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$286+ Cheap flights from Greenville to Portland, ME (GSP - PWM)

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 1/17. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Cheapflights Tip: The best prices from Greenville to Portland are usually found in September or October, booked 32 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

Find flight deals from Greenville to Portland

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

This American Airlines deal was found by Cheapflights users on 10/27. 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.
Wed 12/2410:43 amGSP - PWM
1 stop5h 56mAmerican Airlines
Mon 1/55:20 pmPWM - GSP
1 stop5h 15mAmerican Airlines
Deal found 10/27$287
This Southwest deal was found by Cheapflights users on 10/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/84:45 pmGSP - PWM
1 stop5h 30mSouthwest
Mon 12/155:30 amPWM - GSP
1 stop4h 30mSouthwest
Deal found 10/30$313
This Delta deal was found by Cheapflights users on 10/30. 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.
Mon 12/811:42 amGSP - PWM
2 stops12h 17mDelta
Mon 12/152:34 pmPWM - GSP
2 stops9h 06mDelta
Deal found 10/30$323
This American Airlines deal was found by Cheapflights users on 10/28. 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.
Fri 12/127:39 pmGSP - PWM
1 stop3h 58mAmerican Airlines
Mon 1/55:20 pmPWM - GSP
1 stop5h 15mAmerican Airlines
Deal found 10/28$350
This Delta deal was found by Cheapflights users on 10/29. 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 12/45:35 amGSP - PWM
2 stops10h 32mDelta
Sun 12/76:08 amPWM - GSP
1 stop5h 07mDelta
Deal found 10/29$355
This United Airlines deal was found by Cheapflights users on 10/27. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1910:00 amGSP - PWM
1 stop4h 19mUnited Airlines
Thu 11/206:00 amPWM - GSP
1 stop5h 31mUnited Airlines
Deal found 10/27$362
This Delta deal was found by Cheapflights users on 10/27. 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.
Wed 11/196:45 amGSP - PWM
2 stops9h 15mDelta
Thu 11/202:30 pmPWM - GSP
2 stops9h 15mDelta
Deal found 10/27$372
This Delta deal was found by Cheapflights users on 10/29. 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.
Fri 12/511:42 amGSP - PWM
1 stop4h 25mDelta
Sun 12/76:08 amPWM - GSP
1 stop5h 07mDelta
Deal found 10/29$387

Cheap flight deals from Greenville to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Greenville (GSP) to Portland (PWM). 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 October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$281
(American Airlines)

Popular in

March

Cheapest in

September

Average price

$313
Provider with most accurate pricing for Greenville-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Greenville-Portland flights.
Search Deals
From Greenville to Portland
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($47 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Greenville to Portland 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 October 30, 2025.
Use the filters below to find and compare flights from Greenville to Portland that are best for you.

Fly from

Greenville

Fly to

Portland

Route

Depart

Return

Price

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Sat 1/17

10:32 am-4:38 pm

2 stops6h 06m

Portland

Tue 1/20

12:35 pm-5:56 pm

1 stop5h 21m

$286

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Wed 12/24

10:43 am-4:39 pm

1 stop5h 56m

Portland

Mon 1/5

5:20 pm-10:35 pm

1 stop5h 15m

$287

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Mon 12/8

4:45 pm-10:15 pm

1 stop5h 30m

Portland

Mon 12/15

5:30 am-10:00 am

1 stop4h 30m

$313

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Mon 12/8

11:42 am-11:59 pm

2 stops12h 17m

Portland

Mon 12/15

2:34 pm-11:40 pm

2 stops9h 06m

$323

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 12/4

7:25 am-12:13 pm

1 stop4h 48m

Portland

Sun 12/7

6:08 am-11:15 am

1 stop5h 07m

$350

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Fri 12/12

7:39 pm-11:37 pm

1 stop3h 58m

Portland

Mon 1/5

5:20 pm-10:35 pm

1 stop5h 15m

$350

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/22

3:05 pm-10:29 pm

1 stop7h 24m

Portland

Sun 1/25

5:56 pm-10:44 pm

1 stop4h 48m

$350

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/22

6:00 am-12:05 pm

1 stop6h 05m

Portland

Sun 1/25

3:56 pm-11:26 pm

2 stops7h 30m

$355

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Fri 11/28

6:22 pm-10:54 pm

1 stop4h 32m

$324

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Fri 11/28

4:04 pm-5:38 pm

3 stops25h 34m

$842

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Compare providers for flights from Greenville to Portland

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 Greenville to Portland in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
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 Greenville-Portland, Maine flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Greenville-Portland, Maine flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Greenville-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Greenville-Portland, Maine flights, Cheapflights users trust eDreams the most. eDreams 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 Greenville-Portland, Maine 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 Greenville to Portland

Have a flexible travel schedule? Discover the best time to fly to Portland from Greenville 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 Greenville to Portland

How far ahead should I book a flight from Greenville to Portland, Maine?

Use this chart to determine the optimal time to book a round-trip flight from Greenville to Portland. Price data was last updated on October 24, 2025.

The best time to book flights from Greenville to Portland, Maine is 32 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, November is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $58). Flying from Greenville to Portland, Maine in October is currently the most expensive (average of $90). 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.

What is the cheapest time of day to fly from GSP to PWM?

Find hourly flight availability from Greenville to Portland. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 30, 2025.

One of the essential ways to save on airfare from Greenville to Portland, Maine is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight at noon could potentially save you up to 29% on airfare.

Reviews of airlines servicing Portland

Get insights into the airlines that provide service to Portland. 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 Portland. Reviews last updated October 30, 2025.
See what other customers who have flown with Breeze Airways, Southwest, and Delta from Greenville to Portland have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Breeze Airways
8.1
Very good
222 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Southwest
8.0
Very good
4,243 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
Delta
7.9
Good
7,999 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
United Airlines
7.4
Good
8,996 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!
American Airlines
7.2
Good
11,034 reviews
Breeze Airways
8.1
Very good
222 reviews

Comfort

8.2

Boarding

8.3

Food

6.7

Overall

8.1

Entertainment

6.6

Crew

8.7

Reviews

1 / 13
8.0
Excellent

Anonymous,Jul 2025

RIC - BDL

All went smoothly but the announcements from the crew were way to fast--approaching inaudible. Pilot announcements were perfect!

Related info for your journey

Find useful and relevant information for your journey from Greenville to Portland. 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 Greenville to Portland, Maine?

    For as low as $313, American Airlines can have you in Portland, Maine from Greenville in 5h 30m. Airlines will cover a distance of 876 mi. This flight may include one or multiple stops.

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

    Flying on Breeze Airways is currently your cheapest option to Portland, Maine, with prices starting at $98. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $270 and $270, respectively. You may be able to fly from Greenville to Portland, Maine for 74% less than the average price by searching for these airlines.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Greenville to Portland 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 Greenville to Portland, Maine?

    Currently, November is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $58). Flying from Greenville to Portland, Maine in October is currently the most expensive (average of $90). 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 Portland?

Book flights to Portland if you plan to visit one of these locations
North Conway
Brunswick
Auburn
Conway

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Top 5 airlines flying from Greenville to Portland

Discover the top 5 airlines that operate flights from Greenville to Portland. 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 October 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$253FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$270Average$376FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$379FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$279Average$409FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$280Average$476FlexibilityNo cancel feeOn-time69%

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