Search Cheap Flights to
Southeast Massachusetts

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Southeast Massachusetts Flights as Low as $96

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

Allegiant Air
Sat, Aug 15 - Sat, Aug 15
PIE
St. Petersburg-Clearwater Intl.
PSM
Portsmouth Intl.
$96 Roundtrip, found 1 day ago
$96
Roundtrip
found 1 day ago
Select Allegiant Air flight, departing Sat, Aug 15 from St. Petersburg-Clearwater Intl. to Portsmouth Intl., returning Sat, Aug 15, priced at $96 found 1 day ago
Delta
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$173 Roundtrip, found 3 days ago
$173
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $173 found 3 days ago
American Airlines
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $183 found 3 days ago
Delta
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$183 Roundtrip, found 3 days ago
$183
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $183 found 3 days ago
Delta
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$193 Roundtrip, found 3 days ago
$193
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $193 found 3 days ago
JetBlue Airways
Thu, Sep 17 - Mon, Sep 21
TPA
Tampa Intl.
PVD
T.F. Green
$208 Roundtrip, found 4 days ago
$208
Roundtrip
found 4 days ago
Select JetBlue Airways flight, departing Thu, Sep 17 from Tampa Intl. to T.F. Green, returning Mon, Sep 21, priced at $208 found 4 days ago
JetBlue Airways
Thu, Sep 10 - Wed, Sep 16
TPA
Tampa Intl.
BOS
Logan Intl.
$208 Roundtrip, found 3 days ago
$208
Roundtrip
found 3 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Tampa Intl. to Logan Intl., returning Wed, Sep 16, priced at $208 found 3 days ago
JetBlue Airways
Sat, Sep 12 - Mon, Sep 21
TPA
Tampa Intl.
PVD
T.F. Green
$213 Roundtrip, found 2 days ago
$213
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Sat, Sep 12 from Tampa Intl. to T.F. Green, returning Mon, Sep 21, priced at $213 found 2 days ago
Delta
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$214 Roundtrip, found 3 days ago
$214
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $214 found 3 days ago
JetBlue Airways
Thu, Sep 17 - Mon, Sep 21
TPA
Tampa Intl.
BOS
Logan Intl.
$216 Roundtrip, found 1 day ago
$216
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Sep 17 from Tampa Intl. to Logan Intl., returning Mon, Sep 21, priced at $216 found 1 day ago
JetBlue Airways
Thu, Sep 10 - Mon, Sep 21
TPA
Tampa Intl.
PVD
T.F. Green
$218 Roundtrip, found 2 days ago
$218
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Sep 10 from Tampa Intl. to T.F. Green, returning Mon, Sep 21, priced at $218 found 2 days ago
JetBlue Airways
Thu, Oct 1 - Thu, Oct 15
TPA
Tampa Intl.
BOS
Logan Intl.
$223 Roundtrip, found 1 day ago
$223
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Thu, Oct 1 from Tampa Intl. to Logan Intl., returning Thu, Oct 15, priced at $223 found 1 day ago
American Airlines
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$224 Roundtrip, found 3 days ago
$224
Roundtrip
found 3 days ago
Select American Airlines flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $224 found 3 days ago
Breeze Airways
Wed, Nov 18 - Tue, Nov 24
FLL
Fort Lauderdale - Hollywood Intl.
PVD
T.F. Green
$253 Roundtrip, found 4 days ago
$253
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Nov 18 from Fort Lauderdale - Hollywood Intl. to T.F. Green, returning Tue, Nov 24, priced at $253 found 4 days ago
United
Wed, Sep 16 - Sat, Sep 19
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$275 Roundtrip, found 3 days ago
$275
Roundtrip
found 3 days ago
Select United flight, departing Wed, Sep 16 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Sep 19, priced at $275 found 3 days ago
JetBlue Airways
Thu, Aug 13 - Sun, Aug 16
TPA
Tampa Intl.
ORH
Worcester Regional
$350 Roundtrip, found 2 days ago
$350
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Thu, Aug 13 from Tampa Intl. to Worcester Regional, returning Sun, Aug 16, priced at $350 found 2 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 August, 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 16 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 Plymouth Municipal 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 $96, 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 $96 right now, why wait?

