Search Cheap Flights to
Shirley

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Shirley Flights as Low as $122

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

Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 14 hours ago
$122
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $122 found 14 hours ago
Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 14 hours ago
$127
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $127 found 14 hours ago
Breeze Airways
Sun, Jan 17 - Thu, Jan 21
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 14 hours ago
$132
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Sun, Jan 17 from Raleigh - Durham Intl. to Portsmouth Intl., returning Thu, Jan 21, priced at $132 found 14 hours ago
Breeze Airways
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at $152 found 1 day ago
Breeze Airways
Thu, Nov 5 - Sun, Nov 8
RDU
Raleigh - Durham Intl.
PSM
Portsmouth Intl.
$157 Roundtrip, found 1 day ago
$157
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Nov 5 from Raleigh - Durham Intl. to Portsmouth Intl., returning Sun, Nov 8, priced at $157 found 1 day ago
Breeze Airways
Thu, Nov 26 - Sun, Dec 13
RDU
Raleigh - Durham Intl.
MHT
Manchester-Boston Regional
$190 Roundtrip, just found
$190
Roundtrip
just found
Select Breeze Airways flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Manchester-Boston Regional, returning Sun, Dec 13, priced at $190 just found
Allegiant Air
Sat, Nov 7 - Tue, Nov 17
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$205 Roundtrip, found 4 hours ago
$205
Roundtrip
found 4 hours ago
Select Allegiant Air flight, departing Sat, Nov 7 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Nov 17, priced at $205 found 4 hours ago
Allegiant Air
Sat, Oct 31 - Sat, Nov 14
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$210 Roundtrip, found 1 hour ago
$210
Roundtrip
found 1 hour ago
Select Allegiant Air flight, departing Sat, Oct 31 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Sat, Nov 14, priced at $210 found 1 hour ago
Bargain Flight
Tue, Mar 16 - Tue, Mar 30
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$216 Roundtrip, found 8 hours ago
$216
Roundtrip
found 8 hours ago
Select Bargain Flight flight, departing Tue, Mar 16 from Raleigh - Durham Intl. to Logan Intl., returning Tue, Mar 30, priced at $216 found 8 hours ago
American Airlines
Sat, Dec 12 - Tue, Dec 15
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
Select American Airlines flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Dec 15, priced at $219 found 2 hours ago
Delta
Sat, Dec 12 - Tue, Dec 15
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$219 Roundtrip, found 2 hours ago
$219
Roundtrip
found 2 hours ago
Select Delta flight, departing Sat, Dec 12 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Dec 15, priced at $219 found 2 hours ago
Southwest Airlines
Thu, Nov 26 - Thu, Dec 3
FLL
Fort Lauderdale - Hollywood Intl.
MHT
Manchester-Boston Regional
$239 Roundtrip, found 4 hours ago
$239
Roundtrip
found 4 hours ago
Select Southwest Airlines flight, departing Thu, Nov 26 from Fort Lauderdale - Hollywood Intl. to Manchester-Boston Regional, returning Thu, Dec 3, priced at $239 found 4 hours ago
Frontier Airlines
Thu, Nov 26 - Thu, Dec 17
RDU
Raleigh - Durham Intl.
BOS
Logan Intl.
$243 Roundtrip, found 2 hours ago
$243
Roundtrip
found 2 hours ago
Select Frontier Airlines flight, departing Thu, Nov 26 from Raleigh - Durham Intl. to Logan Intl., returning Thu, Dec 17, priced at $243 found 2 hours ago
JetBlue Airways
Wed, Nov 18 - Tue, Dec 8
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$259 Roundtrip, found 1 hour ago
$259
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Wed, Nov 18 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Dec 8, priced at $259 found 1 hour ago
Alaska Airlines
Tue, Dec 15 - Tue, Jan 5
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$458 Roundtrip, found 9 hours ago
$458
Roundtrip
found 9 hours ago
Select Alaska Airlines flight, departing Tue, Dec 15 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Jan 5, priced at $458 found 9 hours ago
Delta
Mon, Nov 2 - Tue, Nov 3
FLL
Fort Lauderdale - Hollywood Intl.
ORH
Worcester Regional
$552 Roundtrip, found 4 days ago
$552
Roundtrip
found 4 days ago
Select Delta flight, departing Mon, Nov 2 from Fort Lauderdale - Hollywood Intl. to Worcester Regional, returning Tue, Nov 3, priced at $552 found 4 days ago

Cheap Flights to Shirley

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

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

Frequently Asked Questions About flights to Shirley

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

What is the cheapest month to fly to Shirley?

