Search Cheap Flights to
Southeast Massachusetts

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Southeast Massachusetts Flights as Low as $249

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

Frontier Airlines
Sat, Dec 19 - Wed, Dec 30
PHL
Philadelphia Intl.
BOS
Logan Intl.
$249 Roundtrip, found 1 day ago
$249
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Philadelphia Intl. to Logan Intl., returning Wed, Dec 30, priced at $249 found 1 day ago
Frontier Airlines
Sat, Dec 19 - Thu, Dec 31
PHL
Philadelphia Intl.
BOS
Logan Intl.
$260 Roundtrip, found 3 days ago
$260
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Sat, Dec 19 from Philadelphia Intl. to Logan Intl., returning Thu, Dec 31, priced at $260 found 3 days ago
JetBlue Airways
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
Delta
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select Delta flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
JetBlue Airways
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
American Airlines
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$267 Roundtrip, found 1 day ago
$267
Roundtrip
found 1 day ago
Select American Airlines flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $267 found 1 day ago
Bargain Flight
Sat, Nov 21 - Sun, Nov 22
PHL
Philadelphia Intl.
BOS
Logan Intl.
$273 Roundtrip, found 1 day ago
$273
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Sat, Nov 21 from Philadelphia Intl. to Logan Intl., returning Sun, Nov 22, priced at $273 found 1 day ago
Frontier Airlines
Tue, Jan 5 - Tue, Jan 19
DFW
Dallas-Fort Worth Intl.
BOS
Logan Intl.
$280 Roundtrip, found 16 hours ago
$280
Roundtrip
found 16 hours ago
Select Frontier Airlines flight, departing Tue, Jan 5 from Dallas-Fort Worth Intl. to Logan Intl., returning Tue, Jan 19, priced at $280 found 16 hours ago
Bargain Flight
Tue, Jan 12 - Thu, Jan 14
DFW
Dallas-Fort Worth Intl.
PVD
T.F. Green
$304 Roundtrip, found 1 day ago
$304
Roundtrip
found 1 day ago
Select Bargain Flight flight, departing Tue, Jan 12 from Dallas-Fort Worth Intl. to T.F. Green, returning Thu, Jan 14, priced at $304 found 1 day ago
Southwest Airlines
Fri, Dec 18 - Fri, Jan 1
PHL
Philadelphia Intl.
BOS
Logan Intl.
$337 Roundtrip, found 1 day ago
$337
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Fri, Dec 18 from Philadelphia Intl. to Logan Intl., returning Fri, Jan 1, priced at $337 found 1 day ago
Southwest Airlines
Thu, Jan 14 - Mon, Jan 18
PHL
Philadelphia Intl.
PVD
T.F. Green
$387 Roundtrip, found 1 day ago
$387
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Thu, Jan 14 from Philadelphia Intl. to T.F. Green, returning Mon, Jan 18, priced at $387 found 1 day ago
Southwest Airlines
Tue, Jan 12 - Thu, Jan 14
DAL
Love Field
PVD
T.F. Green
$415 Roundtrip, found 1 day ago
$415
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Tue, Jan 12 from Love Field to T.F. Green, returning Thu, Jan 14, priced at $415 found 1 day ago
Southwest Airlines
Wed, Jan 6 - Tue, Jan 19
DAL
Love Field
BOS
Logan Intl.
$468 Roundtrip, found 1 day ago
$468
Roundtrip
found 1 day ago
Select Southwest Airlines flight, departing Wed, Jan 6 from Love Field to Logan Intl., returning Tue, Jan 19, priced at $468 found 1 day ago
Delta
Sat, Jan 23 - Sat, Feb 13
DFW
Dallas-Fort Worth Intl.
HYA
Barnstable Municipal
$776 Roundtrip, found 11 hours ago
$776
Roundtrip
found 11 hours ago
Select Delta flight, departing Sat, Jan 23 from Dallas-Fort Worth Intl. to Barnstable Municipal, returning Sat, Feb 13, priced at $776 found 11 hours ago
American Airlines
Mon, May 31 - Sun, Jun 6
PHL
Philadelphia Intl.
HYA
Barnstable Municipal
$912 Roundtrip, found 1 day ago
$912
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, May 31 from Philadelphia Intl. to Barnstable Municipal, returning Sun, Jun 6, priced at $912 found 1 day ago
American Airlines
Wed, Dec 2 - Wed, Dec 16
DFW
Dallas-Fort Worth Intl.
MVY
Martha's Vineyard
$964 Roundtrip, found 6 days ago
$964
Roundtrip
found 6 days ago
Select American Airlines flight, departing Wed, Dec 2 from Dallas-Fort Worth Intl. to Martha's Vineyard, returning Wed, Dec 16, priced at $964 found 6 days ago

Cheap Flights to Southeast Massachusetts

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

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

Frequently Asked Questions About flights to Southeast Massachusetts

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

What is the cheapest month to fly to Southeast Massachusetts?

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 Southeast Massachusetts are in December, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Southeast Massachusetts?

