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

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

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 59% of people opting to fly with this airline when traveling to Portland, Maine. Keep in mind that there are 5 different airlines that fly to Portland, Maine on a routine basis, so you have a few additional options to choose from.

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 11m on average. If you fly from Lexington (another popular airport in Kentucky) to Boston, then the average flight time is 5h 08m.

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 February 2026, there are 5 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.

$79 Cheap Flights from Kentucky to Portland in 2026

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Find the cheapest flights from Kentucky to Boston

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

8:07 pm - 10:23 pm

CVG

PWM

2h 16mnonstop

7:00 am - 9:29 am

PWM

CVG

2h 29mnonstop

$162Breeze Airways

Fri, Jul 17 - Fri, Jul 24

3:42 pm - 11:27 pm

BNA

PWM

6h 45m

1 stop

10:24 am - 5:27 pm

PWM

BNA

8h 03m

1 stop

$197American Airlines

Thu, Apr 9 - Tue, Apr 14

5:30 pm - 11:56 pm

BNA

PWM

5h 26m

1 stop

6:00 am - 10:22 am

PWM

BNA

5h 22m

1 stop

$213JetBlue

Wed, Jun 3 - Tue, Jun 9

7:25 am - 2:20 pm

BNA

PWM

5h 55m

1 stop

6:18 pm - 11:09 pm

PWM

BNA

5h 51m

1 stop

$217United Airlines

Wed, Apr 1 - Sat, Apr 4

7:30 am - 1:50 pm

BNA

PWM

5h 20m

1 stop

12:51 pm - 4:58 pm

PWM

BNA

5h 07m

1 stop

$221Delta

Tue, Mar 24 - Wed, Apr 1

6:30 pm - 11:51 pm

BNA

PWM

4h 21m

1 stop

5:15 am - 12:18 pm

PWM

BNA

8h 03m

2 stops

$222United Airlines

Tue, Jun 2 - Tue, Jun 9

5:30 pm - 11:56 pm

BNA

PWM

5h 26m

1 stop

6:00 am - 10:22 am

PWM

BNA

5h 22m

1 stop

$225JetBlue

Thu, Jun 4 - Sun, Jun 7

7:06 am - 1:50 pm

BNA

PWM

5h 44m

1 stop

4:43 pm - 9:27 pm

PWM

BNA

5h 44m

1 stop

$228Delta

Tue, Apr 7 - Mon, Apr 13

9:23 am - 5:46 pm

CVG

PWM

8h 23m

1 stop

6:30 pm - 9:09 am

PWM

CVG

14h 39m

1 stop

$299Multiple Airlines

Wed, Aug 12 - Wed, Aug 19

10:00 am - 7:16 pm

CVG

PWM

33h 16m

2 stops

6:13 pm - 9:09 am

PWM

CVG

14h 56m

1 stop

$308Multiple Airlines

Wed, May 13 - Mon, May 18

Breeze Airways flights from Kentucky to Portland, Maine

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

Breeze Airways

Jul 17

CVG8:07 pmCincinnati Cinci./N. Kentucky

2h 16m

PWM10:23 pmPortland

Jul 24

PWM7:00 amPortland

2h 29m

CVG9:29 amCincinnati Cinci./N. Kentucky

$162

Breeze Airways

Aug 11

CVG9:08 pmCincinnati Cinci./N. Kentucky

20h 37m

1 stop

PWM5:45 pmPortland

Aug 19

PWM6:30 pmPortland

14h 39m

1 stop

CVG9:09 amCincinnati Cinci./N. Kentucky

$303

Breeze Airways

Jun 16

CVG9:08 pmCincinnati Cinci./N. Kentucky

20h 37m

1 stop

PWM5:45 pmPortland

Jun 24

PWM6:30 pmPortland

14h 39m

1 stop

CVG9:09 amCincinnati Cinci./N. Kentucky

$320

American Airlines flights from Kentucky to Portland, Maine

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

American Airlines

Apr 9

BNA3:42 pmNashville Intl

6h 45m

1 stop

PWM11:27 pmPortland

Apr 14

PWM10:24 amPortland

8h 03m

1 stop

BNA5:27 pmNashville Intl

$197

American Airlines

Apr 1

BNA6:00 amNashville Intl

5h 14m

1 stop

PWM12:14 pmPortland

Apr 4

PWM5:29 amPortland

7h 50m

2 stops

BNA12:19 pmNashville Intl

$264

American Airlines

Mar 10

BNA3:45 pmNashville Intl

5h 45m

1 stop

PWM10:30 pmPortland

Mar 17

PWM6:29 pmPortland

5h 03m

1 stop

BNA10:32 pmNashville Intl

$279

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Fri 7/17

8:07 pm-10:23 pm

Nonstop2h 16m

Portland

Fri 7/24

7:00 am-9:29 am

Nonstop2h 29m

$162

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 4/9

3:42 pm-11:27 pm

1 stop6h 45m

Portland

Tue 4/14

10:24 am-5:27 pm

1 stop8h 03m

$197

