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

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

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

5 flights are operational weekly from Portland, Maine to Kentucky as of August 2026. The most popular departure day for this route is Mon, with 40% of flights per week taking off on this day.

What airlines fly to Kentucky?

American Airlines, Delta and Southwest are the top three most popular airlines that fly to Kentucky from Portland, Maine according to our data. American Airlines is the first choice among our users, with 53% of people opting to fly with this airline when traveling to Kentucky. Keep in mind that there are 4 different airlines that fly to Kentucky on a routine basis, so you have a few additional options to choose from.

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?

There are 5 operators available for flights from Portland Airport to Kentucky as of August 2026.

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.

$74 Cheap Flights from Portland, Maine to Kentucky in 2026

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Kentucky

Round-trip

One-way

Last minute

Direct

Cheap round-trip flights

Enter your travel dates to find the best prices.

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

2h 29mnonstop

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

2h 16mnonstop

$137Breeze Airways

Mon, Aug 31 - Mon, Sep 7

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

2h 33mnonstop

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

2h 13mnonstop

$153Breeze Airways

Fri, Oct 2 - Mon, Oct 5

8:00 am - 1:25 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

29h 25m2 stops Charleston Orlando

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

2h 16mnonstop

$189Multiple Airlines

Tue, Sep 1 - Mon, Sep 7

8:00 am - 1:25 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

29h 25m2 stops Charleston Orlando

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

2h 16mnonstop

$192Multiple Airlines

Tue, Sep 1 - Mon, Sep 7

1:59 pm - 9:04 pmPWM Portland-TYS Knoxville McGhee Tyson

7h 05m1 stop New York LaGuardia

6:13 pm - 11:28 pmTYS Knoxville McGhee Tyson-PWM Portland

5h 15m1 stop Atlanta Hartsfield-Jackson

$251Delta

Wed, Sep 23 - Tue, Sep 29

12:50 pm - 5:59 pmPWM Portland-TYS Knoxville McGhee Tyson

5h 09m1 stop Detroit Metropolitan Wayne County

11:43 am - 3:58 pmTYS Knoxville McGhee Tyson-PWM Portland

4h 15m1 stop Detroit Metropolitan Wayne County

$251Delta

Thu, Nov 12 - Mon, Nov 16

6:00 am - 11:11 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

5h 11m1 stop Chicago O'Hare Intl

10:26 am - 2:38 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

4h 12m1 stop Washington, D.C. Dulles Intl

$275United Airlines

Thu, Oct 15 - Tue, Oct 20

6:00 am - 10:33 amPWM Portland-TYS Knoxville McGhee Tyson

4h 33m1 stop Philadelphia

6:05 pm - 11:36 pmTYS Knoxville McGhee Tyson-PWM Portland

5h 31m1 stop Philadelphia

$281American Airlines

Thu, Oct 8 - Wed, Oct 14

3:06 pm - 9:44 pmPWM Portland-BNA Nashville Intl

7h 38m1 stop Philadelphia

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

7h 17m1 stop Charlotte Douglas

$287American Airlines

Sat, Sep 5 - Tue, Sep 8

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

6h 52m1 stop Chicago O'Hare Intl

7:00 am - 2:34 pmLEX Lexington Blue Grass-PWM Portland

7h 34m1 stop Chicago O'Hare Intl

$319United Airlines

Tue, Sep 1 - Mon, Sep 7

Cheap last minute flights

Enter your travel dates to find the best prices.

