HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Portland

$84+ Cheap flights from Kentucky to Portland, ME (PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/17. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PWM
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Portland with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Kentucky to Portland

Keep the following information in mind while searching for Kentucky to Portland flight deals. Data was last updated June 12, 2025.

Round-trip from

$169
(JetBlue)

One-way from

$84
(Justfly.com)

Popular in

March

Cheapest in

August

Average price

$406
From Kentucky to Portland
Search Deals
One-way flight from Kentucky to Portland
Search Deals
Highest demand for flights based on searches. 2% potential increase in price ($12 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 3% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2025
Search Deals

Find flight deals from Kentucky to Portland

Cheapest flights from Kentucky to Portland
Explore the most affordable flight options available from Kentucky to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on June 12, 2025.

This JetBlue deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/97:00 amBNA - PWM
1 stop5h 22mJetBlue
Fri 9/122:17 pmPWM - BNA
1 stop8h 21mJetBlue
Deal found 6/10$169
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/911:00 amBNA - PWM
1 stop8h 24mAmerican Airlines
Wed 7/167:00 amPWM - BNA
1 stop10h 07mAmerican Airlines
Deal found 6/12$243
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:42 amLEX - PWM
1 stop4h 20mDelta
Tue 7/1512:51 pmPWM - LEX
1 stop4h 16mDelta
Deal found 6/10$249
This Sun Country Air deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/410:45 amBNA - PWM
1 stop24h 12mSun Country Air
Fri 7/1111:16 amPWM - BNA
1 stop6h 21mSun Country Air
Deal found 6/10$255
This Delta deal was found by Cheapflights users on 6/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/87:43 pmTYS - PWM
1 stop4h 55mDelta
Sat 8/166:00 amPWM - TYS
1 stop4h 27mDelta
Deal found 6/10$259
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/255:59 pmLEX - PWM
1 stop5h 04mAmerican Airlines
Mon 6/302:49 pmPWM - LEX
1 stop6h 58mAmerican Airlines
Deal found 6/11$259
This Delta deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/187:00 amCVG - PWM
1 stop6h 56mDelta
Wed 8/206:31 amPWM - CVG
1 stop5h 09mDelta
Deal found 6/11$271
This Frontier deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/168:00 amCVG - PWM
1 stop10h 13mFrontier
Sat 8/231:41 pmPWM - CVG
1 stop7h 03mFrontier
Deal found 6/9$276
This American Airlines deal was found by Cheapflights users on 6/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/117:31 pmSDF - PWM
1 stop4h 21mAmerican Airlines
Sat 9/205:24 pmPWM - SDF
1 stop4h 58mAmerican Airlines
Deal found 6/9$284
This American Airlines deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/266:26 pmTYS - PWM
1 stop4h 37mAmerican Airlines
Mon 6/305:08 amPWM - TYS
1 stop5h 28mAmerican Airlines
Deal found 6/11$289
This Southwest deal was found by Cheapflights users on 6/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/305:55 amCVG - PWM
1 stop3h 55mSouthwest
Sat 10/45:50 amPWM - CVG
2 stops8h 30mSouthwest
Deal found 6/11$289
This American Airlines deal was found by Cheapflights users on 6/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/266:24 pmCVG - PWM
1 stop4h 55mAmerican Airlines
Sat 8/26:00 amPWM - CVG
1 stop7h 16mAmerican Airlines
Deal found 6/12$297

Cheapflights Fare Finder

Customize your flight search to find flights from Kentucky to Portland that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
Use the filters below to find and compare flights from Kentucky to Portland that are best for you.

