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$137+ Cheap flights from Jacksonville to Portland, ME (JAX - 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 8/31. Fares are subject to change and may not be available on all flights or dates of travel.
JAX — PWM
Jun 13 — Jun 201
Sat 6/13
Sat 6/20
1 adult, Economy
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Cheap flight deals from Jacksonville to Portland

Cheapest flights from Jacksonville to Portland
Explore the most affordable flight options available from Jacksonville to Portland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 14, 2026.

This Kiwi.com deal was found by Cheapflights users on 5/9. 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 8/161:57 pm
JAX
-
PWM
1 stop8h 42m
Multiple Airlines
Fri 8/217:00 am
PWM
-
JAX
1 stop10h 05m
Multiple Airlines
Deal found 5/9$287
This Breeze Airways deal was found by Cheapflights users on 5/10. 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.
Sun 8/163:31 pm
JAX
-
PWM
1 stop4h 11m
Breeze Airways
Thu 8/203:11 pm
PWM
-
JAX
1 stop6h 42m
Breeze Airways
Deal found 5/10$311
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 6/49:37 am
JAX
-
PWM
1 stop4h 49m
Multiple Airlines
Sun 6/77:56 pm
PWM
-
JAX
2 stops21h 39m
Multiple Airlines
Deal found 5/11$315
This Kiwi.com deal was found by Cheapflights users on 5/11. 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 6/56:30 pm
JAX
-
PWM
2 stops21h 46m
Multiple Airlines
Tue 6/94:44 pm
PWM
-
JAX
1 stop17h 08m
Multiple Airlines
Deal found 5/11$316
This Priceline deal was found by Cheapflights users on 5/13. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/43:05 pm
JAX
-
PWM
1 stop4h 11m
Multiple Airlines
Sat 6/66:00 am
PWM
-
JAX
1 stop7h 21m
Multiple Airlines
Deal found 5/13$327
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/143:57 pm
JAX
-
PWM
1 stop6h 41m
Multiple Airlines
Sun 8/237:00 am
PWM
-
JAX
1 stop7h 40m
Multiple Airlines
Deal found 5/13$329
This Kiwi.com deal was found by Cheapflights users on 5/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/214:54 pm
JAX
-
PWM
1 stop27h 57m
Breeze Airways
Mon 8/243:51 pm
PWM
-
JAX
1 stop5h 43m
Breeze Airways
Deal found 5/13$331
This Kiwi.com deal was found by Cheapflights users on 5/14. 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.
Tue 6/29:03 pm
JAX
-
PWM
1 stop19h 13m
Multiple Airlines
Tue 6/164:44 pm
PWM
-
JAX
2 stops24h 49m
Multiple Airlines
Deal found 5/14$335

Find flight deals from Jacksonville to Portland

Discover tips and strategies to find the most affordable flight options for your journey from Jacksonville (JAX) 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 May 14, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(Kiwi.com)

One-way from

$137
(Kiwi.com)

Popular in

January

Cheapest in

September

Average price

$381
Provider with most accurate pricing for Jacksonville-Portland flight deals.
Search Deals
Provider most trusted by Cheapflights users for Jacksonville-Portland flights.
Search Deals
From Jacksonville to Portland
Search Deals
One-way flight from Jacksonville to Portland
Search Deals
Highest demand for flights based on searches. 4% potential increase in price ($22 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in May 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Jacksonville 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 May 14, 2026.
Use the filters below to find and compare flights from Jacksonville to Portland that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 6/24

5:38 pm-12:25 am

1 stop6h 47m

Portland

Thu 7/9

2:40 pm-11:50 pm

1 stop9h 10m

$351
Quickest round-trip

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 9/9

4:40 pm-9:10 pm

1 stop4h 30m

Portland

Wed 9/16

10:30 am-2:55 pm

1 stop4h 25m

$387

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 7/22

4:45 pm-10:55 pm

1 stop6h 10m

Portland

Tue 7/28

5:30 am-12:35 pm

2 stops7h 05m

$392

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 7/15

4:14 pm-11:14 pm

1 stop7h 00m

Portland

Sat 7/18

6:00 am-11:32 am

1 stop5h 32m

$397

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Sun 6/14

6:55 am-10:55 am

1 stop4h 00m

Portland

Thu 6/18

7:40 am-6:35 pm

2 stops10h 55m

$428

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Tue 6/2

6:20 am-2:28 pm

2 stops8h 08m

Portland

Mon 6/8

3:05 pm-8:53 pm

1 stop5h 48m

$435

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Thu 6/11

1:15 pm-12:05 am

2 stops10h 50m

Portland

Tue 6/16

5:30 am-12:35 pm

2 stops7h 05m

$437
Cheapest one-way

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Tue 8/11

6:05 am-12:17 pm

1 stop6h 12m

$176

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Mon 8/31

6:28 pm-9:19 pm

3 stops26h 51m

$180

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Thu 7/2

6:28 pm-10:38 pm

2 stops28h 10m

$181

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/10

Showing 1-10 of 18 resultsSorted by cheapest first
1
2

Compare providers for flights from Jacksonville 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 Jacksonville to Portland in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice 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 Jacksonville-Portland, Maine flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Jacksonville-Portland, Maine flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Jacksonville-Portland, Maine flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Jacksonville-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 Jacksonville-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 Jacksonville to Portland

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

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

To ensure you get the cheapest price possible for a flight from Jacksonville to Portland, Maine, you should look to book at least 54 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

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

Currently, September is the cheapest month in which you can book a flight from Jacksonville to Portland, Maine (average of $296). Flying from Jacksonville to Portland, Maine in January is currently the most expensive (average of $523). 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 Jacksonville 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 May 14, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Jacksonville to Portland. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Southwest
8.0
Very good
4,299 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
Delta
7.9
Good
8,452 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
United Airlines
7.4
Good
9,711 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
JetBlue
7.2
Good
2,975 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.
American Airlines
7.1
Good
11,664 reviews
Southwest
8.0
Very good
4,299 reviews

Crew

8.6

Food

7.0

Entertainment

7.5

Boarding

8.1

Overall

8.0

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Related info for your journey

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

    JetBlue and Southwest can get you from Jacksonville to Portland, Maine in just under 4h 30m. Your travel time can differ by up to 2h 17m. The distance between Jacksonville and Portland, Maine is about 1101 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

    Flying on JetBlue is currently your cheapest option to Portland, Maine, with prices starting at $117. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $158 and $216, respectively. Users have found that JetBlue is 72% cheaper than the other options available to this destination.

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

    To fly one-way, consider booking your trip with American Airlines, which is currently one of the cheapest options available, starting at $99. United Airlines flights start at $107 while deals on Delta start at $108 one-way.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Jacksonville to Portland, Maine (average of $296). Flying from Jacksonville to Portland, Maine in January is currently the most expensive (average of $523). 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
Lewiston
Conway

Browse thousands of different options on Cheapflights for your next trip

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Top 5 airlines flying from Jacksonville to Portland

Discover the top 5 airlines that operate flights from Jacksonville 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 May 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
JetBlueCheapest$117Average$276FlexibilityNo cancel feeOn-time62%
DeltaCheapest$158Average$365FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$402FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$276Average$505FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$334Average$488FlexibilityNo cancel feeOn-time69%

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