6:30 pm - 8:29 pmPWM Portland-CVG Cincinnati Cinci./N. Kentucky

25h 59m1 stop Charleston

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

2h 16mnonstop

$400Multiple Airlines

Wed, Aug 12 - Fri, Aug 14

6:02 am - 11:24 amPWM Portland-BNA Nashville Intl

6h 22m1 stop Washington, D.C. Reagan-National

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

4h 49m1 stop Charlotte Douglas

$427American Airlines

Thu, Aug 13 - Sun, Aug 16

6:46 am - 12:56 pmPWM Portland-BNA Nashville Intl

7h 10m1 stop Chicago O'Hare Intl

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

7h 17m1 stop Charlotte Douglas

$427American Airlines

Sat, Aug 15 - Wed, Aug 19

7:00 am - 9:09 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

26h 09m2 stops Columbus Charleston

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

2h 16mnonstop

$447Breeze Airways

Sat, Aug 15 - Mon, Aug 17

5:52 am - 9:34 amPWM Portland-BNA Nashville Intl

4h 42m1 stop Washington, D.C. Dulles Intl

12:37 pm - 9:23 pmBNA Nashville Intl-PWM Portland

7h 46m1 stop Chicago O'Hare Intl

$473United Airlines

Sun, Aug 16 - Sun, Aug 23

7:00 am - 4:05 pmPWM Portland-BNA Nashville Intl

34h 05m2 stops Akron/Canton Orlando

5:05 pm - 9:12 amBNA Nashville Intl-PWM Portland

15h 07m1 stop Orlando

$477Multiple Airlines

Sun, Aug 16 - Sun, Aug 23

6:05 am - 10:02 amPWM Portland-BNA Nashville Intl

4h 57m1 stop Atlanta Hartsfield-Jackson

3:54 pm - 11:13 pmBNA Nashville Intl-PWM Portland

6h 19m1 stop Atlanta Hartsfield-Jackson

$513Delta

Sun, Aug 16 - Mon, Aug 17

6:03 am - 10:37 amPWM Portland-BNA Nashville Intl

5h 34m1 stop Chicago O'Hare Intl

6:00 am - 2:38 pmBNA Nashville Intl-PWM Portland

7h 38m2 stops Chicago O'Hare Intl Washington, D.C. Dulles Intl

$529United Airlines

Sat, Aug 15 - Tue, Aug 18

10:30 am - 3:45 pmPWM Portland-BNA Nashville Intl

6h 15m1 stop Baltimore/Washington

10:50 am - 2:15 pmBNA Nashville Intl-PWM Portland

2h 25mnonstop

$865Southwest

Sat, Aug 15 - Tue, Aug 18

7:00 am - 9:09 amPWM Portland-CVG Cincinnati Cinci./N. Kentucky

26h 09m2 stops Columbus Charleston

10:09 am - 3:59 pmCVG Cincinnati Cinci./N. Kentucky-PWM Portland

29h 50m3 stops Greenville Tampa Norfolk

$1,073Breeze Airways

Sat, Aug 15 - Mon, Aug 17

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American Airlines flights from Portland, Maine to Kentucky

