Search Cheap Flights to
Rockland

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Rockland 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 1 hour ago
$102
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 1 hour ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 hours ago
$107
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $107 found 3 hours ago
Spirit Airlines
Wed, Sep 3 - Tue, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$108 Roundtrip, just found
$108
Roundtrip
just found
Select Spirit Airlines flight, departing Wed, Sep 3 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Sep 9, priced at $108 just found
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 3 hours ago
$111
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $111 found 3 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 3 hours ago
$115
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 3 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$116 Roundtrip, found 3 hours ago
$116
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $116 found 3 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$121 Roundtrip, found 3 hours ago
$121
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $121 found 3 hours ago
Spirit Airlines
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$124 Roundtrip, found 3 hours ago
$124
Roundtrip
found 3 hours ago
Select Spirit Airlines flight, departing Sat, Jul 19 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $124 found 3 hours ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$125 Roundtrip, found 3 hours ago
$125
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $125 found 3 hours ago
Spirit Airlines
Wed, Sep 3 - Sat, Sep 6
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$127 Roundtrip, found 3 days ago
$127
Roundtrip
found 3 days ago
Select Spirit Airlines flight, departing Wed, Sep 3 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Sat, Sep 6, priced at $127 found 3 days ago
Frontier Airlines
Fri, Jul 18 - Sat, Jul 26
MCO
Orlando Intl.
BOS
Logan Intl.
$130 Roundtrip, found 3 days ago
$130
Roundtrip
found 3 days ago
Select Frontier Airlines flight, departing Fri, Jul 18 from Orlando Intl. to Logan Intl., returning Sat, Jul 26, priced at $130 found 3 days ago
Delta
Wed, Sep 3 - Tue, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$140 Roundtrip, just found
$140
Roundtrip
just found
Select Delta flight, departing Wed, Sep 3 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Sep 9, priced at $140 just found
JetBlue Airways
Wed, Sep 3 - Tue, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$140 Roundtrip, just found
$140
Roundtrip
just found
Select JetBlue Airways flight, departing Wed, Sep 3 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Sep 9, priced at $140 just found
American Airlines
Wed, Sep 3 - Tue, Sep 9
FLL
Fort Lauderdale - Hollywood Intl.
BOS
Logan Intl.
$161 Roundtrip, just found
$161
Roundtrip
just found
Select American Airlines flight, departing Wed, Sep 3 from Fort Lauderdale - Hollywood Intl. to Logan Intl., returning Tue, Sep 9, priced at $161 just found
United
Wed, Oct 15 - Tue, Oct 21
ATL
Hartsfield-Jackson Atlanta Intl.
BOS
Logan Intl.
$162 Roundtrip, found 1 hour ago
$162
Roundtrip
found 1 hour ago
Select United flight, departing Wed, Oct 15 from Hartsfield-Jackson Atlanta Intl. to Logan Intl., returning Tue, Oct 21, priced at $162 found 1 hour ago
American Airlines
Mon, Jul 7 - Sat, Jul 12
MCO
Orlando Intl.
EWB
New Bedford Regional
$691 Roundtrip, found 9 hours ago
$691
Roundtrip
found 9 hours ago
Select American Airlines flight, departing Mon, Jul 7 from Orlando Intl. to New Bedford Regional, returning Sat, Jul 12, priced at $691 found 9 hours ago

Cheap Flights to Rockland

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

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

Frequently Asked Questions About flights to Rockland

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

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

How many airlines fly to Rockland?

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 Rockland.

What airport is best to fly into Rockland?

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

How much are flights to Rockland?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Rockland 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 Rockland?

The trick to saving a stack of cash on your flight to Rockland? 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?

