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Cheap flights from Portland, Maine to Kentucky from $85

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Kentucky departing on 10/7. 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 Portland, Maine to Kentucky

Cheap round-trip flights

JetBlue Logo
7:30 am - 12:55 pmPWM-BNA
6h 25m1 stop
JetBlue Logo
7:08 am - 1:22 pmBNA-PWM
5h 14m1 stop
$169JetBlue
Find Deal
Wed, Sep 3 - Wed, Sep 10
JetBlue Logo
7:09 am - 12:40 pmPWM-BNA
6h 31m1 stop
JetBlue Logo
7:08 am - 1:22 pmBNA-PWM
5h 14m1 stop
$172JetBlue
Find Deal
Sat, Sep 6 - Sat, Sep 13
American Airlines Logo
6:05 pm - 11:37 pmPWM-BNA
6h 32m1 stop
American Airlines Logo
5:34 am - 11:49 amBNA-PWM
5h 15m1 stop
$216American Airlines
Find Deal
Thu, Sep 11 - Sun, Sep 14
Delta Logo
2:35 pm - 8:42 pmPWM-BNA
7h 07m1 stop
Delta Logo
6:00 am - 12:00 pmBNA-PWM
5h 00m1 stop
$217Delta
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
12:59 pm - 6:00 pmPWM-BNA
6h 01m1 stop
American Airlines Logo
8:28 am - 4:35 pmBNA-PWM
7h 07m2 stops
$222American Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
United Airlines Logo
7:25 pm - 11:59 pmPWM-CVG
4h 34m1 stop
United Airlines Logo
7:35 pm - 11:59 pmCVG-PWM
4h 24m1 stop
$237United Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 11
Delta Logo
6:00 am - 1:42 pmPWM-SDF
7h 42m2 stops
Delta Logo
6:00 am - 1:00 pmSDF-PWM
7h 00m1 stop
$242Delta
Find Deal
Tue, Sep 16 - Tue, Sep 23
United Airlines Logo
7:25 pm - 11:59 pmPWM-CVG
4h 34m1 stop
United Airlines Logo
4:30 pm - 11:59 pmCVG-PWM
7h 29m2 stops
$242United Airlines
Find Deal
Thu, Oct 2 - Sat, Oct 11
Southwest Logo
4:55 pm - 6:40 pmPWM-BNA
2h 45mnonstop
Southwest Logo
7:20 am - 2:55 pmBNA-PWM
6h 35m1 stop
$262Southwest
Find Deal
Wed, Sep 3 - Wed, Sep 10
Southwest Logo
9:25 am - 11:05 amPWM-BNA
2h 40mnonstop
Southwest Logo
9:30 am - 2:40 pmBNA-PWM
4h 10m1 stop
$271Southwest
Find Deal
Sat, Nov 1 - Sat, Nov 8

American Airlines flights from Portland, Maine to Kentucky

Our best American Airlines deals on Portland, Maine to Kentucky flight tickets
American Airlines
Sep 11
PWM6:05 pmPortland
6h 32m
1 stop
BNA11:37 pmNashville Intl
Sep 14
BNA5:34 amNashville Intl
5h 15m
1 stop
PWM11:49 amPortland
$216
Find similar
American Airlines
Nov 1
PWM12:59 pmPortland
6h 01m
1 stop
BNA6:00 pmNashville Intl
Nov 8
BNA8:28 amNashville Intl
7h 07m
2 stops
PWM4:35 pmPortland
$222
Find similar
American Airlines
Nov 1
PWM8:19 amPortland
7h 38m
2 stops
BNA2:57 pmNashville Intl
Nov 8
BNA7:16 amNashville Intl
8h 19m
2 stops
PWM4:35 pmPortland
$227
Find similar

Southwest flights from Portland, Maine to Kentucky

Our best Southwest deals on Portland, Maine to Kentucky flight tickets
Southwest
Sep 3
PWM4:55 pmPortland
2h 45m
BNA6:40 pmNashville Intl
Sep 10
BNA7:20 amNashville Intl
6h 35m
1 stop
PWM2:55 pmPortland
$262
Find similar
Southwest
Nov 1
PWM9:25 amPortland
2h 40m
BNA11:05 amNashville Intl
Nov 8
BNA9:30 amNashville Intl
4h 10m
1 stop
PWM2:40 pmPortland
$271
Find similar
Southwest
Aug 28
PWM3:30 pmPortland
2h 45m
BNA5:15 pmNashville Intl
Sep 4
BNA6:05 pmNashville Intl
4h 15m
1 stop
PWM11:20 pmPortland
$275
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Kentucky 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 August 3, 2025.
Use the filters below to find and compare flights from Portland, Maine to Kentucky that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandNashville

