HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Montego Bay

$175+ Cheap flights from Portland, ME (PWM) to Montego Bay (MBJ)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 11/3. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — MBJ
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Portland to Montego Bay with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Portland to Montego Bay

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Montego Bay (MBJ). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$385
(American Airlines)

One-way from

$175
(Delta)

Popular in

April

Cheapest in

January

Average price

$523
Provider with most accurate pricing for Portland-Montego Bay Sangster Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Portland-Montego Bay Sangster Intl flights.
Search Deals
From Portland to Montego Bay Sangster Intl
Search Deals
One-way flight from Portland to Montego Bay Sangster Intl
Search Deals
Highest demand for flights based on searches. 16% potential increase in price ($122 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 9% potential price decrease ($55 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
Search Deals

Find flight deals from Portland to Montego Bay

Cheapest flights from Portland to Montego Bay
Explore the most affordable flight options available from Portland to Montego Bay. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/295:30 amPWM - MBJ
1 stop10h 42mUnited Airlines
Wed 12/33:36 pmMBJ - PWM
1 stop7h 33mUnited Airlines
Deal found 10/27$386
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/106:00 amPWM - MBJ
1 stop6h 47mAmerican Airlines
Mon 11/171:50 pmMBJ - PWM
1 stop9h 04mAmerican Airlines
Deal found 10/28$428
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/107:22 pmPWM - MBJ
2 stops16h 45mUnited Airlines
Mon 11/172:48 pmMBJ - PWM
2 stops19h 16mUnited Airlines
Deal found 10/28$433
This American Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/76:37 pmPWM - MBJ
2 stops18h 02mAmerican Airlines
Tue 11/113:50 pmMBJ - PWM
2 stops19h 56mAmerican Airlines
Deal found 10/28$444
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/287:22 pmPWM - MBJ
2 stops19h 07mUnited Airlines
Fri 10/312:36 pmMBJ - PWM
1 stop7h 41mUnited Airlines
Deal found 10/27$481
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/297:02 amPWM - MBJ
1 stop9h 20mAmerican Airlines
Wed 12/311:13 amMBJ - PWM
2 stops12h 24mAmerican Airlines
Deal found 10/27$551
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/77:22 pmPWM - MBJ
1 stop20h 50mUnited Airlines
Tue 11/112:48 pmMBJ - PWM
2 stops19h 16mUnited Airlines
Deal found 10/27$591

Cheapflights Fare Finder

 
Customize your flight search to find flights from Portland to Montego Bay 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, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from Portland to Montego Bay that are best for you.

