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$151+ 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 10/9. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from Greenville to Portland are usually found in September or August, booked 32 days in advance, depart on a Saturday or Tuesday and return on a Tuesday

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 agosto 14, 2025.

Round-trip from

$226
(Breeze Airways)

One-way from

$151
(Breeze Airways)

Popular in

March

Cheapest in

September

Average price

$315
From Greenville to Portland
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One-way flight from Greenville to Portland
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Highest demand for flights based on searches. 13% potential increase in price ($59 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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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 agosto 14, 2025.

This Breeze Airways deal was found by Cheapflights users on 8/13. 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 Breeze Airways is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/910:33 amGSP - PWM
1 stop3h 57mBreeze Airways
jue. 10/163:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 8/13$226
This Delta deal was found by Cheapflights users on 8/14. 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.
jue. 9/117:45 pmGSP - PWM
1 stop4h 26mDelta
sáb. 9/136:00 amPWM - GSP
1 stop7h 09mDelta
Deal found 8/14$237
This American Airlines deal was found by Cheapflights users on 8/12. 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.
sáb. 9/279:00 amGSP - PWM
2 stops7h 50mAmerican Airlines
sáb. 10/46:00 amPWM - GSP
1 stop4h 55mAmerican Airlines
Deal found 8/12$242
This American Airlines deal was found by Cheapflights users on 8/14. 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.
mié. 10/16:05 amGSP - PWM
1 stop6h 26mAmerican Airlines
sáb. 10/48:40 amPWM - GSP
1 stop5h 27mAmerican Airlines
Deal found 8/14$259
This American Airlines deal was found by Cheapflights users on 8/14. 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.
vie. 9/267:44 pmGSP - PWM
1 stop4h 01mAmerican Airlines
vie. 10/35:10 pmPWM - GSP
1 stop5h 48mAmerican Airlines
Deal found 8/14$281
This American Airlines deal was found by Cheapflights users on 8/14. 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.
jue. 9/117:44 pmGSP - PWM
1 stop4h 01mAmerican Airlines
sáb. 9/1312:27 pmPWM - GSP
2 stops6h 46mAmerican Airlines
Deal found 8/14$293
This Delta deal was found by Cheapflights users on 8/14. 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.
mié. 10/12:33 pmGSP - PWM
2 stops10h 01mDelta
sáb. 10/46:00 amPWM - GSP
1 stop7h 09mDelta
Deal found 8/14$303
This Southwest deal was found by Cheapflights users on 8/13. 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.
lun. 12/18:20 pmGSP - PWM
1 stop3h 45mSouthwest
lun. 12/85:30 amPWM - GSP
1 stop4h 30mSouthwest
Deal found 8/13$312
This Southwest deal was found by Cheapflights users on 8/14. 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.
jue. 12/1110:35 amGSP - PWM
2 stops11h 40mSouthwest
dom. 12/145:30 amPWM - GSP
1 stop4h 15mSouthwest
Deal found 8/14$321
This Delta deal was found by Cheapflights users on 8/13. 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.
jue. 9/45:20 pmGSP - PWM
1 stop6h 43mDelta
dom. 9/76:00 amPWM - GSP
1 stop4h 24mDelta
Deal found 8/13$332

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 agosto 14, 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

jue. 10/9

10:33 am-2:30 pm

1 stop3h 57m

Portland

jue. 10/16

3:15 pm-7:23 pm

1 stop4h 08m

$226

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

sáb. 9/27

12:59 pm-5:55 pm

1 stop4h 56m

Portland

sáb. 10/4

6:00 am-10:55 am

1 stop4h 55m

$237

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 9/11

7:45 pm-12:11 am

1 stop4h 26m

Portland

sáb. 9/13

6:00 am-1:09 pm

1 stop7h 09m

$237

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

mié. 10/1

6:05 am-12:31 pm

1 stop6h 26m

Portland

sáb. 10/4

6:00 am-10:55 am

1 stop4h 55m

$259

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 12/11

7:40 am-12:10 pm

1 stop4h 30m

Portland

dom. 12/14

5:30 am-9:45 am

1 stop4h 15m

$281

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

vie. 9/26

7:44 pm-11:45 pm

1 stop4h 01m

Portland

vie. 10/3

1:57 pm-7:13 pm

1 stop5h 16m

$281

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 9/11

7:44 pm-11:45 pm

1 stop4h 01m

Portland

sáb. 9/13

12:27 pm-7:13 pm

2 stops6h 46m

$293

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 10/9

10:33 am-2:30 pm

1 stop3h 57m

$151

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 10/9

10:30 am-12:05 am

2 stops13h 35m

$235

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

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 August 8, 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, January is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $296). Flying from Greenville to Portland, Maine in July is currently the most expensive (average of $394). 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 agosto 14, 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 30% on airfare.

How much does it cost to fly round-trip from Greenville to Portland, Maine?

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 agosto 14, 2025.
See what other customers who have flown with Southwest, Delta, and Breeze Airways 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.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Breeze Airways
8.0
Very good
192 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

  • 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 American Airlines and Delta, with the lowest prices starting at $260 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, January is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $296). Flying from Greenville to Portland, Maine in July is currently the most expensive (average of $394). 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
Brunswick
North Conway
Auburn
Conway
Lewiston

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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$235FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$260Average$367FlexibilityNo cancel feeOn-time71%
DeltaCheapest$270Average$341FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$280Average$436FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$296Average$408FlexibilityNo cancel feeOn-time63%

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