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Kennebunk

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Kennebunk Flights as Low as $102

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

Breeze Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 6, priced at $102 just found
Breeze Airways
Sat, Jun 6 - Sat, Jun 6
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, just found
$112
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Jun 6 from Orlando Intl. to Portsmouth Intl., returning Sat, Jun 6, priced at $112 just found
Breeze Airways
Thu, May 28 - Sat, May 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, just found
$122
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sat, May 30, priced at $122 just found
Breeze Airways
Thu, May 14 - Sun, May 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$125 Roundtrip, found 14 hours ago
$125
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Orlando Intl. to Portsmouth Intl., returning Sun, May 17, priced at $125 found 14 hours ago
Breeze Airways
Thu, May 28 - Sat, May 30
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$127 Roundtrip, just found
$127
Roundtrip
just found
Select Breeze Airways flight, departing Thu, May 28 from Orlando Intl. to Portsmouth Intl., returning Sat, May 30, priced at $127 just found
Breeze Airways
Thu, May 14 - Sun, May 17
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$130 Roundtrip, found 14 hours ago
$130
Roundtrip
found 14 hours ago
Select Breeze Airways flight, departing Thu, May 14 from Orlando Intl. to Portsmouth Intl., returning Sun, May 17, priced at $130 found 14 hours ago
Breeze Airways
Sat, Aug 22 - Tue, Aug 25
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 6 hours ago
$159
Roundtrip
found 6 hours ago
Select Breeze Airways flight, departing Sat, Aug 22 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $159 found 6 hours ago
Breeze Airways
Sun, Aug 2 - Thu, Aug 6
PIT
Pittsburgh Intl.
PWM
Portland Intl. Jetport
$188 Roundtrip, just found
$188
Roundtrip
just found
Select Breeze Airways flight, departing Sun, Aug 2 from Pittsburgh Intl. to Portland Intl. Jetport, returning Thu, Aug 6, priced at $188 just found
American Airlines
Wed, May 27 - Sat, May 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$194 Roundtrip, found 1 day ago
$194
Roundtrip
found 1 day ago
Select American Airlines flight, departing Wed, May 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, May 30, priced at $194 found 1 day ago
Delta
Wed, Apr 15 - Thu, Apr 30
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$203 Roundtrip, found 3 days ago
$203
Roundtrip
found 3 days ago
Select Delta flight, departing Wed, Apr 15 from O'Hare Intl. to Portland Intl. Jetport, returning Thu, Apr 30, priced at $203 found 3 days ago
Delta
Thu, Apr 9 - Mon, Apr 13
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$209 Roundtrip, found 6 hours ago
$209
Roundtrip
found 6 hours ago
Select Delta flight, departing Thu, Apr 9 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Mon, Apr 13, priced at $209 found 6 hours ago
United
Sun, May 10 - Fri, May 22
ORD
O'Hare Intl.
PWM
Portland Intl. Jetport
$211 Roundtrip, found 3 days ago
$211
Roundtrip
found 3 days ago
Select United flight, departing Sun, May 10 from O'Hare Intl. to Portland Intl. Jetport, returning Fri, May 22, priced at $211 found 3 days ago
American Airlines
Wed, Aug 19 - Tue, Aug 25
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, just found
$217
Roundtrip
just found
Select American Airlines flight, departing Wed, Aug 19 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Aug 25, priced at $217 just found
JetBlue Airways
Wed, Mar 25 - Sat, Mar 28
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$233 Roundtrip, found 2 days ago
$233
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Wed, Mar 25 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Mar 28, priced at $233 found 2 days ago
JetBlue Airways
Tue, Mar 31 - Tue, Apr 7
ATL
Hartsfield-Jackson Atlanta Intl.
PWM
Portland Intl. Jetport
$234 Roundtrip, found 2 days ago
$234
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Mar 31 from Hartsfield-Jackson Atlanta Intl. to Portland Intl. Jetport, returning Tue, Apr 7, priced at $234 found 2 days ago
Delta
Wed, May 13 - Tue, May 19
MYR
Myrtle Beach Intl.
PWM
Portland Intl. Jetport
$288 Roundtrip, found 10 hours ago
$288
Roundtrip
found 10 hours ago
Select Delta flight, departing Wed, May 13 from Myrtle Beach Intl. to Portland Intl. Jetport, returning Tue, May 19, priced at $288 found 10 hours ago

Cheap Flights to Kennebunk

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

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

Frequently Asked Questions About flights to Kennebunk

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

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 Kennebunk are in June, but when you book your flight on Hotwire, savings are always in season.

