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$194+ Cheap flights from Greenville to Portland, ME (GSP - PWM)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 3/10. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
Feb 5 — Feb 121
Thu 2/5
Thu 2/12
1 adult, Economy
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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 January 6, 2026.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(Southwest)

One-way from

$194
(American Airlines)

Popular in

March

Cheapest in

September
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
One-way flight from Greenville to Portland
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($50 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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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 January 6, 2026.

This Southwest deal was found by Cheapflights users on 1/5. 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.
Wed 2/410:05 amGSP - PWM
1 stop4h 50mSouthwest
Wed 2/113:30 pmPWM - GSP
1 stop4h 20mSouthwest
Deal found 1/5$237
This Delta deal was found by Cheapflights users on 1/5. 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 2/47:20 amGSP - PWM
2 stops9h 56mDelta
Wed 2/115:59 pmPWM - GSP
1 stop4h 45mDelta
Deal found 1/5$242
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/2210:15 amGSP - PWM
1 stop7h 24mMultiple Airlines
Sun 1/2511:01 amPWM - GSP
1 stop10h 06mMultiple Airlines
Deal found 1/6$246
This American Airlines deal was found by Cheapflights users on 1/5. 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 2/47:03 amGSP - PWM
2 stops8h 28mAmerican Airlines
Wed 2/1112:40 pmPWM - GSP
2 stops8h 05mAmerican Airlines
Deal found 1/5$248
This Kiwi.com deal was found by Cheapflights users on 1/6. 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 1/224:55 pmGSP - PWM
2 stops17h 54mBreeze Airways
Sun 1/2511:01 amPWM - GSP
1 stop10h 06mBreeze Airways
Deal found 1/6$273
This Kiwi.com deal was found by Cheapflights users on 1/5. 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.
Sun 1/1810:15 amGSP - PWM
1 stop7h 24mMultiple Airlines
Thu 1/2211:01 amPWM - GSP
1 stop10h 06mMultiple Airlines
Deal found 1/5$286
This Kiwi.com deal was found by Cheapflights users on 1/4. 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 2/510:15 amGSP - PWM
1 stop7h 24mMultiple Airlines
Sun 2/811:01 amPWM - GSP
1 stop10h 06mMultiple Airlines
Deal found 1/4$311
This American Airlines deal was found by Cheapflights users on 1/5. 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 5/65:20 amGSP - PWM
1 stop5h 55mAmerican Airlines
Fri 5/155:10 pmPWM - GSP
1 stop5h 31mAmerican Airlines
Deal found 1/5$315
This United Airlines deal was found by Cheapflights users on 1/6. 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.
Thu 1/296:35 amGSP - PWM
1 stop8h 04mUnited Airlines
Sun 2/16:00 amPWM - GSP
1 stop5h 08mUnited Airlines
Deal found 1/6$348
This American Airlines deal was found by Cheapflights users on 1/5. 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 7/236:19 amGSP - PWM
1 stop7h 44mAmerican Airlines
Mon 7/271:31 pmPWM - GSP
1 stop9h 07mAmerican Airlines
Deal found 1/5$355
This Delta deal was found by Cheapflights users on 1/6. 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 1/295:40 amGSP - PWM
2 stops6h 23mDelta
Sun 2/16:00 amPWM - GSP
2 stops8h 03mDelta
Deal found 1/6$359

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 January 6, 2026.
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

Wed 2/4

10:05 am-2:55 pm

1 stop4h 50m

Portland

Wed 2/11

3:30 pm-7:50 pm

1 stop4h 20m

$237

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Wed 2/4

7:20 am-5:16 pm

2 stops9h 56m

Portland

Wed 2/11

5:59 pm-10:44 pm

1 stop4h 45m

$242

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/22

10:15 am-5:39 pm

1 stop7h 24m

Portland

Sun 1/25

11:01 am-9:07 pm

1 stop10h 06m

$246

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Wed 2/4

7:03 am-3:31 pm

2 stops8h 28m

Portland

Wed 2/11

12:40 pm-8:45 pm

2 stops8h 05m

$248

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/22

4:55 pm-10:49 am

2 stops17h 54m

Portland

Sun 1/25

11:01 am-9:07 pm

1 stop10h 06m

$273

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 2/5

10:15 am-5:39 pm

1 stop7h 24m

Portland

Sun 2/8

11:01 am-9:07 pm

1 stop10h 06m

$311

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 2/5

7:42 pm-11:43 pm

1 stop4h 01m

Portland

Sun 2/8

5:20 am-1:17 pm

2 stops7h 57m

$343

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/29

6:35 am-2:31 pm

2 stops7h 56m

Portland

Sun 2/1

6:00 am-11:08 am

1 stop5h 08m

$353

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 1/29

5:40 am-12:03 pm

2 stops6h 23m

Portland

Sun 2/1

6:00 am-2:03 pm

2 stops8h 03m

$359

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Tue 3/24

7:37 pm-10:28 am

1 stop14h 51m

Portland

Tue 3/31

6:00 am-7:07 pm

1 stop13h 07m

$367

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/4

Showing 1-10 of 20 results
1
2

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 January.
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 January 2, 2026.

The best time to book flights from Greenville to Portland, Maine is 72 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, July is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $63). Flying from Greenville to Portland, Maine in November is currently the most expensive (average of $128). 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 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 January 6, 2026.
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
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Breeze Airways
8.2
Very good
255 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Southwest
8.0
Very good
4,247 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
Delta
7.9
Good
8,017 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
United Airlines
7.4
Good
9,132 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.
American Airlines
7.2
Good
11,083 reviews
Breeze Airways
8.2
Very good
255 reviews

Comfort

8.2

Overall

8.2

Crew

8.8

Food

6.7

Entertainment

6.7

Boarding

8.3

Reviews

1 / 16
10.0
Excellent

Anonymous,Dec 2025

RSW - ISP

There was no food offered so I had to just put okay. Other than that all was great.

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 $237, Southwest can have you in Portland, Maine from Greenville in 4h 50m. 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 $183 and $262, respectively. You may be able to fly from Greenville to Portland, Maine for 75% less than the average price by searching for these airlines.

  • What are the cheapest airlines to fly from Greenville to Portland, Maine one-way?

    To fly one-way, consider booking your trip with Breeze Airways, which is currently one of the cheapest options available, starting at $83. Delta flights start at $118 while deals on American Airlines start at $135 one-way.

  • 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, July is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $63). Flying from Greenville to Portland, Maine in November is currently the most expensive (average of $128). 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

Browse thousands of different options on Cheapflights for your next trip

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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 January 6, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$253FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$262Average$389FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$279Average$411FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$280Average$476FlexibilityNo cancel feeOn-time69%
DeltaCheapest$283Average$382FlexibilityNo cancel feeOn-timeN/A

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