Search Cheap Flights to
Rollinsford

Search 400 airlines and 321,000 hotels worldwide.

Stop Planning & Start Exploring

FREE 24 hour cancellation on most flights

Rollinsford Flights as Low as $102

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

Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 20 hours ago
$102
Roundtrip
found 20 hours ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 20 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $107 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 1 day ago
$112
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 1 day ago
$117
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 1 day ago
Breeze Airways
Sat, Sep 20 - Sat, Sep 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 3 days ago
$122
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 20 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 20, priced at $122 found 3 days ago
Breeze Airways
Sat, Sep 20 - Sat, Sep 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, found 8 hours ago
$127
Roundtrip
found 8 hours ago
Select Breeze Airways flight, departing Sat, Sep 20 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 20, priced at $127 found 8 hours ago
Breeze Airways
Sat, Sep 20 - Sat, Sep 20
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Sat, Sep 20 from Orlando Intl. to Portsmouth Intl., returning Sat, Sep 20, priced at $132 found 3 days ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$132 Roundtrip, found 3 days ago
$132
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $132 found 3 days ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$137 Roundtrip, found 3 days ago
$137
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $137 found 3 days ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$142 Roundtrip, found 3 days ago
$142
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 6, priced at $142 found 3 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$176 Roundtrip, found 4 days ago
$176
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $176 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $186 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$186 Roundtrip, found 4 days ago
$186
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $186 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 3
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$196 Roundtrip, found 4 days ago
$196
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 3, priced at $196 found 4 days ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$237 Roundtrip, found 1 day ago
$237
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $237 found 1 day ago
Breeze Airways
Wed, Dec 3 - Sat, Dec 13
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$247 Roundtrip, found 1 day ago
$247
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Sat, Dec 13, priced at $247 found 1 day ago

Cheap Flights to Rollinsford

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

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

Frequently Asked Questions About flights to Rollinsford

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

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 Rollinsford are in October, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Rollinsford?

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 Rollinsford.

What airport is best to fly into Rollinsford?

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

How much are flights to Rollinsford?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rollinsford on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $102, 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 Rollinsford?

The trick to saving a stack of cash on your flight to Rollinsford? 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 $102 right now, why wait?

Rollinsford Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$101

Last Minute Hotel Deals in Rollinsford

Ogunquit - The Milestone
Ogunquit - The Milestone
2 out of 5
687 Main Street, Ogunquit, ME
Book a stay at this business-friendly motel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the pool in ...
8.8/10 Excellent! (1,091 reviews)
"Excellent stay."

Reviewed on Jul 4, 2025

Get rates
Ogunquit - The Milestone
Meadowmere Resort
Meadowmere Resort
2.5 out of 5
74 Main Street, Ogunquit, ME
Book a stay at this spa hotel in Ogunquit. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the pool and the helpful staff in our reviews. ...
8.6/10 Excellent! (1,003 reviews)
"Thank you so much for a magical weekend. Your property is not only beautiful, but your staff are all warm and welcoming. We felt welcome and comfortable from the moment we got here."

Reviewed on Jun 30, 2025

Get rates
Meadowmere Resort
Hampton Inn & Suites Portsmouth Downtown
Hampton Inn & Suites Portsmouth Downtown
3 out of 5
23 Portwalk Pl, Portsmouth, NH
Stay at this 3-star business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the helpful ...
9.4/10 Exceptional! (1,016 reviews)
"Great Location and friendly staff"

Reviewed on Jul 2, 2025

Get rates
Hampton Inn & Suites Portsmouth Downtown
Anchor Inn and Cottages Wells-Ogunquit
Anchor Inn and Cottages Wells-Ogunquit
2.5 out of 5
424 Post Rd, Wells, ME
Stay at this motel in Wells. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the clean rooms in our reviews. Popular ...
8.4/10 Very Good! (1,002 reviews)
"Enjoyed our stay. Short trip to Qgunguit and Kennebunkport. Accomadation was good, quiet, safe and convenient.we stayed with our pet here."

Reviewed on Jul 4, 2025

Get rates
Anchor Inn and Cottages Wells-Ogunquit
Hampton Inn Portsmouth Central
Hampton Inn Portsmouth Central
2.5 out of 5
99 Durgin Ln, Portsmouth, NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.8/10 Excellent! (1,002 reviews)
"Not a very convenient area if you're looking for food or things to do within walking distance. Clean and comfortable!!"

Reviewed on Jun 30, 2025

Get rates
Hampton Inn Portsmouth Central
Cliff House Maine
Cliff House Maine
4.5 out of 5
591 Shore Road, Cape Neddick, ME
Stay at this 4.5-star luxury resort in Cape Neddick. Enjoy free parking, an outdoor pool, and a full-service spa. Our guests praise the helpful staff and the ...
9.4/10 Exceptional! (1,003 reviews)
"Wonderful hotel."

Reviewed on Jul 3, 2025

Get rates
Cliff House Maine
Anchorage Inn and Resort
Anchorage Inn and Resort
3 out of 5
265 Long Beach Avenue, York Beach, ME
Stay at this 3-star beach hotel in York Beach. Enjoy free WiFi, free parking, and 2 indoor pools. Our guests praise the pool and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,027 reviews)
"We loved that this property was right across from the beach and had both indoor/outdoor pools. Great for the kids! Rooms were wonderful aside from the small deck which did not appear too sturdy. Clean, friendly staff and great location. Would definitely stay here again."

Reviewed on Jul 2, 2025

Get rates
Anchorage Inn and Resort
Howard Johnson by Wyndham Portsmouth
Howard Johnson by Wyndham Portsmouth
2 out of 5
383 Woodbury Ave, Portsmouth, NH
Book a stay at this business-friendly hotel in Portsmouth. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
8.6/10 Excellent! (1,001 reviews)
"There needs to be a safety rail for the shower. Very dangerous."

Reviewed on Jul 1, 2025

Get rates
Howard Johnson by Wyndham Portsmouth
See all 2,399 properties in Rollinsford
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.