How many airlines fly to Kennebunk?

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 Kennebunk.

What airport is best to fly into Kennebunk?

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

How much are flights to Kennebunk?

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

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

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

Last Minute Hotel Deals in Kennebunk

White Barn Inn & Spa, Auberge Collection

White Barn Inn & Spa, Auberge Collection

5 out of 5
37 Beach Ave Kennebunk ME
Book a stay at this luxury hotel in Kennebunk. Enjoy free WiFi, free parking, and an outdoor pool. Popular attractions Dock Square and St. Anthony's Franciscan ...
9.4/10 Exceptional! (112 reviews)
Beautiful room, ultra courteous staff

Reviewed on Feb 16, 2026

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White Barn Inn & Spa, Auberge Collection
Hampton Inn Kennebunk Kennebunkport

Hampton Inn Kennebunk Kennebunkport

2.5 out of 5
6 Independence Drive Kennebunk ME
Stay at this hotel in Kennebunk. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions Dock ...
9.4/10 Exceptional! (813 reviews)
The facility was very clean. Easy checkin. Breakfast was delicious, fresh and food area was kept very clean.

Reviewed on Feb 26, 2026

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Hampton Inn Kennebunk Kennebunkport
Kings Port Inn

Kings Port Inn

2.5 out of 5
18 Western Ave Kennebunk ME
Stay at this hotel in Kennebunk. Enjoy free breakfast, cable TV channels, and housekeeping. Our guests praise the breakfast and the helpful staff in our reviews. ...
9.2/10 Wonderful! (1,000 reviews)
This was an awesome room and bathroom with jacuzzi! Friendly and welcoming staff, walkable to downtown and wonderful restaurants. Staff gave great suggestions on where to eat and what to see. Wonderful breakfast and coffee!! Would highly recommend!

Reviewed on Feb 19, 2026

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Kings Port Inn
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! (1,347 reviews)
Staff was amazing!!! But, the bed closest to the window in room 410 was lopsided. AND, the voucher system for breakfast is foolish!!! Either comes with it or don’t! Sneaky way to handle breakfast🙄 Thank you!

Reviewed on Feb 28, 2026

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DoubleTree by Hilton Hotel Portland
Tru by Hilton Portland Airport Area

Tru by Hilton Portland Airport Area

2.5 out of 5
369 Maine Mall Road South Portland ME
Stay at this hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.8/10 Excellent! (1,741 reviews)
♥️

Reviewed on Feb 27, 2026

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Tru by Hilton Portland Airport Area
Anchorage Inn and Resort

Anchorage Inn and Resort

3 out of 5
265 Long Beach Avenue York Beach ME
Book a stay at this 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. ...
9/10 Wonderful! (1,061 reviews)
room was a little small, but perfect for 2 people. room was clean and neat and wasn’t sketchy at all. view of ocean staff was pretty. the only downside was, is the walls are a little thin where you can hear the people next to you. staff was super nice and accommodating, recommend for a stay!

Reviewed on Feb 24, 2026

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Anchorage Inn and Resort
Old Orchard Beach Inn

Old Orchard Beach Inn

2.5 out of 5
6 Portland Ave Old Orchard Beach ME
Stay at this B&B in Old Orchard Beach. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the breakfast and the helpful staff in our reviews. ...
8.2/10 Very Good! (1,000 reviews)
We stayed in a suite and it was old and dingy. It felt and smelled like a neglected grandma's house. The carpet was stained, the furniture was old, and the wallpaper was peeling. Beds had old springy mattresses. The utensils in the drawer were all very dirty. There was a sponge but no dish detergent ...

Reviewed on Feb 23, 2026

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Old Orchard Beach Inn
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)
Hotel was dirty! Crack pipe left in the stairwell in a step! I called in advance to make sure that the pill and hot tub was working..asked again at check in. I was assured that they definitely were. The hot tub was just that a hot tub ..jets were not working. The pool was milky looking and dirty! ...

Reviewed on Feb 28, 2026

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Long Creek Hotel by IHG
See all 3,548 properties in Kennebunk
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.