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Cheap flights from Portland, Maine to Jamaica from $157

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 1/9. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from Portland, Maine to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
5:30 am - 3:20 pmPWM-MBJ
9h 50m1 stop
Delta Logo
2:15 pm - 12:20 amMBJ-PWM
10h 05m1 stop
$375Delta
Find Deal
Mon, Feb 9 - Fri, Feb 13
United Airlines Logo
3:00 pm - 1:46 pmPWM-MBJ
22h 46m2 stops
United Airlines Logo
3:55 pm - 11:22 pmMBJ-PWM
7h 27m1 stop
$395United Airlines
Find Deal
Tue, Dec 16 - Tue, Dec 23
Delta Logo
5:30 am - 3:20 pmPWM-MBJ
9h 50m1 stop
Delta Logo
8:00 am - 12:20 amMBJ-PWM
16h 20m2 stops
$415Delta
Find Deal
Mon, Feb 9 - Fri, Feb 13
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
$430United Airlines
Find Deal
Tue, Nov 25 - Mon, Dec 1
United Airlines Logo
6:00 am - 2:29 pmPWM-MBJ
8h 29m1 stop
United Airlines Logo
3:55 pm - 11:22 pmMBJ-PWM
7h 27m1 stop
$431United Airlines
Find Deal
Tue, Dec 16 - Tue, Dec 23
American Airlines Logo
7:17 am - 2:14 pmPWM-MBJ
6h 57m1 stop
American Airlines Logo
4:43 pm - 12:05 pmMBJ-PWM
19h 22m2 stops
$434American Airlines
Find Deal
Sun, Jan 4 - Sun, Jan 11
American Airlines Logo
5:20 am - 3:04 pmPWM-MBJ
9h 44m2 stops
American Airlines Logo
5:20 pm - 12:05 pmMBJ-PWM
18h 45m2 stops
$443American Airlines
Find Deal
Mon, Feb 9 - Fri, Feb 13
Delta Logo
5:45 am - 8:41 pmPWM-MBJ
14h 56m1 stop
Delta Logo
8:00 am - 10:29 pmMBJ-PWM
14h 29m1 stop
$457Delta
Find Deal
Sun, Jan 4 - Sun, Jan 11
American Airlines Logo
12:35 pm - 12:49 pmPWM-KIN
24h 14m2 stops
American Airlines Logo
3:22 pm - 10:27 amKIN-PWM
19h 05m2 stops
$507American Airlines
Find Deal
Tue, Feb 10 - Tue, Feb 24
American Airlines Logo
4:11 pm - 11:15 amPWM-MBJ
20h 04m2 stops
American Airlines Logo
12:30 pm - 10:25 pmMBJ-PWM
8h 55m1 stop
$513American Airlines
Find Deal
Thu, Apr 2 - Tue, Apr 7

Delta flights from Portland, Maine to Jamaica

Our best Delta deals on Portland, Maine to Jamaica flight tickets
Delta
Feb 9
PWM5:30 amPortland
9h 50m
1 stop
MBJ3:20 pmMontego Bay Sangster Intl
Feb 13
MBJ2:15 pmMontego Bay Sangster Intl
10h 05m
1 stop
PWM12:20 amPortland
$375
Find similar
Delta
Feb 9
PWM5:30 amPortland
9h 50m
1 stop
MBJ3:20 pmMontego Bay Sangster Intl
Feb 13
MBJ8:00 amMontego Bay Sangster Intl
16h 20m
2 stops
PWM12:20 amPortland
$415
Find similar
Delta
Nov 7
PWM6:00 amPortland
8h 20m
1 stop
MBJ2:20 pmMontego Bay Sangster Intl
Nov 11
MBJ1:48 pmMontego Bay Sangster Intl
10h 06m
1 stop
PWM11:54 pmPortland
$428
Find similar

United Airlines flights from Portland, Maine to Jamaica

Our best United Airlines deals on Portland, Maine to Jamaica flight tickets
United Airlines
Dec 16
PWM3:00 pmPortland
22h 46m
2 stops
MBJ1:46 pmMontego Bay Sangster Intl
Dec 23
MBJ3:55 pmMontego Bay Sangster Intl
7h 27m
1 stop
PWM11:22 pmPortland
$395
Find similar
United Airlines
Nov 25
PWM6:00 amPortland
8h 29m
1 stop
MBJ2:29 pmMontego Bay Sangster Intl
Dec 1
MBJ3:36 pmMontego Bay Sangster Intl
7h 41m
1 stop
PWM11:17 pmPortland
$430
Find similar
United Airlines
Dec 16
PWM6:00 amPortland
8h 29m
1 stop
MBJ2:29 pmMontego Bay Sangster Intl
Dec 23
MBJ3:55 pmMontego Bay Sangster Intl
7h 27m
1 stop
PWM11:22 pmPortland
$431
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 November 2, 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-3:20 pm

1 stop9h 50m

Montego Bay Sangster Intl

Fri 2/13

2:15 pm-12:20 am

1 stop10h 05m

$375

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 12/16

3:00 pm-1:46 pm

2 stops22h 46m

Montego Bay Sangster Intl

Tue 12/23

3:55 pm-11:22 pm

1 stop7h 27m

$395

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 2/9

5:30 am-3:20 pm

1 stop9h 50m

Montego Bay Sangster Intl

Fri 2/13

8:00 am-12:20 am

2 stops16h 20m

$415

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 11/25

6:00 am-2:29 pm

1 stop8h 29m

Montego Bay Sangster Intl

Mon 12/1

3:36 pm-11:17 pm

1 stop7h 41m

$430

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 12/16

6:00 am-2:29 pm

1 stop8h 29m

Montego Bay Sangster Intl

Tue 12/23

3:55 pm-11:22 pm

1 stop7h 27m

$431

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 1/4

7:17 am-2:14 pm

1 stop6h 57m

Montego Bay Sangster Intl

Sun 1/11

4:43 pm-12:05 pm

2 stops19h 22m

$434

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 2/9

5:20 am-3:04 pm

2 stops9h 44m

Montego Bay Sangster Intl

Fri 2/13

5:20 pm-12:05 pm

2 stops18h 45m

$443

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 1/4

5:45 am-8:41 pm

1 stop14h 56m

Montego Bay Sangster Intl

Sun 1/11

8:00 am-10:29 pm

1 stop14h 29m

$457

PortlandKingston

PWM - KIN

PWMKIN

Portland

Tue 2/10

12:35 pm-12:49 pm

2 stops24h 14m

Kingston Norman Manley

Tue 2/24

3:22 pm-10:27 am

2 stops19h 05m

$507

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 4/2

4:11 pm-11:15 am

2 stops20h 04m

Montego Bay Sangster Intl

Tue 4/7

12:30 pm-10:25 pm

1 stop8h 55m

$513

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 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 $465.

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.

Can stopping save me money on Portland, Maine to Jamaica flights?

You could potentially save up to 22% on your flight if you consider stops on a Portland, Maine to Jamaica flight.

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
8,001 reviews
Search Delta flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,997 reviews
Search United Airlines flights
JetBluePriceFrom $414Free CancellationRating
7.2
2,907 reviews
Search JetBlue flights
American AirlinesPriceFrom $419Free CancellationRating
7.2
11,034 reviews
Search American Airlines flights
SouthwestPriceFrom $491Free CancellationRating
8.0
4,240 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.

An easier way to manage your Jamaica trip

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