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Cheap flights from Portland, Maine to Jamaica from $171

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Jamaica departing on 10/31. 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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Find the cheapest flights from Portland, Maine to Jamaica

Cheap round-trip flights

Delta Logo
5:30 am - 12:40 pmPWM-MBJ
7h 10m1 stop
Delta Logo
12:35 pm - 9:59 pmMBJ-PWM
9h 24m1 stop
$389Delta
Find Deal
Mon, Feb 9 - Fri, Feb 13
Delta Logo
11:25 am - 11:10 amPWM-MBJ
23h 45m2 stops
Delta Logo
2:15 pm - 11:49 pmMBJ-PWM
9h 34m1 stop
$393Delta
Find Deal
Mon, Feb 9 - Fri, Feb 13
American Airlines Logo
4:15 pm - 1:55 pmPWM-MBJ
22h 40m1 stop
American Airlines Logo
2:30 pm - 11:54 amMBJ-PWM
20h 24m2 stops
$400American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
5:21 pm - 12:00 pmPWM-MBJ
19h 39m2 stops
American Airlines Logo
3:20 pm - 12:08 pmMBJ-PWM
19h 48m2 stops
$435American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
6:14 am - 12:45 pmPWM-MBJ
7h 31m1 stop
American Airlines Logo
2:45 pm - 3:10 pmMBJ-PWM
23h 25m1 stop
$437American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
6:37 pm - 2:12 pmPWM-MBJ
19h 35m2 stops
American Airlines Logo
1:50 pm - 12:08 pmMBJ-PWM
22h 18m1 stop
$442American Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
United Airlines Logo
6:00 am - 2:29 pmPWM-MBJ
8h 29m1 stop
United Airlines Logo
3:36 pm - 11:17 pmMBJ-PWM
7h 41m1 stop
$499United Airlines
Find Deal
Fri, Nov 7 - Fri, Nov 14
United Airlines Logo
6:00 am - 2:29 pmPWM-MBJ
8h 29m1 stop
United Airlines Logo
2:48 pm - 11:12 pmMBJ-PWM
32h 24m2 stops
$518United Airlines
Find Deal
Fri, Dec 5 - Fri, Dec 12
Southwest Logo
5:25 am - 10:45 amPWM-MBJ
6h 20m1 stop
Southwest Logo
1:50 pm - 9:25 pmMBJ-PWM
6h 35m1 stop
$625Southwest
Find Deal
Fri, Oct 31 - Fri, Oct 31
Air Canada Logo
6:00 am - 3:35 pmPWM-MBJ
10h 35m2 stops
Air Canada Logo
6:05 pm - 11:17 pmMBJ-PWM
28h 12m2 stops
$1,052Air Canada
Find Deal
Fri, Oct 31 - Fri, Oct 31

United Airlines flights from Portland, Maine to Jamaica

Our best United Airlines deals on Portland, Maine to Jamaica flight tickets
United Airlines
Nov 7
PWM6:00 amPortland
8h 29m
1 stop
MBJ2:29 pmMontego Bay Sangster Intl
Nov 14
MBJ3:36 pmMontego Bay Sangster Intl
7h 41m
1 stop
PWM11:17 pmPortland
$499
Find similar
United Airlines
Dec 5
PWM6:00 amPortland
8h 29m
1 stop
MBJ2:29 pmMontego Bay Sangster Intl
Dec 12
MBJ2:48 pmMontego Bay Sangster Intl
32h 24m
2 stops
PWM11:12 pmPortland
$518
Find similar
United Airlines
Dec 5
PWM3:00 pmPortland
23h 05m
2 stops
MBJ2:05 pmMontego Bay Sangster Intl
Dec 12
MBJ2:48 pmMontego Bay Sangster Intl
32h 24m
2 stops
PWM11:12 pmPortland
$595
Find similar

American Airlines flights from Portland, Maine to Jamaica

Our best American Airlines deals on Portland, Maine to Jamaica flight tickets
American Airlines
Oct 24
PWM4:15 pmPortland
22h 40m
1 stop
MBJ1:55 pmMontego Bay Sangster Intl
Oct 31
MBJ2:30 pmMontego Bay Sangster Intl
20h 24m
2 stops
PWM11:54 amPortland
$400
Find similar
American Airlines
Oct 24
PWM5:21 pmPortland
19h 39m
2 stops
MBJ12:00 pmMontego Bay Sangster Intl
Oct 31
MBJ3:20 pmMontego Bay Sangster Intl
19h 48m
2 stops
PWM12:08 pmPortland
$435
Find similar
American Airlines
Oct 24
PWM6:14 amPortland
7h 31m
1 stop
MBJ12:45 pmMontego Bay Sangster Intl
Oct 31
MBJ2:45 pmMontego Bay Sangster Intl
23h 25m
1 stop
PWM3:10 pmPortland
$437
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Jamaica 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 September 16, 2025.
Use the filters below to find and compare flights from Portland, Maine to Jamaica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 2/9