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 Southeast Massachusetts.

What airport is best to fly into Southeast Massachusetts?

When you’re planning your trip to Southeast Massachusetts, convenience is the name of the game. Luckily, Southeast Massachusetts Boston Harbor Seaplane Base Airport is nearby so you can deplane and get going on checking off everything on your Southeast Massachusetts must-do list.

How much are flights to Southeast Massachusetts?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Southeast Massachusetts on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $249, 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 Southeast Massachusetts?

The trick to saving a stack of cash on your flight to Southeast Massachusetts? 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 $249 right now, why wait?

Southeast Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$142

Last Minute Hotel Deals in Southeast Massachusetts

Garner Hotel Brockton - Boston by IHG

Garner Hotel Brockton - Boston by IHG

2.5 out of 5
405 Westgate Dr. Brockton MA
Book a stay at this business-friendly hotel in Brockton. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
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Garner Hotel Brockton - Boston by IHG
Hyatt Place Boston/Braintree

Hyatt Place Boston/Braintree

3.5 out of 5
50 Forbes Road Braintree MA
Book a stay at this business-friendly hotel in Braintree. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
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Hyatt Place Boston/Braintree
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 ...
9.2/10 Wonderful! (876 reviews)
"Amazing place to stay. Can't wait to go back."

Reviewed on Oct 30, 2026

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Chatham Bars Inn
Best Western Adams Inn Quincy-Boston

Best Western Adams Inn Quincy-Boston

2.5 out of 5
29 Hancock St Quincy MA
Book a stay at this business-friendly hotel in Quincy. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
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Best Western Adams Inn Quincy-Boston
Sunbird Cape Cod Resort

Sunbird Cape Cod Resort

2.5 out of 5
216 Main St West Yarmouth MA
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8/10 Very Good! (688 reviews)
"Great price for what you get will stay again"

Reviewed on Nov 4, 2026

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Sunbird Cape Cod Resort
Motel 6 Brockton, MA

Motel 6 Brockton, MA

2 out of 5
391 Westgate Dr Brockton MA
Stay at this motel in Brockton. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
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Motel 6 Brockton, MA
Harbor Hotel Provincetown

Harbor Hotel Provincetown

3 out of 5
698 Commercial St Provincetown MA
Stay at this hotel in Provincetown. Enjoy free parking, an outdoor pool, and a fireplace in the lobby. Our guests praise the pool and the helpful staff in our ...
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Harbor Hotel Provincetown
Marriott Boston Quincy

Marriott Boston Quincy

3.5 out of 5
1000 Marriot Dr Quincy MA
Book a stay at this business-friendly hotel in Quincy. Enjoy breakfast (surcharge), a 24-hour fitness center, and parking (surcharge). Our guests praise the ...
8.8/10 Excellent! (1,569 reviews)
"Thank you 😊"

Reviewed on Nov 12, 2026

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Marriott Boston Quincy
See all 10,921 properties in Southeast Massachusetts
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.

Top Hotels With Free Airport Shuttle

8 Dyer Hotel

8 Dyer Hotel

4 out of 5
8 Dyer Street Provincetown MA
Stay at this B&B in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Commercial Street and Packard Gallery are located ...
10/10 Exceptional! (18 reviews)
"Wonderful location- great hotel"

Reviewed on Feb 17, 2025

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8 Dyer 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
Stay at this hotel in West Yarmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our reviews. ...
8.8/10 Excellent! (1,000 reviews)
"Need to add another trash can. One in bathroom, one in bedroom areas."

Reviewed on Nov 10, 2026

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Hampton Inn & Suites Cape Cod-West Yarmouth
Harborview Nantucket

Harborview Nantucket

4 out of 5
24 Washington Street Nantucket MA
Book a stay at this beach cottage in Nantucket. Enjoy free WiFi, a private beach, and a garden. Popular attractions Maria Mitchell Aquarium and The Artists' ...
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Harborview Nantucket
Nantucket Inn

Nantucket Inn

3.5 out of 5
1 Miller Lane Nantucket MA
Book a stay at this business-friendly resort in Nantucket. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff in our reviews. ...
9.2/10 Wonderful! (856 reviews)
"My only advice, invest in more comfortable mattresses for the rooms, and improve the quality of the bedding/comfortor."

Reviewed on Nov 9, 2026

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Nantucket Inn
Seaglass Inn Provincetown

Seaglass Inn Provincetown

3 out of 5
105 Bradford Street Extension Provincetown MA
Stay at this hotel in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions ...
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Seaglass Inn Provincetown
The Inn at Cook Street

The Inn at Cook Street

3 out of 5
7 Cook Street Provincetown MA
Book a stay at this beach B&B in Provincetown. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Commercial Street and Provincetown Art ...
9.8/10 Exceptional! (89 reviews)
"I had a nice stay. The person was very friendly and helpful"

Reviewed on Nov 1, 2026

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The Inn at Cook Street
See all 10,921 properties in Southeast Massachusetts
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.