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$134 Roundtrip, found 1 hour ago
$134
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Sep 3, priced at $134 found 1 hour ago
American Airlines
Wed, Sep 3 - Wed, Sep 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$139 Roundtrip, found 1 hour ago
$139
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Sep 3, priced at $139 found 1 hour ago
American Airlines
Wed, Sep 3 - Wed, Sep 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$149 Roundtrip, found 1 hour ago
$149
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Sep 3, priced at $149 found 1 hour ago
United
Wed, Sep 3 - Wed, Sep 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$159 Roundtrip, found 1 hour ago
$159
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Sep 3, priced at $159 found 1 hour ago
American Airlines
Wed, Sep 3 - Wed, Sep 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$160 Roundtrip, found 1 hour ago
$160
Roundtrip
found 1 hour ago
Select American Airlines flight, departing Wed, Sep 3 from Ronald Reagan Washington National to Logan Intl., returning Wed, Sep 3, priced at $160 found 1 hour ago
JetBlue Airways
Mon, Aug 25 - Sat, Aug 30
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$162 Roundtrip, just found
$162
Roundtrip
just found
Select JetBlue Airways flight, departing Mon, Aug 25 from Ronald Reagan Washington National to Logan Intl., returning Sat, Aug 30, priced at $162 just found
Bargain Flight
Mon, Nov 3 - Mon, Nov 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$163 Roundtrip, found 10 hours ago
$163
Roundtrip
found 10 hours ago
Select Bargain Flight flight, departing Mon, Nov 3 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 3, priced at $163 found 10 hours ago
JetBlue Airways
Mon, Nov 3 - Mon, Nov 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$164 Roundtrip, found 10 hours ago
$164
Roundtrip
found 10 hours ago
Select JetBlue Airways flight, departing Mon, Nov 3 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 3, priced at $164 found 10 hours ago
Delta
Mon, Sep 1 - Tue, Sep 2
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$165 Roundtrip, found 2 days ago
$165
Roundtrip
found 2 days ago
Select Delta flight, departing Mon, Sep 1 from Ronald Reagan Washington National to Logan Intl., returning Tue, Sep 2, priced at $165 found 2 days ago
Bargain Flight
Tue, Oct 28 - Tue, Nov 4
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Oct 28 from Ronald Reagan Washington National to Logan Intl., returning Tue, Nov 4, priced at $167 found 8 hours ago
Delta
Tue, Oct 28 - Tue, Nov 4
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$167 Roundtrip, found 8 hours ago
$167
Roundtrip
found 8 hours ago
Select Delta flight, departing Tue, Oct 28 from Ronald Reagan Washington National to Logan Intl., returning Tue, Nov 4, priced at $167 found 8 hours ago
JetBlue Airways
Fri, Oct 31 - Mon, Nov 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$168 Roundtrip, found 2 days ago
$168
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Fri, Oct 31 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 3, priced at $168 found 2 days ago
Delta
Mon, Nov 3 - Mon, Nov 3
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$169 Roundtrip, found 10 hours ago
$169
Roundtrip
found 10 hours ago
Select Delta flight, departing Mon, Nov 3 from Ronald Reagan Washington National to Logan Intl., returning Mon, Nov 3, priced at $169 found 10 hours ago
Delta
Mon, Aug 25 - Thu, Aug 28
DCA
Ronald Reagan Washington National
BOS
Logan Intl.
$170 Roundtrip, just found
$170
Roundtrip
just found
Select Delta flight, departing Mon, Aug 25 from Ronald Reagan Washington National to Logan Intl., returning Thu, Aug 28, priced at $170 just found
JetBlue Airways
Sun, Sep 7 - Wed, Sep 10
DCA
Ronald Reagan Washington National
HYA
Barnstable Municipal
$322 Roundtrip, found 12 hours ago
$322
Roundtrip
found 12 hours ago
Select JetBlue Airways flight, departing Sun, Sep 7 from Ronald Reagan Washington National to Barnstable Municipal, returning Wed, Sep 10, priced at $322 found 12 hours ago
JetBlue Airways
Mon, Sep 8 - Thu, Sep 18
DCA
Ronald Reagan Washington National
PVC
Provincetown Municipal
$402 Roundtrip, found 2 days ago
$402
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Mon, Sep 8 from Ronald Reagan Washington National to Provincetown Municipal, returning Thu, Sep 18, priced at $402 found 2 days 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 September, 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 $134, 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 $134 right now, why wait?

