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Cheap flights from Jacksonville to Boston from $119

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Jacksonville to Boston departing on 11/27. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
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0 bags

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Cheap round-trip flights

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American Airlines Logo
6:15 pm - 10:21 pmJAX-PWM
4h 06m1 stop
American Airlines Logo
7:54 am - 2:20 pmPWM-JAX
6h 26m1 stop
$237American Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
7:38 pm - 11:44 pmJAX-PWM
4h 06m1 stop
American Airlines Logo
5:40 am - 2:20 pmPWM-JAX
8h 40m2 stops
$242American Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 21
American Airlines Logo
6:55 am - 3:02 pmJAX-PWM
8h 07m2 stops
American Airlines Logo
5:15 pm - 11:44 pmPWM-JAX
6h 29m2 stops
$247American Airlines
Find Deal
Sat, Feb 14 - Sat, Feb 21
Delta Logo
5:28 pm - 10:23 pmJAX-PWM
4h 55m1 stop
Delta Logo
6:00 am - 11:21 amPWM-JAX
5h 21m1 stop
$312Delta
Find Deal
Wed, Dec 17 - Wed, Jan 7
Southwest Logo
11:25 am - 4:50 pmJAX-PWM
5h 25m1 stop
Southwest Logo
5:30 am - 10:25 amPWM-JAX
4h 55m1 stop
$327Southwest
Find Deal
Thu, Nov 13 - Thu, Nov 20
Southwest Logo
7:00 am - 2:55 pmJAX-PWM
7h 55m1 stop
Southwest Logo
5:30 am - 12:20 pmPWM-JAX
6h 50m1 stop
$342Southwest
Find Deal
Thu, Nov 20 - Mon, Nov 24
Delta Logo
4:08 pm - 10:23 pmJAX-PWM
6h 15m1 stop
Delta Logo
6:03 am - 1:42 pmPWM-JAX
7h 39m1 stop
$352Delta
Find Deal
Fri, Dec 12 - Tue, Dec 16
United Airlines Logo
4:39 pm - 11:17 pmJAX-PWM
6h 38m1 stop
United Airlines Logo
2:20 pm - 8:10 pmPWM-JAX
5h 50m1 stop
$432United Airlines
Find Deal
Wed, Nov 19 - Fri, Nov 28
United Airlines Logo
10:41 am - 5:48 pmJAX-PWM
7h 07m1 stop
United Airlines Logo
5:30 am - 2:38 pmPWM-JAX
9h 08m2 stops
$437United Airlines
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Wed, Nov 19 - Fri, Nov 28
Multiple Airlines Logo
3:19 pm - 10:09 amJAX-PWM
18h 50m2 stops
Multiple Airlines Logo
3:15 pm - 7:04 pmPWM-JAX
27h 49m1 stop
$518Multiple Airlines
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Wed, Nov 26 - Sun, Nov 30

American Airlines flights from Jacksonville to Portland, Maine

Our best American Airlines deals on Jacksonville to Portland, Maine flight tickets
American Airlines
Feb 14
JAX6:15 pmJacksonville
4h 06m
1 stop
PWM10:21 pmPortland
Feb 21
PWM7:54 amPortland
6h 26m
1 stop
JAX2:20 pmJacksonville
$237
Find similar
American Airlines
Feb 14
JAX7:38 pmJacksonville
4h 06m
1 stop
PWM11:44 pmPortland
Feb 21
PWM5:40 amPortland
8h 40m
2 stops
JAX2:20 pmJacksonville
$242
Find similar
American Airlines
Feb 14
JAX6:55 amJacksonville
8h 07m
2 stops
PWM3:02 pmPortland
Feb 21
PWM5:15 pmPortland
6h 29m
2 stops
JAX11:44 pmJacksonville
$247
Find similar

Delta flights from Jacksonville to Portland, Maine

Our best Delta deals on Jacksonville to Portland, Maine flight tickets
Delta
Dec 17
JAX5:28 pmJacksonville
4h 55m
1 stop
PWM10:23 pmPortland
Jan 7
PWM6:00 amPortland
5h 21m
1 stop
JAX11:21 amJacksonville
$312
Find similar
Delta
Dec 12
JAX4:08 pmJacksonville
6h 15m
1 stop
PWM10:23 pmPortland
Dec 16
PWM6:03 amPortland
7h 39m
1 stop
JAX1:42 pmJacksonville
$352
Find similar
Delta
Nov 20
JAX5:00 amJacksonville
7h 30m
1 stop
PWM12:30 pmPortland
Nov 23
PWM6:00 amPortland
7h 42m
1 stop
JAX1:42 pmJacksonville
$367
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Jacksonville to Portland, Maine 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, momondo users made 832,500 searches. Data last updated October 16, 2025.
Use the filters below to find and compare flights from Jacksonville to Portland, Maine that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Sat 2/14

