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Cheap flights from Portland, Maine to Jamaica from $138

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 10/17. 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
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Jamaica

Cheap round-trip flights

Enter your travel dates to find the best prices.
United Airlines Logo
7:43 pm - 12:13 pm
PWM
-
MBJ
16h 30m
1 stop
United Airlines Logo
3:20 pm - 11:23 pm
MBJ
-
PWM
8h 03m
1 stop
$324United Airlines
Sat, Nov 7 - Sat, Nov 14
United Airlines Logo
7:25 pm - 11:43 am
PWM
-
MBJ
17h 18m
2 stops
United Airlines Logo
12:52 pm - 10:40 am
MBJ
-
PWM
20h 48m
2 stops
$329United Airlines
Fri, Oct 2 - Tue, Oct 6
United Airlines Logo
6:54 pm - 11:43 am
PWM
-
MBJ
17h 49m
1 stop
United Airlines Logo
12:52 pm - 11:28 pm
MBJ
-
PWM
9h 36m
1 stop
$330United Airlines
Fri, Oct 2 - Tue, Oct 6
Delta Logo
6:02 am - 11:34 am
PWM
-
MBJ
6h 32m
1 stop
Delta Logo
12:50 pm - 12:10 am
MBJ
-
PWM
10h 20m
1 stop
$362Delta
Sat, Oct 3 - Tue, Oct 13
Delta Logo
5:29 pm - 1:01 pm
PWM
-
MBJ
20h 32m
2 stops
Delta Logo
12:50 pm - 12:10 am
MBJ
-
PWM
10h 20m
1 stop
$367Delta
Fri, Oct 2 - Tue, Oct 13
Delta Logo
6:00 am - 3:34 pm
PWM
-
MBJ
10h 34m
1 stop
Delta Logo
12:50 pm - 12:10 am
MBJ
-
PWM
10h 20m
1 stop
$411Delta
Thu, Oct 1 - Tue, Oct 13
American Airlines Logo
6:00 am - 10:11 pm
PWM
-
KIN
16h 11m
2 stops
American Airlines Logo
7:30 am - 11:38 pm
KIN
-
PWM
16h 08m
2 stops
$671American Airlines
Fri, Nov 6 - Thu, Nov 12
JetBlue Logo
2:40 pm - 11:21 pm
PWM
-
KIN
9h 41m
1 stop
JetBlue Logo
9:45 pm - 12:30 pm
KIN
-
PWM
13h 45m
1 stop
$700JetBlue
Mon, Aug 24 - Mon, Aug 31
American Airlines Logo
5:45 am - 8:12 pm
PWM
-
KIN
15h 27m
2 stops
American Airlines Logo
4:55 pm - 12:34 pm
KIN
-
PWM
18h 39m
2 stops
$784American Airlines
Fri, Jul 24 - Sat, Aug 1
JetBlue Logo
2:40 pm - 5:18 pm
PWM
-
KIN
27h 38m
2 stops
JetBlue Logo
2:18 am - 12:16 am
KIN
-
PWM
20h 58m
1 stop
$817JetBlue
Fri, Jul 24 - Fri, Jul 31

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American Airlines flights from Portland, Maine to Jamaica

Our best American Airlines deals on Portland, Maine to Jamaica flight tickets
American Airlines
Sep 30
PWM6:00 pmPortland
18h 02m
2 stops
MBJ11:02 amMontego Bay Sangster Intl
Oct 13
MBJ5:13 pmMontego Bay Sangster Intl
16h 50m
2 stops
PWM11:03 amPortland
$441
American Airlines
Sep 22
PWM5:06 pmPortland
21h 03m
2 stops
MBJ1:09 pmMontego Bay Sangster Intl
Sep 30
MBJ2:09 pmMontego Bay Sangster Intl
18h 54m
2 stops
PWM10:03 amPortland
$480
American Airlines
Nov 18
PWM7:02 amPortland
7h 48m
1 stop
MBJ2:50 pmMontego Bay Sangster Intl
Dec 3
MBJ2:02 pmMontego Bay Sangster Intl
21h 35m
2 stops
PWM11:37 amPortland
$489

