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Chatham

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Chatham Flights as Low as $121

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

Spirit Airlines
Wed, May 21 - Wed, May 28
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$121 Roundtrip, found 4 days ago
$121
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 21 from Pittsburgh Intl. to Logan Intl., returning Wed, May 28, priced at $121 found 4 days ago
Spirit Airlines
Wed, May 21 - Thu, May 29
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$129 Roundtrip, found 4 days ago
$129
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 21 from Pittsburgh Intl. to Logan Intl., returning Thu, May 29, priced at $129 found 4 days ago
Spirit Airlines
Tue, May 20 - Wed, May 28
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$135 Roundtrip, found 4 days ago
$135
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 20 from Pittsburgh Intl. to Logan Intl., returning Wed, May 28, priced at $135 found 4 days ago
Spirit Airlines
Tue, May 20 - Thu, May 29
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$143 Roundtrip, found 4 days ago
$143
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 20 from Pittsburgh Intl. to Logan Intl., returning Thu, May 29, priced at $143 found 4 days ago
Spirit Airlines
Wed, May 21 - Fri, May 30
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$151 Roundtrip, found 4 days ago
$151
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Wed, May 21 from Pittsburgh Intl. to Logan Intl., returning Fri, May 30, priced at $151 found 4 days ago
JetBlue Airways
Tue, May 20 - Tue, May 27
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$159 Roundtrip, found 4 days ago
$159
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Tue, May 20 from Pittsburgh Intl. to Logan Intl., returning Tue, May 27, priced at $159 found 4 days ago
Spirit Airlines
Tue, May 20 - Fri, May 30
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$165 Roundtrip, found 4 days ago
$165
Roundtrip
found 4 days ago
Select Spirit Airlines flight, departing Tue, May 20 from Pittsburgh Intl. to Logan Intl., returning Fri, May 30, priced at $165 found 4 days ago
JetBlue Airways
Sat, May 24 - Wed, May 28
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$172 Roundtrip, found 4 days ago
$172
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Sat, May 24 from Pittsburgh Intl. to Logan Intl., returning Wed, May 28, priced at $172 found 4 days ago
Delta
Wed, Apr 23 - Tue, Apr 29
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$173 Roundtrip, found 4 days ago
$173
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Apr 23 from Pittsburgh Intl. to Logan Intl., returning Tue, Apr 29, priced at $173 found 4 days ago
Spirit Airlines
Thu, May 29 - Fri, May 30
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$175 Roundtrip, found 1 day ago
$175
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Thu, May 29 from Pittsburgh Intl. to Logan Intl., returning Fri, May 30, priced at $175 found 1 day ago
JetBlue Airways
Sat, May 24 - Sat, May 31
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$187 Roundtrip, found 1 day ago
$187
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Sat, May 24 from Pittsburgh Intl. to Logan Intl., returning Sat, May 31, priced at $187 found 1 day ago
Delta
Wed, Apr 23 - Mon, Apr 28
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$188 Roundtrip, found 4 days ago
$188
Roundtrip
found 4 days ago
Select Delta flight, departing Wed, Apr 23 from Pittsburgh Intl. to Logan Intl., returning Mon, Apr 28, priced at $188 found 4 days ago
Delta
Wed, May 28 - Sat, May 31
PIT
Pittsburgh Intl.
BOS
Logan Intl.
$190 Roundtrip, found 1 day ago
$190
Roundtrip
found 1 day ago
Select Delta flight, departing Wed, May 28 from Pittsburgh Intl. to Logan Intl., returning Sat, May 31, priced at $190 found 1 day ago
Bargain Flight
Wed, Apr 23 - Sat, Apr 26
CMH
John Glenn Columbus Intl.
BOS
Logan Intl.
$196 Roundtrip, found 1 day ago
$196
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Wed, Apr 23 from John Glenn Columbus Intl. to Logan Intl., returning Sat, Apr 26, priced at $196 found 1 day ago
Frontier Airlines
Thu, May 15 - Sat, May 17
CMH
John Glenn Columbus Intl.
BOS
Logan Intl.
$201 Roundtrip, found 1 day ago
$201
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Thu, May 15 from John Glenn Columbus Intl. to Logan Intl., returning Sat, May 17, priced at $201 found 1 day ago
American Airlines
Wed, Jul 2 - Mon, Jul 14
PIT
Pittsburgh Intl.
HYA
Barnstable Municipal
$266 Roundtrip, found 6 days ago
$266
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Jul 2 from Pittsburgh Intl. to Barnstable Municipal, returning Mon, Jul 14, priced at $266 found 6 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 May, 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 15 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 $121, 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 $121 right now, why wait?

