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Portland

$85+ Cheap flights from Kentucky to Portland, ME (PWM)

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 8/27. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PWM
Aug 6 — Aug 131
Wed 8/6
Wed 8/13
1 adult, Economy
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Cheap flight deals from Kentucky to Portland

Keep the following information in mind while searching for Kentucky to Portland flight deals. Data was last updated August 1, 2025.

Round-trip from

$169
(JetBlue)

One-way from

$85
(Priceline)

Popular in

March

Cheapest in

August

Average price

$331
From Kentucky to Portland
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One-way flight from Kentucky to Portland
Search Deals
Highest demand for flights based on searches. 3% potential increase in price ($15 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Kentucky to Portland

Cheapest flights from Kentucky to Portland
Explore the most affordable flight options available from Kentucky to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2025.

This JetBlue deal was found by Cheapflights users on 7/30. 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.
Sat 9/67:08 amBNA - PWM
1 stop5h 14mJetBlue
Sat 9/137:30 amPWM - BNA
1 stop6h 10mJetBlue
Deal found 7/30$169
This Delta deal was found by Cheapflights users on 7/30. 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 9/910:10 amBNA - PWM
1 stop6h 38mDelta
Wed 9/106:31 amPWM - BNA
1 stop5h 46mDelta
Deal found 7/30$217
This FlightHub deal was found by Cheapflights users on 7/30. 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.
Sat 8/98:00 amCVG - PWM
1 stop10h 13mFrontier
Sat 8/166:58 pmPWM - CVG
1 stop15h 49mFrontier
Deal found 7/30$225
This American Airlines deal was found by Cheapflights users on 7/30. 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 9/68:35 amBNA - PWM
2 stops7h 15mAmerican Airlines
Sat 9/136:00 amPWM - BNA
2 stops7h 58mAmerican Airlines
Deal found 7/30$227
This American Airlines deal was found by Cheapflights users on 7/30. 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 8/206:41 amCVG - PWM
1 stop5h 49mAmerican Airlines
Tue 8/266:00 amPWM - CVG
1 stop6h 19mAmerican Airlines
Deal found 7/30$237
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/65:00 pmSDF - PWM
1 stop5h 29mAmerican Airlines
Sat 9/136:15 amPWM - SDF
1 stop7h 48mAmerican Airlines
Deal found 7/31$237
This Delta deal was found by Cheapflights users on 7/30. 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 9/610:45 amSDF - PWM
1 stop5h 47mDelta
Sat 9/137:00 amPWM - SDF
2 stops9h 51mDelta
Deal found 7/30$242
This Delta deal was found by Cheapflights users on 7/31. 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 9/36:10 pmLEX - PWM
1 stop5h 53mDelta
Sat 9/66:00 amPWM - LEX
1 stop6h 18mDelta
Deal found 7/31$249
This Southwest deal was found by Cheapflights users on 7/30. 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 9/610:10 amBNA - PWM
2 stops6h 45mSouthwest
Tue 9/95:50 amPWM - BNA
2 stops5h 50mSouthwest
Deal found 7/30$257
This American Airlines deal was found by Cheapflights users on 8/1. 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 9/125:20 pmTYS - PWM
1 stop6h 25mAmerican Airlines
Tue 9/162:30 pmPWM - TYS
1 stop6h 44mAmerican Airlines
Deal found 8/1$259
This United Airlines deal was found by Cheapflights users on 7/29. 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 9/1311:23 amCVG - PWM
2 stops8h 06mUnited Airlines
Fri 9/194:56 pmPWM - CVG
1 stop5h 30mUnited Airlines
Deal found 7/29$260
This Southwest deal was found by Cheapflights users on 7/29. 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.
Wed 10/2912:45 pmCVG - PWM
2 stops9h 45mSouthwest
Mon 11/33:30 pmPWM - CVG
1 stop7h 00mSouthwest
Deal found 7/29$264

Cheapflights Fare Finder

 
Customize your flight search to find flights from Kentucky to Portland 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 August 1, 2025.
Use the filters below to find and compare flights from Kentucky to Portland that are best for you.