6:15 pm-10:21 pm

1 stop4h 06m

Portland

Sat 2/21

7:54 am-2:20 pm

1 stop6h 26m

$237

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Sat 2/14

7:38 pm-11:44 pm

1 stop4h 06m

Portland

Sat 2/21

5:40 am-2:20 pm

2 stops8h 40m

$242

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Sat 2/14

6:55 am-3:02 pm

2 stops8h 07m

Portland

Sat 2/21

5:15 pm-11:44 pm

2 stops6h 29m

$247

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 12/17

5:28 pm-10:23 pm

1 stop4h 55m

Portland

Wed 1/7

6:00 am-11:21 am

1 stop5h 21m

$312

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Thu 11/13

11:25 am-4:50 pm

1 stop5h 25m

Portland

Thu 11/20

5:30 am-10:25 am

1 stop4h 55m

$327

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Thu 11/20

7:00 am-2:55 pm

1 stop7h 55m

Portland

Mon 11/24

5:30 am-12:20 pm

1 stop6h 50m

$342

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Fri 12/12

4:08 pm-10:23 pm

1 stop6h 15m

Portland

Tue 12/16

6:03 am-1:42 pm

1 stop7h 39m

$352

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 11/19

4:39 pm-11:17 pm

1 stop6h 38m

Portland

Fri 11/28

2:20 pm-8:10 pm

1 stop5h 50m

$432

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 11/19

10:41 am-5:48 pm

1 stop7h 07m

Portland

Fri 11/28

5:30 am-2:38 pm

2 stops9h 08m

$437

JacksonvillePortland

JAX - PWM

JAXPWM

Jacksonville

Wed 11/26

3:19 pm-10:09 am

2 stops18h 50m

Portland

Sun 11/30

3:15 pm-7:04 pm

1 stop27h 49m

$518

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Boston from

How to get the cheapest flight ticket from Jacksonville to Portland, Maine

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the cheapest month to fly to Portland, Maine?

The cheapest month to fly to Portland, Maine from Jacksonville is in September. Flight prices, which tend to average around $296, are often lower during this time because this is during the off-season. If you aren’t able to travel to Portland, Maine during the month of September, then flying in November is also cheap. Prices for this month can be found on momondo for an average of $376.

What is the cheapest day to depart on your flight to Portland, Maine?

On average, the least expensive day to fly to Portland, Maine from Jacksonville is on a Tuesday. momondo users have found tickets for Tuesday departures for as low as $377. However, this price may fluctuate depending on the airline, the season, and holidays. On the other hand, Saturday is the most expensive day to depart from Jacksonville because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $460.

What is the cheapest time of day to depart on your flight to Portland, Maine?

In the evening is the cheapest time of day to fly from Jacksonville to Portland, Maine when you can find flight prices for as low as $388. Flying to Portland, Maine in the evening is an ideal time because this is during off-peak travel hours. Try not to purchase tickets in the morning because they tend to be around $440. Of course, these prices can vary depending on the time of year and what airport you fly to.

How far in advance should I book a flight to Portland, Maine?

You are more likely to see cheaper flights to Portland, Maine from Jacksonville when booking weeks ahead of your departure date. In general, you can expect to find flights to Portland, Maine for around $441 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Portland, Maine from Jacksonville for as low as $315 on momondo.

How have Jacksonville to Portland, Maine flight prices changed over time?

As of October 2025, prices for Jacksonville to Portland, Maine flights are approximately 1% cheaper when compared to flights at the same time last year.

When to book flights from Jacksonville to Portland, Maine

Are you open to changing your travel dates? Check out the ideal times to fly from Jacksonville to Portland, Maine according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap Jacksonville to Portland, Maine (JAX to PWM) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Jacksonville to Portland, Maine

Direct flights

None
There are no direct flights from Jacksonville to Portland, Maine. There are no popular flight routes from Jacksonville to Portland, Maine.
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  • How far is Jacksonville to Portland by plane?

    The distance between Jacksonville and Portland is about 1112.2 mi. A reasonable flight in good conditions will take 4h 00m.

  • When did momondo last update prices for flights from Jacksonville Airport to Portland Airport?

    Prices for flights from Jacksonville Airport to Portland Airport refresh daily.

  • How many operators does momondo search for flights from Jacksonville Airport to Portland Airport?

  • How old do you have to be to fly from Jacksonville Airport to Portland Airport?

    Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Jacksonville Airport to Portland Airport.

  • What documentation or ID do you need to fly to Portland Airport?

    The necessary travel and health documents for your Portland Airport trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from Jacksonville to Portland, Maine?

Best airlines flying from Jacksonville to Portland, Maine

Compare and see reviews for airlines that fly from Jacksonville to Portland, Maine with momondo
Airline
Rating
Free Cancellation
Price
JetBluePriceFrom $214Free CancellationRating
7.2
2,908 reviews
Search JetBlue flights
American AirlinesPriceFrom $221Free CancellationRating
7.2
11,043 reviews
Search American Airlines flights
DeltaPriceFrom $230Free CancellationRating
7.9
7,984 reviews
Search Delta flights
SouthwestPriceFrom $300Free CancellationRating
8.0
4,241 reviews
Search Southwest flights
United AirlinesPriceFrom $367Free CancellationRating
7.4
8,982 reviews
Search United Airlines flights

  • Southwest Flights From Jacksonville to Portland, Maine

    Southwest flight deals from Jacksonville to Portland, Maine start from $300 round-trip. Over the 3 Southwest flights for this route in a normal week, average airfare is usually $471 round-trip - but some users have found much cheaper deals with momondo.

Traveling to a place near Boston?

Book flights to Boston if you plan to visit one of these locations
North Conway
Boothbay Harbor
Jackson
Conway
Freeport
Lewiston
Brunswick
Bartlett
Gorham
Auburn
Intervale
Windham
Bath
Oxford
Georgetown
Tamworth
Falmouth

Why use momondo?

Why should I use momondo to find a flight deal from Jacksonville to Portland?

It is quick and easy to find Jacksonville to Portland flights on momondo. We search and return numerous flight options from various airlines and agents. You can then use our filters to narrow your search until you have found the most convenient flight to Portland that suits you.

Can I find flights from Jacksonville to Portland with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Jacksonville to Portland flights to just show those with flexible booking policies.

How can momondo help me find flights from Jacksonville to Portland?

Once you have performed a search for Jacksonville to Portland flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

I’m not ready to book a flight from Jacksonville to Portland right now. Can momondo alert me if prices change?

If you are simply researching potential flights to Portland, momondo offers a useful price alert feature which will track prices for flights to Portland from Jacksonville and alert you when they change.

An easier way to manage your Portland, Maine trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.
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