Delta flights from Portland, Maine to Jamaica

Our best Delta deals on Portland, Maine to Jamaica flight tickets
Delta
Oct 3
PWM6:02 amPortland
6h 32m
1 stop
MBJ11:34 amMontego Bay Sangster Intl
Oct 13
MBJ12:50 pmMontego Bay Sangster Intl
10h 20m
1 stop
PWM12:10 amPortland
$362
Delta
Oct 2
PWM5:29 pmPortland
20h 32m
2 stops
MBJ1:01 pmMontego Bay Sangster Intl
Oct 13
MBJ12:50 pmMontego Bay Sangster Intl
10h 20m
1 stop
PWM12:10 amPortland
$367
Delta
Oct 1
PWM6:00 amPortland
10h 34m
1 stop
MBJ3:34 pmMontego Bay Sangster Intl
Oct 13
MBJ12:50 pmMontego Bay Sangster Intl
10h 20m
1 stop
PWM12:10 amPortland
$411

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 July 13, 2026.
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

Cheapest round-trip

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 11/7

7:43 pm-12:13 pm

1 stop16h 30m

Montego Bay Sangster Intl

Sat 11/14

3:20 pm-11:23 pm

1 stop8h 03m

$324

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/2

7:25 pm-11:43 am

2 stops17h 18m

Montego Bay Sangster Intl

Tue 10/6

12:52 pm-10:40 am

2 stops20h 48m

$329

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/2

6:54 pm-11:43 am

1 stop17h 49m

Montego Bay Sangster Intl

Tue 10/6

12:52 pm-11:28 pm

1 stop9h 36m

$330
Quickest round-trip

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 10/3

6:02 am-11:34 am

1 stop6h 32m

Montego Bay Sangster Intl

Tue 10/13

12:50 pm-12:10 am

1 stop10h 20m

$362

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/2

5:29 pm-1:01 pm

2 stops20h 32m

Montego Bay Sangster Intl

Tue 10/13

12:50 pm-12:10 am

1 stop10h 20m

$367

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 10/1

6:00 am-3:34 pm

1 stop10h 34m

Montego Bay Sangster Intl

Tue 10/13

12:50 pm-12:10 am

1 stop10h 20m

$411

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 11/6

6:00 am-10:11 pm

2 stops16h 11m

Kingston Norman Manley

Thu 11/12

7:30 am-11:38 pm

2 stops16h 08m

$671

PortlandKingston

PWM - KIN

PWMKIN

Portland

Mon 8/24

2:40 pm-11:21 pm

1 stop9h 41m

Kingston Norman Manley

Mon 8/31

9:45 pm-12:30 pm

1 stop13h 45m

$700

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 7/24

5:45 am-8:12 pm

2 stops15h 27m

Kingston Norman Manley

Sat 8/1

4:55 pm-12:34 pm

2 stops18h 39m

$784

PortlandKingston

PWM - KIN

PWMKIN

Portland

Fri 7/24

2:40 pm-5:18 pm

2 stops27h 38m

Kingston Norman Manley

Fri 7/31

2:18 am-12:16 am

1 stop20h 58m

$817

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 October. Flight prices, which tend to average around $246, 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 October, then flying in April is also cheap. Prices for this month can be found on momondo for an average of $312.

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

You could potentially save up to 9% 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

Fastest flight time

6h 34m

Direct flights

None
The fastest flight from Portland, Maine to Jamaica takes 6h 34m
There are no direct flights from Portland, Maine to Jamaica. There are no popular flight routes from Portland, Maine to Jamaica.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Jamaica

  • 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
United AirlinesPriceFrom $246Free CancellationRating
7.4
9,983 reviews
Search United Airlines flights
DeltaPriceFrom $362Free CancellationRating
7.8
8,462 reviews
Search Delta flights
American AirlinesPriceFrom $426Free CancellationRating
7.1
11,811 reviews
Search American Airlines 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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