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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 5/20. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Feb 26 — Mar 51
Wed 2/26
Wed 3/5
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 February 21, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$114
(Mytrip)

One-way from

$77
(JetBlue)

Popular in

April

Cheapest in

January

Average price

$532
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. 14% potential increase in price ($76 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($26 potential savings vs. average RT price).
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Average for round-trip flights in February 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 February 21, 2025.

This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip 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
Mon 4/147:32 pmCVG - PWM
1 stop18h 33mFrontier
Deal found 2/20$114
This JetBlue deal was found by Cheapflights users on 2/19. 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.
Wed 4/303:20 pmPWM - BNA
1 stop8h 44mJetBlue
Wed 5/75:15 amBNA - PWM
1 stop8h 10mJetBlue
Deal found 2/19$184
This Gotogate deal was found by Cheapflights users on 2/20. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/3011:08 amPWM - BNA
1 stop22h 09mFrontier
Wed 4/29:23 amBNA - PWM
1 stop23h 04mFrontier
Deal found 2/20$193
This American Airlines deal was found by Cheapflights users on 2/20. 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 5/310:07 amPWM - BNA
1 stop9h 30mAmerican Airlines
Tue 5/66:00 amBNA - PWM
1 stop8h 36mAmerican Airlines
Deal found 2/20$207
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/28:07 pmPWM - BNA
2 stops24h 56mMultiple Airlines
Tue 4/89:50 pmBNA - PWM
2 stops20h 37mMultiple Airlines
Deal found 2/20$236
This Mytrip deal was found by Cheapflights users on 2/19. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:18 pmPWM - SDF
2 stops24h 03mMultiple Airlines
Tue 3/117:16 pmSDF - PWM
2 stops24h 11mMultiple Airlines
Deal found 2/19$247
This Delta deal was found by Cheapflights users on 2/20. 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 4/73:08 pmPWM - CVG
1 stop20h 10mDelta
Wed 4/96:00 amCVG - PWM
1 stop16h 55mDelta
Deal found 2/20$247
This Mytrip deal was found by Cheapflights users on 2/20. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/76:18 pmPWM - CVG
2 stops24h 41mMultiple Airlines
Tue 3/117:30 amCVG - PWM
3 stops35h 57mMultiple Airlines
Deal found 2/20$285
This American Airlines deal was found by Cheapflights users on 2/20. 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 3/295:25 amPWM - SDF
1 stop7h 08mAmerican Airlines
Mon 3/316:04 pmSDF - PWM
1 stop4h 40mAmerican Airlines
Deal found 2/20$297
This Southwest deal was found by Cheapflights users on 2/20. 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.
Mon 4/71:00 pmPWM - CVG
2 stops9h 45mSouthwest
Thu 4/106:00 amCVG - PWM
1 stop5h 05mSouthwest
Deal found 2/20$302
This Delta deal was found by Cheapflights users on 2/20. 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 3/133:00 pmPWM - BNA
1 stop5h 45mDelta
Mon 3/176:10 amBNA - PWM
1 stop5h 06mDelta
Deal found 2/20$305
This American Airlines deal was found by Cheapflights users on 2/20. 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 4/106:00 amPWM - TYS
1 stop4h 37mAmerican Airlines
Sun 4/137:17 amTYS - PWM
1 stop4h 07mAmerican Airlines
Deal found 2/20$309

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 February 21, 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

Mon 4/14

7:32 pm-2:05 pm

1 stop18h 33m

$114

PortlandNashville

PWM - BNA

PWMBNA

Portland

Wed 4/30

3:20 pm-11:04 pm

1 stop8h 44m

Nashville Intl

Wed 5/7

5:15 am-2:25 pm

1 stop8h 10m

$184

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sun 3/30

11:08 am-8:17 am

1 stop22h 09m

Nashville Intl

Wed 4/2

9:23 am-9:27 am

1 stop23h 04m

$193

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 5/3

10:07 am-6:37 pm

1 stop9h 30m

Nashville Intl

Tue 5/6

6:00 am-3:36 pm

1 stop8h 36m

$207

PortlandNashville

PWM - BNA

PWMBNA

Portland

Wed 4/2

8:07 pm-8:03 pm

2 stops24h 56m

Nashville Intl

Tue 4/8

9:50 pm-7:27 pm

2 stops20h 37m

$236

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Mon 4/7

3:08 pm-11:18 am

1 stop20h 10m

Cincinnati Cinci./N. Kentucky

Wed 4/9

6:00 am-10:55 pm

1 stop16h 55m

$247

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Fri 3/7

6:18 pm-6:21 pm

2 stops24h 03m

Louisville Intl

Tue 3/11

7:16 pm-7:27 pm

2 stops24h 11m

$247

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Fri 3/7

6:18 pm-6:59 pm

2 stops24h 41m

Cincinnati Cinci./N. Kentucky

Tue 3/11

7:30 am-7:27 pm

2 stops35h 57m

$270

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Sat 3/29

5:25 am-12:33 pm

1 stop7h 08m

Louisville Intl

Mon 3/31

6:04 pm-10:44 pm

1 stop4h 40m

$297

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Mon 4/7

1:00 pm-10:45 pm

2 stops9h 45m

Cincinnati Cinci./N. Kentucky

Thu 4/10

6:00 am-11:05 am

1 stop5h 05m

$302

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/20

Showing 1-10 of 45 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 February 21, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as Southwest, Breeze Airways and Delta. 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
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Southwest
8.1
Very good
4,411 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Breeze Airways
8.1
Very good
150 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

Delta
8.0
Very good
8,219 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

JetBlue
7.4
Good
3,070 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

United Airlines
7.4
Good
8,765 reviews
Southwest
8.1
Very good
4,411 reviews

Entertainment

7.6

Boarding

8.2

Crew

8.7

Food

7.1

Overall

8.1

Comfort

8.1

Reviews

1 / 20

2.0
Mediocre

Anonymous,Feb 2025

MCO - STL

Cancelled at last minute, SWA unable to assist in formulating alternate plans. Wound up renting a car and driving 13 hours to beat bad weather forecast at home. Not SWA’s fault that there was significant bad weather across the country.

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 $92 and $109 on Frontier 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 - 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

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 February 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$438FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$438FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$291Average$387FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$296Average$457FlexibilityNo cancel feeOn-time69%
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