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Cheap Flights from Chicago to Kennebunkport & Flight Information
Origin airport IATA code
CHI
Destination airport IATA code
PWM
Number of flight options
1
Average flight time
3 hours 36 mins

Kennebunkport Flight Information

Traveling From
Chicago
Origin Airport IATA Code
CHI
Traveling To
Kennebunkport
Destination Airport IATA Code
PWM
Number of Airlines Serving
Available Airlines
Distance
Direct Flight Time
Flight Price

Need a car after flight from Chicago to Kennebunkport

Place to stay after flight from Chicago to Kennebunkport

The Colony Hotel

The Colony Hotel

3 out of 5
140 Ocean Ave Kennebunkport ME
Dieses Hotel für Geschäftsreisende bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf WLAN-Internetzugang (kostenlos), Parken ohne Service ...
8.8/10 Excellent! (1,000 reviews)
"What a great place to stay!"

Reviewed on 19 May 2026

Opens in a new windowThe Colony Hotel
Kennebunkport Captains Collection

Kennebunkport Captains Collection

4.5 out of 5
6 Pleasant Street Kennebunkport ME
Dieses Hotel im luxuriösen Stil bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) ...
9.4/10 Exceptional! (707 reviews)
"Wonderful inn, staff very helpful, breakfast was great, property very clean and well tended. Great location that is very walkable. I would highly recommend staying here"

Reviewed on 19 May 2026

Opens in a new windowKennebunkport Captains Collection
Nonantum Resort

Nonantum Resort

3.5 out of 5
95 Ocean Ave Kennebunkport ME
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und Parken ohne ...
9.2/10 Wonderful! (886 reviews)
"Ww liked the c location and the staff was very helpful."

Reviewed on 22 May 2026

Opens in a new windowNonantum Resort
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AWOL Kennebunkport

AWOL Kennebunkport

3 out of 5
34 Maine St Kennebunkport ME
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und Parken ohne ...
9.4/10 Exceptional! (240 reviews)
"The breakfast was very good! Loved being able to walk to the shops and restaurants! I hope to come back some day!"

Reviewed on 22 May 2026

Opens in a new windowAWOL Kennebunkport
Kennebunkport Inn

Kennebunkport Inn

3 out of 5
One Dock Square Kennebunkport ME
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und Parken ohne ...
9.2/10 Wonderful! (582 reviews)
"The Inn was in the center of town making accessing the local shops and walking the area very easy. The property was clean and was impressive as an example of a turn of the prior century inn. The room was comfortable and quiet with plenty of storage. It was a very restful stay."

Reviewed on 14 May 2026

Opens in a new windowKennebunkport Inn
The Boathouse Waterfront Hotel & Marina

The Boathouse Waterfront Hotel & Marina

3 out of 5
21 Ocean Ave Kennebunkport ME
Dieses Hotel bietet dir einen angenehmen Aufenthalt in Kennebunkport. Freu dich auf inbegriffenes Frühstück, WLAN-Internetzugang (kostenlos) und Parken ohne ...
8.6/10 Excellent! (369 reviews)
"Overall it’s a beautiful property, however there are few little things that could be improved. 1) mirrors in the rooms - there was only one mirror in the bathroom. The room needs a full length mirror or at least another mirror in the actual room. 2) outlets - the rooms had very limited outlets and ..."

Reviewed on 10 May 2026

Opens in a new windowThe Boathouse Waterfront Hotel & Marina
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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.

^Savings based on all holiday package bookings with Flight + Hotel made on ebookers.ie from January 1, 2019 to December 31, 2019 as compared to the price of the same components booked separately. Savings will vary based on origin/destination, length of trip, stay dates and selected travel supplier(s). Savings not available on all packages.