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$153+ Cheap flights from Portland, ME to Jacksonville (PWM - JAX)

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 1/6. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — JAX
Dec 26 — Jan 21
Fri 12/26
Fri 1/2
1 adult, Economy
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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

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 November 26, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$296
(American Airlines)

One-way from

$153
(Delta)

Popular in

December

Cheapest in

July

Average price

$392
Provider with most accurate pricing for Portland-Jacksonville flight deals.
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Provider most trusted by Cheapflights users for Portland-Jacksonville flights.
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From Portland to Jacksonville
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One-way flight from Portland to Jacksonville
Search Deals
Highest demand for flights based on searches. 11% potential increase in price ($49 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($13 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find 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 November 26, 2025.

This Southwest deal was found by Cheapflights users on 11/24. 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.
Mon 12/155:30 amPWM - JAX
1 stop4h 55mSouthwest
Wed 1/75:40 pmJAX - PWM
1 stop4h 35mSouthwest
Deal found 11/24$332
This Delta deal was found by Cheapflights users on 11/25. 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.
Sat 12/132:34 pmPWM - JAX
1 stop8h 06mDelta
Wed 12/173:53 pmJAX - PWM
1 stop7h 28mDelta
Deal found 11/25$336
This United Airlines deal was found by Cheapflights users on 11/24. 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 12/1510:35 amPWM - JAX
2 stops9h 35mUnited Airlines
Wed 1/71:45 pmJAX - PWM
2 stops9h 45mUnited Airlines
Deal found 11/24$342
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Thu 12/187:17 amPWM - JAX
1 stop7h 36mAmerican Airlines
Tue 12/236:05 pmJAX - PWM
1 stop4h 46mAmerican Airlines
Deal found 11/24$383
This Delta deal was found by Cheapflights users on 11/24. 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.
Fri 12/126:08 amPWM - JAX
1 stop7h 34mDelta
Wed 12/177:35 amJAX - PWM
1 stop6h 19mDelta
Deal found 11/24$411
This Southwest deal was found by Cheapflights users on 11/25. 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.
Tue 12/95:30 amPWM - JAX
1 stop4h 55mSouthwest
Thu 12/113:55 pmJAX - PWM
1 stop6h 20mSouthwest
Deal found 11/25$412
This American Airlines deal was found by Cheapflights users on 11/24. 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.
Fri 12/125:17 pmPWM - JAX
1 stop4h 49mAmerican Airlines
Wed 12/171:06 pmJAX - PWM
2 stops9h 46mAmerican Airlines
Deal found 11/24$416

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 November 26, 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

Sat 2/21

2:35 pm-10:15 pm

1 stop7h 40m

Jacksonville

Thu 2/26

7:07 pm-12:18 am

1 stop5h 11m

$296

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Sat 1/17

7:00 am-1:53 pm

1 stop6h 53m

Jacksonville

Sat 1/24

5:45 am-12:10 pm

1 stop6h 25m

$296

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Wed 1/21

3:30 pm-8:35 pm

1 stop5h 05m

Jacksonville

Wed 1/28

7:35 am-12:10 pm

1 stop4h 35m

$305

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Fri 2/20

5:31 am-12:54 pm

2 stops7h 23m

Jacksonville

Mon 3/2

3:52 pm-11:51 pm

2 stops7h 59m

$336

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Sat 12/13

2:34 pm-10:40 pm

1 stop8h 06m

Jacksonville

Wed 12/17

3:53 pm-11:21 pm

1 stop7h 28m

$336

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Mon 12/15

5:30 am-4:25 pm

2 stops10h 55m

Jacksonville

Wed 1/7

7:35 am-2:55 pm

1 stop7h 20m

$337

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Mon 12/15

10:35 am-8:10 pm

2 stops9h 35m

Jacksonville

Wed 1/7

1:45 pm-11:30 pm

2 stops9h 45m

$342

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Sun 2/1

5:20 am-1:49 pm

2 stops8h 29m

Jacksonville

Sun 2/15

7:21 am-11:47 am

1 stop4h 26m

$352

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Tue 1/6

6:00 am-1:46 pm

1 stop7h 46m

$153

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

Tue 1/6

6:00 am-11:27 am

1 stop5h 27m

$153

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/24

Showing 1-10 of 18 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 November.
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 November 21, 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 November 26, 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
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

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
4,254 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

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
7.9
Good
8,003 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

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
11,037 reviews
Southwest
8.0
Very good
4,254 reviews

Crew

8.6

Entertainment

7.5

Overall

8.0

Food

7.0

Boarding

8.1

Comfort

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 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 05m. Fly via Delta, American Airlines, or Southwest to get the fastest option. There are 1101 mi between Portland, Maine and Jacksonville. 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 Portland, Maine to Jacksonville round-trip?

    Cheapflights users have booked flights from Portland, Maine to Jacksonville round-trip from $216. Other airlines that can offer you cheap pricing are Delta, from $226, and Southwest, from $286. American Airlines is 45% 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 United Airlines, which is currently one of the cheapest options available, starting at $153. Delta flights start at $153 while deals on Southwest start at $334 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

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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 November 26, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$216Average$384FlexibilityNo cancel feeOn-time71%
DeltaCheapest$226Average$361FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$286Average$445FlexibilityNo cancel feeOn-time63%

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