What is the cheapest airline that flies from Kentucky to Portland?

Breeze Airways, United Airlines, and Southwest are the most popular carriers operating from Kentucky to Portland

How long does it take to fly to Portland, Maine?

The flight from Kentucky to Portland, Maine depends on which airports you’re departing and arriving from and whether or not you have a layover. If you fly from Louisville (a popular airport in Kentucky) to Boston (the most popular airport in Portland, Maine), then the flight time is 2h 28m on average. If you fly from Lexington (another popular airport in Kentucky) to Boston, then the average flight time is 5h 06m.

How many flights depart from Kentucky to Portland, Maine on average per week?

As of August 2026, there are 5 flights per week flying from Kentucky to Portland, Maine. The most common day of the week flights depart is Mon, with 20% of flights taking off on this day.

What airlines fly to Portland, Maine?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Portland, Maine from Kentucky according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 4 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

When did momondo last update prices for flights from Kentucky to Portland Airport?

Prices for flights from Kentucky to Portland Airport are updated daily.

How many operators does momondo search for flights from Kentucky to Portland Airport?

As of August 2026, there are 6 operators available to choose from for flights from Kentucky to Portland Airport.

How old do you have to be to fly from Kentucky to Portland Airport?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Portland Airport.

What documentation or ID do you need to fly to Portland Airport?

The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$69 Cheap Flights from Kentucky to Portland, Maine in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Kentucky to Portland

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:22 pm - 10:38 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 16mnonstop

7:00 am - 9:29 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 29mnonstop

$142Breeze Airways

Fri, Aug 28 - Mon, Aug 31

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

6:00 am - 8:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$147Breeze Airways

Fri, Sep 11 - Fri, Sep 18

8:56 pm - 10:28 amCVG Cincinnati Cinci./N. Kentucky-PWM Portland

13h 32m1 stop Orlando

6:00 am - 8:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$221Multiple Airlines

Fri, Sep 11 - Fri, Sep 18

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

5:19 pm - 3:10 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

21h 51m1 stop Charleston

$221Multiple Airlines

Mon, Sep 21 - Wed, Sep 23

11:08 am - 4:24 pmTYS Knoxville McGhee Tyson-PWM Portland

5h 16m1 stop Washington, D.C. Reagan-National

5:30 am - 11:43 amPWM Portland-TYS Knoxville McGhee Tyson

6h 13m1 stop Philadelphia

$251American Airlines

Tue, Sep 15 - Tue, Sep 22

6:16 pm - 11:45 pmTYS Knoxville McGhee Tyson-PWM Portland

5h 29m1 stop Washington, D.C. Reagan-National

5:30 am - 11:43 amPWM Portland-TYS Knoxville McGhee Tyson

6h 13m1 stop Philadelphia

$251American Airlines

Tue, Sep 15 - Tue, Sep 22

6:00 am - 10:02 amSDF Louisville Intl-PWM Portland

4h 02m1 stop Washington, D.C. Dulles Intl

6:00 am - 1:15 pmPWM Portland-SDF Louisville Intl

7h 15m1 stop Chicago O'Hare Intl

$255United Airlines

Tue, Oct 20 - Sat, Oct 24

5:15 am - 10:40 amSDF Louisville Intl-PWM Portland

5h 25m1 stop Chicago O'Hare Intl

6:00 am - 12:39 pmPWM Portland-SDF Louisville Intl

6h 39m1 stop Newark

$255United Airlines

Sat, Oct 10 - Sat, Oct 17

8:35 am - 5:20 pmSDF Louisville Intl-PWM Portland

8h 45m2 stops Chicago Midway Nashville Intl

5:35 am - 2:55 pmPWM Portland-SDF Louisville Intl

9h 20m2 stops Baltimore/Washington Nashville Intl

$265Southwest

Tue, Oct 20 - Sat, Oct 24

5:40 am - 9:50 amSDF Louisville Intl-PWM Portland

4h 10m1 stop Baltimore/Washington

5:10 pm - 12:20 amPWM Portland-SDF Louisville Intl

7h 10m1 stop Baltimore/Washington

$270Southwest

Thu, Nov 19 - Mon, Nov 23

Cheap last minute flights

Enter your travel dates to find the best prices.