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

Last Minute Hotel Deals in Rockland

Omni Boston Hotel at the Seaport
Omni Boston Hotel at the Seaport
4 out of 5
450 Summer Street, Boston, MA
Stay at this 4-star spa hotel in Boston. Enjoy free WiFi, a full-service spa, and 4 restaurants. Our guests praise the breakfast and the pool in our reviews. ...
9/10 Wonderful! (3,624 reviews)
"The Omni is a nice hotel close to Seaport Blvd but still a 15 minutes walk on a hot summer day. The really disappointing thing about the hotel is the pool situation. We paid $95 to check-in early and barely had time to get to the pool and get a wrist bracelet that would allow us entry. Had we been ..."

Reviewed on Jul 5, 2025

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Omni Boston Hotel at the Seaport
citizenM Boston Back Bay
citizenM Boston Back Bay
4 out of 5
408 Newbury street, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Popular attractions Fenway Park and Copley Square ...
9.2/10 Wonderful! (1,356 reviews)
"We had never stayed at a CitizenM hotel before but definitely will again. Very cozy, very clean, very very comfortable. Very impressed with the innovations - less work all the way around but no cut back on comfort and cleanliness."

Reviewed on Jul 4, 2025

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citizenM Boston Back Bay
Harborside Inn Of Boston
Harborside Inn Of Boston
4 out of 5
185 State St, Boston, MA
Stay at this 4-star hotel in Boston. Enjoy free WiFi, a 24-hour front desk, and a business center. Our guests praise the breakfast and the restaurant in our ...
9/10 Wonderful! (5,279 reviews)
"Loved our hotel. Great location. Lots to see in our area. Easy access to subway and blue bikes, which we rode quite a bit."

Reviewed on Jul 5, 2025

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Harborside Inn Of Boston
Copley Square Hotel, a FOUND Hotel
Copley Square Hotel, a FOUND Hotel
4 out of 5
47 Huntington Ave, Boston, MA
Stay at this 4-star boutique hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and valet parking (surcharge). Our guests praise the restaurant and the ...
8.4/10 Very Good! (3,713 reviews)
"Clean. Convenient location. Wuiet"

Reviewed on Jul 2, 2025

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Copley Square Hotel, a FOUND Hotel
citizenM Boston North Station
citizenM Boston North Station
4 out of 5
80-120 Causeway Street, Boston, MA
Stay at this 4-star business-friendly hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the breakfast ...
9.2/10 Wonderful! (3,493 reviews)
"Great place to stay!"

Reviewed on Jul 5, 2025

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citizenM Boston North Station
Hilton Boston Park Plaza
Hilton Boston Park Plaza
4 out of 5
50 Park Plaza, Boston, MA
Book a stay at this historic hotel in Boston. Enjoy 2 restaurants, 2 bars/lounges, and breakfast (surcharge). Our guests praise the bar and the helpful staff ...
8.2/10 Very Good! (3,232 reviews)
"Excellent location. SOME of the staff should be reminded they are in the hospitality industry and hild bad on the attitude."

Reviewed on Jul 3, 2025

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Hilton Boston Park Plaza
Hyatt Regency Boston/Cambridge
Hyatt Regency Boston/Cambridge
4 out of 5
575 Memorial Drive, Cambridge, MA
Stay at this 4-star business-friendly hotel in Cambridge. Enjoy free WiFi, a 24-hour health club, and valet parking (surcharge). Our guests praise the restaurant ...
8.8/10 Excellent! (1,952 reviews)
"Come here regularly to see our son in Cambridge. Good location for us to go to Harvard/MIT."

Reviewed on Jul 4, 2025

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Hyatt Regency Boston/Cambridge
The Revolution Hotel
The Revolution Hotel
3.5 out of 5
40 Berkeley Street, Boston, MA
Stay at this 3.5-star hotel in Boston. Enjoy free WiFi, breakfast (surcharge), and a 24-hour fitness center. Our guests praise the restaurant and the helpful ...
8.8/10 Excellent! (2,066 reviews)
"My friends and I stayed here for one night. We got the quad with the shared bathroom. We were very happy with everything and slept well. The location was also very convenient for walking to dinner and around enjoying Boston. Reception personnel were super nice on both days."

Reviewed on Jul 4, 2025

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The Revolution Hotel
See all 3,263 properties in Rockland
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.