PWM - BNA

PWMBNA

Portland

Wed 9/3

7:30 am-12:55 pm

1 stop6h 25m

Nashville Intl

Wed 9/10

7:08 am-1:22 pm

1 stop5h 14m

$169

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 9/6

7:09 am-12:40 pm

1 stop6h 31m

Nashville Intl

Sat 9/13

7:08 am-1:22 pm

1 stop5h 14m

$172

PortlandNashville

PWM - BNA

PWMBNA

Portland

Thu 9/11

6:05 pm-11:37 pm

1 stop6h 32m

Nashville Intl

Sun 9/14

5:34 am-11:49 am

1 stop5h 15m

$216

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 11/1

2:35 pm-8:42 pm

1 stop7h 07m

Nashville Intl

Sat 11/8

6:00 am-12:00 pm

1 stop5h 00m

$217

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 11/1

12:59 pm-6:00 pm

1 stop6h 01m

Nashville Intl

Sat 11/8

8:28 am-4:35 pm

2 stops7h 07m

$222

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Thu 10/2

7:25 pm-11:59 pm

1 stop4h 34m

Cincinnati Cinci./N. Kentucky

Sat 10/11

7:35 pm-11:59 pm

1 stop4h 24m

$237

PortlandLouisville

PWM - SDF

PWMSDF

Portland

Tue 9/16

6:00 am-1:42 pm

2 stops7h 42m

Louisville Intl

Tue 9/23

6:00 am-1:00 pm

1 stop7h 00m

$242

PortlandCincinnati

PWM - CVG

PWMCVG

Portland

Thu 10/2

7:25 pm-11:59 pm

1 stop4h 34m

Cincinnati Cinci./N. Kentucky

Sat 10/11

4:30 pm-11:59 pm

2 stops7h 29m

$242

PortlandNashville

PWM - BNA

PWMBNA

Portland

Wed 9/3

4:55 pm-6:40 pm

Nonstop2h 45m

Nashville Intl

Wed 9/10

7:20 am-2:55 pm

1 stop6h 35m

$262

PortlandNashville

PWM - BNA

PWMBNA

Portland

Sat 11/1

9:25 am-11:05 am

Nonstop2h 40m

Nashville Intl

Sat 11/8

9:30 am-2:40 pm

1 stop4h 10m

$271

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 Kentucky from

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

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 Kentucky?

If you’re not able to fly to Kentucky in September, then June is your next best option. Flight prices from Portland, Maine to Kentucky during June average around $316.

What is the cheapest day to depart on your flight to Kentucky?

Our data shows that Wednesday is the least expensive day to fly to Kentucky. Tickets to fly out on this day can be as low as $386. If your travel schedule is flexible, try to avoid departing on a Tuesday because tickets tend to average around $503. These prices are subject to change though, so be sure to set up a Price Alert for flights to Kentucky.

What is the cheapest time of day to depart on your flight to Kentucky?

According to our data, the cheapest time of day to fly to Kentucky is in the morning. momondo users have found flights departing from Portland, Maine to Kentucky in the morning for as low as $417. Keep in mind that these prices may fluctuate based on what airline you choose and the time of year you plan to travel. In contrast, the most expensive time of day to depart to Kentucky is in the afternoon when prices are around $526.

Cheap Portland, Maine to Kentucky flight deals and tips

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

Best Price Found

$85

Fastest flight time

2h 40m

Direct flights

Every day

Airports in Kentucky

5 airports
The best one-way flight to Kentucky from Portland, Maine in the past 72 hours is $85. The best round-trip flight deal from Portland, Maine to Kentucky found on momondo in the last 72 hours is $169.
The fastest flight from Portland, Maine to Kentucky takes 2h 40m
Direct flights go from Portland, Maine to Kentucky every day.
There are 5 airports near Kentucky: Nashville Intl (BNA), Louisville Intl (SDF), Cincinnati Cinci./N. Kentucky (CVG), Lexington Blue Grass (LEX), Knoxville McGhee Tyson (TYS)
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  • When did momondo last update prices for flights from Portland Airport to Kentucky?

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

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

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

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Kentucky.

  • What documentation or ID do you need to fly to Kentucky?

    The required travel and health documents for your Kentucky trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Kentucky. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Portland, Maine to Kentucky

Compare and see reviews for airlines that fly from Portland, Maine to Kentucky with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
8.0
7,985 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $291Free CancellationRating
8.0
4,246 reviews
Search Southwest flights
United AirlinesPriceFrom $296Free CancellationRating
7.4
8,905 reviews
Search United Airlines flights

Why use momondo?

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

It is quick and easy to find Portland to Kentucky flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Kentucky that suits you.

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

Flights from Portland to Kentucky with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Kentucky from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

If you are not ready to book a flight from Portland to Kentucky now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Kentucky and let you know when they change.

An easier way to manage your Kentucky 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.
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