1:53 pm - 9:33 pmLEX Lexington Blue Grass-PWM Portland

7h 40m1 stop New York LaGuardia

5:30 pm - 11:15 pmPWM Portland-LEX Lexington Blue Grass

5h 45m1 stop New York LaGuardia

$415Delta

Sat, Aug 15 - Tue, Aug 25

1:06 pm - 9:33 pmLEX Lexington Blue Grass-PWM Portland

8h 27m2 stops Atlanta Hartsfield-Jackson New York LaGuardia

6:05 am - 12:11 pmPWM Portland-LEX Lexington Blue Grass

6h 06m1 stop Atlanta Hartsfield-Jackson

$420Delta

Sat, Aug 15 - Tue, Aug 25

9:52 am - 5:42 pmLEX Lexington Blue Grass-PWM Portland

7h 50m1 stop Chicago O'Hare Intl

6:03 am - 1:16 pmPWM Portland-LEX Lexington Blue Grass

7h 13m1 stop Chicago O'Hare Intl

$424United Airlines

Sat, Aug 15 - Sat, Aug 22

1:51 pm - 9:23 pmLEX Lexington Blue Grass-PWM Portland

7h 32m1 stop Chicago O'Hare Intl

5:03 pm - 11:55 pmPWM Portland-LEX Lexington Blue Grass

6h 52m1 stop Chicago O'Hare Intl

$424United Airlines

Sat, Aug 15 - Fri, Aug 21

5:24 am - 11:13 amBNA Nashville Intl-PWM Portland

4h 49m1 stop Charlotte Douglas

9:52 am - 1:26 pmPWM Portland-BNA Nashville Intl

4h 34m1 stop New York LaGuardia

$427American Airlines

Sun, Aug 16 - Wed, Aug 19

1:43 pm - 10:00 pmBNA Nashville Intl-PWM Portland

7h 17m1 stop Charlotte Douglas

3:06 pm - 6:57 pmPWM Portland-BNA Nashville Intl

4h 51m1 stop Philadelphia

$427American Airlines

Wed, Aug 19 - Fri, Aug 28

11:00 am - 5:58 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

6h 58m1 stop Tampa

6:30 pm - 9:09 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

14h 39m1 stop Charleston

$447Multiple Airlines

Wed, Aug 19 - Wed, Aug 26

11:00 am - 10:39 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

35h 39m2 stops Tampa Akron/Canton

6:30 pm - 6:33 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

24h 03m1 stop Charleston

$463Multiple Airlines

Wed, Aug 19 - Wed, Aug 26

9:05 am - 9:10 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

12h 05m2 stops Chicago Midway Baltimore/Washington

10:30 am - 8:50 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

10h 20m2 stops Baltimore/Washington Nashville Intl

$694Southwest

Wed, Aug 19 - Wed, Aug 26

3:25 pm - 10:05 pmBNA Nashville Intl-PWM Portland

5h 40m1 stop Chicago Midway

2:10 pm - 3:55 pmPWM Portland-BNA Nashville Intl

2h 45mnonstop

$700Southwest

Wed, Aug 19 - Fri, Aug 28

Cheap direct flights

Enter your travel dates to find the best prices.

8:22 pm - 10:38 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 16mnonstop

7:00 am - 9:29 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 29mnonstop

$142Breeze Airways

Fri, Aug 28 - Mon, Aug 31

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

7:00 am - 9:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$147Breeze Airways

Fri, Sep 11 - Fri, Sep 25

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

6:00 am - 8:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$147Breeze Airways

Fri, Sep 11 - Fri, Sep 18

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

6:00 am - 8:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$157Breeze Airways

Fri, Sep 11 - Fri, Sep 18

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

7:00 am - 9:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$157Breeze Airways

Fri, Sep 11 - Mon, Sep 14

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

7:00 am - 9:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$158Breeze Airways

Fri, Sep 11 - Mon, Sep 14

9:11 pm - 11:24 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

2h 13mnonstop

6:00 am - 8:33 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

2h 33mnonstop

$158Breeze Airways

Mon, Sep 14 - Fri, Sep 18

1:50 pm - 5:20 pmBNA Nashville Intl-PWM Portland

2h 30mnonstop

1:05 pm - 2:55 pmPWM Portland-BNA Nashville Intl

2h 50mnonstop

$281Southwest

Tue, Oct 27 - Fri, Oct 30

1:50 pm - 5:20 pmBNA Nashville Intl-PWM Portland

2h 30mnonstop

1:05 pm - 2:55 pmPWM Portland-BNA Nashville Intl

2h 50mnonstop

$281Southwest

Tue, Oct 27 - Fri, Oct 30

11:10 am - 2:50 pmBNA Nashville Intl-PWM Portland

2h 40mnonstop

12:55 pm - 2:45 pmPWM Portland-BNA Nashville Intl

2h 50mnonstop

$294Southwest

Sat, Oct 24 - Sat, Oct 31

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Breeze Airways flights from Kentucky to Portland, Maine

