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Lexington

$249+ Cheap flights from Portland, ME to Lexington (PWM - LEX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — LEX
Oct 30 — Nov 61
Thu 10/30
Thu 11/6
1 adult, Economy
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Cheap flight deals from Portland to Lexington

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Lexington (LEX). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 30, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$249
(Delta)

Popular in

October

Cheapest in

January

Average price

$470
Provider with most accurate pricing for Portland-Lexington Blue Grass flight deals.
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Provider most trusted by Cheapflights users for Portland-Lexington Blue Grass flights.
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From Portland to Lexington Blue Grass
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Highest demand for flights based on searches. 16% potential increase in price ($80 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($18 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Portland to Lexington

Cheapest flights from Portland to Lexington
Explore the most affordable flight options available from Portland to Lexington. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 30, 2025.

This Delta deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/204:53 pmPWM - LEX
1 stop5h 54mDelta
Thu 11/277:30 amLEX - PWM
1 stop5h 00mDelta
Deal found 9/30$249
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:49 amPWM - LEX
1 stop28h 11mMultiple Airlines
Wed 11/269:32 amLEX - PWM
1 stop24h 37mMultiple Airlines
Deal found 9/30$288
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/235:59 pmPWM - LEX
1 stop6h 09mAmerican Airlines
Tue 10/283:52 pmLEX - PWM
1 stop6h 18mAmerican Airlines
Deal found 9/30$296
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/235:37 pmPWM - LEX
1 stop5h 44mAmerican Airlines
Thu 11/278:11 amLEX - PWM
1 stop5h 57mAmerican Airlines
Deal found 9/30$319
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/215:37 pmPWM - LEX
1 stop5h 44mAmerican Airlines
Thu 11/276:00 amLEX - PWM
1 stop5h 36mAmerican Airlines
Deal found 9/30$344
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2510:49 amPWM - LEX
1 stop21h 53mMultiple Airlines
Thu 11/274:12 pmLEX - PWM
1 stop16h 54mMultiple Airlines
Deal found 9/30$355
This American Airlines deal was found by Cheapflights users on 9/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:36 pmPWM - LEX
1 stop5h 08mAmerican Airlines
Mon 12/226:03 pmLEX - PWM
1 stop4h 48mAmerican Airlines
Deal found 9/28$368
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/215:37 pmPWM - LEX
1 stop5h 44mAmerican Airlines
Wed 11/266:08 pmLEX - PWM
1 stop4h 25mAmerican Airlines
Deal found 9/30$369
This Kiwi.com deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/2010:49 amPWM - LEX
1 stop28h 11mMultiple Airlines
Tue 11/259:31 pmLEX - PWM
1 stop13h 05mMultiple Airlines
Deal found 9/30$387
This American Airlines deal was found by Cheapflights users on 9/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/225:37 pmPWM - LEX
1 stop6h 10mAmerican Airlines
Thu 11/276:00 amLEX - PWM
1 stop5h 36mAmerican Airlines
Deal found 9/30$392

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland 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, Cheapflights users made 2,558,603 searches. Data last updated September 30, 2025.
Use the filters below to find and compare flights from Portland to Lexington that are best for you.

Fly from

Portland

Fly to

Lexington

Route

Depart

Return

Price

PortlandLexington

PWM - LEX

PWMLEX

Portland

Mon 11/24

1:25 pm-7:14 pm

1 stop5h 49m

Lexington Blue Grass

Thu 11/27

6:00 am-12:30 pm

1 stop6h 30m

$249

PortlandLexington

PWM - LEX

PWMLEX

Portland

Thu 11/20

4:53 pm-10:47 pm

1 stop5h 54m

Lexington Blue Grass

Thu 11/27

7:30 am-12:30 pm

1 stop5h 00m

$249

PortlandLexington

PWM - LEX

PWMLEX

Portland

Thu 10/23

5:59 pm-12:08 am

1 stop6h 09m

Lexington Blue Grass

Tue 10/28

3:52 pm-10:10 pm

1 stop6h 18m

$296

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sun 12/14

12:36 pm-5:44 pm

1 stop5h 08m

Lexington Blue Grass

Mon 12/22

6:03 pm-10:51 pm

1 stop4h 48m

$368

PortlandLexington

PWM - LEX

PWMLEX

Portland

Fri 11/21

5:37 pm-11:21 pm

1 stop5h 44m

Lexington Blue Grass

Wed 11/26

6:08 pm-10:33 pm

1 stop4h 25m

$369

PortlandLexington

PWM - LEX

PWMLEX

Portland

Mon 11/24

1:25 pm-7:14 pm

1 stop5h 49m

Lexington Blue Grass

Wed 11/26

6:12 pm-12:08 pm

1 stop17h 56m

$418

PortlandLexington

PWM - LEX

PWMLEX

Portland

Wed 10/22

4:15 pm-11:15 pm

1 stop7h 00m

Lexington Blue Grass

Mon 10/27

6:00 am-11:27 am

1 stop5h 27m

$419

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 12/13

7:11 am-3:12 pm

1 stop8h 01m

Lexington Blue Grass

Sun 12/21

6:03 pm-10:51 pm

1 stop4h 48m

$425

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 10/11

4:48 pm-12:04 am

2 stops7h 16m

$425

PortlandLexington

PWM - LEX

PWMLEX

Portland

Sat 10/11

4:57 pm-11:59 pm

1 stop7h 02m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/29

Showing 1-10 of 11 results
1
2

Compare providers for flights from Portland to Lexington

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Lexington in September.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Lexington flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Lexington flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Portland, Maine-Lexington flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Lexington flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Lexington flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Lexington

Have a flexible travel schedule? Discover the best time to fly to Lexington from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Lexington

What is the cheapest month to book a flight from Portland, Maine to Lexington?

Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Lexington (average of $303). Flying from Portland, Maine to Lexington in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Lexington

Get insights into the airlines that provide service to Lexington. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Lexington. Reviews last updated September 30, 2025.
Get a feel of what it's like to fly with Delta and American Airlines from Portland to Lexington by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
Delta
8.0
Very good
7,964 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,964 reviews

Crew

8.5

Boarding

8.2

Entertainment

7.9

Food

7.3

Overall

8.0

Comfort

7.9

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

Related info for your journey

Find useful and relevant information for your journey from Portland to Lexington. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Lexington?

    There are many flights that can get you from Portland, Maine to Lexington in 5h 49m. Fly via Delta or American Airlines to get the fastest option. The distance from Portland, Maine to Lexington is about 840 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from Portland, Maine to Lexington round-trip?

    According to our current data, American Airlines ($248), and Delta ($248) offers the cheapest pricing from Portland, Maine to Lexington. American Airlines is 40% cheaper than the average price of flights available within the next 90 days to this destination.

  • Can I find deals for flights from Portland to Lexington that include hotel bookings?

    Yes. In addition to deals on Portland to Lexington flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Lexington?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Lexington.

  • Can I find deals for business class flights from Portland to Lexington?

    Yes. Cheapflights offers flight deals from Portland to Lexington by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Lexington?

    Currently, August is the cheapest month in which you can book a flight from Portland, Maine to Lexington (average of $303). Flying from Portland, Maine to Lexington in April is currently the most expensive (average of $390). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Lexington?

Book flights to Lexington if you plan to visit one of these locations
Georgetown
Berea
Frankfort

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Portland to Lexington

Discover the top 2 airlines that operate flights from Portland to Lexington. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated September 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$248Average$470FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$248Average$438FlexibilityNo cancel feeOn-time71%

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