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Kentucky

$97+ 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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Apr 22 — Apr 291
Tue 4/22
Tue 4/29
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 April 17, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(United Airlines)

One-way from

$97
(JetBlue)

Popular in

July

Cheapest in

January

Average price

$460
Provider with most accurate pricing for Portland-Louisville Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-Louisville Intl flights.
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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. 17% potential increase in price ($96 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($33 potential savings vs. average RT price).
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Average for round-trip flights in April 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 April 17, 2025.

This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/35:20 amPWM - BNA
1 stop5h 09mDelta
Fri 5/96:05 pmBNA - PWM
1 stop4h 54mDelta
Deal found 4/17$217
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 5/54:33 pmPWM - BNA
1 stop5h 18mAmerican Airlines
Wed 5/77:15 amBNA - PWM
2 stops7h 21mAmerican Airlines
Deal found 4/17$222
This Delta deal was found by Cheapflights users on 4/17. 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.
Fri 6/65:30 pmPWM - LEX
1 stop4h 21mDelta
Mon 6/95:58 pmLEX - PWM
1 stop6h 28mDelta
Deal found 4/17$249
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Sat 6/75:30 amPWM - TYS
1 stop5h 35mAmerican Airlines
Sat 6/146:26 pmTYS - PWM
1 stop4h 37mAmerican Airlines
Deal found 4/17$259
This Frontier deal was found by Cheapflights users on 4/16. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/185:53 pmPWM - CVG
1 stop7h 32mFrontier
Mon 4/2111:44 amCVG - PWM
1 stop6h 38mFrontier
Deal found 4/16$270
This Delta deal was found by Cheapflights users on 4/17. 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.
Sat 5/246:05 amPWM - SDF
1 stop7h 34mDelta
Wed 5/286:00 amSDF - PWM
1 stop4h 53mDelta
Deal found 4/17$271
This Delta deal was found by Cheapflights users on 4/17. 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.
Tue 5/67:00 amPWM - TYS
1 stop5h 03mDelta
Sat 5/105:45 amTYS - PWM
2 stops8h 05mDelta
Deal found 4/17$279
This Southwest deal was found by Cheapflights users on 4/17. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/145:30 amPWM - BNA
2 stops8h 30mSouthwest
Tue 11/185:30 amBNA - PWM
1 stop5h 40mSouthwest
Deal found 4/17$280
This Delta deal was found by Cheapflights users on 4/17. 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 5/86:35 amPWM - CVG
1 stop4h 38mDelta
Wed 5/145:00 pmCVG - PWM
1 stop6h 21mDelta
Deal found 4/17$287
This American Airlines deal was found by Cheapflights users on 4/17. 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.
Mon 9/85:18 pmPWM - SDF
1 stop6h 27mAmerican Airlines
Wed 9/105:36 pmSDF - PWM
1 stop6h 09mAmerican Airlines
Deal found 4/17$300
This United Airlines deal was found by Cheapflights users on 4/17. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/32:37 pmPWM - BNA
1 stop5h 07mUnited Airlines
Tue 5/68:15 amBNA - PWM
1 stop5h 29mUnited Airlines
Deal found 4/17$307
This American Airlines deal was found by Cheapflights users on 4/17. 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 9/195:18 pmPWM - CVG
1 stop7h 04mAmerican Airlines
Mon 9/224:13 pmCVG - PWM
1 stop6h 15mAmerican Airlines
Deal found 4/17$319

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 April 17, 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

Mon 5/5

12:37 pm-4:38 pm

1 stop5h 01m

Nashville Intl

Wed 5/7

6:24 pm-11:59 pm

1 stop4h 35m

$217

PortlandNashville

PWM - BNA

PWMBNA

Portland

Mon 5/12

3:35 pm-11:02 pm

1 stop8h 27m

Nashville Intl

Wed 5/14

1:35 pm-11:00 pm

1 stop8h 25m

$224

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 5/24

2:05 pm-8:40 pm

2 stops7h 35m

Nashville Intl

Wed 5/28

5:00 am-1:22 pm

2 stops7h 22m

$227

PortlandLexington

PWM - LEX

PWMLEX

Portland

Fri 5/16

5:30 pm-9:51 pm

1 stop4h 21m

Lexington Blue Grass

Mon 5/19

5:55 pm-11:59 pm

1 stop6h 04m

$249

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Sat 6/7

5:30 am-11:05 am

1 stop5h 35m

Knoxville McGhee Tyson

Sat 6/14

6:26 pm-11:03 pm

1 stop4h 37m

$259

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sun 9/7

5:35 am-11:55 am

2 stops7h 20m

Nashville Intl

Fri 9/12

8:20 am-5:05 pm

1 stop7h 45m

$262

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Sat 5/24

6:05 am-1:39 pm

1 stop7h 34m

Louisville Intl

Wed 5/28

6:00 am-10:53 am

1 stop4h 53m

$271

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Tue 5/6

7:00 am-12:03 pm

1 stop5h 03m

Knoxville McGhee Tyson

Sat 5/10

5:45 am-1:50 pm

2 stops8h 05m

$279

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Thu 5/8

6:35 am-11:13 am

1 stop4h 38m

Cincinnati Cinci./N. Kentucky

Wed 5/14

5:00 pm-11:21 pm

1 stop6h 21m

$287

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Mon 9/8

5:18 pm-11:45 pm

1 stop6h 27m

Louisville Intl

Wed 9/10

5:36 pm-11:45 pm

1 stop6h 09m

$300

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/16

Showing 1-10 of 41 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 April 17, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Southwest, Delta and Avelo Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Southwest
8.0
Very good
4,280 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Delta
8.0
Very good
7,917 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
United Airlines
7.4
Good
8,667 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.
JetBlue
7.3
Good
2,926 reviews
Southwest
8.0
Very good
4,280 reviews

Crew

8.6

Boarding

8.2

Overall

8.0

Entertainment

7.6

Food

7.1

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

Ila,Mar 2025

HOU - DAL

Our original flight was delayed. We were able to change our flight and got home at close to the same time. Looking forward to when you have assigned seating.

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 $97. Users have also found prices from $100 and $105 on American Airlines and Frontier, 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 - Cincinnati Cinci./N. Kentucky 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

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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 April 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$432FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$377FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$417FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$457FlexibilityNo cancel feeOn-time69%

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