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Cayman Islands

$489+ Cheap flights from Portland, ME (PWM) to the Cayman Islands

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 4/24. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
ene. 26 — feb. 21
dom. 1/26
dom. 2/2
1 adult, Economy
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Cheap flight deals from Portland to Cayman Islands

Discover tips and strategies to find the most affordable flight options for your journey from Portland (PWM) to Cayman Islands (KY0). 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 enero 21, 2025.

Round-trip from

$489
(American Airlines)
From Portland to Cayman Islands
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Find flight deals from Portland to Cayman Islands

Cheapest flights from Portland to Cayman Islands
Explore the most affordable flight options available from Portland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on enero 21, 2025.

This American Airlines deal was found by Cheapflights users on 1/21. 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.
jue. 4/243:54 pmPWM - GCM
2 stops20h 15mAmerican Airlines
mar. 4/2912:35 pmGCM - PWM
2 stops22h 35mAmerican Airlines
Deal found 1/21$489
This Delta deal was found by Cheapflights users on 1/21. 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.
jue. 3/135:30 amPWM - GCM
1 stop7h 08mDelta
mar. 3/251:03 pmGCM - PWM
1 stop9h 53mDelta
Deal found 1/21$528
This United Airlines deal was found by Cheapflights users on 1/21. 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.
vie. 3/146:10 amPWM - GCM
1 stop7h 05mUnited Airlines
jue. 3/271:25 pmGCM - PWM
1 stop8h 50mUnited Airlines
Deal found 1/21$618
This Mytrip deal was found by Cheapflights users on 1/21. 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.
vie. 3/146:18 pmPWM - GCM
2 stops22h 52mMultiple Airlines
vie. 3/283:00 pmGCM - PWM
3 stops27h 27mMultiple Airlines
Deal found 1/21$826
This Justfly.com deal was found by Cheapflights users on 1/21. 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 3/136:10 amPWM - GCM
2 stops32h 50mAir Canada
vie. 3/283:00 pmGCM - PWM
2 stops26h 30mAir Canada
Deal found 1/21$1,049

Find flights from Portland to Cayman Islands within your budget

Customize your flight search to find flights from Portland to Cayman Islands 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 enero 21, 2025.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

jue. 4/24

3:54 pm-11:09 am

2 stops20h 15m

George Town Owen Roberts Intl

mar. 4/29

12:35 pm-12:10 pm

2 stops22h 35m

$489

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

jue. 3/13

5:30 am-11:38 am

1 stop7h 08m

George Town Owen Roberts Intl

mar. 3/25

1:03 pm-11:56 pm

1 stop9h 53m

$528

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

vie. 3/14

6:10 am-12:15 pm

1 stop7h 05m

George Town Owen Roberts Intl

jue. 3/27

1:25 pm-11:15 pm

1 stop8h 50m

$618

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

vie. 3/14

6:18 pm-4:10 pm

2 stops22h 52m

George Town Owen Roberts Intl

vie. 3/28

3:00 pm-7:27 pm

3 stops27h 27m

$826

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

jue. 3/13

6:10 am-2:00 pm

2 stops32h 50m

George Town Owen Roberts Intl

vie. 3/28

3:00 pm-6:30 pm

2 stops26h 30m

$1,049

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/21

Best time to book a flight from Portland to Cayman Islands

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

Travel insights for flights from Portland to Cayman Islands

Get recent, data-driven insights about flights from Portland to Cayman Islands including ideal travel times, pricing trends, and more.

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

Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Cayman Islands (average of $467). Flying from Portland, Maine to Cayman Islands 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.

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

Find hourly flight availability from Portland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated enero 21, 2025.

Regardless of the time of day you decide to fly, the ticket price will remain around the same. Book flights from Portland, Maine to Cayman Islands as you normally would.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. 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 Cayman Islands. Reviews last updated enero 21, 2025.
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Delta
8.0
Very good
8,521 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

United Airlines
7.4
Good
8,985 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Air Canada
7.0
Good
8,635 reviews
Delta
8.0
Very good
8,521 reviews

Crew

8.6

Overall

8.0

Food

7.3

Boarding

8.2

Comfort

8.0

Entertainment

7.9

Reviews

1 / 10

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

Find useful and relevant information for your journey from Portland to Cayman Islands. 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 Cayman Islands?

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

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Portland, Maine to Cayman Islands (average of $467). Flying from Portland, Maine to Cayman Islands 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 Cayman Islands

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Top 3 airlines flying from Portland to Cayman Islands

Discover the top 3 airlines that operate flights from Portland to Cayman Islands. 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 enero 21, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$386Average$560FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$467Average$580FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$533Average$694FlexibilityNo cancel feeOn-time71%
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