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Portland

$91+ 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 7/15. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PWM
Jan 22 — Jan 291
Wed 1/22
Wed 1/29
1 adult, Economy
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Cheap flight deals from Kentucky to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Kentucky (USKY) to Portland (PWM). 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 17, 2025.

Round-trip from

$198
(JetBlue Airways)

One-way from

$91
(JetBlue)
From Kentucky to Portland
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One-way flight from Kentucky to Portland
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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 January 17, 2025.

This JetBlue Airways deal was found by Cheapflights users on 1/16. 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 JetBlue Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/126:00 amBNA - PWM
1 stop6h 39mJetBlue
Mon 6/167:10 amPWM - BNA
1 stop6h 24mJetBlue
Deal found 1/16$198
This Booking.com deal was found by Cheapflights users on 1/15. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/119:02 amBNA - PWM
1 stop23h 10mFrontier
Sun 4/1310:08 amPWM - BNA
1 stop24h 55mFrontier
Deal found 1/15$210
This American Airlines deal was found by Cheapflights users on 1/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/86:18 pmLEX - PWM
1 stop6h 17mAmerican Airlines
Tue 7/155:14 pmPWM - LEX
1 stop4h 10mAmerican Airlines
Deal found 1/16$249
This United Airlines deal was found by Cheapflights users on 1/16. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/277:00 amLEX - PWM
2 stops10h 25mUnited Airlines
Sat 5/314:48 pmPWM - LEX
1 stop6h 57mUnited Airlines
Deal found 1/16$254
This American Airlines deal was found by Cheapflights users on 1/15. 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 2/144:16 pmTYS - PWM
1 stop6h 09mAmerican Airlines
Thu 2/205:15 pmPWM - TYS
1 stop4h 26mAmerican Airlines
Deal found 1/15$259
This United Airlines deal was found by Cheapflights users on 1/15. 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.
Fri 2/142:40 pmTYS - PWM
2 stops8h 35mUnited Airlines
Thu 2/204:04 pmPWM - TYS
1 stop6h 56mUnited Airlines
Deal found 1/15$264
This Delta deal was found by Cheapflights users on 1/15. 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 9/105:30 amTYS - PWM
1 stop6h 09mDelta
Wed 9/173:15 pmPWM - TYS
2 stops8h 32mDelta
Deal found 1/15$274
This Delta deal was found by Cheapflights users on 1/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/47:30 amLEX - PWM
1 stop4h 24mDelta
Thu 6/123:15 pmPWM - LEX
1 stop6h 34mDelta
Deal found 1/16$284
This United Airlines deal was found by Cheapflights users on 1/15. 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 2/16:00 amSDF - PWM
1 stop4h 32mUnited Airlines
Sat 2/81:38 pmPWM - SDF
1 stop6h 10mUnited Airlines
Deal found 1/15$297
This Sun Country Air deal was found by Cheapflights users on 1/16. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/38:20 pmCVG - PWM
1 stop15h 15mSun Country Air
Mon 8/1112:32 pmPWM - CVG
1 stop6h 52mSun Country Air
Deal found 1/16$300
This Delta deal was found by Cheapflights users on 1/15. 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 2/17:35 amSDF - PWM
2 stops11h 49mDelta
Sat 2/86:00 amPWM - SDF
1 stop7h 06mDelta
Deal found 1/15$302
This American Airlines deal was found by Cheapflights users on 1/15. 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 7/105:24 amBNA - PWM
1 stop9h 39mAmerican Airlines
Mon 7/1411:40 amPWM - BNA
1 stop11h 28mAmerican Airlines
Deal found 1/15$313

Find flights from Kentucky to Portland within your budget

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 January 17, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 6/12

6:00 am-1:39 pm

1 stop6h 39m

Portland

Mon 6/16

7:10 am-12:34 pm

1 stop6h 24m

$198

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Fri 4/11

9:02 am-9:12 am

1 stop23h 10m

Portland

Sun 4/13

10:08 am-10:03 am

1 stop24h 55m

$210

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 7/8

6:18 pm-12:35 am

1 stop6h 17m

Portland

Tue 7/15

5:14 pm-9:24 pm

1 stop4h 10m

$249

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 5/27

7:00 am-5:25 pm

2 stops10h 25m

Portland

Sat 5/31

4:48 pm-11:45 pm

1 stop6h 57m

$254

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Fri 2/14

4:16 pm-10:25 pm

1 stop6h 09m

Portland

Thu 2/20

5:15 pm-9:41 pm

1 stop4h 26m

$259

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Fri 2/14

2:40 pm-11:15 pm

2 stops8h 35m

Portland

Thu 2/20

4:04 pm-11:00 pm

1 stop6h 56m

$264

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Wed 6/4

7:30 am-11:54 am

1 stop4h 24m

Portland

Tue 6/10

5:00 pm-9:31 pm

1 stop4h 31m

$284

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Sat 2/1

6:00 am-10:32 am

1 stop4h 32m

Portland

Sat 2/8

1:38 pm-7:48 pm

1 stop6h 10m

$297

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Sat 2/1

7:35 am-7:24 pm

2 stops11h 49m

Portland

Sat 2/8

6:00 am-1:06 pm

1 stop7h 06m

$302

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 7/10

5:24 am-4:03 pm

1 stop9h 39m

Portland

Mon 7/14

11:40 am-10:08 pm

1 stop11h 28m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/15

Showing 1-10 of 40 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.

Travel insights for flights from Kentucky to Portland

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

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 April is currently the most expensive (average of $498). 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 January 17, 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.

Rainfall in Portland by month

Plan your trip to Portland by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Portland, Maine ranges from 2.9 - 4.5 inches per month. November is typically the wettest month, when rainfall can reach 4.5 in. August is typically the driest time to visit Portland, Maine when rainfall is around 2.9 in.

Temperature in Portland by month

Plan your trip to Portland by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Portland, Maine, 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 68.0 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 23.0 F).

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 January 17, 2025.
Read through reviews of airlines operating flights from Kentucky to Portland, such as Delta, American Airlines and Frontier. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
8,511 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
3,199 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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
8,965 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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.

American Airlines
7.2
Good
10,000 reviews
Southwest
8.1
Very good
4,659 reviews

Food

7.2

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

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 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 $91 on JetBlue. Other airlines that offer cheap prices include American Airlines from $149 and Delta from $185 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 Cincinnati Cinci./N. Kentucky - Portland, Nashville Intl - Portland or Lexington Blue Grass - 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 April is currently the most expensive (average of $498). 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 Kentucky?

Book flights to Kentucky if you plan to visit one of these locations
Bath
North Conway
Brunswick
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 January 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$406FlexibilityNo cancel feeOn-time71%
DeltaCheapest$247Average$467FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$347Average$456FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$370Average$520FlexibilityNo cancel feeOn-time69%
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