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Waterboro

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Waterboro Flights as Low as $138

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

Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$138 Roundtrip, found 6 days ago
$138
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $138 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$141 Roundtrip, found 6 days ago
$141
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $141 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$143 Roundtrip, found 6 days ago
$143
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $143 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$145 Roundtrip, found 6 days ago
$145
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $145 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$146 Roundtrip, found 4 days ago
$146
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $146 found 4 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $147 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$148 Roundtrip, found 6 days ago
$148
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $148 found 6 days ago
Breeze Airways
Thu, May 28 - Sun, May 31
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$150 Roundtrip, found 6 days ago
$150
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sun, May 31, priced at $150 found 6 days ago
JetBlue Airways
Sat, Jun 6 - Fri, Jun 12
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 15 hours ago
$187
Roundtrip
found 15 hours ago
Select JetBlue Airways flight, departing Sat, Jun 6 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Jun 12, priced at $187 found 15 hours ago
Delta
Sat, Jun 6 - Fri, Jun 12
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$187 Roundtrip, found 15 hours ago
$187
Roundtrip
found 15 hours ago
Select Delta flight, departing Sat, Jun 6 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Fri, Jun 12, priced at $187 found 15 hours ago
Breeze Airways
Wed, May 27 - Fri, Jun 5
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$229 Roundtrip, found 5 days ago
$229
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Fri, Jun 5, priced at $229 found 5 days ago
Bargain Flight
Tue, Aug 25 - Wed, Aug 26
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$255 Roundtrip, found 3 days ago
$255
Roundtrip
found 3 days ago
Select Bargain Flight flight, departing Tue, Aug 25 from Orlando Intl. to Portland Intl. Jetport, returning Wed, Aug 26, priced at $255 found 3 days ago
American Airlines
Mon, Jun 1 - Wed, Jun 3
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$263 Roundtrip, found 1 day ago
$263
Roundtrip
found 1 day ago
Select American Airlines flight, departing Mon, Jun 1 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Jun 3, priced at $263 found 1 day ago
JetBlue Airways
Tue, Jul 7 - Fri, Jul 10
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$274 Roundtrip, found 6 days ago
$274
Roundtrip
found 6 days ago
Select JetBlue Airways flight, departing Tue, Jul 7 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Fri, Jul 10, priced at $274 found 6 days ago
JetBlue Airways
Tue, Jun 30 - Wed, Jul 8
CLE
Hopkins Intl.
PWM
Portland Intl. Jetport
$341 Roundtrip, found 9 hours ago
$341
Roundtrip
found 9 hours ago
Select JetBlue Airways flight, departing Tue, Jun 30 from Hopkins Intl. to Portland Intl. Jetport, returning Wed, Jul 8, priced at $341 found 9 hours ago
Delta
Sun, May 24 - Sat, May 30
XNA
Northwest Arkansas Regional
PWM
Portland Intl. Jetport
$371 Roundtrip, found 11 hours ago
$371
Roundtrip
found 11 hours ago
Select Delta flight, departing Sun, May 24 from Northwest Arkansas Regional to Portland Intl. Jetport, returning Sat, May 30, priced at $371 found 11 hours ago

Cheap Flights to Waterboro

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

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

Frequently Asked Questions About flights to Waterboro

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

What is the cheapest month to fly to Waterboro?

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 Waterboro are in May, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Waterboro?

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 Waterboro.

What airport is best to fly into Waterboro?

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

How much are flights to Waterboro?

Got very cheap flights on your vacation itinerary? When you book your airline tickets to Waterboro on Hotwire, you may just get what’s on your getaway wish list. With tickets as low as $138, 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 Waterboro?

The trick to saving a stack of cash on your flight to Waterboro? 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 $138 right now, why wait?