Fly from

Kentucky

Fly to

Portland

Route

Depart

Return

Price

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 9/9

7:00 am-1:22 pm

1 stop5h 22m

Portland

Fri 9/12

2:17 pm-9:38 pm

1 stop8h 21m

$169

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Wed 7/9

11:00 am-8:24 pm

1 stop8h 24m

Portland

Wed 7/16

7:00 am-4:07 pm

1 stop10h 07m

$243

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 7/8

6:42 am-11:02 am

1 stop4h 20m

Portland

Tue 7/15

12:51 pm-5:07 pm

1 stop4h 16m

$249

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Fri 7/4

10:45 am-11:57 am

1 stop24h 12m

Portland

Fri 7/11

11:16 am-4:37 pm

1 stop6h 21m

$255

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Fri 8/8

7:43 pm-12:38 am

1 stop4h 55m

Portland

Sat 8/16

6:00 am-10:27 am

1 stop4h 27m

$259

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Wed 6/25

5:59 pm-11:03 pm

1 stop5h 04m

Portland

Mon 6/30

2:49 pm-9:47 pm

1 stop6h 58m

$259

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Mon 8/18

7:00 am-1:56 pm

1 stop6h 56m

Portland

Wed 8/20

6:31 am-11:40 am

1 stop5h 09m

$271

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Sat 8/16

8:00 am-6:13 pm

1 stop10h 13m

Portland

Sat 8/23

1:41 pm-8:44 pm

1 stop7h 03m

$276

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Thu 6/26

6:26 pm-11:03 pm

1 stop4h 37m

Portland

Mon 6/30

5:08 am-10:36 am

1 stop5h 28m

$289

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Sat 7/26

6:24 pm-11:19 pm

1 stop4h 55m

Portland

Sat 8/2

6:00 am-1:16 pm

1 stop7h 16m

$297

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/12

Showing 1-10 of 57 results
1
2
3
...
6

Best time to book a flight from Kentucky to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Kentucky with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Kentucky to Portland

What is the cheapest month to book a flight from Kentucky to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Kentucky to Portland, Maine (average of $296). Flying from Kentucky to Portland, Maine in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from KY to PWM?

Find hourly flight availability from Kentucky to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated June 12, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Portland, Maine as you normally would.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Portland. Reviews last updated June 12, 2025.
Read through reviews of airlines operating flights from Kentucky to Portland, such as Breeze Airways, Southwest and Delta. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Breeze Airways
8.1
Very good
178 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Southwest
8.0
Very good
4,287 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Delta
8.0
Very good
7,950 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
Avelo Airlines
7.5
Good
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!
United Airlines
7.4
Good
8,790 reviews
Breeze Airways
8.1
Very good
178 reviews

Entertainment

6.6

Crew

8.8

Overall

8.1

Comfort

8.2

Boarding

8.3

Food

6.7

Reviews

1 / 11
10.0
Excellent

Dena,Dec 2024

LAS - BDL

It was comfortable and the crew was great! A few free snacks offered would be nice!

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Portland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly into for flights to Portland from Kentucky?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to Portland from Kentucky.

  • What are the cheapest airlines to fly from Kentucky to Portland, Maine one-way?

    One-way options have recently been found by users for as low as $84 on JetBlue. Other airlines that offer cheap prices include Avelo Airlines from $115 and American Airlines from $117 one-way.

  • What are the most popular routes from Kentucky to Portland, Maine?

    When deciding which route to take from Kentucky to Portland, Maine consider Nashville Intl - Portland, Cincinnati Cinci./N. Kentucky - Portland or Louisville Intl - Portland as they are the most popular.

  • Can I find deals for flights from Kentucky to Portland that include hotel bookings?

    Yes. In addition to deals on Kentucky to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Portland.

  • Can I find deals for business class flights from Kentucky to Portland?

    Yes. Cheapflights offers flight deals from Kentucky to Portland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Kentucky to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Portland, Maine (average of $296). Flying from Kentucky to Portland, Maine in July is currently the most expensive (average of $394). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Kentucky?

Book flights to Kentucky if you plan to visit one of these locations
North Conway
Bath
Brunswick
Auburn
Conway
Lewiston

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Portland

See prices for flight routes from nearby airports that may be better suited for you.
Los Angeles to Boston flights
O'Hare Intl to Boston flights
Reagan-National to Boston flights
Dallas/Fort Worth to Boston flights
San Francisco to Boston flights
Baltimore to Boston flights
Dulles Intl to Boston flights
Seattle to Boston flights
Newark to Boston flights
Atlanta to Boston flights
Hobby to Boston flights
Denver to Boston flights
Raleigh to Boston flights
LaGuardia to Boston flights
Charlotte to Boston flights
Fort Lauderdale to Boston flights
Philadelphia to Boston flights
George Bush Intcntl to Boston flights
Orlando to Boston flights
Miami to Boston flights
John F Kennedy Intl to Boston flights
Cincinnati to Boston flights
Cleveland to Boston flights
Tampa to Boston flights
Minneapolis to Boston flights
Austin to Boston flights
Pittsburgh to Boston flights
Dulles Intl to Portland flights
San Diego to Boston flights
Ontario to Boston flights
Sky Harbor Intl to Boston flights
John F Kennedy Intl to Portland flights
Detroit to Boston flights
Love Field to Boston flights
Reagan-National to Portland flights
Newark to Portland flights
Columbus to Boston flights
Denver to Portland flights
O'Hare Intl to Portland flights
Milwaukee to Boston flights
LaGuardia to Portland flights
Portland to Boston flights
Salt Lake City to Boston flights
Jacksonville to Boston flights
St. Louis to Boston flights
Midway to Boston flights
Kansas City to Boston flights
Indianapolis to Boston flights
Burbank to Boston flights
Nashville to Boston flights

Top 4 airlines flying from Kentucky to Portland

Discover the top 4 airlines that operate flights from Kentucky to Portland. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$368FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$405FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$426FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$386Average$553FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.