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Wed 6/3

5:30 pm-11:56 pm

1 stop5h 26m

Portland

Tue 6/9

6:00 am-10:22 am

1 stop5h 22m

$213

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Wed 4/1

7:25 am-2:20 pm

1 stop5h 55m

Portland

Sat 4/4

6:18 pm-11:09 pm

1 stop5h 51m

$217

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 3/24

7:30 am-1:50 pm

1 stop5h 20m

Portland

Wed 4/1

12:51 pm-4:58 pm

1 stop5h 07m

$221

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 6/2

6:30 pm-11:51 pm

1 stop4h 21m

Portland

Tue 6/9

5:15 am-12:18 pm

2 stops8h 03m

$222

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 6/4

5:30 pm-11:56 pm

1 stop5h 26m

Portland

Sun 6/7

6:00 am-10:22 am

1 stop5h 22m

$225

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 4/7

7:06 am-1:50 pm

1 stop5h 44m

Portland

Mon 4/13

4:43 pm-9:27 pm

1 stop5h 44m

$228

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 8/12

9:23 am-5:46 pm

1 stop8h 23m

Portland

Wed 8/19

6:30 pm-9:09 am

1 stop14h 39m

$299

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 5/13

10:00 am-7:16 pm

2 stops33h 16m

Portland

Mon 5/18

6:13 pm-9:09 am

1 stop14h 56m

$308

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 January. Flight prices, which tend to average around $283, 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 January, then flying in August is also cheap. Prices for this month can be found on momondo for an average of $300.

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

You could potentially save up to 41% 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 16m
Direct flights	Every day
Airports in Portland, Maine	1 airport

The fastest flight from Kentucky to Portland, Maine takes 2h 16m

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

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 February 2026, there are 5 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
Delta	PriceFrom $183	Free Cancellation	Rating 7.9 8,237 reviews	Search Delta flights
American Airlines	PriceFrom $236	Free Cancellation	Rating 7.2 11,352 reviews	Search American Airlines flights
United Airlines	PriceFrom $283	Free Cancellation	Rating 7.4 9,348 reviews	Search United Airlines flights
Southwest	PriceFrom $296	Free Cancellation	Rating 8.0 4,299 reviews	Search Southwest flights

North Conway

Boothbay Harbor

Jackson

Conway

Freeport

Lewiston

Brunswick

Bartlett

Gorham

Auburn

Windham

Intervale

Bath

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.

An easier way to manage your Portland, Maine trip

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Airports servicing Maine

Rockland Knox County Regional Airport

Cheap flights from Kentucky to Boston from $79

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 Boston departing on 7/13. 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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Filter for what you want

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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

momondo Fare Finder

Use the filters below to find and compare flights from Kentucky to Portland, Maine that are best for you.

See travel insights to Boston from

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 long does it take to fly to Portland, Maine?

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

Direct flights

Airports in 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 Boston?

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 Boston

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

Cabin classes currently available on flights to Boston

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

Popular cities in the United States

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

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Complete your trip to Boston

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