Waterboro Flight Information
Destination airport
Portsmouth Intl.
Destination airport IATA code
PSM
Roundtrip price
$137

Last Minute Hotel Deals in Waterboro

HomeAwhile

HomeAwhile

2 out of 5
205 Southborough Drive Scarborough ME
Stay at this hotel in Scarborough. Enjoy free WiFi, free parking, and a 24-hour front desk. Popular attractions Maine Mall and Thompson's Point are located ...
9.2/10 Wonderful! (47 reviews)
"Room was spacious ( home away from home for sure!) and very clean. The staff was extremely friendly and gave us great suggestions on where to eat since we were visiting! Will definitely come back if I ever visit Portland again."

Reviewed on May 22, 2026

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HomeAwhile
Comfort Inn South Portland Airport

Comfort Inn South Portland Airport

2.5 out of 5
90 Maine Mall Rd South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and a free airport shuttle. Our guests praise the breakfast and ...
8.6/10 Excellent! (2,067 reviews)
"Storm activity cancelled my flight. The Comfort Inn South Portland team made things effortless and a great value. Shuttle service from and to the airport was convenient - almost no waiting and a 3-minute ride... The staff was professional and courteous - even at 3:30am in the morning."

Reviewed on May 22, 2026

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Comfort Inn South Portland Airport
Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel

3.5 out of 5
80 John Roberts Rd. South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
8.4/10 Very Good! (2,923 reviews)
"For a $60 a night price weekday stay as I came in 11:30 pm off Jetport airport. This is a good place to stay in. Easy parking and staff are super efficient and helpful. Very pleased. I had more bad experience on a $300/night I booked in Boston Airport Embassy Suites. Highly recommend this place for ..."

Reviewed on May 23, 2026

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Casco Bay Hotel Portland Airport - Maine Mall, an Ascend Collection Hotel
Spark by Hilton Portland Airport Maine Mall

Spark by Hilton Portland Airport Maine Mall

2 out of 5
461 Maine Mall Rd South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the ...
7.8/10 Good! (1,513 reviews)
"J'aime bien cet hôtel, c'est propre, près des autoroutes, le staff est sympathique et le déjeuner est bon."

Reviewed on May 23, 2026

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Spark by Hilton Portland Airport Maine Mall
DoubleTree by Hilton Hotel Portland

DoubleTree by Hilton Hotel Portland

4 out of 5
363 Maine Mall Rd South Portland ME
Stay at this hotel in South Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the pool and the helpful staff in our reviews. ...
8/10 Very Good! (1,389 reviews)
"We did not have a good experience in this Doubletree hotel. We asked for an early check-in, but no room was available. We waited in the Lobby for two hours before our room was ready. We walked into our room, only to find a blood spot on the top sheet of the bed. We called the lobby, and by coincidence, ..."

Reviewed on May 22, 2026

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DoubleTree by Hilton Hotel Portland
Long Creek Hotel by IHG

Long Creek Hotel by IHG

2.5 out of 5
171 Philbrook Ave South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
7.4/10 Good! (1,002 reviews)
"Don’t even THINK about asking to check in early. Staff laughed in my face. The room smelled heavily of mildew from the AC and disinfectant chemicals. Pay the extra and go somewhere else."

Reviewed on May 21, 2026

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Long Creek Hotel by IHG
Portland Sheraton at Sable Oaks

Portland Sheraton at Sable Oaks

4 out of 5
200 Sable Oaks Dr South Portland ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free WiFi, breakfast (surcharge), and a free airport shuttle. Our guests praise the helpful ...
8.4/10 Very Good! (1,000 reviews)
"Great"

Reviewed on May 10, 2026

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Portland Sheraton at Sable Oaks
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 ...
9/10 Wonderful! (1,269 reviews)
"Well, to start with, we waited in the lobby for at least 15-20 minuteas before someone came to check us in. Once that was handled, we went to our room. Upon entering our room, my companion noticed a strong "musty" smell. She was not willing to attempt to sleep in the room which had undertones of ..."

Reviewed on May 22, 2026

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Ogunquit - The Milestone
See all 3,067 properties in Waterboro
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.