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Kentucky

$85+ 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 10/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
ago. 5 — ago. 121
mar. 8/5
mar. 8/12
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Keep the following information in mind while searching for Portland to Kentucky flight deals. Data was last updated julio 31, 2025.

Round-trip from

$172
(Priceline)

One-way from

$85
(JetBlue)

Popular in

July

Cheapest in

September

Average price

$698
From Portland to Kentucky
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One-way flight from Portland to Kentucky
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Highest demand for flights based on searches. 21% potential increase in price ($120 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($24 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Find 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 julio 31, 2025.

This Priceline deal was found by Cheapflights users on 7/28. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/42:17 pmPWM - BNA
1 stop8h 20mJetBlue
dom. 9/77:08 amBNA - PWM
1 stop5h 14mJetBlue
Deal found 7/28$169
This Delta deal was found by Cheapflights users on 7/29. 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.
mar. 8/196:31 amPWM - BNA
1 stop8h 00mDelta
lun. 8/255:15 pmBNA - PWM
1 stop5h 48mDelta
Deal found 7/29$217
This American Airlines deal was found by Cheapflights users on 7/30. 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.
sáb. 11/17:00 amPWM - BNA
1 stop6h 35mAmerican Airlines
mié. 11/57:10 amBNA - PWM
2 stops8h 29mAmerican Airlines
Deal found 7/30$222
This American Airlines deal was found by Cheapflights users on 7/30. 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.
vie. 8/223:53 pmPWM - CVG
1 stop7h 03mAmerican Airlines
sáb. 8/304:04 pmCVG - PWM
1 stop4h 32mAmerican Airlines
Deal found 7/30$237
This United Airlines deal was found by Cheapflights users on 7/30. 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. 10/186:14 amPWM - BNA
1 stop5h 17mUnited Airlines
lun. 10/206:27 pmBNA - PWM
1 stop4h 32mUnited Airlines
Deal found 7/30$241
This United Airlines deal was found by Cheapflights users on 7/31. 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. 8/306:14 amPWM - CVG
1 stop7h 01mUnited Airlines
sáb. 9/67:00 amCVG - PWM
2 stops7h 25mUnited Airlines
Deal found 7/31$242
This American Airlines deal was found by Cheapflights users on 7/29. 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.
mar. 8/268:00 amPWM - LEX
1 stop7h 32mAmerican Airlines
mar. 9/24:04 pmLEX - PWM
1 stop4h 32mAmerican Airlines
Deal found 7/29$249
This Delta deal was found by Cheapflights users on 7/29. 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.
mar. 8/266:00 amPWM - LEX
2 stops8h 55mDelta
mar. 9/26:10 pmLEX - PWM
1 stop5h 53mDelta
Deal found 7/29$254
This Delta deal was found by Cheapflights users on 7/29. 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.
mar. 8/196:00 amPWM - TYS
1 stop4h 45mDelta
mié. 8/276:10 amTYS - PWM
1 stop6h 49mDelta
Deal found 7/29$259
This Southwest deal was found by Cheapflights users on 7/30. 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.
jue. 9/253:30 pmPWM - BNA
Nonstop2h 45mSouthwest
lun. 9/296:05 pmBNA - PWM
1 stop4h 15mSouthwest
Deal found 7/30$262
This American Airlines deal was found by Cheapflights users on 7/30. 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.
jue. 9/116:05 pmPWM - SDF
1 stop4h 56mAmerican Airlines
lun. 9/157:39 pmSDF - PWM
1 stop4h 06mAmerican Airlines
Deal found 7/30$268
This Southwest deal was found by Cheapflights users on 7/30. 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.
lun. 9/225:50 amPWM - CVG
1 stop6h 25mSouthwest
lun. 9/291:00 pmCVG - PWM
2 stops10h 20mSouthwest
Deal found 7/30$292

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 julio 31, 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

PortlandNashville

PWM - BNA

PWMBNA

Portland

jue. 9/4

2:17 pm-9:37 pm

1 stop8h 20m

Nashville Intl

dom. 9/7

7:08 am-1:22 pm

1 stop5h 14m

$172

PortlandNashville

PWM - BNA

PWMBNA

Portland

jue. 8/14

5:57 pm-11:37 pm

1 stop6h 40m

Nashville Intl

lun. 8/18

5:34 am-11:38 am

1 stop5h 04m

$217

PortlandNashville

PWM - BNA

PWMBNA

Portland

jue. 11/20

5:40 am-11:49 am

1 stop7h 09m

Nashville Intl

vie. 11/28

10:05 am-5:40 pm

1 stop6h 35m

$232

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

vie. 8/22

4:05 pm-8:58 pm

1 stop4h 53m

Cincinnati Cinci./N. Kentucky

sáb. 8/30

4:04 pm-8:36 pm

1 stop4h 32m

$237

PortlandNashville

PWM - BNA

PWMBNA

Portland

sáb. 10/18

6:14 am-10:31 am

1 stop5h 17m

Nashville Intl

lun. 10/20

6:27 pm-11:59 pm

1 stop4h 32m

$241

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

sáb. 8/30

6:14 am-1:15 pm

1 stop7h 01m

Cincinnati Cinci./N. Kentucky

sáb. 9/6

7:00 am-2:25 pm

2 stops7h 25m

$242

PortlandNashville

PWM - BNA

PWMBNA

Portland

jue. 10/30

5:15 pm-10:15 pm

1 stop6h 00m

Nashville Intl

dom. 11/2

5:10 am-11:10 am

1 stop5h 00m

$247

PortlandLexington

PWM - LEX

PWMLEX

Portland

mar. 8/26

8:00 am-3:32 pm

1 stop7h 32m

Lexington Blue Grass

mar. 9/2

4:04 pm-8:36 pm

1 stop4h 32m

$249

PortlandLexington

PWM - LEX

PWMLEX

Portland

mar. 8/26

6:00 am-2:55 pm

2 stops8h 55m

Lexington Blue Grass

mar. 9/2

6:10 pm-12:03 am

1 stop5h 53m

$254

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

mar. 8/19

6:00 am-10:45 am

1 stop4h 45m

Knoxville McGhee Tyson

mié. 8/27

6:10 am-12:59 pm

1 stop6h 49m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/31

Showing 1-10 of 48 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, January is the cheapest month in which you can book a flight from Portland, Maine to Kentucky (average of $299). Flying from Portland, Maine to Kentucky in April is currently the most expensive (average of $369). 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.

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 julio 31, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Southwest, Delta, and Breeze Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Overall

8.0

Comfort

8.0

Crew

8.6

Boarding

8.1

Food

7.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

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

    For one-way options, check prices for JetBlue. According to our data, you can fly for as low as $85. Users have also found prices from $109 and $114 on Delta and American Airlines, respectively.

  • 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 - Knoxville McGhee Tyson or Portland - Louisville Intl 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, January is the cheapest month in which you can book a flight from Portland, Maine to Kentucky (average of $299). Flying from Portland, Maine to Kentucky in April is currently the most expensive (average of $369). 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

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Portland to Kentucky

Discover the top 4 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 julio 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$366FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$384FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$291Average$417FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$457FlexibilityNo cancel feeOn-time69%

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