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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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Jun 17 — Jun 241
Tue 6/17
Tue 6/24
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 June 12, 2025.

Round-trip from

$169
(JetBlue)

One-way from

$85
(JetBlue)

Popular in

February

Cheapest in

June

Average price

$316
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. 8% potential increase in price ($39 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($17 potential savings vs. average RT price).
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Average for round-trip flights in June 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 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.
Fri 9/122:17 pmPWM - BNA
1 stop8h 21mJetBlue
Mon 9/157:08 amBNA - PWM
1 stop5h 14mJetBlue
Deal found 6/10$169
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/201:13 pmPWM - BNA
1 stop9h 42mAmerican Airlines
Sat 8/237:47 amBNA - PWM
1 stop8h 16mAmerican Airlines
Deal found 6/10$243
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/166:31 amPWM - BNA
1 stop11h 16mDelta
Sat 8/305:50 pmBNA - PWM
1 stop19h 06mDelta
Deal found 6/9$248
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.
Tue 10/75:53 amPWM - TYS
1 stop4h 14mAmerican Airlines
Tue 10/1410:59 amTYS - PWM
1 stop4h 06mAmerican Airlines
Deal found 6/11$259
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 10/75:40 amPWM - TYS
1 stop5h 25mDelta
Tue 10/145:30 amTYS - PWM
2 stops8h 51mDelta
Deal found 6/10$264
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.
Wed 9/106:00 amPWM - SDF
1 stop6h 51mDelta
Mon 9/155:45 pmSDF - PWM
1 stop6h 18mDelta
Deal found 6/11$271
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.
Mon 8/182:13 pmPWM - CVG
1 stop4h 49mAmerican Airlines
Thu 8/216:24 pmCVG - PWM
1 stop4h 35mAmerican Airlines
Deal found 6/11$271
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:00 amPWM - LEX
1 stop6h 15mDelta
Tue 7/156:49 pmLEX - PWM
1 stop5h 49mDelta
Deal found 6/9$274
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/294:56 pmPWM - TYS
1 stop5h 40mUnited Airlines
Sun 8/317:00 amTYS - PWM
2 stops7h 25mUnited Airlines
Deal found 6/10$277
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/256:01 pmPWM - LEX
1 stop5h 55mAmerican Airlines
Sun 6/295:59 pmLEX - PWM
1 stop5h 04mAmerican Airlines
Deal found 6/10$284
This Booking.com 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1111:16 amPWM - BNA
1 stop6h 21mSun Country Air
Fri 7/256:05 pmBNA - PWM
1 stop16h 30mSun Country Air
Deal found 6/10$285
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/155:40 amPWM - SDF
1 stop6h 55mSouthwest
Thu 11/205:30 amSDF - PWM
1 stop9h 25mSouthwest
Deal found 6/10$289

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 June 12, 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

Fri 9/12

2:17 pm-9:38 pm

1 stop8h 21m

Nashville Intl

Mon 9/15

7:08 am-1:22 pm

1 stop5h 14m

$169

PortlandNashville

PWM - BNA

PWMBNA

Portland

Wed 8/20

1:13 pm-9:55 pm

1 stop9h 42m

Nashville Intl

Sat 8/23

7:47 am-5:03 pm

1 stop8h 16m

$243

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 8/16

6:31 am-4:47 pm

1 stop11h 16m

Nashville Intl

Sat 8/30

5:50 pm-1:56 pm

1 stop19h 06m

$248

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Sat 8/16

6:00 am-10:27 am

1 stop4h 27m

Knoxville McGhee Tyson

Mon 8/18

7:50 am-12:08 pm

1 stop4h 18m

$259

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Thu 9/4

1:09 pm-7:46 pm

2 stops6h 37m

Knoxville McGhee Tyson

Sun 9/7

1:03 pm-8:19 pm

1 stop7h 16m

$264

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Wed 9/10

6:00 am-12:51 pm

1 stop6h 51m

Louisville Intl

Mon 9/15

5:45 pm-12:03 am

1 stop6h 18m

$271

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Mon 8/18

2:13 pm-7:02 pm

1 stop4h 49m

Cincinnati Cinci./N. Kentucky

Thu 8/21

6:24 pm-10:59 pm

1 stop4h 35m

$271

PortlandLexington

PWM - LEX

PWMLEX

Portland

Tue 7/8

6:00 am-12:15 pm

1 stop6h 15m

Lexington Blue Grass

Tue 7/15

6:49 pm-12:38 am

1 stop5h 49m

$274

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Fri 8/29

4:56 pm-10:36 pm

1 stop5h 40m

Knoxville McGhee Tyson

Sun 8/31

7:00 am-2:25 pm

2 stops7h 25m

$277

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 6/25

6:01 pm-11:56 pm

1 stop5h 55m

Lexington Blue Grass

Sun 6/29

5:59 pm-11:03 pm

1 stop5h 04m

$284

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/10

Showing 1-10 of 59 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.

Rainfall in Kentucky by month

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

In terms of precipitation, rainfall in Kentucky ranges from 3.1 - 5.3 inches per month. May is typically the wettest month, when rainfall can reach 5.3 in. September is typically the driest time to visit Kentucky when rainfall is around 3.1 in.

Temperature in Kentucky by month

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

If weather is an important factor for your trip to Kentucky, 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 78.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 35.6 F).

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 June 12, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Breeze Airways, Southwest and Delta. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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!
JetBlue
7.3
Good
2,925 reviews
Breeze Airways
8.1
Very good
178 reviews

Food

6.7

Entertainment

6.6

Overall

8.1

Boarding

8.3

Comfort

8.2

Crew

8.8

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 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 $127 and $133 on American Airlines and Sun Country Air, 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 - Louisville Intl or Portland - Knoxville McGhee Tyson 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 June 12, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$384FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$375FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$417FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$457FlexibilityNo cancel feeOn-time69%

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