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 Shirley are in January, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Shirley?

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 Shirley.

What airport is best to fly into Shirley?

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

How much are flights to Shirley?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Shirley on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $122, 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 Shirley?

The trick to saving a stack of cash on your flight to Shirley? 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 $122 right now, why wait?

Shirley Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$121

Last Minute Hotel Deals in Shirley

Bedford Plaza Hotel - Boston

Bedford Plaza Hotel - Boston

3 out of 5
340 Great Road Bedford MA
Stay at this hotel in Bedford. Enjoy free breakfast, free WiFi, and a fitness center. Popular attractions Burlington Mall and Minute Man National Historical ...
6.8/10 (1,326 reviews)
"The staff was great. The hotel definitely needs to be remodeled. Rugs are stained and worn. Everything is just old and worn. Bed was good though, pillows not so much. We didn't have towels in our room so we had to hunt for the maid the next morning to get some. The free breakfast consists of waffles, ..."

Reviewed on Oct 21, 2026

Get rates
Bedford Plaza Hotel - Boston
Motel 6 Framingham, MA - Boston West

Motel 6 Framingham, MA - Boston West

2 out of 5
1668 Worcester Rd Framingham MA
Stay at this motel in Framingham. Enjoy free WiFi, free parking, and a 24-hour front desk. Our guests praise the helpful staff and the clean rooms in our reviews. ...
Get rates
Motel 6 Framingham, MA - Boston West
Extended Stay America Suites Boston Westborough Computer Dr

Extended Stay America Suites Boston Westborough Computer Dr

2.5 out of 5
1800 Computer Dr Westborough MA
Book a stay at this business-friendly hotel in Westborough. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. ...
6.8/10 (999 reviews)
"The room was Clean. There was no staff to help, the bedding was never changed the trash never emptied. had to go to the main desk to get clean towels. The breakfast was grab-and-go. I would of appreciated a bagel or croissant not everyone like sweet. The only option you had sweet chocolate bar or ..."

Reviewed on Oct 20, 2026

Get rates
Extended Stay America Suites Boston Westborough Computer Dr
Holiday Inn Express Chelmsford by IHG

Holiday Inn Express Chelmsford by IHG

2.5 out of 5
8 Independence Drive Chelmsford MA
Book a stay at this business-friendly hotel in Chelmsford. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Get rates
Holiday Inn Express Chelmsford by IHG
Courtyard by Marriott Boston Billerica/Bedford

Courtyard by Marriott Boston Billerica/Bedford

3 out of 5
270 Concord Rd Billerica MA
Book a stay at this business-friendly hotel in Billerica. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
Get rates
Courtyard by Marriott Boston Billerica/Bedford
Courtyard by Marriott Boston Marlborough

Courtyard by Marriott Boston Marlborough

3 out of 5
75 Felton St Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and ...
Get rates
Courtyard by Marriott Boston Marlborough
Sonesta Select Boston Lowell Chelmsford

Sonesta Select Boston Lowell Chelmsford

3 out of 5
30 Industrial Ave East Lowell MA
Book a stay at this business-friendly hotel in Lowell. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean ...
7.6/10 Good! (1,002 reviews)
"The bathroom faucet was leaking"

Reviewed on Oct 22, 2026

Get rates
Sonesta Select Boston Lowell Chelmsford
Best Western Royal Plaza Hotel & Trade Center

Best Western Royal Plaza Hotel & Trade Center

3 out of 5
181 Boston Post Rd W Marlborough MA
Book a stay at this business-friendly hotel in Marlborough. Enjoy free breakfast, free parking, and 2 restaurants. Our guests praise the breakfast and the helpful ...
Get rates
Best Western Royal Plaza Hotel & Trade Center
See all 399 properties in Shirley
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.