Portland

$85+ 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 6/10. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PWM
mai 4 — mai 111
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 abril 29, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$175
(JetBlue)

One-way from

$85
(JetBlue)

Popular in

March

Cheapest in

August

Average price

$416
Provider with most accurate pricing for Louisville Intl-Portland flight deals.
Provider most trusted by Cheapflights users for Louisville Intl-Portland flights.
From Kentucky to Portland
One-way flight from Kentucky to Portland
Highest demand for flights based on searches. 6% potential increase in price ($28 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
Average for round-trip flights in April 2025

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 abril 29, 2025.

This JetBlue deal was found by Cheapflights users on 4/29. 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.
ter 6/176:00 amBNA - PWM
1 stop6h 23mJetBlue
ter 6/242:19 pmPWM - BNA
1 stop8h 28mJetBlue
Deal found 4/29$175
This Delta deal was found by Cheapflights users on 4/29. 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.
qui 5/296:05 pmBNA - PWM
1 stop4h 54mDelta
dom 6/15:30 amPWM - BNA
1 stop5h 22mDelta
Deal found 4/29$217
This United Airlines deal was found by Cheapflights users on 4/29. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ter 6/173:09 pmBNA - PWM
2 stops7h 48mUnited Airlines
ter 6/246:20 amPWM - BNA
1 stop5h 33mUnited Airlines
Deal found 4/29$222
This Booking.com deal was found by Cheapflights users on 4/28. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sex 5/1610:01 amBNA - PWM
1 stop9h 39mFrontier
dom 5/188:23 pmPWM - BNA
1 stop13h 46mFrontier
Deal found 4/28$228
This American Airlines deal was found by Cheapflights users on 4/29. 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.
qua 5/75:00 amBNA - PWM
1 stop6h 39mAmerican Airlines
sáb 5/104:01 pmPWM - BNA
2 stops8h 31mAmerican Airlines
Deal found 4/29$242
This Booking.com deal was found by Cheapflights users on 4/29. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
qui 5/1512:57 pmCVG - PWM
1 stop7h 32mFrontier
sex 5/169:30 pmPWM - CVG
1 stop21h 04mFrontier
Deal found 4/29$248
This Delta deal was found by Cheapflights users on 4/29. 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.
seg 6/25:55 pmLEX - PWM
1 stop6h 04mDelta
sáb 6/75:30 amPWM - LEX
1 stop6h 53mDelta
Deal found 4/29$249
This Delta deal was found by Cheapflights users on 4/28. 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.
dom 7/135:57 pmTYS - PWM
1 stop6h 34mDelta
sáb 7/196:00 amPWM - TYS
1 stop5h 08mDelta
Deal found 4/28$259
This United Airlines deal was found by Cheapflights users on 4/28. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb 6/77:25 pmTYS - PWM
1 stop4h 32mUnited Airlines
qua 6/1112:15 pmPWM - TYS
2 stops10h 25mUnited Airlines
Deal found 4/28$264
This Southwest deal was found by Cheapflights users on 4/29. 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.
ter 6/171:40 pmBNA - PWM
Nonstop2h 25mSouthwest
ter 6/246:55 pmPWM - BNA
1 stop5h 10mSouthwest
Deal found 4/29$267
This American Airlines deal was found by Cheapflights users on 4/29. 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.
qua 6/115:30 amCVG - PWM
1 stop5h 59mAmerican Airlines
qua 6/115:17 pmPWM - CVG
1 stop4h 40mAmerican Airlines
Deal found 4/29$271
This American Airlines deal was found by Cheapflights users on 4/28. 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.
qua 5/286:25 pmSDF - PWM
1 stop4h 20mAmerican Airlines
qua 6/47:45 amPWM - SDF
1 stop6h 50mAmerican Airlines
Deal found 4/28$271

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 abril 29, 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

ter 6/17

6:00 am-1:23 pm

1 stop6h 23m

Portland

ter 6/24

2:19 pm-9:47 pm

1 stop8h 28m

$175

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

qui 5/29

6:05 pm-11:59 pm

1 stop4h 54m

Portland

dom 6/1

5:30 am-9:52 am

1 stop5h 22m

$217

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

ter 6/17

3:09 pm-11:57 pm

2 stops7h 48m

Portland

ter 6/24

6:20 am-10:53 am

1 stop5h 33m

$222

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

sex 5/16

10:01 am-8:40 pm

1 stop9h 39m

Portland

dom 5/18

8:23 pm-9:09 am

1 stop13h 46m

$228

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

qui 5/15

12:57 pm-8:29 pm

1 stop7h 32m

Portland

sex 5/16

9:30 pm-6:34 pm

1 stop21h 04m

$248

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

seg 6/2

5:55 pm-11:59 pm

1 stop6h 04m

Portland

sáb 6/7

5:30 am-12:23 pm

1 stop6h 53m

$249

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

sáb 8/16

2:17 pm-9:45 pm

2 stops6h 28m

Portland

sáb 8/23

5:57 pm-11:37 pm

1 stop6h 40m

$253

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

dom 7/13

5:57 pm-12:31 am

1 stop6h 34m

Portland

sáb 7/19

6:00 am-11:08 am

1 stop5h 08m

$259

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

sáb 6/7

7:25 pm-11:57 pm

1 stop4h 32m

Portland

qua 6/11

12:15 pm-10:40 pm

2 stops10h 25m

$264

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

ter 6/17

1:40 pm-5:05 pm

Nonstop2h 25m

Portland

ter 6/24

6:55 pm-11:05 pm

1 stop5h 10m

$267

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/29

Showing 1-10 of 52 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 May is currently the most expensive (average of $416). 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 abril 29, 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 abril 29, 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.

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!
8.0
Very good

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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!

Food

6.7

Overall

8.1

Crew

8.8

Comfort

8.2

Boarding

8.3

Entertainment

6.6

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 $85 on JetBlue. Other airlines that offer cheap prices include Frontier from $100 and Delta from $109 one-way.

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

  • 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 May is currently the most expensive (average of $416). 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.

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 abril 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$370FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$442FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$426FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$370Average$503FlexibilityNo 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.