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Chatham

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Chatham Flights as Low as $83

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

Spirit Airlines
Thu, May 29 - Wed, Jun 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$83 Roundtrip, found 19 hours ago
$83
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 4, priced at $83 found 19 hours ago
Spirit Airlines
Thu, May 29 - Tue, Jun 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$108 Roundtrip, found 19 hours ago
$108
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Jun 3, priced at $108 found 19 hours ago
Spirit Airlines
Wed, Jun 4 - Mon, Jun 16
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$110 Roundtrip, found 12 hours ago
$110
Roundtrip
found 12 hours ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Mon, Jun 16, priced at $110 found 12 hours ago
Spirit Airlines
Wed, May 28 - Tue, Jun 3
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$115 Roundtrip, found 19 hours ago
$115
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Wed, May 28 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Jun 3, priced at $115 found 19 hours ago
Spirit Airlines
Thu, May 29 - Wed, Jun 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$116 Roundtrip, found 19 hours ago
$116
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 4, priced at $116 found 19 hours ago
Spirit Airlines
Thu, May 29 - Sun, Jun 1
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$118 Roundtrip, found 19 hours ago
$118
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Jun 1, priced at $118 found 19 hours ago
Spirit Airlines
Thu, May 29 - Wed, Jun 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$119 Roundtrip, found 19 hours ago
$119
Roundtrip
found 19 hours ago
Select Spirit Airlines flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 4, priced at $119 found 19 hours ago
Spirit Airlines
Wed, Jun 4 - Thu, Jun 12
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$125 Roundtrip, found 1 day ago
$125
Roundtrip
found 1 day ago
Select Spirit Airlines flight, departing Wed, Jun 4 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Thu, Jun 12, priced at $125 found 1 day ago
Frontier Airlines
Mon, Jun 9 - Mon, Jun 16
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$149 Roundtrip, found 17 hours ago
$149
Roundtrip
found 17 hours ago
Select Frontier Airlines flight, departing Mon, Jun 9 from Dallas-Fort Worth Intl. to Logan Intl., returning Mon, Jun 16, priced at $149 found 17 hours ago
JetBlue Airways
Thu, Aug 21 - Sat, Aug 23
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$177 Roundtrip, found 3 days ago
$177
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Aug 21 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Aug 23, priced at $177 found 3 days ago
Delta
Thu, May 29 - Wed, Jun 4
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$177 Roundtrip, found 19 hours ago
$177
Roundtrip
found 19 hours ago
Select Delta flight, departing Thu, May 29 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Wed, Jun 4, priced at $177 found 19 hours ago
American Airlines
Thu, Aug 21 - Sun, Aug 24
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$187 Roundtrip, found 3 days ago
$187
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Aug 21 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, Aug 24, priced at $187 found 3 days ago
United
Tue, May 13 - Sun, May 18
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$197 Roundtrip, found 20 hours ago
$197
Roundtrip
found 20 hours ago
Select United flight, departing Tue, May 13 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sun, May 18, priced at $197 found 20 hours ago
Alaska Airlines
Mon, Sep 22 - Thu, Oct 2
SFO
San Francisco Intl.
BOS
Logan Intl.
$259 Roundtrip, found 2 days ago
$259
Roundtrip
found 2 days ago
Select Alaska Airlines flight, departing Mon, Sep 22 from San Francisco Intl. to Logan Intl., returning Thu, Oct 2, priced at $259 found 2 days ago
Delta
Mon, Jun 2 - Fri, Jun 6
DAL
Love Field
BOS
Logan Intl.
$419 Roundtrip, found 6 days ago
$419
Roundtrip
found 6 days ago
Select Delta flight, departing Mon, Jun 2 from Love Field to Logan Intl., returning Fri, Jun 6, priced at $419 found 6 days ago
Sun Country Airlines
Fri, Jul 25 - Wed, Aug 6
SFO
San Francisco Intl.
BOS
Logan Intl.
$543 Roundtrip, found 1 day ago
$543
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Fri, Jul 25 from San Francisco Intl. to Logan Intl., returning Wed, Aug 6, priced at $543 found 1 day 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 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 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 $83, 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 $83 right now, why wait?

Chatham Flight Information
Destination airport
Logan Intl.
Destination airport IATA code
BOS
Roundtrip price
$68

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! (755 reviews)
"Beautiful property. Feels like a classic inn."

Reviewed on Apr 28, 2025

Chatham Bars Inn
Chatham Wayside Inn
Chatham Wayside Inn
4 out of 5
512 Main St, Chatham, MA
The price is $302 per night from May 1 to May 2
$302
includes taxes & fees
May 1 - May 2
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! (482 reviews)
"Simply wonderful stay!"

Reviewed on Apr 27, 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 May 1 to May 2
$196
includes taxes & fees
May 1 - May 2
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 ...
"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 May 1 to May 2
$308
includes taxes & fees
May 1 - May 2
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! (178 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 May 4 to May 5
$262
includes taxes & fees
May 4 - May 5
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! (156 reviews)
"The indoor activities, easy check in."

Reviewed on Apr 27, 2025

Margaritaville Resort Cape Cod
Bayside Resort Hotel
Bayside Resort Hotel
3 out of 5
225 Route 28, West Yarmouth, MA
The price is $138 per night from May 1 to May 2
$138
includes taxes & fees
May 1 - May 2
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! (1,321 reviews)
"Outdoor gas fire fire place. Breakfast included! Very good!"

Reviewed on Apr 29, 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 May 11 to May 12
$145
includes taxes & fees
May 11 - May 12
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! (997 reviews)
"Good"

Reviewed on Apr 27, 2025

Hampton Inn & Suites Cape Cod-West Yarmouth
See all 4,884 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.