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Cheap flights from Lexington to Boston from $314

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Lexington to Boston departing on 1/1. 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 Lexington to Boston

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
1:57 pm - 11:59 pm
LEX
-
PWM
10h 02m2 stops
United Airlines Logo
6:00 am - 5:13 pm
PWM
-
LEX
11h 13m2 stops
$314United Airlines
Thu, Jan 1 - Wed, Jan 7
United Airlines Logo
2:03 pm - 9:09 pm
LEX
-
PWM
7h 06m1 stop
United Airlines Logo
6:00 am - 4:50 pm
PWM
-
LEX
10h 50m2 stops
$344United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
2:03 pm - 11:20 pm
LEX
-
PWM
9h 17m2 stops
United Airlines Logo
6:00 am - 4:50 pm
PWM
-
LEX
10h 50m2 stops
$349United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
6:00 am - 2:14 pm
LEX
-
PWM
8h 14m1 stop
United Airlines Logo
6:00 am - 5:13 pm
PWM
-
LEX
11h 13m2 stops
$378United Airlines
Thu, Jan 1 - Wed, Jan 7
American Airlines Logo
6:03 pm - 10:51 pm
LEX
-
PWM
4h 48m1 stop
American Airlines Logo
12:40 pm - 6:09 pm
PWM
-
LEX
5h 29m1 stop
$402American Airlines
Thu, Jan 1 - Wed, Jan 7
Delta Logo
3:45 pm - 10:03 pm
LEX
-
PWM
6h 18m1 stop
Delta Logo
6:50 pm - 11:55 pm
PWM
-
LEX
5h 05m1 stop
$424Delta
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
2:03 pm - 9:09 pm
LEX
-
PWM
7h 06m1 stop
United Airlines Logo
4:15 pm - 11:49 pm
PWM
-
LEX
7h 34m1 stop
$448United Airlines
Sat, Feb 14 - Wed, Feb 18
United Airlines Logo
8:35 am - 2:39 pm
LEX
-
PWM
6h 04m1 stop
United Airlines Logo
4:10 pm - 5:04 pm
PWM
-
LEX
24h 54m1 stop
$507United Airlines
Tue, Jan 6 - Fri, Jan 9
Delta Logo
3:45 pm - 10:03 pm
LEX
-
PWM
6h 18m1 stop
Delta Logo
6:30 am - 5:10 pm
PWM
-
LEX
10h 40m2 stops
$538Delta
Thu, Jun 4 - Mon, Jun 8
United Airlines Logo
2:03 pm - 11:20 pm
LEX
-
PWM
9h 17m2 stops
United Airlines Logo
6:00 am - 11:49 pm
PWM
-
LEX
17h 49m3 stops
$570United Airlines
Sat, Feb 14 - Wed, Feb 18

United Airlines flights from Lexington to Portland, Maine

Our best United Airlines deals on Lexington to Portland, Maine flight tickets
United Airlines
Jan 1
LEX1:57 pmLexington Blue Grass
10h 02m
2 stops
PWM11:59 pmPortland
Jan 7
PWM6:00 amPortland
11h 13m
2 stops
LEX5:13 pmLexington Blue Grass
$314
Find similar
United Airlines
Feb 14
LEX2:03 pmLexington Blue Grass
7h 06m
1 stop
PWM9:09 pmPortland
Feb 18
PWM6:00 amPortland
10h 50m
2 stops
LEX4:50 pmLexington Blue Grass
$344
Find similar
United Airlines
Feb 14
LEX2:03 pmLexington Blue Grass
9h 17m
2 stops
PWM11:20 pmPortland
Feb 18
PWM6:00 amPortland
10h 50m
2 stops
LEX4:50 pmLexington Blue Grass
$349
Find similar