Our best Breeze Airways deals on Kentucky to Portland, Maine flight tickets

Breeze Airways

Aug 28

CVG8:22 pmCincinnati Cinci./N. Kentucky

2h 16m

PWM10:38 pmPortland

Aug 31

PWM7:00 amPortland

2h 29m

CVG9:29 amCincinnati Cinci./N. Kentucky

$142

Breeze Airways

Sep 11

CVG9:11 pmCincinnati Cinci./N. Kentucky

2h 13m

PWM11:24 pmPortland

Sep 25

PWM7:00 amPortland

2h 33m

CVG9:33 amCincinnati Cinci./N. Kentucky

$147

Breeze Airways

Sep 11

CVG9:11 pmCincinnati Cinci./N. Kentucky

2h 13m

PWM11:24 pmPortland

Sep 14

PWM7:00 amPortland

2h 33m

CVG9:33 amCincinnati Cinci./N. Kentucky

$157

American Airlines flights from Kentucky to Portland, Maine

Our best American Airlines deals on Kentucky to Portland, Maine flight tickets

American Airlines

Sep 15

TYS6:16 pmKnoxville McGhee Tyson

5h 29m

1 stop

PWM11:45 pmPortland

Sep 22

PWM5:30 amPortland

6h 13m

1 stop

TYS11:43 amKnoxville McGhee Tyson

$251

American Airlines

Sep 8

TYS7:31 pmKnoxville McGhee Tyson

4h 14m

1 stop

PWM11:45 pmPortland

Sep 12

PWM6:00 amPortland

5h 26m

1 stop

TYS11:26 amKnoxville McGhee Tyson

$252

American Airlines

Sep 30

CVG5:04 pmCincinnati Cinci./N. Kentucky

6h 41m

1 stop

PWM11:45 pmPortland

Oct 3

PWM5:30 amPortland

5h 01m

1 stop

CVG10:31 amCincinnati Cinci./N. Kentucky

$271

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

CincinnatiPortland

CVG Cincinnati Cinci./N. Kentucky - PWM Portland

CVGPWM

Cincinnati Cinci./N. Kentucky

Fri 8/28

8:22 pm-10:38 pm

Nonstop2h 16m

Portland

Mon 8/31

7:00 am-9:29 am

Nonstop2h 29m

$142

CincinnatiPortland

CVG Cincinnati Cinci./N. Kentucky - PWM Portland

CVGPWM

Cincinnati Cinci./N. Kentucky

Fri 9/11

9:11 pm-11:24 pm

Nonstop2h 13m

Portland

Fri 9/18

6:00 am-8:33 am

Nonstop2h 33m

$147

CincinnatiPortland

CVG Cincinnati Cinci./N. Kentucky - PWM Portland

CVGPWM

Cincinnati Cinci./N. Kentucky

Fri 9/11

8:56 pm-10:28 am

1 stop13h 32m

Portland

Fri 9/18

6:00 am-8:33 am

Nonstop2h 33m

$221

CincinnatiPortland

CVG Cincinnati Cinci./N. Kentucky - PWM Portland

CVGPWM

Cincinnati Cinci./N. Kentucky

Mon 9/21

9:11 pm-11:24 pm

Nonstop2h 13m

Portland

Wed 9/23

5:19 pm-3:10 pm

1 stop21h 51m

$221

KnoxvillePortland

TYS Knoxville McGhee Tyson - PWM Portland

TYSPWM

Knoxville McGhee Tyson

Tue 9/15

11:08 am-4:24 pm

1 stop5h 16m

Portland

Tue 9/22

5:30 am-11:43 am

1 stop6h 13m

$251

KnoxvillePortland

TYS Knoxville McGhee Tyson - PWM Portland

TYSPWM

Knoxville McGhee Tyson

Tue 9/15

6:16 pm-11:45 pm

1 stop5h 29m

Portland

Tue 9/22

5:30 am-11:43 am

1 stop6h 13m

$251

LouisvillePortland

SDF Louisville Intl - PWM Portland

SDFPWM

Louisville Intl

Tue 10/20

6:00 am-10:02 am

1 stop4h 02m

Portland

Sat 10/24

6:00 am-1:15 pm

1 stop7h 15m

$255

LouisvillePortland

SDF Louisville Intl - PWM Portland

SDFPWM

Louisville Intl

Sat 10/10

5:15 am-10:40 am

1 stop5h 25m

Portland

Sat 10/17

6:00 am-12:39 pm

1 stop6h 39m

$255

LouisvillePortland

SDF Louisville Intl - PWM Portland

SDFPWM

Louisville Intl

Tue 10/20

8:35 am-5:20 pm

2 stops8h 45m

Portland

Sat 10/24

5:35 am-2:55 pm

2 stops9h 20m

$265

LouisvillePortland

SDF Louisville Intl - PWM Portland

SDFPWM

Louisville Intl

Thu 11/19

5:40 am-9:50 am

1 stop4h 10m

Portland

Mon 11/23

5:10 pm-12:20 am

1 stop7h 10m

$270

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Kentucky to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

