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Portland

$113+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
GSP — PWM
Jul 23 — Jul 301
Thu 7/23
Thu 7/30
1 adult, Economy
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Cheap 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 June 23, 2026.

This Breeze Airways deal was found by Cheapflights users on 6/22. 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.
Mon 8/176:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Fri 8/217:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/22$211
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Mon 9/147:10 pm
GSP
-
PWM
1 stop4h 14m
Breeze Airways
Fri 9/186:00 am
PWM
-
GSP
1 stop4h 31m
Breeze Airways
Deal found 6/19$212
This Breeze Airways deal was found by Cheapflights users on 6/21. 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.
Mon 8/246:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Mon 8/317:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/21$228
This Kiwi.com deal was found by Cheapflights users on 6/19. 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.
Fri 8/216:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Mon 8/247:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/19$243
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Mon 8/106:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Fri 8/147:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/21$252
This Kiwi.com deal was found by Cheapflights users on 6/22. 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.
Mon 8/174:57 pm
GSP
-
PWM
2 stops28h 22m
Multiple Airlines
Fri 8/217:00 am
PWM
-
GSP
1 stop4h 26m
Multiple Airlines
Deal found 6/22$261
This Kiwi.com deal was found by Cheapflights users on 6/21. 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.
Mon 8/104:57 pm
GSP
-
PWM
2 stops28h 22m
Multiple Airlines
Fri 8/147:00 am
PWM
-
GSP
1 stop4h 26m
Multiple Airlines
Deal found 6/21$266
This Breeze Airways deal was found by Cheapflights users on 6/20. 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.
Fri 9/46:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Mon 9/77:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/20$268
This Kiwi.com deal was found by Cheapflights users on 6/18. 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.
Fri 7/36:19 pm
GSP
-
PWM
1 stop4h 19m
Breeze Airways
Fri 7/177:00 am
PWM
-
GSP
1 stop4h 26m
Breeze Airways
Deal found 6/18$272

Find 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 June 23, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$211
(Breeze Airways)

One-way from

$113
(Breeze Airways)

Popular in

February

Cheapest in

January

Average price

$472
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. 27% potential increase in price ($182 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 11% potential price decrease ($48 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 2026
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 June 23, 2026.
Use the filters below to find and compare flights from Greenville to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Fri 9/4

6:19 pm-10:38 pm

1 stop4h 19m

Portland

Mon 9/7

7:00 am-11:26 am

1 stop4h 26m

$269

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Wed 7/22

7:40 pm-11:51 pm

1 stop4h 11m

Portland

Wed 8/5

6:00 am-10:37 am

1 stop4h 37m

$312

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Fri 8/14

5:20 pm-11:13 pm

1 stop5h 53m

Portland

Tue 8/18

6:05 am-1:14 pm

1 stop7h 09m

$381

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Sun 10/11

7:50 pm-9:55 am

2 stops14h 05m

Portland

Tue 10/20

5:50 am-6:35 pm

2 stops12h 45m

$384

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Mon 9/28

1:05 pm-9:30 pm

2 stops8h 25m

Portland

Fri 10/2

10:30 am-8:25 pm

2 stops9h 55m

$392

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Tue 10/27

7:47 pm-11:59 pm

1 stop4h 12m

Portland

Sat 10/31

5:30 am-9:57 am

1 stop4h 27m

$397
Quickest round-trip

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 8/27

10:35 am-2:26 pm

1 stop3h 51m

Portland

Sun 8/30

3:11 pm-7:11 pm

1 stop4h 00m

$397

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Sat 8/22

2:28 pm-9:23 pm

1 stop6h 55m

Portland

Wed 8/26

6:00 am-5:02 pm

2 stops11h 02m

$402

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Tue 10/13

6:20 am-7:24 pm

2 stops13h 04m

Portland

Sat 10/17

5:15 am-1:35 pm

2 stops8h 20m

$407

GreenvillePortland

GSP - PWM

GSPPWM

Greenville

Thu 8/6

10:35 am-2:26 pm

1 stop3h 51m

Portland

Mon 8/10

7:00 am-11:26 am

1 stop4h 26m

$416

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/19

Showing 1-10 of 19 resultsSorted by cheapest first
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 June.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
Kiwi.comPrice 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Greenville-Portland, Maine flight deals on Cheapflights vs. FlightHub >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 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 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?

The best time to book flights from Greenville to Portland, Maine is 71 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 $269). Flying from Greenville to Portland, Maine in February is currently the most expensive (average of $1,002). 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.

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 June 23, 2026.
See what other customers who have flown with Breeze Airways,Southwest, andDelta 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
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Breeze Airways
8.2
Very good
293 reviews
Breeze Airways
8.2
Very good
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Southwest
7.9
Good
4,241 reviews
Breeze Airways
8.2
Very good
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
Delta
7.8
Good
8,424 reviews
Breeze Airways
8.2
Very good
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
United Airlines
7.4
Good
9,872 reviews
Breeze Airways
8.2
Very good
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.
American Airlines
7.1
Good
11,741 reviews
Breeze Airways
8.2
Very good
293 reviews

Entertainment

6.7

Food

6.7

Boarding

8.4

Comfort

8.2

Crew

8.8

Overall

8.2

Reviews

1 / 18
4.0
Okay

Lisa,Mar 2026

ORF - JAX

*Flight was delayed twice *Once plane arrived crew closed the entryway to discuss whatever, leaving us to wait again. *Finally arriving Jax, we were delayed again for 20 minutes because another plane at the gate hadn’t pushed back Overall, score 2 out of 5. Lots of passengers upset.

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 $312, Breeze Airways can have you in Portland, Maine from Greenville in 4h 11m. 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 $122. Additional round-trip tickets that might be worth considering are offered by American Airlines and Delta, with the lowest prices starting at $236 and $279, respectively. You may be able to fly from Greenville to Portland, Maine for 74% 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 $90. Delta flights start at $118 while deals on American Airlines start at $179 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, January is the cheapest month in which you can book a flight from Greenville to Portland, Maine (average of $269). Flying from Greenville to Portland, Maine in February is currently the most expensive (average of $1,002). 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
Lewiston
Brunswick
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 June 23, 2026.
AirlineCheapestAverageFlexibilityOn-time
Breeze AirwaysCheapest$122Average$287FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$236Average$387FlexibilityNo cancel feeOn-time71%
DeltaCheapest$279Average$364FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$279Average$470FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$280Average$476FlexibilityNo cancel feeOn-time69%

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