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Cheap flights from Kentucky to Portland from $76

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 10/20. 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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0 bags

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Find the cheapest flights from Kentucky to Portland

Cheap round-trip flights

United Airlines Logo
8:00 am - 4:44 pmBNA-PWM
7h 44m2 stops
United Airlines Logo
6:14 am - 10:31 amPWM-BNA
5h 17m1 stop
$156United Airlines
Find Deal
Tue, Oct 21 - Wed, Oct 22
JetBlue Logo
1:53 pm - 10:06 pmBNA-PWM
7h 13m1 stop
JetBlue Logo
2:17 pm - 9:37 pmPWM-BNA
8h 20m1 stop
$169JetBlue
Find Deal
Wed, Oct 1 - Sat, Oct 4
Delta Logo
6:05 pm - 12:34 amBNA-PWM
5h 29m1 stop
Delta Logo
6:00 am - 11:53 amPWM-BNA
6h 53m1 stop
$217Delta
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
6:00 am - 12:29 pmBNA-PWM
5h 29m1 stop
American Airlines Logo
6:00 am - 12:58 pmPWM-BNA
7h 58m2 stops
$222American Airlines
Find Deal
Tue, Sep 30 - Sat, Oct 4
American Airlines Logo
3:52 pm - 10:10 pmLEX-PWM
6h 18m1 stop
American Airlines Logo
5:37 pm - 11:38 pmPWM-LEX
6h 01m1 stop
$249American Airlines
Find Deal
Tue, Oct 28 - Sat, Nov 8
Delta Logo
3:46 pm - 10:19 pmLEX-PWM
6h 33m1 stop
Delta Logo
4:48 pm - 12:05 amPWM-LEX
7h 17m2 stops
$254Delta
Find Deal
Tue, Oct 28 - Sat, Nov 8
Southwest Logo
11:35 am - 7:55 pmBNA-PWM
7h 20m2 stops
Southwest Logo
7:40 am - 1:20 pmPWM-BNA
6h 40m2 stops
$318Southwest
Find Deal
Tue, Oct 21 - Wed, Oct 22
Southwest Logo
2:40 pm - 12:05 amBNA-PWM
8h 25m2 stops
Southwest Logo
11:50 am - 8:40 pmPWM-BNA
9h 50m1 stop
$319Southwest
Find Deal
Wed, Nov 26 - Mon, Dec 1
Multiple Airlines Logo
3:10 pm - 10:36 amCVG-PWM
19h 26m1 stop
Multiple Airlines Logo
3:15 pm - 11:56 amPWM-CVG
20h 41m2 stops
$320Multiple Airlines
Find Deal
Tue, Oct 7 - Thu, Oct 16
Multiple Airlines Logo
3:10 pm - 10:36 amCVG-PWM
19h 26m1 stop
Multiple Airlines Logo
7:37 pm - 11:42 amPWM-CVG
40h 05m2 stops
$321Multiple Airlines
Find Deal
Tue, Oct 7 - Wed, Oct 15

Delta flights from Kentucky to Portland, Maine

Our best Delta deals on Kentucky to Portland, Maine flight tickets
Delta
Sep 30
BNA6:05 pmNashville Intl
5h 29m
1 stop
PWM12:34 amPortland
Oct 4
PWM6:00 amPortland
6h 53m
1 stop
BNA11:53 amNashville Intl
$217
Find similar
Delta
Oct 28
LEX3:46 pmLexington Blue Grass
6h 33m
1 stop
PWM10:19 pmPortland
Nov 8
PWM4:48 pmPortland
7h 17m
2 stops
LEX12:05 amLexington Blue Grass
$254
Find similar
Delta
Oct 28
LEX3:46 pmLexington Blue Grass
7h 23m
2 stops
PWM11:09 pmPortland
Nov 8
PWM4:48 pmPortland
7h 17m
2 stops
LEX12:05 amLexington Blue Grass
$259
Find similar