Chatham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$120

Last Minute Hotel Deals in Chatham

Chatham Bars Inn
Chatham Bars Inn
5 out of 5
297 Shore Rd, Chatham, MA
The price is $455 per night from May 1 to May 2
$455
includes taxes & fees
May 1 - May 2
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 ...
9/10 Wonderful! (752 reviews)
"Amazing place for a quick getaway or a long stay. The campus was gorgeous and the staff was delightful."

Reviewed on Mar 30, 2025

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
The price is $268 per night from Apr 14 to Apr 15
$268
includes taxes & fees
Apr 14 - Apr 15
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! (479 reviews)
Wayside Never Disappoints
"Freshly baked chocolate chunk cookies were lovely. Gentleman who checked us in late st night was our favorite desk clerk. Location was excellent in quaint downtown Chatham. Continental breakfsst had a nice selection of fresh pastries, fruit and yogurt. Boiled eggs were rubbery and In edible bed was ..."

Reviewed on Apr 10, 2025

Chatham Wayside Inn
Greyfinch Chatham Inn
Greyfinch Chatham Inn
3 out of 5
946 Main Street (Rte 28), Chatham, MA
The price is $239 per night from May 1 to May 2
$239
includes taxes & fees
May 1 - May 2
Stay at this 3-star family-friendly motel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
8.6/10 Excellent! (213 reviews)
Loved it
"I really enjoyed my three night stay here while I attended a painting workshop at the Creative Arts Centre. The rooms have been totally renovated and it was a very well done reno. Very clean and in a convenient location. Love the big walk in shower with the rain shower head. There is a Keurig coffee ..."

Reviewed on Oct 12, 2024

Greyfinch Chatham Inn
Chatham Seafarer Inn
Chatham Seafarer Inn
3.5 out of 5
2079 Main St, Chatham, MA
The price is $196 per night from Apr 20 to Apr 21
$196
includes taxes & fees
Apr 20 - Apr 21
Stay at this 3.5-star hotel in Chatham. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Cockle Cove Beach and Ridgevale Beach are located ...
9/10 Wonderful! (285 reviews)
"I really liked my stay at the Seafarer! Such a cute spot and the people were super nice. I was in town visiting family, so my room was the perfect convenience with a cute little spot to sit outside my room and sip coffee in the morning and watch the world go by. The bed was comfortable, and it was ..."

Reviewed on Oct 7, 2024

Chatham Seafarer Inn
Captain's House Inn
Captain's House Inn
4 out of 5
369 Old Harbor Road, Chatham, MA
The price is $308 per night from Apr 16 to Apr 17
$308
includes taxes & fees
Apr 16 - Apr 17
Stay at this 4-star B&B in Chatham. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Chatham Fish Pier and Chatham Shark Center are located ...
9.6/10 Exceptional! (177 reviews)
"Third visit over many years and still consistently high quality experience. We will be back again."

Reviewed on Mar 15, 2025

Captain's House Inn
Margaritaville Resort Cape Cod
Margaritaville Resort Cape Cod
4 out of 5
1225 Iyannough Rd, Hyannis, MA
The price is $262 per night from Apr 27 to Apr 28
$262
includes taxes & fees
Apr 27 - Apr 28
Stay at this 4-star family-friendly resort in Hyannis. Enjoy free WiFi, free parking, and 2 restaurants. Our guests praise the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (127 reviews)
"Great hotel for kids!"

Reviewed on Apr 12, 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
The price is $156 per night from Apr 14 to Apr 15
$156
includes taxes & fees
Apr 14 - Apr 15
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! (1,305 reviews)
"We had fun!!"

Reviewed on Apr 8, 2025

Bayside Resort Hotel
Hampton Inn & Suites Cape Cod-West Yarmouth
Hampton Inn & Suites Cape Cod-West Yarmouth
2.5 out of 5
99 Main Street, Route 28, West Yarmouth, MA
The price is $145 per night from Apr 20 to Apr 21
$145
includes taxes & fees
Apr 20 - Apr 21
Book a stay at this family-friendly hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.8/10 Excellent! (998 reviews)
"Lindsey who welcomed us & checked us in was so pleasant. She helped me with a problem that Expedia didn't book another day with them. She had a great personality. Awesome customer service. Sandy who ran the Breakfast Buffet in the mornings also a people person. She took pride in her work. Everything ..."

Reviewed on Apr 9, 2025

Hampton Inn & Suites Cape Cod-West Yarmouth
See all 4,812 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.