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Kentucky

$113+ 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 5/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — SDF
Jan 26 — Feb 21
Sun 1/26
Sun 2/2
1 adult, Economy
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Cheap flight deals from Portland to Kentucky

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Kentucky (USKY). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated January 21, 2025.

Round-trip from

$259
(American Airlines)

One-way from

$140
(Mytrip)
From Portland to Kentucky
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One-way flight from Portland to Kentucky
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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 January 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/65:44 amPWM - LEX
1 stop5h 42mAmerican Airlines
Mon 2/103:37 pmLEX - PWM
1 stop6h 53mAmerican Airlines
Deal found 1/19$259
This Delta deal was found by Cheapflights users on 1/20. 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.
Tue 2/254:46 pmPWM - TYS
1 stop4h 53mDelta
Sat 3/18:00 amTYS - PWM
1 stop4h 28mDelta
Deal found 1/20$259
This FlightHub deal was found by Cheapflights users on 1/20. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/117:22 pmPWM - CVG
1 stop29h 56mFrontier
Mon 4/145:01 amCVG - PWM
1 stop13h 21mFrontier
Deal found 1/20$266
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/44:10 pmPWM - SDF
1 stop6h 20mUnited Airlines
Sat 2/87:00 amSDF - PWM
1 stop7h 42mUnited Airlines
Deal found 1/20$297
This Delta deal was found by Cheapflights users on 1/19. 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 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 stop5h 59mDelta
Deal found 1/19$299
This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/282:29 pmPWM - TYS
1 stop7h 12mAmerican Airlines
Mon 3/37:35 amTYS - PWM
1 stop4h 12mAmerican Airlines
Deal found 1/19$309
This Mytrip deal was found by Cheapflights users on 1/19. 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.
Sat 2/812:00 pmPWM - BNA
2 stops11h 52mMultiple Airlines
Tue 2/119:29 amBNA - PWM
2 stops24h 51mMultiple Airlines
Deal found 1/19$331
This Delta deal was found by Cheapflights users on 1/19. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/186:00 amPWM - SDF
1 stop6h 12mDelta
Thu 2/206:05 amSDF - PWM
1 stop5h 14mDelta
Deal found 1/19$332
This Southwest deal was found by Cheapflights users on 1/20. 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.
Sat 3/85:20 amPWM - CVG
1 stop6h 55mSouthwest
Tue 3/116:25 amCVG - PWM
1 stop6h 20mSouthwest
Deal found 1/20$332
This American Airlines deal was found by Cheapflights users on 1/19. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/612:15 pmPWM - BNA
1 stop9h 13mAmerican Airlines
Sat 5/106:44 amBNA - PWM
1 stop6h 15mAmerican Airlines
Deal found 1/19$336
This United Airlines deal was found by Cheapflights users on 1/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/204:04 pmPWM - TYS
1 stop6h 56mUnited Airlines
Wed 2/262:40 pmTYS - PWM
2 stops8h 35mUnited Airlines
Deal found 1/20$349
This JetBlue Airways deal was found by Cheapflights users on 1/19. 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 Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/163:20 pmPWM - BNA
1 stop8h 44mJetBlue
Mon 5/195:15 amBNA - PWM
1 stop8h 10mJetBlue
Deal found 1/19$354

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 January 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandLexington

PWM - LEX

PWMLEX

Portland

Thu 2/6

5:44 am-11:26 am

1 stop5h 42m

Lexington Blue Grass

Mon 2/10

3:37 pm-10:30 pm

1 stop6h 53m

$259

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Tue 2/25

4:46 pm-9:39 pm

1 stop4h 53m

Knoxville McGhee Tyson

Sat 3/1

8:00 am-12:28 pm

1 stop4h 28m

$259

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Fri 4/11

7:22 pm-1:18 am

1 stop29h 56m

Cincinnati Cinci./N. Kentucky

Mon 4/14

5:01 am-6:22 pm

1 stop13h 21m

$266

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Tue 2/4

4:10 pm-10:30 pm

1 stop6h 20m

Louisville Intl

Sat 2/8

7:00 am-2:42 pm

1 stop7h 42m

$297

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-11:56 pm

1 stop5h 59m

$299

PortlandKnoxville

PWM - TYS

PWMTYS

Portland

Fri 2/28

2:29 pm-9:41 pm

1 stop7h 12m

Knoxville McGhee Tyson

Mon 3/3

7:35 am-11:47 am

1 stop4h 12m

$309

PortlandNashville

PWM - BNA

PWMBNA

Portland

Fri 5/30

12:15 pm-8:28 pm

1 stop9h 13m

Nashville Intl

Wed 6/4

7:48 pm-11:05 am

1 stop14h 17m

$328

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 2/8

12:00 pm-10:52 pm

2 stops11h 52m

Nashville Intl

Tue 2/11

9:29 am-11:20 am

2 stops24h 51m

$331

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Sat 3/8

5:20 am-12:15 pm

1 stop6h 55m

Cincinnati Cinci./N. Kentucky

Tue 3/11

6:25 am-12:45 pm

1 stop6h 20m

$332

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Tue 2/18

6:00 am-12:12 pm

1 stop6h 12m

Louisville Intl

Thu 2/20

6:05 am-11:19 am

1 stop5h 14m

$332

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/20

Showing 1-10 of 40 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 January 21, 2025.
Read through reviews of airlines operating flights from Portland to Kentucky, such as American Airlines, Southwest 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
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Southwest
8.1
Very good
4,659 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Breeze Airways
8.1
Very good
143 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

Delta
8.0
Very good
8,521 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

JetBlue
7.4
Good
3,201 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

United Airlines
7.4
Good
8,982 reviews
Southwest
8.1
Very good
4,659 reviews

Entertainment

7.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Crew

8.7

Food

7.2

Reviews

1 / 10

We BARELY made the connection and when we got onboard we were treated like disobedient children who should have arrived earlier because we had to ask other passengers to move so we could sit with our kids. The flight attendants on the first flight were nice but the second one, they were snippy and fairly rude.

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 Frontier. According to our data, you can fly for as low as $140. Users have also found prices from $149 and $172 on Delta and Breeze Airways, 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 3 airlines flying from Portland to Kentucky

Discover the top 3 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 January 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$223Average$442FlexibilityNo cancel feeOn-time71%
DeltaCheapest$247Average$393FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$296Average$477FlexibilityNo cancel feeOn-time69%
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