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Cayman Islands

$536+ Cheap flights from Portland (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 1/25. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
Nov 25 — Dec 21
Mon 11/25
Mon 12/2
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 November 20, 2024.

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 November 20, 2024.

This American Airlines deal was found by Cheapflights users on 11/20. 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 12/235:39 amPWM - GCM
1 stop10h 41mAmerican Airlines
Sat 12/285:08 pmGCM - PWM
1 stop7h 29mAmerican Airlines
Deal found 11/20$586
This United deal was found by Cheapflights users on 11/19. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/237:16 pmPWM - GCM
2 stops18h 29mUnited Airlines
Sat 12/285:45 pmGCM - PWM
1 stop6h 14mUnited Airlines
Deal found 11/19$621
This Delta deal was found by Cheapflights users on 11/20. 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.
Fri 11/296:00 amPWM - GCM
1 stop6h 45mDelta
Fri 12/61:57 pmGCM - PWM
1 stop10h 13mDelta
Deal found 11/20$1,717

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 2,629,791 searches. Data last updated November 20, 2024.

Fly from

Any airport

Fly to

Any airport

Route

Depart

Return

Price

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 1/25

5:44 am-12:10 pm

1 stop6h 26m

George Town Owen Roberts Intl

Sat 2/1

1:10 pm-8:11 pm

1 stop7h 01m

$536

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 12/23

7:16 pm-1:45 pm

2 stops18h 29m

George Town Owen Roberts Intl

Sat 12/28

5:45 pm-11:59 pm

1 stop6h 14m

$621

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/19

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 June is currently the most expensive (average of $560). 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 November 20, 2024.

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 November 20, 2024.
United Airlines
7.4
Good
9,171 reviews

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

United Airlines
7.4
Good
9,171 reviews
United Airlines
7.4
Good
9,171 reviews

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

American Airlines
7.2
Good
10,000 reviews
United Airlines
7.4
Good
9,171 reviews

Entertainment

7.1

Comfort

7.3

Overall

7.4

Food

6.7

Boarding

7.7

Crew

8.1

Reviews

1 / 10

Good boarding process. (Nice to be able to buy Group 2 boarding option.) Plane was clean. Tried to avoid full flight by flying on Saturday, but plane was full anyway. Gate area in Houston should have charging options. Should be a lounge for people with American Express Platinum Card in Houston Airport.

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 June is currently the most expensive (average of $560). 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.

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Alternative routes for Portland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 2,629,791 searches. Data last updated November 20, 2024.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$386Average$560FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$467Average$557FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$506Average$690FlexibilityNo cancel feeOn-time71%
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