Delta flights from Lexington to Portland, Maine

Our best Delta deals on Lexington to Portland, Maine flight tickets
Delta
Jan 13
LEX6:55 amLexington Blue Grass
4h 25m
1 stop
PWM11:20 amPortland
Jan 17
PWM1:13 pmPortland
8h 28m
2 stops
LEX9:41 pmLexington Blue Grass
$248
Find similar
Delta
Jan 13
LEX2:17 pmLexington Blue Grass
9h 05m
2 stops
PWM11:22 pmPortland
Jan 17
PWM1:13 pmPortland
8h 28m
2 stops
LEX9:41 pmLexington Blue Grass
$253
Find similar
Delta
Jun 4
LEX3:45 pmLexington Blue Grass
6h 18m
1 stop
PWM10:03 pmPortland
Jun 8
PWM6:50 pmPortland
5h 05m
1 stop
LEX11:55 pmLexington Blue Grass
$424
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Lexington 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 December 18, 2025.
Use the filters below to find and compare flights from Lexington to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Thu 1/1

1:57 pm-11:59 pm

2 stops10h 02m

Portland

Wed 1/7

6:00 am-5:13 pm

2 stops11h 13m

$314

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Sat 2/14

2:03 pm-9:09 pm

1 stop7h 06m

Portland

Wed 2/18

6:00 am-4:50 pm

2 stops10h 50m

$344

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Sat 2/14

2:03 pm-11:20 pm

2 stops9h 17m

Portland

Wed 2/18

6:00 am-4:50 pm

2 stops10h 50m

$349

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Thu 1/1

6:00 am-2:14 pm

1 stop8h 14m

Portland

Wed 1/7

6:00 am-5:13 pm

2 stops11h 13m

$378

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Thu 1/1

6:03 pm-10:51 pm

1 stop4h 48m

Portland

Wed 1/7

12:40 pm-6:09 pm

1 stop5h 29m

$402

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Thu 6/4

3:45 pm-10:03 pm

1 stop6h 18m

Portland

Mon 6/8

6:50 pm-11:55 pm

1 stop5h 05m

$424

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Sat 2/14

2:03 pm-9:09 pm

1 stop7h 06m

Portland

Wed 2/18

4:15 pm-11:49 pm

1 stop7h 34m

$448

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Tue 1/6

8:35 am-2:39 pm

1 stop6h 04m

Portland

Fri 1/9

4:10 pm-5:04 pm

1 stop24h 54m

$507

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Thu 6/4

3:45 pm-10:03 pm

1 stop6h 18m

Portland

Mon 6/8

6:30 am-5:10 pm

2 stops10h 40m

$538

LexingtonPortland

LEX - PWM

LEXPWM

Lexington Blue Grass

Sat 2/14

2:03 pm-11:20 pm

2 stops9h 17m

Portland

Wed 2/18

6:00 am-11:49 pm

3 stops17h 49m

$570

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 12 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Lexington 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 Lexington is on a Wednesday. momondo users have found tickets for Wednesday departures for as low as $354. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Thursday is the most expensive day to depart from Lexington because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $507.

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 Lexington to Portland, Maine when you can find flight prices for as low as $349. 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 morning because they tend to be around $464. Of course, these prices can vary depending on the time of year and what airport you fly to.

When to book flights from Lexington to Portland, Maine

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

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

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

Fastest flight time

4h 51m

Direct flights

None
The fastest flight from Lexington to Portland, Maine takes 4h 51m
There are no direct flights from Lexington to Portland, Maine. There are no popular flight routes from Lexington to Portland, Maine.
Search flight deals

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

    The distance between Lexington Blue Grass and Portland is about 837.7 mi. Flights usually cover this in 4h 51m, depending on flying conditions and air traffic around both airports.

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

    Prices for flights from Lexington Blue Grass Airport to Portland Airport are refreshed on a daily basis.

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

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

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Lexington Blue Grass Airport 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.

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

Best airlines flying from Lexington to Portland, Maine

Compare and see reviews for airlines that fly from Lexington to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $248Free CancellationRating
7.2
11,054 reviews
Search American Airlines flights
DeltaPriceFrom $248Free CancellationRating
7.9
8,005 reviews
Search Delta flights

Traveling to a place near Boston?

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

Why use momondo?

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

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Lexington to Portland. Millions of users trust and use momondo every year so you are in good hands.

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

momondo does allow users to show only those flights to Portland from Lexington which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Lexington 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 Lexington.

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

Price alerts on flights to Portland from Lexington are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

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