Fly from

Kentucky

Fly to

Portland

Route

Depart

Return

Price

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Sat 9/6

7:08 am-1:22 pm

1 stop5h 14m

Portland

Sat 9/13

7:30 am-12:40 pm

1 stop6h 10m

$169

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 9/9

10:10 am-5:48 pm

1 stop6h 38m

Portland

Wed 9/10

6:31 am-11:17 am

1 stop5h 46m

$217

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Sat 8/9

8:00 am-6:13 pm

1 stop10h 13m

Portland

Sat 8/16

6:58 pm-10:47 am

1 stop15h 49m

$225

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Sat 9/6

8:35 am-4:50 pm

2 stops7h 15m

Portland

Sat 9/13

6:00 am-12:58 pm

2 stops7h 58m

$227

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 8/20

6:41 am-12:30 pm

1 stop5h 49m

Portland

Tue 8/26

6:00 am-12:19 pm

1 stop6h 19m

$237

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Sat 9/6

5:00 pm-10:29 pm

1 stop5h 29m

Portland

Sat 9/13

6:15 am-2:03 pm

1 stop7h 48m

$237

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Sat 9/6

10:45 am-4:32 pm

1 stop5h 47m

Portland

Sat 9/13

7:00 am-4:51 pm

2 stops9h 51m

$242

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Wed 9/3

6:10 pm-12:03 am

1 stop5h 53m

Portland

Sat 9/6

6:00 am-12:18 pm

1 stop6h 18m

$249

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Sat 9/6

10:10 am-5:55 pm

2 stops6h 45m

Portland

Tue 9/9

5:50 am-10:40 am

2 stops5h 50m

$257

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Fri 9/12

5:20 pm-11:45 pm

1 stop6h 25m

Portland

Tue 9/16

2:30 pm-9:14 pm

1 stop6h 44m

$259

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Showing 1-10 of 48 results
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Best time to book a flight from Kentucky to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Kentucky 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 Kentucky to Portland

What is the cheapest month to book a flight from Kentucky to Portland, Maine?

Currently, January is the cheapest month in which you can book a flight from Kentucky to Portland, Maine (average of $296). Flying from Kentucky to Portland, Maine in July is currently the most expensive (average of $394). 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.

What is the cheapest time of day to fly from KY to PWM?

Find hourly flight availability from Kentucky to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated August 1, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Kentucky to Portland, Maine as you normally would.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated August 1, 2025.
Read through reviews of airlines operating flights from Kentucky to Portland, such as Southwest, Delta, and Breeze Airways. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Breeze Airways
8.0
Very good
191 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Avelo Airlines
7.5
Good
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

Related info for your journey

Find useful and relevant information for your journey from Kentucky to Portland. 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 into for flights to Portland from Kentucky?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to Portland from Kentucky.

  • What are the cheapest airlines to fly from Kentucky to Portland, Maine one-way?

    One-way options have recently been found by users for as low as $85 on JetBlue. Other airlines that offer cheap prices include Avelo Airlines from $92 and American Airlines from $108 one-way.

  • What are the most popular routes from Kentucky to Portland, Maine?

    When deciding which route to take from Kentucky to Portland, Maine consider Nashville Intl - Portland, Cincinnati Cinci./N. Kentucky - Portland or Knoxville McGhee Tyson - Portland as they are the most popular.

  • Can I find deals for flights from Kentucky to Portland that include hotel bookings?

    Yes. In addition to deals on Kentucky to Portland flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Kentucky to Portland?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Kentucky to Portland.

  • Can I find deals for business class flights from Kentucky to Portland?

    Yes. Cheapflights offers flight deals from Kentucky to Portland 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 Kentucky to Portland, Maine?

    Currently, January is the cheapest month in which you can book a flight from Kentucky to Portland, Maine (average of $296). Flying from Kentucky to Portland, Maine in July is currently the most expensive (average of $394). 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

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
Brunswick
North Conway
Auburn
Conway
Lewiston

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Alternative routes for Kentucky to Portland

See prices for flight routes from nearby airports that may be better suited for you.
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Top 4 airlines flying from Kentucky to Portland

Discover the top 4 airlines that operate flights from Kentucky to Portland. 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 August 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$248Average$372FlexibilityNo cancel feeOn-time71%
DeltaCheapest$248Average$367FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$296Average$429FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$382Average$553FlexibilityNo cancel feeOn-time69%

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