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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
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$102 Roundtrip, found 2 days ago
$102
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $102 found 2 days ago
Breeze Airways
Wed, Oct 22 - Wed, Oct 22
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$107 Roundtrip, found 1 day ago
$107
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Wed, Oct 22 from Orlando Intl. to Portsmouth Intl., returning Wed, Oct 22, priced at $107 found 1 day ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$112 Roundtrip, found 19 hours ago
$112
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $112 found 19 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$117 Roundtrip, found 19 hours ago
$117
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $117 found 19 hours ago
Breeze Airways
Wed, Dec 3 - Wed, Dec 10
MCO
Orlando Intl.
PSM
Portsmouth Intl.
$122 Roundtrip, found 19 hours ago
$122
Roundtrip
found 19 hours ago
Select Breeze Airways flight, departing Wed, Dec 3 from Orlando Intl. to Portsmouth Intl., returning Wed, Dec 10, priced at $122 found 19 hours ago
Breeze Airways
Sat, Sep 6 - Sat, Sep 13
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$144 Roundtrip, found 3 hours ago
$144
Roundtrip
found 3 hours ago
Select Breeze Airways flight, departing Sat, Sep 6 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Sep 13, priced at $144 found 3 hours ago
American Airlines
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$159 Roundtrip, found 2 days ago
$159
Roundtrip
found 2 days ago
Select American Airlines flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $159 found 2 days ago
JetBlue Airways
Sat, Sep 27 - Tue, Oct 7
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$172 Roundtrip, found 20 hours ago
$172
Roundtrip
found 20 hours ago
Select JetBlue Airways flight, departing Sat, Sep 27 from Nashville Intl. to Portland Intl. Jetport, returning Tue, Oct 7, priced at $172 found 20 hours ago
Delta
Wed, Sep 24 - Wed, Oct 1
BNA
Nashville Intl.
PWM
Portland Intl. Jetport
$207 Roundtrip, found 20 hours ago
$207
Roundtrip
found 20 hours ago
Select Delta flight, departing Wed, Sep 24 from Nashville Intl. to Portland Intl. Jetport, returning Wed, Oct 1, priced at $207 found 20 hours ago
United
Wed, Sep 3 - Tue, Sep 16
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$217 Roundtrip, found 2 days ago
$217
Roundtrip
found 2 days ago
Select United flight, departing Wed, Sep 3 from Orlando Intl. to Portland Intl. Jetport, returning Tue, Sep 16, priced at $217 found 2 days ago
Delta
Tue, Aug 26 - Thu, Aug 28
CMH
John Glenn Columbus Intl.
PWM
Portland Intl. Jetport
$231 Roundtrip, found 7 hours ago
$231
Roundtrip
found 7 hours ago
Select Delta flight, departing Tue, Aug 26 from John Glenn Columbus Intl. to Portland Intl. Jetport, returning Thu, Aug 28, priced at $231 found 7 hours ago
JetBlue Airways
Wed, Aug 20 - Wed, Aug 27
TPA
Tampa Intl.
PWM
Portland Intl. Jetport
$254 Roundtrip, found 1 day ago
$254
Roundtrip
found 1 day ago
Select JetBlue Airways flight, departing Wed, Aug 20 from Tampa Intl. to Portland Intl. Jetport, returning Wed, Aug 27, priced at $254 found 1 day ago
Frontier Airlines
Sat, Aug 16 - Sat, Aug 23
MCO
Orlando Intl.
PWM
Portland Intl. Jetport
$278 Roundtrip, found 1 day ago
$278
Roundtrip
found 1 day ago
Select Frontier Airlines flight, departing Sat, Aug 16 from Orlando Intl. to Portland Intl. Jetport, returning Sat, Aug 23, priced at $278 found 1 day ago
Sun Country Airlines
Sun, Sep 28 - Fri, Oct 10
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$296 Roundtrip, found 1 day ago
$296
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Sun, Sep 28 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Fri, Oct 10, priced at $296 found 1 day ago
Sun Country Airlines
Sun, Sep 28 - Sun, Oct 12
MSP
Minneapolis - St. Paul Intl.
PWM
Portland Intl. Jetport
$324 Roundtrip, found 1 day ago
$324
Roundtrip
found 1 day ago
Select Sun Country Airlines flight, departing Sun, Sep 28 from Minneapolis - St. Paul Intl. to Portland Intl. Jetport, returning Sun, Oct 12, priced at $324 found 1 day ago
JetBlue Airways
Tue, Aug 12 - Thu, Aug 21
SAN
San Diego Intl.
PWM
Portland Intl. Jetport
$620 Roundtrip, found 18 hours ago
$620
Roundtrip
found 18 hours ago
Select JetBlue Airways flight, departing Tue, Aug 12 from San Diego Intl. to Portland Intl. Jetport, returning Thu, Aug 21, priced at $620 found 18 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 16 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

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! (510 reviews)
"The breakfast each more was varied and delicious. There are bikes on the property which are great to ride around town"

Reviewed on Jul 29, 2025

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Kennebunkport Captains Collection
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! (766 reviews)
"We had an amazing time!! Loved everything!!!"

Reviewed on Aug 4, 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! (532 reviews)
Great location, cozy rooms
"The location of the Kennebunkport Inn is perfect. Parking is free and although not ample, we never had an issue. The room we got was cozy but totally fine for a couple. It was clean and bathroom updated. The continental breakfast was a welcome treat for a quick yogurt and coffee. It’s a small hotel, ..."

Reviewed on Jul 22, 2025

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Kennebunkport Inn
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! (1,123 reviews)
"Good"

Reviewed on Aug 4, 2025

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Days Inn by Wyndham Airport/Maine Mall
Ramada Plaza by Wyndham Portland

Ramada Plaza by Wyndham Portland

3 out of 5
155 Riverside St, Portland, ME
Stay at this 3-star business-friendly hotel in Portland. Enjoy free WiFi, free parking, and 2 hot tubs. Our guests praise the restaurant and the helpful staff ...
7.6/10 Good! (1,037 reviews)
"Very pet friendly place!"

Reviewed on Aug 7, 2025

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Ramada Plaza by Wyndham Portland
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! (1,109 reviews)
"Nice setting."

Reviewed on Aug 7, 2025

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Ogunquit - The Milestone
Germaine Inn South Portland

Germaine Inn South Portland

2 out of 5
675 Main Street I-95, Rt 1-I95 ex 45-I295 Ex 3, South Portland, ME
Book a stay at this business-friendly hotel in South Portland. Enjoy free breakfast, free WiFi, and free parking. Popular attractions Maine Mall and Thompson's ...
7.4/10 Good! (124 reviews)
"We loved the indoor pool, the breakfast, and the mural in the room!"

Reviewed on Aug 6, 2025

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Germaine Inn South Portland
The Westin Portland Harborview

The Westin Portland Harborview

4 out of 5
157 High St, Portland, ME
Book a stay at this spa hotel in Portland. Enjoy free WiFi, a full-service spa, and breakfast (surcharge). Our guests praise the bar and the helpful staff in ...
8.8/10 Excellent! (1,002 reviews)
"Nice property could add some vending machines by ice machines for soft drinks and snacks."

Reviewed on Jul 24, 2025

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The Westin Portland Harborview
See all 4,111 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.