$72 Cheap flight deals from Cleveland (CLE) to Kennebunk (PWM)

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Airfares from $72 One Way, $142 Round Trip from Cleveland to Kennebunk

Prices starting at $142 for return flights and $72 for one-way flights to Kennebunk were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Thu, Sep 17 - Sun, Sep 20
CAK
Akron
PWM
Portland
$142 Roundtrip, found 6 days ago
$142
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Akron to Portland, returning Sun, Sep 20, priced at $142 found 6 days ago
Thu, Sep 17 - Sun, Sep 20
CAK
Akron
PWM
Portland
$147 Roundtrip, found 6 days ago
$147
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Akron to Portland, returning Sun, Sep 20, priced at $147 found 6 days ago
Thu, Sep 17 - Sun, Sep 20
CAK
Akron
PWM
Portland
$152 Roundtrip, found 6 days ago
$152
Roundtrip
found 6 days ago
Select Breeze Airways flight, departing Thu, Sep 17 from Akron to Portland, returning Sun, Sep 20, priced at $152 found 6 days ago
Thu, Aug 27 - Thu, Sep 3
CAK
Akron
PWM
Portland
$152 Roundtrip, found 1 day ago
$152
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Thu, Aug 27 from Akron to Portland, returning Thu, Sep 3, priced at $152 found 1 day ago
Thu, Sep 17 - Sun, Sep 20
CAK
Akron
PWM
Portland
$157 Roundtrip, found 1 hour ago
$157
Roundtrip
found 1 hour ago
Select Breeze Airways flight, departing Thu, Sep 17 from Akron to Portland, returning Sun, Sep 20, priced at $157 found 1 hour ago

Kennebunk economy flight packages

Price found within the past 48 hours. Click for updated prices.
The McKernan Inn
3.0-star property

The McKernan Inn

9.2/10 Wonderful! (91 reviews)

May 22 - May 24

2 night stay

Cleveland (CLE) to Portland (PWM)

Delta • Non-stop roundtrip • Coach
Price was $690, price is now $633 per person
$633
per person
found 20 hours ago
Location is great. We really enjoyed walking on the beach. Our room wasn’t bad but not great either. Def needs to be refreshed. The blinds in several windows were removed and the curtains didn’t block the light so we were up early. Furniture is in rough shape. Prolly wouldn’t stay here again but it was fine for one night

Reviewed on Nov 3, 2025

The Docent's Collection at 121 Middle Street
3.5-star property

The Docent's Collection at 121 Middle Street

9.6/10 Exceptional! (275 reviews)

May 22 - May 24

2 night stay

Cleveland (CLE) to Portland (PWM)

Delta • Non-stop roundtrip • Coach
Price was $1,170, price is now $973 per person
$973
per person
found 20 hours ago
This is a beautiful property with amazing, helpful staff at a prime location. Close to lots of dining and activities, a perfect winter wonderland retreat. It is a very relaxing place to stay.

Reviewed on Mar 10, 2023

Blind Tiger Portland - Danforth Street.
3.5-star property

Blind Tiger Portland - Danforth Street.

9.6/10 Exceptional! (175 reviews)

May 22 - May 24

2 night stay

Cleveland (CLE) to Portland (PWM)

Delta • Non-stop roundtrip • Coach
Price was $1,031, price is now $926 per person
$926
per person
found 20 hours ago
Blind Tiger on Danforth was perfect locale for San overnight in Portland. Walkable to Old Port, yet quiet & relaxing place to spend some time quiet in between all of the activities;)

Reviewed on Nov 27, 2024

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More About Flying To Kennebunk from Cleveland

Route Information for Flights from Cleveland to Kennebunk

Origin Airport IATA Code
CLE
Destination Airport IATA Code
PWM
Distance
Direct Flight Airlines
Earliest Flight Arrival
Latest Flight Arrival

Cleveland to Kennebunk

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Fare, taxes & fees: Fares include all taxes and fees, except baggage fees. Rates shown reflect fares found by other Orbitz users over the past 7 days. Due to rapidly changing airline prices & seat availability, these fares may no longer be available.

Refunds/changes/cancellations: Itinerary changes, if permitted for the fare, will have a $30 service fee charged by Orbitz. Additional airline charges may apply.

Other conditions: Schedules, fares and rules are subject to change without notice. Seats are limited and may not be available on all flights/dates or in all markets. Lower fares may be available. Fares will not be honored retroactively or in exchange for any wholly/partially unused ticket. Tickets are non-transferable and non-refundable. Fare rules are provided for the selected itinerary before booking.