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Cheap flights from Portland, Maine to Jamaica from $173

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 9/23. 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

American Airlines Logo
5:21 pm - 12:00 pmPWM-MBJ
19h 39m2 stops
American Airlines Logo
3:20 pm - 11:41 amMBJ-PWM
19h 21m2 stops
$420American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
American Airlines Logo
3:38 pm - 9:13 amPWM-MBJ
18h 35m1 stop
American Airlines Logo
3:20 pm - 11:54 amMBJ-PWM
19h 34m2 stops
$429American Airlines
Find Deal
Fri, Oct 24 - Fri, Oct 31
Delta Logo
5:40 am - 2:07 pmPWM-MBJ
8h 27m1 stop
Delta Logo
2:06 pm - 9:59 pmMBJ-PWM
7h 53m1 stop
$439Delta
Find Deal
Sun, Nov 9 - Fri, Nov 14
Delta Logo
5:40 am - 2:07 pmPWM-MBJ
8h 27m1 stop
Delta Logo
5:58 pm - 9:32 amMBJ-PWM
15h 34m2 stops
$443Delta
Find Deal
Sun, Nov 9 - Fri, Nov 14
American Airlines Logo
7:00 am - 1:30 pmPWM-MBJ
7h 30m2 stops
American Airlines Logo
4:22 pm - 11:54 amMBJ-PWM
18h 32m2 stops
$448American Airlines
Find Deal
Wed, Oct 22 - Sun, Oct 26
JetBlue Logo
7:09 am - 3:09 pmPWM-MBJ
9h 00m1 stop
JetBlue Logo
3:40 pm - 3:56 pmMBJ-PWM
23h 16m1 stop
$489JetBlue
Find Deal
Wed, Oct 22 - Sun, Oct 26
Logo
6:18 pm - 11:05 amPWM-MBJ
17h 47m2 stops
Logo
12:10 pm - 2:30 pmMBJ-PWM
25h 20m3 stops
$678
Find Deal
Sat, Sep 13 - Sat, Sep 20
Logo
3:15 pm - 11:05 amPWM-MBJ
20h 50m2 stops
Logo
12:10 pm - 2:30 pmMBJ-PWM
25h 20m3 stops
$718
Find Deal
Thu, Oct 9 - Wed, Oct 15
United Airlines Logo
6:01 am - 1:10 pmPWM-MBJ
8h 09m1 stop
United Airlines Logo
2:17 pm - 11:14 pmMBJ-PWM
7h 57m1 stop
$784United Airlines
Find Deal
Tue, Aug 12 - Mon, Aug 18
United Airlines Logo
7:22 pm - 1:46 pmPWM-MBJ
18h 24m2 stops
United Airlines Logo
3:20 pm - 2:12 pmMBJ-PWM
22h 52m2 stops
$967United Airlines
Find Deal
Wed, Nov 26 - Sun, Nov 30

American Airlines flights from Portland, Maine to Jamaica

Our best American Airlines deals on Portland, Maine to Jamaica flight tickets
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 21m
2 stops
PWM11:41 amPortland
$420
Find similar
American Airlines
Oct 24
PWM3:38 pmPortland
18h 35m
1 stop
MBJ9:13 amMontego Bay Sangster Intl
Oct 31
MBJ3:20 pmMontego Bay Sangster Intl
19h 34m
2 stops
PWM11:54 amPortland
$429
Find similar
American Airlines
Oct 22
PWM7:00 amPortland
7h 30m
2 stops
MBJ1:30 pmMontego Bay Sangster Intl
Oct 26
MBJ4:22 pmMontego Bay Sangster Intl
18h 32m
2 stops
PWM11:54 amPortland
$448
Find similar

United Airlines flights from Portland, Maine to Jamaica

Our best United Airlines deals on Portland, Maine to Jamaica flight tickets
United Airlines
Aug 2
PWM5:35 amPortland
10h 35m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Aug 4
MBJ2:17 pmMontego Bay Sangster Intl
7h 57m
1 stop
PWM11:14 pmPortland
$636
Find similar
United Airlines
Aug 3
PWM5:35 amPortland
10h 35m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Aug 5
MBJ2:17 pmMontego Bay Sangster Intl
7h 57m
1 stop
PWM11:14 pmPortland
$673
Find similar
United Airlines
Aug 3
PWM5:35 amPortland
10h 35m
1 stop
MBJ3:10 pmMontego Bay Sangster Intl
Aug 19
MBJ2:17 pmMontego Bay Sangster Intl
7h 46m
1 stop
PWM11:03 pmPortland
$772
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 July 31, 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

Fri 10/24

5:21 pm-12:00 pm

2 stops19h 39m

Montego Bay Sangster Intl

Fri 10/31

3:20 pm-11:41 am

2 stops19h 21m

$420

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/24

3:38 pm-9:13 am

1 stop18h 35m

Montego Bay Sangster Intl

Fri 10/31

3:20 pm-11:54 am

2 stops19h 34m

$429

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 11/9

5:40 am-2:07 pm

1 stop8h 27m

Montego Bay Sangster Intl

Fri 11/14

2:06 pm-9:59 pm

1 stop7h 53m

$439

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 11/9

5:40 am-2:07 pm

1 stop8h 27m

Montego Bay Sangster Intl

Fri 11/14

5:58 pm-9:32 am

2 stops15h 34m

$443

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 10/22

7:00 am-1:30 pm

2 stops7h 30m

Montego Bay Sangster Intl

Sun 10/26

4:22 pm-11:54 am

2 stops18h 32m

$448

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 10/22

7:09 am-3:09 pm

1 stop9h 00m

Montego Bay Sangster Intl

Sun 10/26

3:40 pm-3:56 pm

1 stop23h 16m

$489

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 9/13

6:18 pm-11:05 am

2 stops17h 47m

Montego Bay Sangster Intl

Sat 9/20

12:10 pm-2:30 pm

3 stops25h 20m

$678

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 10/9

3:15 pm-11:05 am

2 stops20h 50m

Montego Bay Sangster Intl

Wed 10/15

12:10 pm-2:30 pm

3 stops25h 20m

$718

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Tue 8/12

6:01 am-1:10 pm

1 stop8h 09m

Montego Bay Sangster Intl

Mon 8/18

2:17 pm-11:14 pm

1 stop7h 57m

$784

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Wed 11/26

7:22 pm-1:46 pm

2 stops18h 24m

Montego Bay Sangster Intl

Sun 11/30

3:20 pm-2:12 pm

2 stops22h 52m

$967

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 $464, 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 March is also cheap. Prices for this month can be found on momondo for an average of $493.

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 $651 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 $512 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

Best Price Found

$173

Fastest flight time

6h 15m

Direct flights

None

Airports in Jamaica

1 airport
The best one-way flight to Jamaica from Portland, Maine in the past 72 hours is $173. The best round-trip flight deal from Portland, Maine to Jamaica found on momondo in the last 72 hours is $420.
The fastest flight from Portland, Maine to Jamaica takes 6h 15m
There are no direct flights from Portland, Maine to Jamaica. Popular non-direct route for this connection is Portland Airport - Montego Bay Sangster Intl Airport.
There is 1 airport near Jamaica: Montego Bay Sangster Intl (MBJ)
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 $278Free CancellationRating
8.0
7,981 reviews
Search Delta flights
United AirlinesPriceFrom $406Free CancellationRating
7.4
8,900 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 $523Free CancellationRating
8.0
4,246 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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