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Cheap flights from Kentucky to Portland from $91

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 1/28. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Kentucky to Portland

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
6:00 pm - 11:43 pm
BNA
-
PWM
4h 43m1 stop
American Airlines Logo
7:00 am - 12:42 pm
PWM
-
BNA
6h 42m1 stop
$199American Airlines
Thu, Feb 5 - Tue, Feb 10
American Airlines Logo
3:40 pm - 10:07 pm
BNA
-
PWM
5h 27m1 stop
American Airlines Logo
6:00 am - 2:39 pm
PWM
-
BNA
9h 39m2 stops
$204American Airlines
Thu, Feb 5 - Tue, Feb 10
Delta Logo
6:50 am - 1:45 pm
BNA
-
PWM
5h 55m1 stop
Delta Logo
5:30 am - 12:03 pm
PWM
-
BNA
7h 33m1 stop
$207Delta
Thu, Feb 5 - Tue, Feb 10
Southwest Logo
3:50 pm - 10:15 pm
CVG
-
PWM
6h 25m1 stop
Southwest Logo
3:30 pm - 10:25 pm
PWM
-
CVG
6h 55m1 stop
$237Southwest
Wed, Feb 4 - Wed, Feb 11
Southwest Logo
7:00 am - 2:55 pm
CVG
-
PWM
7h 55m2 stops
Southwest Logo
3:30 pm - 10:25 pm
PWM
-
CVG
6h 55m1 stop
$243Southwest
Wed, Feb 4 - Wed, Feb 11
Multiple Airlines Logo
5:39 pm - 9:07 am
CVG
-
PWM
15h 28m1 stop
Multiple Airlines Logo
9:47 am - 3:03 pm
PWM
-
CVG
29h 16m1 stop
$247Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
Delta Logo
5:26 pm - 11:22 pm
TYS
-
PWM
5h 56m1 stop
Delta Logo
12:43 pm - 8:22 pm
PWM
-
TYS
7h 39m1 stop
$255Delta
Mon, Jan 26 - Thu, Jan 29
United Airlines Logo
10:20 am - 2:23 pm
CVG
-
PWM
4h 03m1 stop
United Airlines Logo
4:15 pm - 11:49 pm
PWM
-
CVG
7h 34m1 stop
$263United Airlines
Thu, Feb 19 - Wed, Feb 25
Multiple Airlines Logo
5:39 pm - 9:07 am
CVG
-
PWM
15h 28m1 stop
Multiple Airlines Logo
5:06 pm - 10:20 pm
PWM
-
CVG
29h 14m2 stops
$268Multiple Airlines
Thu, Jan 22 - Mon, Jan 26
United Airlines Logo
7:00 am - 2:23 pm
CVG
-
PWM
7h 23m2 stops
United Airlines Logo
6:00 am - 3:28 pm
PWM
-
CVG
9h 28m2 stops
$274United Airlines
Thu, Feb 19 - Wed, Feb 25

American Airlines flights from Kentucky to Portland, Maine

Our best American Airlines deals on Kentucky to Portland, Maine flight tickets
American Airlines
Feb 5
BNA6:00 pmNashville Intl
4h 43m
1 stop
PWM11:43 pmPortland
Feb 10
PWM7:00 amPortland
6h 42m
1 stop
BNA12:42 pmNashville Intl
$199
American Airlines
Feb 5
BNA3:40 pmNashville Intl
5h 27m
1 stop
PWM10:07 pmPortland
Feb 10
PWM6:00 amPortland
9h 39m
2 stops
BNA2:39 pmNashville Intl
$204
American Airlines
Feb 25
BNA8:54 amNashville Intl
7h 13m
1 stop
PWM5:07 pmPortland
Feb 27
PWM5:40 pmPortland
5h 48m
1 stop
BNA10:28 pmNashville Intl
$209

Southwest flights from Kentucky to Portland, Maine

Our best Southwest deals on Kentucky to Portland, Maine flight tickets
Southwest
Feb 4
CVG3:50 pmCincinnati Cinci./N. Kentucky
6h 25m
1 stop
PWM10:15 pmPortland
Feb 11
PWM3:30 pmPortland
6h 55m
1 stop
CVG10:25 pmCincinnati Cinci./N. Kentucky
$237
Southwest
Feb 4
CVG7:00 amCincinnati Cinci./N. Kentucky
7h 55m
2 stops
PWM2:55 pmPortland
Feb 11
PWM3:30 pmPortland
6h 55m
1 stop
CVG10:25 pmCincinnati Cinci./N. Kentucky
$243
Southwest
Mar 14
TYS7:50 amKnoxville McGhee Tyson
8h 55m
1 stop
PWM4:45 pmPortland
Mar 17
PWM4:30 pmPortland
4h 40m
1 stop
TYS9:10 pmKnoxville McGhee Tyson
$250

momondo Fare Finder

 
Customize your flight search to find flights from Kentucky to Portland, Maine 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, momondo users made 832,500 searches. Data last updated January 8, 2026.
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

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 2/5

6:00 pm-11:43 pm

1 stop4h 43m

Portland

Tue 2/10

7:00 am-12:42 pm

1 stop6h 42m

$199

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 2/5

3:40 pm-10:07 pm

1 stop5h 27m

Portland

Tue 2/10

6:00 am-2:39 pm

2 stops9h 39m

$204

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Thu 2/5

6:50 am-1:45 pm

1 stop5h 55m

Portland

Tue 2/10

5:30 am-12:03 pm

1 stop7h 33m

$207

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 2/4

3:50 pm-10:15 pm

1 stop6h 25m

Portland

Wed 2/11

3:30 pm-10:25 pm

1 stop6h 55m

$237

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Wed 2/4

7:00 am-2:55 pm

2 stops7h 55m

Portland

Wed 2/11

3:30 pm-10:25 pm

1 stop6h 55m

$243

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Thu 1/22

5:39 pm-9:07 am

1 stop15h 28m

Portland

Mon 1/26

9:47 am-3:03 pm

1 stop29h 16m

$247

KnoxvillePortland

TYS - PWM

TYSPWM

Knoxville McGhee Tyson

Mon 1/26

5:26 pm-11:22 pm

1 stop5h 56m

Portland

Thu 1/29

12:43 pm-8:22 pm

1 stop7h 39m

$255

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Thu 2/19

10:20 am-2:23 pm

1 stop4h 03m

Portland

Wed 2/25

4:15 pm-11:49 pm

1 stop7h 34m

$263

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Thu 1/22

5:39 pm-9:07 am

1 stop15h 28m

Portland

Mon 1/26

5:06 pm-10:20 pm

2 stops29h 14m

$268

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Thu 2/19

7:00 am-2:23 pm

2 stops7h 23m

Portland

Wed 2/25

6:00 am-3:28 pm

2 stops9h 28m

$274

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Portland from

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

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 $331.

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 25m

Direct flights

Mon, Tue, Wed, Thu, Fri and Sat

Airports in Portland, Maine

1 airport
The fastest flight from Kentucky to Portland, Maine takes 2h 25m
Direct flights go from Kentucky to Portland, Maine on Monday, Tuesday, Wednesday, Thursday, Friday and Saturday. There are no airlines offering direct flights.
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?

  • 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 AirlinesPriceFrom $236Free CancellationRating
7.2
11,095 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,025 reviews
Search Delta flights
United AirlinesPriceFrom $283Free CancellationRating
7.4
9,139 reviews
Search United Airlines flights
SouthwestPriceFrom $296Free CancellationRating
8.0
4,248 reviews
Search Southwest flights

Traveling to a place near Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Windham
Intervale
Oxford
Bath
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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