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Cheap flights from Portland, Maine to Lexington from $249

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Lexington departing on 10/22. 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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Find the cheapest flights from Portland, Maine to Lexington

Cheap round-trip flights

American Airlines Logo
3:28 pm - 11:21 pmPWM-LEX
7h 53m1 stop
American Airlines Logo
3:52 pm - 10:10 pmLEX-PWM
6h 18m1 stop
$249American Airlines
Find Deal
Wed, Oct 22 - Tue, Oct 28
Delta Logo
4:48 pm - 12:05 amPWM-LEX
7h 17m2 stops
Delta Logo
3:37 pm - 11:54 pmLEX-PWM
8h 17m2 stops
$259Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
Delta Logo
4:48 pm - 12:05 amPWM-LEX
7h 17m2 stops
Delta Logo
3:37 pm - 10:19 pmLEX-PWM
6h 42m1 stop
$265Delta
Find Deal
Sat, Nov 8 - Tue, Nov 11
American Airlines Logo
5:59 pm - 12:08 amPWM-LEX
6h 09m1 stop
American Airlines Logo
5:21 pm - 10:10 pmLEX-PWM
4h 49m1 stop
$274American Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
American Airlines Logo
6:00 am - 4:51 pmPWM-LEX
10h 51m2 stops
American Airlines Logo
3:52 pm - 10:10 pmLEX-PWM
6h 18m1 stop
$327American Airlines
Find Deal
Wed, Oct 22 - Tue, Oct 28
United Airlines Logo
6:00 am - 5:20 pmPWM-LEX
11h 20m2 stops
United Airlines Logo
2:10 pm - 11:59 pmLEX-PWM
9h 49m2 stops
$390United Airlines
Find Deal
Sat, Oct 4 - Sat, Oct 11
Delta Logo
5:00 pm - 10:40 pmPWM-LEX
5h 40m1 stop
Delta Logo
3:37 pm - 11:54 pmLEX-PWM
8h 17m2 stops
$399Delta
Find Deal
Fri, Nov 7 - Tue, Nov 11
Delta Logo
5:42 am - 2:59 pmPWM-LEX
9h 17m2 stops
Delta Logo
6:00 am - 1:06 pmLEX-PWM
7h 06m2 stops
$404Delta
Find Deal
Wed, Oct 22 - Tue, Oct 28
United Airlines Logo
6:14 am - 1:34 pmPWM-LEX
7h 20m1 stop
United Airlines Logo
6:01 pm - 9:44 pmLEX-PWM
27h 43m1 stop
$463United Airlines
Find Deal
Wed, Oct 1 - Fri, Oct 3
United Airlines Logo
8:00 am - 5:20 pmPWM-LEX
9h 20m2 stops
United Airlines Logo
7:33 pm - 9:44 pmLEX-PWM
26h 11m1 stop
$468United Airlines
Find Deal
Wed, Oct 1 - Fri, Oct 3

Delta flights from Portland, Maine to Lexington

Our best Delta deals on Portland, Maine to Lexington flight tickets
Delta
Nov 8
PWM4:48 pmPortland
7h 17m
2 stops
LEX12:05 amLexington Blue Grass
Nov 11
LEX3:37 pmLexington Blue Grass
8h 17m
2 stops
PWM11:54 pmPortland
$259
Find similar
Delta
Nov 8
PWM4:48 pmPortland
7h 17m
2 stops
LEX12:05 amLexington Blue Grass
Nov 11
LEX3:37 pmLexington Blue Grass
6h 42m
1 stop
PWM10:19 pmPortland
$265
Find similar
Delta
Nov 7
PWM5:00 pmPortland
5h 40m
1 stop
LEX10:40 pmLexington Blue Grass
Nov 11
LEX3:37 pmLexington Blue Grass
8h 17m
2 stops
PWM11:54 pmPortland
$399
Find similar

American Airlines flights from Portland, Maine to Lexington

Our best American Airlines deals on Portland, Maine to Lexington flight tickets
American Airlines
Oct 22
PWM3:28 pmPortland
7h 53m
1 stop
LEX11:21 pmLexington Blue Grass
Oct 28
LEX3:52 pmLexington Blue Grass
6h 18m
1 stop
PWM10:10 pmPortland
$249
Find similar
American Airlines
Oct 23
PWM5:59 pmPortland
6h 09m
1 stop
LEX12:08 amLexington Blue Grass
Oct 28
LEX5:21 pmLexington Blue Grass
4h 49m
1 stop
PWM10:10 pmPortland
$274
Find similar
American Airlines
Sep 19
PWM8:02 amPortland
7h 34m
1 stop
LEX3:36 pmLexington Blue Grass
Sep 22
LEX6:34 pmLexington Blue Grass
5h 25m
1 stop
PWM11:59 pmPortland
$324
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Lexington 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 Portland, Maine to Lexington that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/22

