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Cheap flights from Portland, Maine to Jamaica from $357

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Jamaica departing on 8/22. 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.
American Airlines Logo
6:50 pm - 12:03 pm
PWM
-
MBJ
18h 13m
2 stops
American Airlines Logo
3:20 pm - 11:12 am
MBJ
-
PWM
18h 52m
2 stops
$357American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:50 pm - 1:58 pm
PWM
-
MBJ
20h 08m
1 stop
American Airlines Logo
3:20 pm - 11:12 am
MBJ
-
PWM
18h 52m
2 stops
$363American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:00 am - 1:30 pm
PWM
-
MBJ
8h 30m
1 stop
American Airlines Logo
5:17 pm - 10:36 am
MBJ
-
PWM
16h 19m
2 stops
$391American Airlines
Tue, Jun 30 - Fri, Jul 3
American Airlines Logo
6:50 pm - 1:58 pm
PWM
-
MBJ
20h 08m
1 stop
American Airlines Logo
3:02 pm - 11:51 pm
MBJ
-
PWM
7h 49m
1 stop
$393American Airlines
Sat, Aug 22 - Sat, Aug 29
American Airlines Logo
6:54 pm - 1:55 pm
PWM
-
MBJ
20h 01m
1 stop
American Airlines Logo
5:17 pm - 2:16 pm
MBJ
-
PWM
19h 59m
2 stops
$397American Airlines
Mon, Jun 29 - Mon, Jul 6
American Airlines Logo
6:50 pm - 1:58 pm
PWM
-
MBJ
20h 08m
1 stop
American Airlines Logo
3:20 pm - 11:12 am
MBJ
-
PWM
18h 52m
2 stops
$398American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
5:57 pm - 9:25 am
PWM
-
MBJ
16h 28m
1 stop
American Airlines Logo
3:20 pm - 11:12 am
MBJ
-
PWM
18h 52m
2 stops
$431American Airlines
Sat, Aug 15 - Sat, Aug 22
American Airlines Logo
7:19 pm - 1:30 pm
PWM
-
MBJ
19h 11m
1 stop
American Airlines Logo
5:17 pm - 1:38 pm
MBJ
-
PWM
19h 21m
2 stops
$441American Airlines
Sat, May 23 - Mon, Jun 1
JetBlue Logo
2:36 pm - 10:48 pm
PWM
-
KIN
9h 12m
1 stop
JetBlue Logo
11:59 pm - 1:35 pm
KIN
-
PWM
12h 36m
1 stop
$468JetBlue
Thu, May 21 - Thu, May 28
JetBlue Logo
2:37 pm - 10:48 pm
PWM
-
KIN
9h 11m
1 stop
JetBlue Logo
12:20 pm - 11:58 pm
KIN
-
PWM
10h 38m
1 stop
$472JetBlue
Mon, Jun 1 - Fri, Jun 5

United Airlines flights from Portland, Maine to Jamaica

Our best United Airlines deals on Portland, Maine to Jamaica flight tickets
United Airlines
Jun 30
PWM5:15 amPortland
10h 55m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Jul 3
MBJ4:12 pmMontego Bay Sangster Intl
26h 15m
1 stop
PWM7:27 pmPortland
$480
United Airlines
Jun 30
PWM5:15 amPortland
10h 55m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Jul 3
MBJ4:12 pmMontego Bay Sangster Intl
26h 15m
1 stop
PWM7:27 pmPortland
$500
United Airlines
Sep 22
PWM6:00 amPortland
6h 43m
1 stop
MBJ11:43 amMontego Bay Sangster Intl
Sep 24
MBJ12:52 pmMontego Bay Sangster Intl
24h 00m
2 stops
PWM1:52 pmPortland
$802

American Airlines flights from Portland, Maine to Jamaica

Our best American Airlines deals on Portland, Maine to Jamaica flight tickets
American Airlines
Aug 22
PWM6:50 pmPortland
18h 13m
2 stops
MBJ12:03 pmMontego Bay Sangster Intl
Aug 29
MBJ3:20 pmMontego Bay Sangster Intl
18h 52m
2 stops
PWM11:12 amPortland
$357
American Airlines
Aug 22
PWM6:50 pmPortland
20h 08m
1 stop
MBJ1:58 pmMontego Bay Sangster Intl
Aug 29
MBJ3:20 pmMontego Bay Sangster Intl
18h 52m
2 stops
PWM11:12 amPortland
$363
American Airlines
Jun 30
PWM6:00 amPortland
8h 30m
1 stop
MBJ1:30 pmMontego Bay Sangster Intl
Jul 3
MBJ5:17 pmMontego Bay Sangster Intl
16h 19m
2 stops
PWM10:36 amPortland
$391

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 April 9, 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 8/22

6:50 pm-12:03 pm

2 stops18h 13m

Montego Bay Sangster Intl

Sat 8/29

3:20 pm-11:12 am

2 stops18h 52m

$357

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 8/22

6:50 pm-1:58 pm

1 stop20h 08m

Montego Bay Sangster Intl

Sat 8/29

3:20 pm-11:12 am

2 stops18h 52m

$363

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 6/30

6:00 am-1:30 pm

1 stop8h 30m

Montego Bay Sangster Intl

Fri 7/3

5:17 pm-10:36 am

2 stops16h 19m

$391

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 8/22

6:50 pm-1:58 pm

1 stop20h 08m

Montego Bay Sangster Intl

Sat 8/29

3:02 pm-11:51 pm

1 stop7h 49m

$393

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 6/29

6:54 pm-1:55 pm

1 stop20h 01m

Montego Bay Sangster Intl

Mon 7/6

5:17 pm-2:16 pm

2 stops19h 59m

$397

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 8/15

6:50 pm-1:58 pm

1 stop20h 08m

Montego Bay Sangster Intl

Sat 8/22

3:20 pm-11:12 am

2 stops18h 52m

$398

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 8/15

5:57 pm-9:25 am

1 stop16h 28m

Montego Bay Sangster Intl

Sat 8/22

3:20 pm-11:12 am

2 stops18h 52m

$431

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 5/23

7:19 pm-1:30 pm

1 stop19h 11m

Montego Bay Sangster Intl

Mon 6/1

5:17 pm-1:38 pm

2 stops19h 21m

$441

PortlandKingston

PWM - KIN

PWMKIN

Portland

Thu 5/21

2:36 pm-10:48 pm

1 stop9h 12m

Kingston Norman Manley

Thu 5/28

11:59 pm-1:35 pm

1 stop12h 36m

$468
Quickest round-trip

PortlandKingston

PWM - KIN

PWMKIN

Portland

Mon 6/1

2:37 pm-10:48 pm

1 stop9h 11m

Kingston Norman Manley

Fri 6/5

12:20 pm-11:58 pm

1 stop10h 38m

$472

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

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

You could potentially save up to 49% 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

7h 00m

Direct flights

None
The fastest flight from Portland, Maine to Jamaica takes 7h 00m
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
DeltaPriceFrom $232Free CancellationRating
7.9
8,392 reviews
Search Delta flights
United AirlinesPriceFrom $246Free CancellationRating
7.4
9,554 reviews
Search United Airlines flights
American AirlinesPriceFrom $426Free CancellationRating
7.1
11,560 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.

An easier way to manage your Jamaica trip

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