$52 Cheap flight deals from Fort Myers (FMY) to Kennebunkport (PWM)

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This Weekend's Flight Deals from Fort Myers to Kennebunkport

This weekend's flight prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Jun 21 - Sat, Jun 21
RSW
Southwest Florida Intl.
PWM
Portland Intl. Jetport
$471 Roundtrip, just found
$471
Roundtrip
just found
Select Breeze Airways flight, departing Sat, Jun 21 from Southwest Florida Intl. to Portland Intl. Jetport, returning Sat, Jun 21, priced at $471 just found

Airfares from $52 One Way, $102 Round Trip from Fort Myers to Kennebunkport

Prices starting at $102 for return flights and $52 for one-way flights to Kennebunkport were the cheapest prices found within the past 7 days, for the period specified. Prices and availability are subject to change. Additional terms apply.

Sat, Dec 6 - Sat, Dec 13
RSW
Fort Myers
PSM
Portsmouth
$102 Roundtrip, found 1 day ago
$102
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Sat, Dec 6 from Fort Myers to Portsmouth, returning Sat, Dec 13, priced at $102 found 1 day ago
Wed, Dec 10 - Sat, Dec 13
RSW
Fort Myers
PSM
Portsmouth
$112 Roundtrip, found 4 days ago
$112
Roundtrip
found 4 days ago
Select Breeze Airways flight, departing Wed, Dec 10 from Fort Myers to Portsmouth, returning Sat, Dec 13, priced at $112 found 4 days ago
Wed, Sep 10 - Sun, Sep 14
RSW
Fort Myers
PWM
Portland
$129 Roundtrip, found 2 days ago
$129
Roundtrip
found 2 days ago
Select Breeze Airways flight, departing Wed, Sep 10 from Fort Myers to Portland, returning Sun, Sep 14, priced at $129 found 2 days ago
Tue, Aug 19 - Tue, Aug 26
RSW
Fort Myers
PWM
Portland
$135 Roundtrip, found 1 day ago
$135
Roundtrip
found 1 day ago
Select Breeze Airways flight, departing Tue, Aug 19 from Fort Myers to Portland, returning Tue, Aug 26, priced at $135 found 1 day ago
Tue, Aug 26 - Wed, Aug 27
RSW
Fort Myers
PWM
Portland
$185 Roundtrip, found 2 days ago
$185
Roundtrip
found 2 days ago
Select JetBlue Airways flight, departing Tue, Aug 26 from Fort Myers to Portland, returning Wed, Aug 27, priced at $185 found 2 days ago

Kennebunkport economy flight packages

Price found within the past 48 hours. Click for updated prices.
Portland Harbor Hotel
4.0-star property

Portland Harbor Hotel

9.2/10 Wonderful! (1,514 reviews)

Aug 13 - Aug 17

4 night stay

Fort Myers (RSW) to Portland (PWM)

Breeze Airways • Non-stop • Coach

Portland (PWM) to Fort Myers (RSW)

United • Non-stop • Coach
Save 100% on your flight
per person
found 18 hours ago
Service was excellent; pantry on each floor awesome; umbrellas available for our use; easy check in & check out

Reviewed on May 4, 2025

The Docent's Collection
3.5-star property

The Docent's Collection

9.6/10 Exceptional! (205 reviews)

Aug 13 - Aug 17

4 night stay

Fort Myers (RSW) to Portland (PWM)

Breeze Airways • Non-stop • Coach

Portland (PWM) to Fort Myers (RSW)

United • Non-stop • Coach
Save 100% on your flight
per person
found 18 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

Inn at Diamond Cove
3.5-star property

Inn at Diamond Cove

8.8/10 Excellent! (169 reviews)

Aug 9 - Aug 14

5 night stay

Fort Myers (RSW) to Portland (PWM)

Southwest Airlines • Non-stop roundtrip • Coach
Save 100% on your flight
per person
found 18 hours ago
The Inn itself is gorgeous on a lovely quiet island for some exploring. The rooms are large and well maintained, and the staff while inexperienced does their best to help and answer questions. Our room was ready when we got there early, and they let us check-in a few hours ahead which was greatly appreciated. The pool is nice (a little chilly) and the hot tub was boiling, and we enjoyed relaxing by the pool. The beaches are nice to visit from a short walk but don't expect sandy beaches here. We walked around the island, even outside of the homeowner's association barrier and there is a nice gift shop where you can get ice cream, popsicles and some treats for ~1 a pop. Surprisingly reasonable for this island. The main issue with the island is food as one might expect, so just keep you expectations on the lower end (unlike the higher side prices) and you won't be too disappointed. The hotel restaurant is OK - the pancakes were at least good - but the two island restaurants left a lot to be desired. Would we return? I think if you are looking for a short getaway or are willing to go to portland for food, it can make an excellent relaxing trip.

Reviewed on Jul 26, 2024

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More About Flying To Kennebunkport from Fort Myers

Route Information for Flights from Fort Myers to Kennebunkport

Origin Airport IATA Code
FMY
Destination Airport IATA Code
PWM
Distance
1345 mi
Direct Flight Airlines
Earliest Flight Arrival
9:38PM UTC
Latest Flight Arrival
9:38PM UTC

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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.