Portland

$60+ Cheap flights from Kentucky to Portland (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 12/9. Fares are subject to change and may not be available on all flights or dates of travel.
SDF — PWM
Nov 26 — Dec 31
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Kentucky to Portland with Cheapflights

1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”
2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.
3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 November 21, 2024.

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 November 21, 2024.

This CheapOair deal was found by Cheapflights users on 11/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/124:41 pmCVG - PWM
1 stop27h 33mFrontier
Mon 12/169:13 pmPWM - CVG
1 stop25h 36mFrontier
Deal found 11/19$218
This Delta deal was found by Cheapflights users on 11/20. 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.
Wed 12/45:58 pmLEX - PWM
1 stop5h 49mDelta
Sat 12/75:05 amPWM - LEX
1 stop5h 37mDelta
Deal found 11/20$258
This Delta deal was found by Cheapflights users on 11/21. 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 12/76:45 pmTYS - PWM
1 stop5h 23mDelta
Wed 12/184:30 pmPWM - TYS
1 stop4h 38mDelta
Deal found 11/21$273
This American Airlines deal was found by Cheapflights users on 11/20. 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 12/54:10 pmTYS - PWM
1 stop6h 14mAmerican Airlines
Mon 12/95:50 amPWM - TYS
1 stop4h 39mAmerican Airlines
Deal found 11/20$288
This Delta deal was found by Cheapflights users on 11/21. 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 12/145:29 pmBNA - PWM
1 stop4h 10mDelta
Wed 12/185:00 amPWM - BNA
1 stop7h 17mDelta
Deal found 11/21$298
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Sun 12/156:00 amBNA - PWM
1 stop5h 05mAmerican Airlines
Tue 12/1712:05 pmPWM - BNA
1 stop7h 36mAmerican Airlines
Deal found 11/20$301
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Fri 12/136:21 pmSDF - PWM
1 stop4h 25mAmerican Airlines
Sun 12/157:20 amPWM - SDF
1 stop7h 31mAmerican Airlines
Deal found 11/20$329
This American Airlines deal was found by Cheapflights users on 11/20. 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.
Fri 12/208:08 pmCVG - PWM
1 stop4h 29mAmerican Airlines
Wed 1/15:39 amPWM - CVG
1 stop6h 01mAmerican Airlines
Deal found 11/20$334
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 12/135:37 pmSDF - PWM
1 stop6h 31mDelta
Sun 12/155:05 amPWM - SDF
2 stops8h 05mDelta
Deal found 11/20$361
This United Airlines deal was found by Cheapflights users on 11/20. 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 12/56:00 amCVG - PWM
1 stop4h 28mUnited Airlines
Thu 12/127:27 pmPWM - CVG
1 stop4h 32mUnited Airlines
Deal found 11/20$364
This Southwest deal was found by Cheapflights users on 11/20. 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.
Fri 12/205:30 amCVG - PWM
1 stop5h 10mSouthwest
Wed 1/16:00 amPWM - CVG
2 stops9h 25mSouthwest
Deal found 11/20$366
This United Airlines deal was found by Cheapflights users on 11/20. 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.
Sun 12/297:24 pmTYS - PWM
1 stop4h 35mUnited Airlines
Mon 1/65:20 amPWM - TYS
1 stop5h 19mUnited Airlines
Deal found 11/20$408

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 2,629,791 searches. Data last updated November 21, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Mon 1/27

1:55 pm-8:12 pm

1 stop6h 17m

Portland

Fri 1/31

9:02 pm-9:57 am

1 stop12h 55m

$118

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Wed 12/4

5:58 pm-11:47 pm

1 stop5h 49m

Portland

Sat 12/7

5:05 am-10:42 am

1 stop5h 37m

$258

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Sat 12/7

6:45 pm-12:08 am

1 stop5h 23m

Portland

Wed 12/18

4:30 pm-9:08 pm

1 stop4h 38m

$273

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Thu 12/5

4:10 pm-10:24 pm

1 stop6h 14m

Portland

Mon 12/9

5:50 am-10:29 am

1 stop4h 39m

$288

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 1/8

10:55 am-4:43 pm

1 stop5h 48m

Portland

Tue 1/14

5:25 pm-10:06 pm

1 stop4h 41m

$296

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Sat 12/14

5:29 pm-10:39 pm

1 stop4h 10m

Portland

Wed 12/18

5:00 am-11:17 am

1 stop7h 17m

$298

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Sun 12/15

6:00 am-12:05 pm

1 stop5h 05m

Portland

Tue 12/17

12:05 pm-6:41 pm

1 stop7h 36m

$301

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Sun 1/26

6:07 am-12:10 pm

1 stop6h 03m

Portland

Thu 1/30

5:24 am-11:45 am

1 stop6h 21m

$302

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Thu 1/23

6:00 pm-10:30 pm

1 stop4h 30m

Portland

Sun 1/26

5:44 am-11:01 am

1 stop5h 17m

$302

LouisvillePortland

SDF - PWM

SDFPWM

Louisville Intl

Thu 1/23

6:50 am-4:06 pm

2 stops9h 16m

Portland

Sun 1/26

5:35 am-11:39 am

1 stop6h 04m

$334

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/21

Showing 1-10 of 41 results
1
2
3
...
5

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 $295). Flying from Kentucky to Portland, Maine in April is currently the most expensive (average of $497). 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 November 21, 2024.

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 November 21, 2024.
Read through reviews of airlines operating flights from Kentucky to Portland, such as Frontier, Delta and American Airlines. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.1
Very good
5,015 reviews
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

8.0
Very good
8,758 reviews
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.5
Good
3,396 reviews
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.4
Good
9,172 reviews
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

7.3
Good
2,810 reviews
8.1
Very good
5,015 reviews

Entertainment

7.7

Crew

8.7

Boarding

8.2

Overall

8.1

Comfort

8.1

Food

7.2

Reviews

1 / 10

Great service throughout our flight. Easy boarding with early bird check in

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 $60 on Frontier. Other airlines that offer cheap prices include JetBlue from $90 and Delta from $148 one-way.

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

  • 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 $295). Flying from Kentucky to Portland, Maine in April is currently the most expensive (average of $497). 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Kentucky to Portland

See prices for flight routes from nearby airports that may be better suited for you.

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 2,629,791 searches. Data last updated November 21, 2024.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$218Average$405FlexibilityNo cancel feeOn-time71%
DeltaCheapest$247Average$448FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$266Average$512FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$347Average$456FlexibilityNo cancel feeOn-time63%
100% Free
Cheapflights is completely free to use, so you can start saving the moment you arrive.
Book with Flexibility
Our users can plan ahead with confidence and find flights with no change fees
Travel Smart
Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.