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

American Airlines

Oct 8

PWM6:00 amPortland

4h 33m

1 stop

TYS10:33 amKnoxville McGhee Tyson

Oct 14

TYS6:05 pmKnoxville McGhee Tyson

5h 31m

1 stop

PWM11:36 pmPortland

$281

American Airlines

Sep 30

PWM7:00 amPortland

6h 33m

1 stop

BNA12:33 pmNashville Intl

Oct 5

BNA4:25 pmNashville Intl

5h 11m

1 stop

PWM10:36 pmPortland

$287

American Airlines

Sep 28

PWM5:18 pmPortland

5h 47m

1 stop

BNA10:05 pmNashville Intl

Sep 29

BNA3:12 pmNashville Intl

7h 33m

1 stop

PWM11:45 pmPortland

$289

Southwest flights from Portland, Maine to Kentucky

Our best Southwest deals on Portland, Maine to Kentucky flight tickets

Southwest

Oct 21

PWM6:00 pmPortland

5h 10m

1 stop

BNA10:10 pmNashville Intl

Oct 27

BNA1:50 pmNashville Intl

2h 30m

PWM5:20 pmPortland

$286

Southwest

Nov 5

PWM1:40 pmPortland

5h 45m

2 stops

BNA6:25 pmNashville Intl

Nov 9

BNA5:15 amNashville Intl

4h 15m

1 stop

PWM10:30 amPortland

$288

Southwest

Oct 21

PWM6:00 pmPortland

5h 10m

1 stop

BNA10:10 pmNashville Intl

Oct 27

BNA8:30 amNashville Intl

6h 00m

1 stop

PWM3:30 pmPortland

$290

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PortlandCincinnati

PWM Portland - CVG Cincinnati Cinci./N. Kentucky

PWMCVG

Portland

Mon 8/31

7:00 am-9:29 am

Nonstop2h 29m

Cincinnati Cinci./N. Kentucky

Mon 9/7

8:22 pm-10:38 pm

Nonstop2h 16m

$137

PortlandCincinnati

PWM Portland - CVG Cincinnati Cinci./N. Kentucky

PWMCVG

Portland

Fri 10/2

7:00 am-9:33 am

Nonstop2h 33m

Cincinnati Cinci./N. Kentucky

Mon 10/5

9:11 pm-11:24 pm

Nonstop2h 13m

$153

PortlandCincinnati

PWM Portland - CVG Cincinnati Cinci./N. Kentucky

PWMCVG

Portland

Tue 9/1

8:00 am-1:25 pm

2 stops29h 25m

Cincinnati Cinci./N. Kentucky

Mon 9/7

8:22 pm-10:38 pm

Nonstop2h 16m

$189

PortlandCincinnati

PWM Portland - CVG Cincinnati Cinci./N. Kentucky

PWMCVG

Portland

Tue 9/1

8:00 am-1:25 pm

2 stops29h 25m

Cincinnati Cinci./N. Kentucky

Mon 9/7

8:22 pm-10:38 pm

Nonstop2h 16m

$192

PortlandKnoxville

PWM Portland - TYS Knoxville McGhee Tyson

PWMTYS

Portland

Wed 9/23

1:59 pm-9:04 pm

1 stop7h 05m

Knoxville McGhee Tyson

Tue 9/29

6:13 pm-11:28 pm

1 stop5h 15m

$251

PortlandKnoxville

PWM Portland - TYS Knoxville McGhee Tyson

PWMTYS

Portland

Thu 11/12

12:50 pm-5:59 pm

1 stop5h 09m

Knoxville McGhee Tyson

Mon 11/16

11:43 am-3:58 pm

1 stop4h 15m

$251

PortlandCincinnati

PWM Portland - CVG Cincinnati Cinci./N. Kentucky

PWMCVG

Portland

Thu 10/15

6:00 am-11:11 am

1 stop5h 11m

Cincinnati Cinci./N. Kentucky

Tue 10/20

10:26 am-2:38 pm

1 stop4h 12m

$275

PortlandKnoxville

PWM Portland - TYS Knoxville McGhee Tyson

PWMTYS

Portland

Thu 10/8

6:00 am-10:33 am

1 stop4h 33m

Knoxville McGhee Tyson

Wed 10/14

6:05 pm-11:36 pm

1 stop5h 31m

$281

PortlandNashville

PWM Portland - BNA Nashville Intl

PWMBNA

Portland

Sat 9/5

3:06 pm-9:44 pm

1 stop7h 38m

Nashville Intl

Tue 9/8

1:43 pm-10:00 pm

1 stop7h 17m

$287

PortlandLexington

PWM Portland - LEX Lexington Blue Grass

PWMLEX

Portland

Tue 9/1

5:03 pm-11:55 pm

1 stop6h 52m

Lexington Blue Grass

Mon 9/7

7:00 am-2:34 pm

1 stop7h 34m

$319

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 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

Prices

Airlines

Other information

What is the cheapest month to fly to Kentucky?

If you’re not able to fly to Kentucky in November, then March is your next best option. Flight prices from Portland, Maine to Kentucky during March average around $398.

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

Fastest flight time	2h 33m
Direct flights	Every day
Airports in Kentucky	43 airports

The fastest flight from Portland, Maine to Kentucky takes 2h 33m

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

There are 43 airports in Kentucky. From Portland, Maine there are direct flights to Nashville Intl (BNA), Cincinnati Cinci./N. Kentucky (CVG).

Search flight deals

Frequently asked questions about flying from Portland, Maine to Kentucky

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?
There are 5 operators available for flights from Portland Airport to Kentucky as of August 2026.
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
Delta	PriceFrom $267	Free Cancellation	Rating 7.8 8,505 reviews	Search Delta flights
American Airlines	PriceFrom $288	Free Cancellation	Rating 7.1 11,902 reviews	Search American Airlines flights
Southwest	PriceFrom $288	Free Cancellation	Rating 8.0 4,221 reviews	Search Southwest flights
United Airlines	PriceFrom $306	Free Cancellation	Rating 7.4 10,103 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.