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$149+ 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 10/14. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
oct. 17 — oct. 241
vie. 10/17
vie. 10/24
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

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 septiembre 17, 2025.

Round-trip from

$173
(Kiwi.com)

One-way from

$149
(American Airlines)

Popular in

April

Cheapest in

September

Average price

$296
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. 12% potential increase in price ($53 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($9 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 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 septiembre 17, 2025.

This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/3010:33 amGSP - PWM
1 stop3h 57mBreeze Airways
dom. 11/93:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/16$173
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/3010:33 amGSP - PWM
1 stop3h 57mBreeze Airways
lun. 11/109:46 amPWM - GSP
1 stop9h 37mBreeze Airways
Deal found 9/16$230
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
vie. 10/318:03 pmGSP - PWM
1 stop14h 33mBreeze Airways
dom. 11/93:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/16$253
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/3010:33 amGSP - PWM
1 stop3h 57mBreeze Airways
sáb. 11/811:21 amPWM - GSP
2 stops22h 32mBreeze Airways
Deal found 9/16$259
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
jue. 10/3010:33 amGSP - PWM
1 stop3h 57mBreeze Airways
jue. 11/63:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/16$265
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
dom. 11/23:32 pmGSP - PWM
1 stop17h 34mMultiple Airlines
dom. 11/93:15 pmPWM - GSP
1 stop4h 08mMultiple Airlines
Deal found 9/16$278
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
dom. 11/24:47 pmGSP - PWM
2 stops24h 38mBreeze Airways
dom. 11/93:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/16$292
This Kiwi.com deal was found by Cheapflights users on 9/16. 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.
lun. 11/38:03 pmGSP - PWM
2 stops38h 38mBreeze Airways
dom. 11/93:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/16$296
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/2310:33 amGSP - PWM
1 stop3h 57mBreeze Airways
dom. 10/263:15 pmPWM - GSP
1 stop4h 08mBreeze Airways
Deal found 9/14$303
This United Airlines deal was found by Cheapflights users on 9/15. 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.
mié. 10/226:05 pmGSP - PWM
1 stop5h 08mUnited Airlines
sáb. 10/256:14 amPWM - GSP
1 stop5h 32mUnited Airlines
Deal found 9/15$305

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 septiembre 17, 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

mié. 10/22

6:05 pm-11:13 pm

1 stop5h 08m

Portland

sáb. 10/25

6:14 am-11:46 am

1 stop5h 32m

$305

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

lun. 11/3

5:30 am-12:22 pm

1 stop6h 52m

Portland

lun. 11/10

4:53 pm-9:45 pm

1 stop4h 52m

$313

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

vie. 10/31

6:35 am-12:22 pm

1 stop5h 47m

Portland

sáb. 11/8

12:00 pm-5:12 pm

1 stop5h 12m

$315

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

sáb. 11/1

7:30 am-12:00 pm

1 stop4h 30m

Portland

sáb. 11/8

12:00 pm-11:55 pm

2 stops11h 55m

$318

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

vie. 11/14

7:38 pm-11:59 pm

1 stop4h 21m

Portland

mar. 11/18

7:02 am-1:20 pm

1 stop6h 18m

$326

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

lun. 1/26

10:05 am-2:55 pm

1 stop4h 50m

Portland

vie. 1/30

5:45 am-10:40 am

1 stop4h 55m

$334

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

sáb. 11/1

8:00 am-8:35 pm

2 stops12h 35m

Portland

mar. 11/4

5:30 am-4:05 pm

2 stops10h 35m

$336

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

jue. 1/22

8:01 am-2:59 pm

1 stop6h 58m

Portland

dom. 1/25

1:22 pm-5:44 pm

1 stop4h 22m

$350

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

lun. 11/3

5:30 am-12:22 pm

1 stop6h 52m

Portland

jue. 11/6

12:45 pm-5:41 pm

1 stop4h 56m

$350

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

mié. 10/15

6:20 am-12:35 pm

1 stop6h 15m

$149

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 19 results
1
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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 September 12, 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 septiembre 17, 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.

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 septiembre 17, 2025.
See what other customers who have flown with Southwest, Breeze Airways, 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.
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Breeze Airways
8.0
Very good
207 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
8.0
Very good
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Boarding

8.1

Comfort

8.0

Crew

8.6

Entertainment

7.5

Food

7.0

Overall

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 $305, United Airlines can have you in Portland, Maine from Greenville in 5h 08m. 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, 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 septiembre 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$98Average$235FlexibilityNo cancel feeOn-timeN/A
DeltaCheapest$270Average$364FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$270Average$376FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$280Average$451FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$296Average$408FlexibilityNo cancel feeOn-time63%

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