Southeast Massachusetts Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$96

Last Minute Hotel Deals in Southeast Massachusetts

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 ...
8.6/10 Excellent! (644 reviews)
"Great if you go with kids, if not it’s a bit loud overall with kids running around. Rooms very clean but noise and activities start really early and by 10pm everything is quiet. Definitely recommend for families with young kids"

Reviewed on Jul 24, 2026

Get rates
Margaritaville Resort Cape Cod
Sonesta Select Boston Foxborough Mansfield

Sonesta Select Boston Foxborough Mansfield

3 out of 5
35 Foxborough Boulevard Foxborough MA
Book a stay at this business-friendly hotel in Foxborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
8.6/10 Excellent! (1,006 reviews)
"Check-in time was very late, 4;00pm, the latest I've ever seen. They did allow me to check-in at 3:00pm, but I had to call the hotel on the day of check-in and talk to an A.I. machine which was "harrowing" !"

Reviewed on Jul 25, 2026

Get rates
Sonesta Select Boston Foxborough Mansfield
Iris Hotel Cape Cod

Iris Hotel Cape Cod

3 out of 5
291 Jones Rd Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free WiFi, free parking, and breakfast (surcharge). Popular attractions Woods Hole Ferry Terminal ...
Get rates
Iris Hotel Cape Cod
Uncommoner Hotel by Reverie Boutique Collection

Uncommoner Hotel by Reverie Boutique Collection

4 out of 5
135 Route 28 West Yarmouth MA
Book a stay at this beach hotel in West Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the restaurant in our reviews. ...
9.4/10 Exceptional! (228 reviews)
"Overall very good place to stay. Yes, the pool water is cold but it is also very clean and both indoor and outdoor pools are highlights of the property. Still never get why 1-ply toilet paper exists when it's clearly a boutique hotel. But if that's the only complaint, the plus side is you have some ..."

Reviewed on Jul 25, 2026

Get rates
Uncommoner Hotel by Reverie Boutique Collection
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! (1,108 reviews)
"I plan my trips with the idea of my young grandchildren to be entertained booked this establishment mainly for the pool well the pool was closed due to maintenance issues"

Reviewed on Jul 25, 2026

Get rates
Cape Sands Inn
Falmouth Inn

Falmouth Inn

2 out of 5
824 Main Street Falmouth MA
Book a stay at this business-friendly hotel in Falmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Get rates
Falmouth Inn
Hyannis Harbor Hotel

Hyannis Harbor Hotel

3.5 out of 5
213 Ocean St Hyannis MA
Book a stay at this business-friendly hotel in Hyannis. Enjoy free WiFi, an outdoor pool, and parking (surcharge). Our guests praise the helpful staff in our ...
8.2/10 Very Good! (1,008 reviews)
"Shower drain clogged Comforter was dirty A pool view room had no view of the pool whatsoever The climate control doesn't disperse air well Found makeup from the guest before us in the room. Cable reception was scrambled Only 1 elevator for the whole property on the far side of where we stayed with ..."

Reviewed on Jul 24, 2026

Get rates
Hyannis Harbor Hotel
Parker Beach Lodge

Parker Beach Lodge

3 out of 5
192 S Shore Dr South Yarmouth MA
Stay at this hotel in South Yarmouth. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. Popular ...
Get rates
Parker Beach Lodge
See all 11,520 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

Get rates
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. ...
Get rates
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' ...
Get rates
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! (747 reviews)
"We loved this place. The staff is fantastic, the rooms are clean, and the location was easy!"

Reviewed on Jul 24, 2026

Get rates
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 ...
9.6/10 Exceptional! (847 reviews)
"le déjeuner était frais et délicieux, juste à point, et le personnel est très attentionné. le terrain et la piscine sont super bien entretenus."

Reviewed on Jul 25, 2026

Get rates
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 ...
10/10 Exceptional! (82 reviews)
"The Inn at Cook St is privately owned and well maintained by the owner Spencer. He greeted us and personally supervised where we safely parked our car, fix the television so we could watch the Knicks game and cooked the best breakfast ever! And he gardens too. It is worth every penny to stay at this ..."

Reviewed on Jun 10, 2026

Get rates
The Inn at Cook Street
See all 11,520 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.