5:30 am-12:40 pm

1 stop7h 10m

Montego Bay Sangster Intl

Fri 2/13

12:35 pm-9:59 pm

1 stop9h 24m

$389

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 2/9

11:25 am-11:10 am

2 stops23h 45m

Montego Bay Sangster Intl

Fri 2/13

2:15 pm-11:49 pm

1 stop9h 34m

$393

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/24

4:15 pm-1:55 pm

1 stop22h 40m

Montego Bay Sangster Intl

Fri 10/31

2:30 pm-11:54 am

2 stops20h 24m

$400

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/24

5:21 pm-12:00 pm

2 stops19h 39m

Montego Bay Sangster Intl

Fri 10/31

3:20 pm-12:08 pm

2 stops19h 48m

$435

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/24

6:14 am-12:45 pm

1 stop7h 31m

Montego Bay Sangster Intl

Fri 10/31

2:45 pm-3:10 pm

1 stop23h 25m

$437

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 11/7

6:37 pm-2:12 pm

2 stops19h 35m

Montego Bay Sangster Intl

Fri 11/14

1:50 pm-12:08 pm

1 stop22h 18m

$442

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 11/7

6:00 am-2:29 pm

1 stop8h 29m

Montego Bay Sangster Intl

Fri 11/14

3:36 pm-11:17 pm

1 stop7h 41m

$499

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 12/5

6:00 am-2:29 pm

1 stop8h 29m

Montego Bay Sangster Intl

Fri 12/12

2:48 pm-11:12 pm

2 stops32h 24m

$518

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/31

5:25 am-10:45 am

1 stop6h 20m

Montego Bay Sangster Intl

Fri 10/31

1:50 pm-9:25 pm

1 stop6h 35m

$625

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/31

6:00 am-3:35 pm

2 stops10h 35m

Montego Bay Sangster Intl

Fri 10/31

6:05 pm-11:17 pm

2 stops28h 12m

$1,052

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 17 resultsSorted by cheapest first
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See travel insights to Jamaica from

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

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 Jamaica?

The cheapest month to fly to Jamaica from Portland, Maine is in January. Flight prices, which tend to average around $463, are often lower during this time because this is during the off-season. If you aren’t able to travel to Jamaica during the month of January, then flying in September is also cheap. Prices for this month can be found on momondo for an average of $476.

What is the cheapest day to depart on your flight to Jamaica?

The cheapest day to depart on your flight to Jamaica is on a Friday when prices can be found for as low as $512. This is often the case because there is less demand to fly during this day of the week. On the other hand, Tuesday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $772.

What is the cheapest time of day to depart on your flight to Jamaica?

Our most recent data shows that the best time of day to fly to Jamaica is in the afternoon. Flights from Portland, Maine to Jamaica during this time can be as low as $370. In the morning is when there is more demand to fly to Jamaica, so prices are often more expensive at around $650 per ticket.

How far in advance should I book a flight to Jamaica?

You are more likely to see cheaper flights to Jamaica from Portland, Maine when booking weeks ahead of your departure date. In general, you can expect to find flights to Jamaica for around $633 when searching weeks out. However, flight prices might be lower outside of this timeframe. For example, people recently found flights to Jamaica from Portland, Maine for as low as $407 on momondo.

Cheap Portland, Maine to Jamaica flight deals and tips

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

Direct flights

None
There are no direct flights from Portland, Maine to Jamaica. There are no popular flight routes from Portland, Maine to Jamaica.
Search flight deals

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

    Prices for flights from Portland Airport to Jamaica are refreshed on a daily basis.

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

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

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Portland Airport to Jamaica.

  • What documentation or ID do you need to fly to Jamaica?

    The necessary travel and health documents for your Jamaica 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.

Best airlines flying from Portland, Maine to Jamaica

Compare and see reviews for airlines that fly from Portland, Maine to Jamaica with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $404Free CancellationRating
7.9
7,957 reviews
Search Delta flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,924 reviews
Search United Airlines flights
JetBluePriceFrom $414Free CancellationRating
7.2
2,914 reviews
Search JetBlue flights
American AirlinesPriceFrom $419Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
SouthwestPriceFrom $491Free CancellationRating
8.0
4,242 reviews
Search Southwest flights

Why use momondo?

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

We help find the flight that best suits your needs, momondo compares prices from hundreds of airlines and travel agents and helps you filter them to find the best flight from Portland to Jamaica for you.

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

Flights from Portland to Jamaica with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

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

momondo provides multiple filters to help you find the best flight to Jamaica from Portland. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Yes momondo offers price alerts on flights to Jamaica from Portland. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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