American Airlines flights from Kentucky to Portland, Maine

Our best American Airlines deals on Kentucky to Portland, Maine flight tickets
American Airlines
Sep 30
BNA6:00 amNashville Intl
5h 29m
1 stop
PWM12:29 pmPortland
Oct 4
PWM6:00 amPortland
7h 58m
2 stops
BNA12:58 pmNashville Intl
$222
Find similar
American Airlines
Oct 28
LEX3:52 pmLexington Blue Grass
6h 18m
1 stop
PWM10:10 pmPortland
Nov 8
PWM5:37 pmPortland
6h 01m
1 stop
LEX11:38 pmLexington Blue Grass
$249
Find similar
American Airlines
Sep 22
BNA9:48 amNashville Intl
5h 29m
1 stop
PWM4:17 pmPortland
Sep 25
PWM5:20 pmPortland
4h 49m
1 stop
BNA9:09 pmNashville Intl
$257
Find similar

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 September 17, 2025.
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

Tue 10/21

8:00 am-4:44 pm

2 stops7h 44m

Portland

Wed 10/22

6:14 am-10:31 am

1 stop5h 17m

$156

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Wed 10/1

1:53 pm-10:06 pm

1 stop7h 13m

Portland

Sat 10/4

2:17 pm-9:37 pm

1 stop8h 20m

$169

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 9/30

6:05 pm-12:34 am

1 stop5h 29m

Portland

Sat 10/4

6:00 am-11:53 am

1 stop6h 53m

$217

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 9/30

6:00 am-12:29 pm

1 stop5h 29m

Portland

Sat 10/4

6:00 am-12:58 pm

2 stops7h 58m

$222

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 10/28

3:52 pm-10:10 pm

1 stop6h 18m

Portland

Sat 11/8

5:37 pm-11:38 pm

1 stop6h 01m

$249

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 10/28

3:46 pm-10:19 pm

1 stop6h 33m

Portland

Sat 11/8

4:48 pm-12:05 am

2 stops7h 17m

$254

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Tue 10/21

11:35 am-7:55 pm

2 stops7h 20m

Portland

Wed 10/22

7:40 am-1:20 pm

2 stops6h 40m

$318

NashvillePortland

BNA - PWM

BNAPWM

Nashville Intl

Wed 11/26

2:40 pm-12:05 am

2 stops8h 25m

Portland

Mon 12/1

11:50 am-8:40 pm

1 stop9h 50m

$319

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Tue 10/7

3:10 pm-10:36 am

1 stop19h 26m

Portland

Thu 10/16

3:15 pm-11:56 am

2 stops20h 41m

$320

CincinnatiPortland

CVG - PWM

CVGPWM

Cincinnati Cinci./N. Kentucky

Tue 10/7

3:10 pm-10:36 am

1 stop19h 26m

Portland

Wed 10/15

7:37 pm-11:42 am

2 stops40h 05m

$321

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 day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Kentucky is on a Monday. momondo users have found tickets for Monday departures for as low as $377. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Wednesday is the most expensive day to depart from Kentucky because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $455.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the evening is the cheapest time of day to fly from Kentucky to Portland, Maine when you can find flight prices for as low as $332. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the afternoon because they tend to be around $441. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from Kentucky when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $433 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Kentucky for as low as $229 on momondo.

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 30m

Direct flights

Every day

Airports in Portland, Maine

1 airport
The fastest flight from Kentucky to Portland, Maine takes 2h 30m
Direct flights go from Kentucky to Portland, Maine every day.
There is 1 airport near Portland, Maine: 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 $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
7,961 reviews
Search Delta flights
United AirlinesPriceFrom $283Free CancellationRating
7.4
8,926 reviews
Search United Airlines flights
SouthwestPriceFrom $296Free CancellationRating
8.0
4,242 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
Bartlett
Gorham
Brunswick
Auburn
Intervale
Windham
Bath
Oxford
Georgetown
Tamworth
Falmouth

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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