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Kentucky

$77+ 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 5/12. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Mar 15 — Mar 221
Sat 3/15
Sat 3/22
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 March 10, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$150
(CheapOair)

One-way from

$77
(JetBlue)

Popular in

July

Cheapest in

January

Average price

$424
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. 16% potential increase in price ($92 potential increase over avg. RT price).
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Cheapest flight prices on average. 7% potential price decrease ($32 potential savings vs. average RT price).
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Average for round-trip flights in March 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 March 10, 2025.

This CheapOair deal was found by Cheapflights users on 3/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/97:29 pmPWM - CVG
1 stop15h 10mFrontier
Tue 4/159:27 pmCVG - PWM
1 stop21h 02mFrontier
Deal found 3/10$150
This American Airlines deal was found by Cheapflights users on 3/8. 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.
Sun 5/1811:07 amPWM - BNA
1 stop10h 44mAmerican Airlines
Wed 5/289:31 amBNA - PWM
1 stop4h 50mAmerican Airlines
Deal found 3/8$212
This Delta deal was found by Cheapflights users on 3/9. 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.
Mon 4/74:30 pmPWM - BNA
1 stop6h 15mDelta
Sun 4/206:10 pmBNA - PWM
1 stop4h 49mDelta
Deal found 3/9$217
This American Airlines deal was found by Cheapflights users on 3/10. 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.
Thu 5/294:33 pmPWM - TYS
1 stop6h 53mAmerican Airlines
Mon 6/27:44 pmTYS - PWM
1 stop4h 11mAmerican Airlines
Deal found 3/10$229
This United Airlines deal was found by Cheapflights users on 3/8. 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.
Tue 4/82:31 pmPWM - BNA
2 stops7h 54mUnited Airlines
Thu 4/101:32 pmBNA - PWM
2 stops8h 55mUnited Airlines
Deal found 3/8$241
This American Airlines deal was found by Cheapflights users on 3/9. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/225:18 pmPWM - LEX
1 stop6h 20mAmerican Airlines
Mon 8/251:01 pmLEX - PWM
1 stop7h 01mAmerican Airlines
Deal found 3/9$249
This Delta deal was found by Cheapflights users on 3/9. 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.
Wed 3/267:00 amPWM - LEX
1 stop4h 23mDelta
Mon 3/315:57 pmLEX - PWM
1 stop6h 01mDelta
Deal found 3/9$254
This Delta deal was found by Cheapflights users on 3/10. 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.
Wed 4/26:15 amPWM - TYS
1 stop4h 36mDelta
Mon 4/146:44 amTYS - PWM
1 stop4h 15mDelta
Deal found 3/10$259
This Southwest deal was found by Cheapflights users on 3/9. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/225:20 amPWM - BNA
2 stops8h 35mSouthwest
Tue 3/254:55 pmBNA - PWM
1 stop5h 05mSouthwest
Deal found 3/9$280
This JetBlue deal was found by Cheapflights users on 3/9. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/267:15 amPWM - BNA
1 stop6h 25mJetBlue
Sat 5/315:15 amBNA - PWM
1 stop7h 05mJetBlue
Deal found 3/9$284
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Wed 8/65:40 amPWM - LEX
2 stops11h 15mUnited Airlines
Wed 8/132:00 pmLEX - PWM
2 stops9h 01mUnited Airlines
Deal found 3/10$285
This American Airlines deal was found by Cheapflights users on 3/10. 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 5/712:08 pmPWM - SDF
1 stop10h 53mAmerican Airlines
Tue 5/137:24 pmSDF - PWM
1 stop4h 31mAmerican Airlines
Deal found 3/10$291

Find flights from Portland to Kentucky within your budget

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 March 10, 2025.

Fly from

Portland

Fly to

Kentucky

Route

Depart

Return

Price

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Wed 4/9

7:29 pm-10:39 am

1 stop15h 10m

Cincinnati Cinci./N. Kentucky

Tue 4/15

9:27 pm-6:29 pm

1 stop21h 02m

$150

PortlandNashville

PWM - BNA

PWMBNA

Portland

Mon 5/26

7:15 am-12:40 pm

1 stop6h 25m

Nashville Intl

Sat 5/31

5:15 am-1:20 pm

1 stop7h 05m

$198

PortlandNashville

PWM - BNA

PWMBNA

Portland

Tue 3/25

7:00 am-1:06 pm

1 stop7h 06m

Nashville Intl

Tue 4/1

7:00 am-12:15 am

1 stop16h 15m

$217

PortlandNashville

PWM - BNA

PWMBNA

Portland

Tue 3/25

12:38 pm-6:27 pm

2 stops6h 49m

Nashville Intl

Wed 4/2

2:34 pm-10:44 pm

1 stop7h 10m

$222

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Thu 5/29

4:33 pm-11:26 pm

1 stop6h 53m

Knoxville McGhee Tyson

Mon 6/2

7:44 pm-11:55 pm

1 stop4h 11m

$229

PortlandLexington

PWM - LEX

PWMLEX

Portland

Fri 8/22

5:18 pm-11:38 pm

1 stop6h 20m

Lexington Blue Grass

Mon 8/25

1:01 pm-8:02 pm

1 stop7h 01m

$249

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 3/26

7:00 am-11:23 am

1 stop4h 23m

Lexington Blue Grass

Mon 3/31

5:57 pm-11:58 pm

1 stop6h 01m

$254

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Wed 4/2

6:15 am-10:51 am

1 stop4h 36m

Knoxville McGhee Tyson

Mon 4/14

6:44 am-10:59 am

1 stop4h 15m

$259

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 8/6

5:40 am-4:55 pm

2 stops11h 15m

Lexington Blue Grass

Wed 8/13

2:00 pm-11:01 pm

2 stops9h 01m

$285

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Wed 5/7

12:08 pm-11:01 pm

1 stop10h 53m

Louisville Intl

Tue 5/13

7:24 pm-11:55 pm

1 stop4h 31m

$291

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/10

Showing 1-10 of 34 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.

Travel insights for flights from Portland to Kentucky

Get recent, data-driven insights about flights from Portland to Kentucky including ideal travel times, pricing trends, and more.

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 March 10, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Southwest, Delta and United Airlines. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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
8.1
Very good
4,300 reviews
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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
7,973 reviews
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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
8,631 reviews
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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
2,963 reviews
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,300 reviews

Comfort

8.1

Overall

8.1

Crew

8.7

Food

7.1

Boarding

8.2

Entertainment

7.6

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 $77. Users have also found prices from $104 and $106 on Southwest 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 - 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

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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 March 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$439FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$437FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$387FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$457FlexibilityNo cancel feeOn-time69%
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