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Kennebunkport

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Kennebunkport Flights as Low as $102

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

Breeze Airways
Sat, Oct 4 - Sat, Oct 4
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, just found
$102
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Oct 4 from Orlando Intl. to Portsmouth Intl., returning Sat, Oct 4, priced at $102 just found
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 3 days ago
$107
Roundtrip
found 3 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 3 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$111 Roundtrip, found 5 days ago
$111
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $111 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 5 days ago
$115
Roundtrip
found 5 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 5 days ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$115 Roundtrip, found 2 days ago
$115
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $115 found 2 days 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, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$118 Roundtrip, found 2 days ago
$118
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $118 found 2 days ago
JetBlue Airways
Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select JetBlue Airways flight, departing Tue, Aug 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $119 found 1 hour ago
Delta
Tue, Aug 5 - Wed, Aug 13
JFK
John F. Kennedy Intl.
PWM
Portland Intl. Jetport
$119 Roundtrip, found 1 hour ago
$119
Roundtrip
found 1 hour ago
Select Delta flight, departing Tue, Aug 5 from John F. Kennedy Intl. to Portland Intl. Jetport, returning Wed, Aug 13, priced at $119 found 1 hour ago
Breeze Airways
Sat, Jul 19 - Sat, Jul 26
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$120 Roundtrip, found 1 day ago
$120
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Jul 19 from Orlando Intl. to Portsmouth Intl., returning Sat, Jul 26, priced at $120 found 1 day ago
Breeze Airways
Wed, Aug 27 - Sat, Aug 30
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$162 Roundtrip, found 2 days ago
$162
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Aug 27 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 30, priced at $162 found 2 days ago
Frontier Airlines
Sat, Sep 13 - Sat, Sep 20
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$169 Roundtrip, found 20 hours ago
$169
Roundtrip
found 20 hours ago
Select Frontier Airlines flight, departing Sat, Sep 13 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 20, priced at $169 found 20 hours ago
American Airlines
Thu, Sep 4 - Wed, Sep 10
DEN
Denver Intl.
PWM
Portland Intl. Jetport
$171 Roundtrip, found 3 days ago
$171
Roundtrip
found 3 days ago
Select American Airlines flight, departing Thu, Sep 4 from Denver Intl. to Portland Intl. Jetport, returning Wed, Sep 10, priced at $171 found 3 days ago
Bargain Flight
Tue, Sep 30 - Wed, Oct 1
DCA
Ronald Reagan Washington National
PWM
Portland Intl. Jetport
$172 Roundtrip, just found
$172
Roundtrip
just found
Select Bargain Flight flight, departing Tue, Sep 30 from Ronald Reagan Washington National to Portland Intl. Jetport, returning Wed, Oct 1, priced at $172 just found
American Airlines
Tue, Aug 5 - Wed, Aug 6
LAS
Harry Reid Intl.
PWM
Portland Intl. Jetport
$212 Roundtrip, found 2 days ago
$212
Roundtrip
found 2 days ago
Select American Airlines flight, departing Tue, Aug 5 from Harry Reid Intl. to Portland Intl. Jetport, returning Wed, Aug 6, priced at $212 found 2 days ago
Delta
Tue, Jul 15 - Tue, Jul 22
OKC
Will Rogers World
PWM
Portland Intl. Jetport
$703 Roundtrip, found 12 hours ago
$703
Roundtrip
found 12 hours ago
Select Delta flight, departing Tue, Jul 15 from Will Rogers World to Portland Intl. Jetport, returning Tue, Jul 22, priced at $703 found 12 hours ago

Cheap Flights to Kennebunkport

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

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

Frequently Asked Questions About flights to Kennebunkport

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

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

How many airlines fly to Kennebunkport?

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 Kennebunkport.

What airport is best to fly into Kennebunkport?

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

How much are flights to Kennebunkport?

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

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

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

Last Minute Hotel Deals in Kennebunkport

The Colony Hotel
The Colony Hotel
3 out of 5
140 Ocean Ave, Kennebunkport, ME
Stay at this 3-star business-friendly hotel in Kennebunkport. Enjoy free WiFi, free parking, and an outdoor pool. Our guests praise the helpful staff and the ...
8.8/10 Excellent! (824 reviews)
"The pool is nice"

Reviewed on Jul 7, 2025

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The Colony Hotel
Nonantum Resort
Nonantum Resort
3.5 out of 5
95 Ocean Ave, Kennebunkport, ME
Stay at this 3.5-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean rooms in our ...
9/10 Wonderful! (752 reviews)
"This was a beautiful location. Everything about our stay was wonderful. We're definitely planning on returning soon!"

Reviewed on Jul 7, 2025

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Nonantum Resort
Kennebunkport Inn
Kennebunkport Inn
3 out of 5
One Dock Square, Kennebunkport, ME
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff in our reviews. Popular attractions ...
9/10 Wonderful! (527 reviews)
"Our stay was wonderful. The hotel so convenient to the shops and activities."

Reviewed on Jul 7, 2025

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Kennebunkport Inn
Kennebunkport Captains Collection
Kennebunkport Captains Collection
4.5 out of 5
6 Pleasant Street, Kennebunkport, ME
Stay at this 4.5-star luxury hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful staff ...
9.4/10 Exceptional! (503 reviews)
"We had a very enjoyable 4 night stay here. We stayed in the Nathanial Lord Mansion and our room was clean, stylish and very comfortable. Breakfast was served each morning in our mansion and was very nice with a different hot option every day. The inn is located within very easy walking distance of ..."

Reviewed on Jul 8, 2025

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Kennebunkport Captains Collection
The Lodge at the Cove
The Lodge at the Cove
2.5 out of 5
29 S. Main Street, Kennebunkport, ME
Book a stay at this family-friendly motel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Goose Rocks ...
9/10 Wonderful! (180 reviews)
"This is a great place to bring kids - lots for them to do. It’s an easy walk to restaurants and the setting is beautiful"

Reviewed on Jun 25, 2025

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The Lodge at the Cove
The Boathouse Waterfront Hotel & Marina
The Boathouse Waterfront Hotel & Marina
3 out of 5
21 Ocean Ave, Kennebunkport, ME
Stay at this 3-star hotel in Kennebunkport. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Dock Square and Goose Rocks Beach are located ...
8.4/10 Very Good! (336 reviews)
"It is a first class hotel and restaurant."

Reviewed on May 26, 2025

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The Boathouse Waterfront Hotel & Marina
Days Inn by Wyndham Airport/Maine Mall
Days Inn by Wyndham 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! (1,017 reviews)
"This property was a pleasure to stay at when I couldn’t get a hotel at Old Orchard Beach. Fernando at the front desk made everything so much better at check-in and also when I wanted to extend my stay. He really is the best, right along with the rest of the staff. The amenities were great as well ..."

Reviewed on Jul 11, 2025

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Days Inn by Wyndham Airport/Maine Mall
Clarion Hotel Portland
Clarion Hotel Portland
2.5 out of 5
1230 Congress St, Portland, ME
Book a stay at this business-friendly hotel in Portland. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the ...
7.8/10 Good! (1,016 reviews)
"Nice hotel close to the airport with shuttle service"

Reviewed on Jul 7, 2025

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Clarion Hotel Portland
See all 4,187 properties in Kennebunkport
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.