3:28 pm-11:21 pm

1 stop7h 53m

Lexington Blue Grass

Tue 10/28

3:52 pm-10:10 pm

1 stop6h 18m

$249

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 11/8

4:48 pm-12:05 am

2 stops7h 17m

Lexington Blue Grass

Tue 11/11

3:37 pm-11:54 pm

2 stops8h 17m

$259

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 11/8

4:48 pm-12:05 am

2 stops7h 17m

Lexington Blue Grass

Tue 11/11

3:37 pm-10:19 pm

1 stop6h 42m

$265

PortlandLexington

PWM - LEX

PWMLEX

Portland

Thu 10/23

5:59 pm-12:08 am

1 stop6h 09m

Lexington Blue Grass

Tue 10/28

5:21 pm-10:10 pm

1 stop4h 49m

$274

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/22

6:00 am-4:51 pm

2 stops10h 51m

Lexington Blue Grass

Tue 10/28

3:52 pm-10:10 pm

1 stop6h 18m

$327

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 10/4

6:00 am-5:20 pm

2 stops11h 20m

Lexington Blue Grass

Sat 10/11

2:10 pm-11:59 pm

2 stops9h 49m

$390

PortlandLexington

PWM - LEX

PWMLEX

Portland

Fri 11/7

5:00 pm-10:40 pm

1 stop5h 40m

Lexington Blue Grass

Tue 11/11

3:37 pm-11:54 pm

2 stops8h 17m

$399

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/22

5:42 am-2:59 pm

2 stops9h 17m

Lexington Blue Grass

Tue 10/28

6:00 am-1:06 pm

2 stops7h 06m

$404

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/1

6:14 am-1:34 pm

1 stop7h 20m

Lexington Blue Grass

Fri 10/3

6:01 pm-9:44 pm

1 stop27h 43m

$463

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/1

8:00 am-5:20 pm

2 stops9h 20m

Lexington Blue Grass

Fri 10/3

7:33 pm-9:44 pm

1 stop26h 11m

$468

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 Lexington from

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

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 Lexington?

On average, the least expensive day to fly to Lexington from Portland, Maine is on a Saturday. momondo users have found tickets for Saturday departures for as low as $308. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Sunday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $581.

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

The cheapest time of day to fly to Lexington is in the morning when flights can be purchased for as low as $390. Try not to purchase tickets at noon because they tend to be around $459. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Portland, Maine to Lexington

Are you open to changing your travel dates? Check out the ideal times to fly from Portland, Maine to Lexington according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Portland, Maine to Lexington (PWM to LEX) flight deals and tips

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

Direct flights

None
There are no direct flights from Portland, Maine to Lexington. There are no popular flight routes from Portland, Maine to Lexington.
Search flight deals

  • How far is Portland to Lexington Blue Grass by plane?

    The distance between Portland and Lexington Blue Grass is about 837.7 mi. Typically, this will take 5h 08m by plane in normal conditions.

  • When did momondo last update prices for flights from Portland Airport to Lexington Blue Grass Airport?

    Prices for flights from Portland Airport to Lexington Blue Grass Airport are updated daily.

  • How many operators does momondo search for flights from Portland Airport to Lexington Blue Grass Airport?

  • How old do you have to be to fly from Portland Airport to Lexington Blue Grass Airport?

    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 Lexington Blue Grass Airport.

  • What documentation or ID do you need to fly to Lexington Blue Grass Airport?

    The necessary travel and health documents for your Lexington Blue Grass 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.

  • What is the most popular airline from Portland, Maine to Lexington?

Best airlines flying from Portland, Maine to Lexington

Compare and see reviews for airlines that fly from Portland, Maine to Lexington with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $248Free CancellationRating
7.9
7,961 reviews
Search Delta flights
American AirlinesPriceFrom $248Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights

Traveling to a place near Lexington?

Book flights to Lexington if you plan to visit one of these locations
Richmond
Somerset
Georgetown
Danville
Frankfort
Winchester
Berea
Carlisle
Versailles

Why use momondo?

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

It is quick and easy to find Portland to Lexington 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 Lexington that suits you.

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

Yes. momondo enables you to select and highlight flights to Lexington from Portland with this policy.

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

Once all potential Portland to Lexington flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Portland to Lexington flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

An easier way to manage your Lexington trip

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