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$237+ Cheap flights from Portland, ME to Jacksonville (PWM - JAX)

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — JAX
Jan 22 — Jan 291
Thu 1/22
Thu 1/29
1 adult, Economy
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1. Tell us where you want to go

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Cheapflights Tip: The best prices from Portland to Jacksonville are usually found in July or September, booked 83 days in advance, depart on a Tuesday or Thursday and return on a Tuesday

Cheap flight deals from Portland to Jacksonville

Cheapest flights from Portland to Jacksonville
Explore the most affordable flight options available from Portland to Jacksonville. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 23, 2025.

This American Airlines deal was found by Cheapflights users on 12/21. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/305:20 pmPWM - JAX
1 stop5h 17mAmerican Airlines
Wed 12/313:45 pmJAX - PWM
1 stop7h 06mAmerican Airlines
Deal found 12/21$579
This American Airlines deal was found by Cheapflights users on 12/23. 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 12/245:20 pmPWM - JAX
1 stop17h 29mAmerican Airlines
Wed 12/317:00 amJAX - PWM
1 stop9h 39mAmerican Airlines
Deal found 12/23$635
This American Airlines deal was found by Cheapflights users on 12/20. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/246:00 amPWM - JAX
2 stops11h 15mAmerican Airlines
Fri 1/27:00 amJAX - PWM
1 stop9h 39mAmerican Airlines
Deal found 12/20$694
This Delta deal was found by Cheapflights users on 12/20. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:45 amPWM - JAX
1 stop6h 53mDelta
Fri 1/25:01 pmJAX - PWM
1 stop5h 42mDelta
Deal found 12/20$797
This United Airlines deal was found by Cheapflights users on 12/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/2910:19 amPWM - JAX
2 stops11h 23mUnited Airlines
Fri 1/27:15 amJAX - PWM
1 stop6h 24mUnited Airlines
Deal found 12/20$802
This American Airlines deal was found by Cheapflights users on 12/22. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/295:20 pmPWM - JAX
2 stops6h 56mAmerican Airlines
Sat 1/39:33 amJAX - PWM
2 stops7h 03mAmerican Airlines
Deal found 12/22$807

Find flight deals from Portland to Jacksonville

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Jacksonville (JAX). 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 December 23, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$237
(JetBlue)

Popular in

February

Cheapest in

July

Average price

$386
Provider with most accurate pricing for Portland-Jacksonville flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Jacksonville flights.
Search Deals
From Portland to Jacksonville
Search Deals
Highest demand for flights based on searches. 10% potential increase in price ($45 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 December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Jacksonville 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 December 23, 2025.
Use the filters below to find and compare flights from Portland to Jacksonville that are best for you.

Fly from

Portland

Fly to

Jacksonville

Route

Depart

Return

Price

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Tue 5/19

2:18 pm-7:27 pm

1 stop5h 09m

Jacksonville

Wed 5/27

6:10 am-1:23 pm

1 stop7h 13m

$237

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Wed 5/20

2:18 pm-7:27 pm

1 stop5h 09m

Jacksonville

Wed 5/27

4:38 pm-11:36 pm

1 stop6h 58m

$237

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Tue 5/19

2:18 pm-10:52 pm

1 stop8h 34m

Jacksonville

Tue 5/26

6:10 am-1:23 pm

1 stop7h 13m

$261

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Fri 5/22

2:18 pm-10:52 pm

1 stop8h 34m

Jacksonville

Wed 5/27

6:10 am-1:23 pm

1 stop7h 13m

$261

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Fri 5/22

2:18 pm-10:52 pm

1 stop8h 34m

Jacksonville

Tue 5/26

4:38 pm-11:36 pm

1 stop6h 58m

$285

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Thu 5/21

2:18 pm-7:27 pm

1 stop5h 09m

Jacksonville

Wed 5/27

6:10 am-1:23 pm

1 stop7h 13m

$303

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Tue 5/19

2:18 pm-7:27 pm

1 stop5h 09m

Jacksonville

Sat 5/30

6:10 am-1:23 pm

1 stop7h 13m

$303

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Wed 5/20

2:18 pm-7:27 pm

1 stop5h 09m

Jacksonville

Sat 5/30

4:38 pm-11:36 pm

1 stop6h 58m

$303

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Wed 2/18

5:31 am-12:17 pm

1 stop6h 46m

Jacksonville

Tue 2/24

6:00 am-11:18 am

1 stop5h 18m

$308

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Wed 2/18

7:00 am-12:01 pm

1 stop5h 01m

Jacksonville

Tue 2/24

4:03 pm-11:51 pm

2 stops7h 48m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/22

Showing 1-10 of 15 results
1
2

Compare providers for flights from Portland to Jacksonville

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 Portland to Jacksonville in December.
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 Portland, Maine-Jacksonville flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Jacksonville flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Jacksonville flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Jacksonville 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 Portland, Maine-Jacksonville 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 Portland to Jacksonville

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

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

Use this chart to determine the optimal time to book a round-trip flight from Portland to Jacksonville. Price data was last updated on December 19, 2025.

The price you pay for your flight from Portland, Maine to Jacksonville may vary depending on when you book. For the best chance of a lower fare, look to book 64 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Jacksonville (average of $68). Flying from Portland, Maine to Jacksonville in September is currently the most expensive (average of $118). 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 Jacksonville

Get insights into the airlines that provide service to Jacksonville. 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 Jacksonville. Reviews last updated December 23, 2025.
See what other customers who have flown with Southwest, Delta, and American Airlines from Portland to Jacksonville 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
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Southwest
8.0
Very good
4,253 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
Delta
7.9
Good
8,014 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am
American Airlines
7.2
Good
11,054 reviews
Southwest
8.0
Very good
4,253 reviews

Boarding

8.1

Crew

8.6

Comfort

8.0

Food

7.0

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

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

    There are many flights that can get you from Portland, Maine to Jacksonville in 5h 09m. Fly via JetBlue to get the fastest option. There are 1101 mi between Portland, Maine and Jacksonville.

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

    Cheapflights users have booked flights from Portland, Maine to Jacksonville round-trip from $193. Other airlines that can offer you cheap pricing are American Airlines, from $216, and Southwest, from $286. Delta is 49% cheaper than the average price of flights available within the next 90 days to this destination.

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

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $108. Southwest flights start at $133 while deals on American Airlines start at $142 one-way.

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

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

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

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

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

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

    Currently, December is the cheapest month in which you can book a flight from Portland, Maine to Jacksonville (average of $68). Flying from Portland, Maine to Jacksonville in September is currently the most expensive (average of $118). 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 Jacksonville?

Book flights to Jacksonville if you plan to visit one of these locations
Jacksonville Beach
Orange Park
Fernandina Beach
Kingsland
Waycross
Yulee

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Top 3 airlines flying from Portland to Jacksonville

Discover the top 3 airlines that operate flights from Portland to Jacksonville. 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 December 23, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$199Average$354FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$381FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$286Average$409FlexibilityNo cancel feeOn-time63%

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