Chatham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$133

Last Minute Hotel Deals in Chatham

Chatham Bars Inn

Chatham Bars Inn

5 out of 5
297 Shore Rd, Chatham, MA
Stay at this 5-star luxury resort in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the property condition ...
9.2/10 Wonderful! (775 reviews)
"Old school hotel complex in a great location overlooking the Sea. Great ambience in the main lodge & dining facilities. Very kid friendly with the main pool swarming with kids. At one point I noticed 8 small kids in the large jacuzzi at one time - unusual for a luxury property. The pool experience ..."

Reviewed on Jul 16, 2025

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Chatham Bars Inn
Chatham Wayside Inn

Chatham Wayside Inn

4 out of 5
512 Main St, Chatham, MA
Stay at this 4-star 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! (532 reviews)
"We had a wonderful time. The property is centrally located, and we walked most everywhere."

Reviewed on Aug 1, 2025

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Chatham Wayside Inn
The Chatham Motel

The Chatham Motel

2 out of 5
1487 Main Street, Chatham, MA
Stay at this motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Hardings Beach and Ridgevale Beach are located ...
9.2/10 Wonderful! (614 reviews)
"Room was spacious and clean."

Reviewed on Jul 10, 2025

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The Chatham Motel
The Hawthorne

The Hawthorne

2 out of 5
196 Shore Rd, Chatham, MA
Book a stay at this beach hotel in Chatham. Enjoy free WiFi, free parking, and a private beach. Popular attractions Chatham Seaside Links and Mayo House are ...
9.2/10 Wonderful! (184 reviews)
"I stayed there for a wedding. The staff was super helpful and really went above and beyond. The place was beautifully kept and had a charming vibe. I’d definitely recommend it!"

Reviewed on Jul 18, 2025

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The Hawthorne
Hyannis Plaza Hotel

Hyannis Plaza Hotel

2.5 out of 5
662 Main Street, Hyannis, MA
Book a stay at this luxury hotel in Hyannis. Enjoy free parking, an outdoor pool, and a 24-hour front desk. Popular attractions Hyannis Harbor and Cape Codder ...
6.8/10 (815 reviews)
"Parking was not an issue. Room's were spacious and clean and beds comfortable. There was minimal towels in bathroom and the TV kept freezing up for a second or two at times. The pool towels, when available were very small. The handle on the pool stairs was very wobbly, and pool needs renovating. ..."

Reviewed on Jul 31, 2025

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Hyannis Plaza Hotel
Bayside Resort Hotel

Bayside Resort Hotel

3 out of 5
225 Route 28, West Yarmouth, MA
Stay at this 3-star beach hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. ...
8.6/10 Excellent! (1,444 reviews)
"Jon at Moby Dick Pub was an absolute legend."

Reviewed on Aug 1, 2025

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Bayside Resort Hotel
Margaritaville Resort Cape Cod

Margaritaville Resort Cape Cod

4 out of 5
1225 Iyannough Rd, Hyannis, MA
Stay at this 4-star 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 ...
8.6/10 Excellent! (245 reviews)
"Hallways seem to have no A/C and fins up water park was way to hot in there! & also wished the outdoor pool had cooler water … felt like I was in warm bathsm"

Reviewed on Aug 1, 2025

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Margaritaville Resort Cape Cod
Cape Sands Inn

Cape Sands Inn

2.5 out of 5
149 Main St - RT 28, West Yarmouth, MA
Book a stay at this family-friendly motel in West Yarmouth. Enjoy free parking, an outdoor pool, and a sauna. Our guests praise the pool and the helpful staff ...
8.2/10 Very Good! (1,008 reviews)
"Needed a little updating (painting, minor repairs). Was a little bit damp but easily fixed with a dehumidifier. Beds, internet and location were all positive. The staff and their customer service skills were impeccable. Would most definitely stay again."

Reviewed on Aug 1, 2025

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Cape Sands Inn
See all 5,033 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.