Fly from

Portland

Fly to

Montego Bay

Route

Depart

Return

Price

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sun 1/4

5:20 pm-12:25 pm

2 stops19h 05m

Montego Bay Sangster Intl

Sun 1/11

4:43 pm-12:06 pm

2 stops19h 23m

$385

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 1/5

6:41 pm-12:24 pm

1 stop17h 43m

Montego Bay Sangster Intl

Mon 1/12

4:16 pm-12:05 pm

2 stops19h 49m

$415

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 11/10

6:00 am-12:47 pm

1 stop6h 47m

Montego Bay Sangster Intl

Mon 11/17

1:50 pm-10:54 pm

1 stop9h 04m

$428

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 11/10

6:00 am-2:29 pm

1 stop8h 29m

Montego Bay Sangster Intl

Mon 11/17

2:48 pm-10:04 am

2 stops19h 16m

$433

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 1/5

6:00 am-2:37 pm

1 stop8h 37m

Montego Bay Sangster Intl

Mon 1/12

3:55 pm-11:30 pm

1 stop7h 35m

$437

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 11/3

6:00 am-4:34 pm

1 stop10h 34m

$175

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Mon 11/3

6:37 pm-1:01 pm

2 stops18h 24m

$175

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Sat 11/29

6:00 am-2:29 pm

1 stop8h 29m

$182

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Fri 10/31

7:22 pm-1:05 pm

2 stops18h 43m

$217

PortlandMontego Bay

PWM - MBJ

PWMMBJ

Portland

Thu 11/6

5:21 pm-1:01 pm

2 stops19h 40m

$252

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/27

Showing 1-10 of 15 results
1
2

Compare providers for flights from Portland to Montego Bay

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Portland to Montego Bay in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars
AranGrantPrice Accuracy2 starsTrust Score*3 stars
CheapTicketsDealPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on Portland, Maine-Montego Bay flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on Portland, Maine-Montego Bay flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from Portland, Maine-Montego Bay flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on Portland, Maine-Montego Bay flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Portland, Maine-Montego Bay flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from Portland to Montego Bay

Have a flexible travel schedule? Discover the best time to fly to Montego Bay from Portland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Portland to Montego Bay

What is the cheapest month to book a flight from Portland, Maine to Montego Bay?

Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Montego Bay (average of $195). Flying from Portland, Maine to Montego Bay in August is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from PWM to MBJ?

Find hourly flight availability from Portland to Montego Bay. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

It’s typically best to fly out from Portland, Maine to Montego Bay at noon. Doing so could potentially save you 70% on the flight price compared to flying in the morning, which is usually more expensive.

Reviews of airlines servicing Montego Bay

Get insights into the airlines that provide service to Montego Bay. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Montego Bay. Reviews last updated October 28, 2025.
See what other customers who have flown with Southwest, Delta, and United Airlines from Portland to Montego Bay have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,240 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,994 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
9,001 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,032 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
JetBlue
7.2
Good
2,908 reviews
Southwest
8.0
Very good
4,240 reviews

Boarding

8.1

Crew

8.6

Overall

8.0

Comfort

8.0

Food

7.0

Entertainment

7.5

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

Related info for your journey

Find useful and relevant information for your journey from Portland to Montego Bay. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Portland, Maine to Montego Bay?

    Departing from Portland, Maine to Montego Bay will take you 19h 05m. The distance between Portland, Maine and Montego Bay is about 1791 mi.

  • What are the cheapest airlines flying from Portland, Maine to Montego Bay round-trip?

    Currently priced at $404, Delta will fly you from Portland, Maine to Montego Bay and back. In addition to Delta, many other airlines offer competitively priced options for your trip. Search Cheapflights for deals from United Airlines and JetBlue - these airlines can fly you to your destination from $406 and $414, respectively. Delta is 34% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Portland, Maine to Montego Bay one-way?

    $175 is the cheapest one-way deal found within the past few days, from Delta. You may also be able to find cheap deals on American Airlines and United Airlines, with prices starting from $175 and $182, respectively.

  • Can I find deals for flights from Portland to Montego Bay that include hotel bookings?

    Yes. In addition to deals on Portland to Montego Bay flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Portland to Montego Bay?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Portland to Montego Bay.

  • Can I find deals for business class flights from Portland to Montego Bay?

    Yes. Cheapflights offers flight deals from Portland to Montego Bay by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Portland, Maine to Montego Bay?

    Currently, March is the cheapest month in which you can book a flight from Portland, Maine to Montego Bay (average of $195). Flying from Portland, Maine to Montego Bay in August is currently the most expensive (average of $376). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Traveling to a place near Montego Bay?

Book flights to Montego Bay if you plan to visit one of these locations
Whitehouse
Lucea

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Portland to Montego Bay

See prices for flight routes from nearby airports that may be better suited for you.
Boston to Montego Bay flights
Boston to Kingston flights
Portland to Kingston flights

Top 5 airlines flying from Portland to Montego Bay

Discover the top 5 airlines that operate flights from Portland to Montego Bay. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$404Average$516FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$406Average$703FlexibilityNo cancel feeOn-time69%
JetBlueCheapest$414Average$741FlexibilityNo cancel feeOn-time62%
American AirlinesCheapest$419Average$677FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$491Average$685FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.