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Grand Cayman

$526+ Cheap flights from Portland, ME (PWM) to Grand Cayman

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/14. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
1 adult, Economy
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Cheap flight deals from Portland to Grand Cayman

Keep the following information in mind while searching for Portland to Grand Cayman flight deals. Data was last updated May 1, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$526
(American Airlines)

Popular in

December

Cheapest in

January

Average price

$510
Provider with most accurate pricing for Portland-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Portland-George Town Owen Roberts Intl flights.
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From Portland to Grand Cayman
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Highest demand for flights based on searches. 25% potential increase in price ($233 potential increase over avg. RT price).
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Cheapest flight prices on average. 13% potential price decrease ($86 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Find flight deals from Portland to Grand Cayman

Cheapest flights from Portland to Grand Cayman
Explore the most affordable flight options available from Portland to Grand Cayman. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 1, 2025.

This American Airlines deal was found by Cheapflights users on 4/30. 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.
Wed 5/145:50 amPWM - GCM
2 stops8h 20mAmerican Airlines
Wed 5/2112:25 pmGCM - PWM
1 stop9h 41mAmerican Airlines
Deal found 4/30$526
This United Airlines deal was found by Cheapflights users on 4/30. 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 6/145:40 amPWM - GCM
1 stop10h 30mUnited Airlines
Sat 6/214:15 pmGCM - PWM
1 stop6h 42mUnited Airlines
Deal found 4/30$642
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/216:05 amPWM - GCM
1 stop8h 15mDelta
Fri 1/23:45 pmGCM - PWM
1 stop8h 29mDelta
Deal found 4/30$1,188
This Mytrip deal was found by Cheapflights users on 4/30. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/1411:33 amPWM - GCM
2 stops25h 22mMultiple Airlines
Wed 5/2111:30 amGCM - PWM
3 stops23h 27mMultiple Airlines
Deal found 4/30$2,678

Cheapflights Fare Finder

Customize your flight search to find flights from Portland to Grand Cayman 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 May 1, 2025.
Use the filters below to find and compare flights from Portland to Grand Cayman that are best for you.

Fly from

Portland

Fly to

Grand Cayman

Route

Depart

Return

Price

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Wed 5/14

5:50 am-1:10 pm

2 stops8h 20m

George Town Owen Roberts Intl

Wed 5/21

12:25 pm-11:06 pm

1 stop9h 41m

$526

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 6/14

5:40 am-3:10 pm

1 stop10h 30m

George Town Owen Roberts Intl

Sat 6/21

4:15 pm-11:57 pm

1 stop6h 42m

$642

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Wed 5/14

11:33 am-11:55 am

2 stops25h 22m

George Town Owen Roberts Intl

Wed 5/21

11:30 am-11:57 am

3 stops23h 27m

$2,678

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Best time to book a flight from Portland to Grand Cayman

Have a flexible travel schedule? Discover the best time to fly to Grand Cayman 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 Grand Cayman

What is the cheapest month to book a flight from Portland, Maine to Grand Cayman?

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Grand Cayman (average of $467). Flying from Portland, Maine to Grand Cayman in March is currently the most expensive (average of $594). 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.

Reviews of airlines servicing Grand Cayman

Get insights into the airlines that provide service to Grand Cayman. 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 Grand Cayman. Reviews last updated May 1, 2025.
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
United Airlines
7.4
Good
8,696 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??
American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
8,696 reviews

Comfort

7.3

Boarding

7.7

Entertainment

7.1

Overall

7.4

Crew

8.1

Food

6.6

Reviews

1 / 20
4.0
Okay

Thomas,Mar 2025

SFO - TPE

When I asked for an extra snack, I got an unhappy look from the stewardess. Geez, does one extra snack really affect the bottom line??

Related info for your journey

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

  • What airport do you fly from for flights from Portland to Grand Cayman?

    Located just 2.9 mi from the city center, Portland (PWM) is the airport most travelers will use when flying to Grand Cayman from Portland.

  • Can I find deals for flights from Portland to Grand Cayman that include hotel bookings?

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

  • How can I find direct flights from Portland to Grand Cayman?

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

  • Can I find deals for business class flights from Portland to Grand Cayman?

    Yes. Cheapflights offers flight deals from Portland to Grand Cayman 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 Grand Cayman?

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Grand Cayman (average of $467). Flying from Portland, Maine to Grand Cayman in March is currently the most expensive (average of $594). 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

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Alternative routes for Portland to Grand Cayman

See prices for flight routes from nearby airports that may be better suited for you.
Boston to George Town flights
Portland to George Town flights
Boston to Cayman Brac flights

Top 3 airlines flying from Portland to Grand Cayman

Discover the top 3 airlines that operate flights from Portland to Grand Cayman. 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$386Average$467FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$467Average$617FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$510Average$656FlexibilityNo cancel feeOn-time71%

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