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$150+ 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 4/21. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — JAX
mar. 31 — apr. 71
tir. 3/31
tir. 4/7
1 adult, Economy
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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 marts 1, 2026.

This Kiwi.com deal was found by Cheapflights users on 2/28. 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.
tor. 7/27:00 am
PWM
-
JAX
1 stop11h 38m
Multiple Airlines
tor. 7/91:51 pm
JAX
-
PWM
1 stop8h 48m
Multiple Airlines
Deal found 2/28$232
This Priceline deal was found by Cheapflights users on 2/26. 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.
ons. 5/276:00 am
PWM
-
JAX
1 stop6h 52m
JetBlue
lør. 5/306:14 am
JAX
-
PWM
1 stop7h 10m
JetBlue
Deal found 2/26$242
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
søn. 7/127:00 am
PWM
-
JAX
1 stop11h 38m
Multiple Airlines
søn. 7/191:51 pm
JAX
-
PWM
1 stop8h 18m
Multiple Airlines
Deal found 2/26$282
This Cheapflightsfares deal was found by Cheapflights users on 2/27. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 5/286:00 am
PWM
-
JAX
1 stop6h 52m
JetBlue
man. 6/16:14 am
JAX
-
PWM
1 stop7h 10m
JetBlue
Deal found 2/27$291
This Kiwi.com deal was found by Cheapflights users on 2/26. 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.
ons. 5/65:01 pm
PWM
-
JAX
1 stop15h 37m
Breeze Airways
tir. 5/129:03 pm
JAX
-
PWM
1 stop19h 13m
Breeze Airways
Deal found 2/26$292
This JetBlue deal was found by Cheapflights users on 2/25. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 10/152:17 pm
PWM
-
JAX
1 stop8h 04m
JetBlue
søn. 10/187:00 am
JAX
-
PWM
1 stop6h 22m
JetBlue
Deal found 2/25$295
This Delta deal was found by Cheapflights users on 2/26. 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.
tir. 4/215:21 am
PWM
-
JAX
1 stop4h 53m
Delta
tir. 4/217:37 pm
JAX
-
PWM
1 stop5h 09m
Delta
Deal found 2/26$299
This American Airlines deal was found by Cheapflights users on 2/25. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tir. 4/73:39 pm
PWM
-
JAX
2 stops7h 45m
American Airlines
tir. 4/146:45 pm
JAX
-
PWM
1 stop5h 09m
American Airlines
Deal found 2/25$304
This Southwest deal was found by Cheapflights users on 2/26. 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.
ons. 5/61:00 pm
PWM
-
JAX
2 stops8h 30m
Southwest
tir. 5/121:15 pm
JAX
-
PWM
2 stops9h 20m
Southwest
Deal found 2/26$311
This American Airlines deal was found by Cheapflights users on 2/26. 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.
tir. 4/213:39 pm
PWM
-
JAX
2 stops7h 45m
American Airlines
ons. 4/226:00 am
JAX
-
PWM
1 stop5h 15m
American Airlines
Deal found 2/26$315

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 marts 1, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$242
(Priceline)

One-way from

$150
(United Airlines)

Popular in

January

Cheapest in

May

Average price

$392
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
One-way flight from Portland to Jacksonville
Search Deals
Highest demand for flights based on searches. 9% potential increase in price ($38 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($6 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
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 marts 1, 2026.
Use the filters below to find and compare flights from Portland to Jacksonville that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tir. 5/12

11:08 am-6:02 pm

1 stop6h 54m

Jacksonville

tir. 5/19

7:03 pm-11:59 pm

1 stop4h 56m

$299

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

ons. 4/29

6:10 am-11:05 am

1 stop4h 55m

Jacksonville

søn. 5/3

6:00 pm-12:05 am

1 stop6h 05m

$353

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tir. 5/19

6:25 am-11:29 am

1 stop5h 04m

Jacksonville

fre. 5/29

3:49 pm-11:09 pm

1 stop7h 20m

$353

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 5/14

6:00 am-1:11 pm

1 stop7h 11m

Jacksonville

tir. 5/19

6:00 am-3:09 pm

2 stops9h 09m

$390

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

man. 3/30

2:50 pm-12:25 am

2 stops9h 35m

Jacksonville

man. 4/6

6:40 am-4:45 pm

2 stops10h 05m

$406

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 4/30

5:30 am-4:55 pm

2 stops11h 25m

Jacksonville

man. 5/4

2:30 pm-11:25 pm

2 stops8h 55m

$411

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 3/26

5:30 am-4:30 pm

2 stops11h 00m

Jacksonville

ons. 4/1

2:20 pm-11:05 pm

2 stops8h 45m

$421

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 5/14

11:08 am-8:02 pm

2 stops8h 54m

Jacksonville

tir. 5/19

8:00 am-7:04 pm

2 stops11h 04m

$486

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 4/16

11:09 am-8:02 pm

2 stops8h 53m

Jacksonville

man. 4/20

6:30 am-1:25 pm

1 stop6h 55m

$511

PortlandJacksonville

PWM - JAX

PWMJAX

Portland

tor. 3/26

5:30 am-10:30 am

1 stop5h 00m

Jacksonville

søn. 4/5

6:00 am-4:50 pm

2 stops10h 50m

$532

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/26

Showing 1-10 of 19 resultsSorted by cheapest first
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 March.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*3 stars
CheapflightsfaresPrice Accuracy2 starsTrust Score*2 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 FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Portland, Maine-Jacksonville flight deals on Cheapflights vs. FlightHub >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 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 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 February 27, 2026.

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 57 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 February 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 marts 1, 2026.
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
4,303 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Southwest
8.0
Very good
4,303 reviews
Southwest
8.0
Very good
4,303 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
Delta
7.9
Good
8,244 reviews
Southwest
8.0
Very good
4,303 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.
American Airlines
7.2
Good
11,370 reviews
Southwest
8.0
Very good
4,303 reviews

Entertainment

7.5

Boarding

8.1

Food

7.0

Overall

8.0

Comfort

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Anonymous,Feb 2026

DEN - BDL

Weird they cancelled a direct and rerouted me on a connecting flight to get in 10 hours later. What was the point? Crew and flight were great, but not sure what's going on with Southwest.

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 4h 55m. Fly via United Airlines, Southwest, or Delta 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 $158. Other airlines that can offer you cheap pricing are American Airlines, from $216, and Southwest, from $284. Delta is 57% 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 $133 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 February 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 marts 1, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$158Average$332FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$216Average$382FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$284Average$408FlexibilityNo cancel feeOn-time63%

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