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Kentucky

$119+ Cheap flights from Portland, ME (PWM) to Kentucky

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Cheapest flights from Portland to Kentucky
Explore the most affordable flight options available from Portland to Kentucky. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This American Airlines deal was found by Cheapflights users on 12/15. 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.
Mon 12/226:00 amPWM - BNA
1 stop4h 42mAmerican Airlines
Thu 12/255:15 amBNA - PWM
1 stop5h 05mAmerican Airlines
Deal found 12/15$262
This Delta deal was found by Cheapflights users on 12/16. 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 12/225:45 amPWM - BNA
1 stop6h 59mDelta
Thu 12/254:32 pmBNA - PWM
1 stop5h 11mDelta
Deal found 12/16$283
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Mon 12/229:30 amPWM - BNA
1 stop7h 20mUnited Airlines
Thu 12/258:00 amBNA - PWM
2 stops9h 11mUnited Airlines
Deal found 12/16$288
This American Airlines deal was found by Cheapflights users on 12/17. 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.
Fri 12/196:41 pmPWM - BNA
1 stop5h 03mAmerican Airlines
Sat 1/34:26 pmBNA - PWM
1 stop5h 25mAmerican Airlines
Deal found 12/17$313
This Kiwi.com deal was found by Cheapflights users on 12/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/3111:16 amPWM - CVG
1 stop13h 50mMultiple Airlines
Sun 1/49:03 pmCVG - PWM
1 stop20h 22mMultiple Airlines
Deal found 12/16$375
This Delta deal was found by Cheapflights users on 12/15. 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 12/196:08 amPWM - BNA
1 stop6h 34mDelta
Sat 1/36:15 amBNA - PWM
1 stop4h 57mDelta
Deal found 12/15$384
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/246:00 amPWM - BNA
2 stops8h 36mAmerican Airlines
Wed 12/3110:26 amBNA - PWM
1 stop5h 13mAmerican Airlines
Deal found 12/17$396
This Delta deal was found by Cheapflights users on 12/17. 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.
Thu 12/255:45 amPWM - BNA
1 stop6h 59mDelta
Tue 12/304:32 pmBNA - PWM
1 stop5h 11mDelta
Deal found 12/17$398
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/312:55 pmPWM - CVG
2 stops8h 43mUnited Airlines
Sun 1/47:40 pmCVG - PWM
1 stop4h 19mUnited Airlines
Deal found 12/16$408
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/315:30 amPWM - SDF
2 stops7h 43mUnited Airlines
Sun 1/43:44 pmSDF - PWM
1 stop7h 38mUnited Airlines
Deal found 12/16$445
This American Airlines deal was found by Cheapflights users on 12/16. 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 12/3112:21 pmPWM - TYS
1 stop4h 17mAmerican Airlines
Sun 1/46:25 pmTYS - PWM
1 stop4h 30mAmerican Airlines
Deal found 12/16$489
This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/317:00 amPWM - SDF
1 stop5h 22mDelta
Sun 1/47:25 amSDF - PWM
1 stop4h 52mDelta
Deal found 12/16$503

Find flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$233
(Delta)

One-way from

$119
(Delta)

Popular in

December

Cheapest in

August

Average price

$453
Provider with most accurate pricing for Boston Logan Intl-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Boston Logan Intl-Louisville Intl flights.
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From Portland to Kentucky
Search Deals
One-way flight from Portland to Kentucky
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($34 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Kentucky 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 December 18, 2025.
Use the filters below to find and compare flights from Portland to Kentucky that are best for you.

Fly from

Portland

Fly to

Kentucky

Route

Depart

Return

Price

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Thu 1/15

5:20 am-10:49 am

1 stop5h 29m

Knoxville McGhee Tyson

Tue 1/20

7:44 am-12:05 pm

1 stop4h 21m

$233

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Thu 1/15

6:00 am-11:12 am

1 stop5h 12m

Knoxville McGhee Tyson

Tue 1/20

6:10 am-11:20 am

1 stop5h 10m

$233

PortlandNashville

PWM - BNA

PWMBNA

Portland

Thu 2/26

5:31 am-12:44 pm

1 stop8h 13m

Nashville Intl

Sat 2/28

6:00 am-12:00 pm

1 stop5h 00m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Thu 1/8

7:00 am-12:42 pm

1 stop6h 42m

Nashville Intl

Mon 1/12

6:00 pm-11:43 pm

1 stop4h 43m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Thu 3/5

6:30 am-10:44 am

1 stop5h 14m

Nashville Intl

Tue 3/17

7:05 am-1:50 pm

1 stop5h 45m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Tue 5/12

12:09 pm-6:19 pm

1 stop7h 10m

Nashville Intl

Tue 5/19

6:00 am-12:00 pm

1 stop5h 00m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Tue 5/12

4:50 pm-9:03 pm

1 stop5h 13m

Nashville Intl

Tue 5/19

6:40 am-11:55 am

1 stop4h 15m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Thu 1/22

6:16 am-10:46 am

1 stop5h 30m

Nashville Intl

Sun 1/25

6:15 am-12:03 pm

1 stop4h 48m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sun 2/1

6:00 am-10:46 am

1 stop5h 46m

Nashville Intl

Wed 2/4

5:05 pm-12:20 am

1 stop6h 15m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

Tue 2/24

6:00 am-3:34 pm

2 stops10h 34m

Nashville Intl

Sat 2/28

2:50 pm-9:09 pm

1 stop5h 19m

$242

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 53 results
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Best time to book a flight from Portland to Kentucky

Have a flexible travel schedule? Discover the best time to fly to Kentucky from Portland 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 Portland to Kentucky

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

Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Kentucky (average of $187). Flying from Portland, Maine to Kentucky in November is currently the most expensive (average of $273). 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.

How much does it cost to fly round-trip from Portland, Maine to Kentucky?

Reviews of airlines servicing Kentucky

Get insights into the airlines that provide service to Kentucky. 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 Kentucky. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Delta and American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Food

7.3

Boarding

8.1

Entertainment

7.9

Crew

8.5

Overall

7.9

Comfort

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Portland to Kentucky. 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 from for flights from Portland to Kentucky?

    Most people fly from Portland (PWM) if they book a flight from Portland to Kentucky. Portland is conveniently located just 2.9 mi from Portland’s city center.

  • How long is the flight from Portland, Maine to Kentucky?

    There are many flights that can get you from Portland, Maine to Kentucky in 5h 12m. Fly via American Airlines, Delta, or United Airlines to get the fastest option. The distance between Portland, Maine and Kentucky is about 904 mi. Both multi-stop and nonstop flights can be found to your destination and back.

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

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Portland to Kentucky 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 Portland, Maine to Kentucky?

    Currently, September is the cheapest month in which you can book a flight from Portland, Maine to Kentucky (average of $187). Flying from Portland, Maine to Kentucky in November is currently the most expensive (average of $273). 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

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Alternative routes for Portland to Kentucky

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Top 2 airlines flying from Portland to Kentucky

Discover the top 2 airlines that operate flights from Portland to Kentucky. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$370FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$377FlexibilityNo cancel feeOn-time71%

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