Other information

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Kentucky is in February. Flight prices, which tend to average around $368, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of February, then flying in October is also cheap. Prices for this month can be found on momondo for an average of $409.

Can stopping save me money on Kentucky to Portland, Maine flights?

You could potentially save up to 6% on your flight if you consider stops on a Kentucky to Portland, Maine flight.

Cheap Kentucky to Portland, Maine flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Kentucky to Portland, Maine

Fastest flight time	2h 13m
Direct flights	Every day
Airports in Portland, Maine	1 airport

The fastest flight from Kentucky to Portland, Maine takes 2h 13m

Direct flights go from Kentucky to Portland, Maine every day.

There is 1 airport in Portland, Maine. From Kentucky there are direct flights to Portland (PWM).

Search flight deals

Frequently asked questions about flying from Kentucky to Portland, Maine

When did momondo last update prices for flights from Kentucky to Portland Airport?
Prices for flights from Kentucky to Portland Airport are updated daily.
How many operators does momondo search for flights from Kentucky to Portland Airport?
As of August 2026, there are 6 operators available to choose from for flights from Kentucky to Portland Airport.
How old do you have to be to fly from Kentucky to Portland Airport?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Kentucky to Portland Airport.
What documentation or ID do you need to fly to Portland Airport?
The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Kentucky to Portland, Maine

Compare and see reviews for airlines that fly from Kentucky to Portland, Maine with momondo

Airline	Rating	Free Cancellation	Price
American Airlines	PriceFrom $248	Free Cancellation	Rating 7.1 11,929 reviews	Search American Airlines flights
Delta	PriceFrom $248	Free Cancellation	Rating 7.8 8,502 reviews	Search Delta flights
Southwest	PriceFrom $286	Free Cancellation	Rating 8.0 4,218 reviews	Search Southwest flights
United Airlines	PriceFrom $316	Free Cancellation	Rating 7.4 10,108 reviews	Search United Airlines flights

North Conway

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Jackson

Lewiston

Brunswick

Freeport

Gorham

Auburn

Bartlett

Conway

Windham

Bath

Intervale

Oxford

Georgetown

Falmouth

Tamworth

Why use momondo?

Why should I use momondo to find a flight deal from Kentucky to Portland?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from Kentucky to Portland. momondo saves you time and could save you money on your trip.

Can I find flights from Kentucky to Portland with flexible booking policies on momondo?

Yes. All flights to Portland from Kentucky on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Kentucky to Portland?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Portland from Kentucky.

I’m not ready to book a flight from Kentucky to Portland right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Portland from Kentucky. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Rockland Knox County Regional Airport

Cheap flights from Kentucky to Portland from $69

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Kentucky to Portland departing on 9/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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Breeze Airways flights from Kentucky to Portland, Maine

Our best Breeze Airways deals on Kentucky to Portland, Maine flight tickets

American Airlines flights from Kentucky to Portland, Maine

Our best American Airlines deals on Kentucky to Portland, Maine flight tickets

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How to get the cheapest flight ticket from Kentucky to Portland, Maine

What is the cheapest month to fly to Portland, Maine?

Can stopping save me money on Kentucky to Portland, Maine flights?

What is the cheapest airline that flies from Kentucky to Portland?

What airlines fly to Portland, Maine?

How many flights depart from Kentucky to Portland, Maine on average per week?

How long does it take to fly to Portland, Maine?

Cheap Kentucky to Portland, Maine flight deals and tips

Fastest flight time

Direct flights

Airports in Portland, Maine

Frequently asked questions about flying from Kentucky to Portland, Maine

Best airlines flying from Kentucky to Portland, Maine

Compare and see reviews for airlines that fly from Kentucky to Portland, Maine with momondo

Traveling to a place near Portland?

Why use momondo?

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the United States

Airports servicing Maine

Fly your favorite airline to Portland

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to Portland

List of cabin classes available on flights landing in Portland. Availability may vary depending on flight origin and airline.

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Popular flights according to clicks in the last 7 days on momondo

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