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Cayman Islands

$72+ Cheap flights from Maine to the Cayman Islands

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 2/7. Fares are subject to change and may not be available on all flights or dates of travel.
PWM — GCM
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Maine to Cayman Islands

Cheapest flights from Maine to Cayman Islands
Explore the most affordable flight options available from Maine to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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 12/217:25 pmBOS - GCM
1 stop17h 11mDelta
Fri 12/263:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/16$320
This Delta deal was found by Cheapflights users on 12/16. 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.
Tue 12/235:45 amPWM - GCM
1 stop6h 51mDelta
Fri 12/263:42 pmGCM - PWM
1 stop7h 01mDelta
Deal found 12/16$328
This Delta deal was found by Cheapflights users on 12/16. 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.
Mon 12/225:40 amBOS - GCM
1 stop6h 56mDelta
Wed 12/311:52 pmGCM - BOS
1 stop7h 16mDelta
Deal found 12/16$346
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/236:01 amBOS - GCM
1 stop7h 44mUnited Airlines
Mon 12/295:10 pmGCM - BOS
1 stop17h 27mUnited Airlines
Deal found 12/16$352
This Delta deal was found by Cheapflights users on 12/17. 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 12/217:25 pmBOS - GCM
1 stop17h 11mDelta
Sun 12/283:42 pmGCM - BOS
1 stop7h 29mDelta
Deal found 12/17$355
This Delta deal was found by Cheapflights users on 12/15. 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.
Mon 12/225:40 amBOS - GCM
1 stop6h 56mDelta
Tue 12/303:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/15$372
This Delta deal was found by Cheapflights users on 12/17. 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.
Mon 12/227:25 pmBOS - GCM
1 stop17h 11mDelta
Sun 12/283:42 pmGCM - BOS
1 stop9h 25mDelta
Deal found 12/17$381
This Delta deal was found by Cheapflights users on 12/16. 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.
Tue 12/235:40 amBOS - GCM
1 stop6h 56mDelta
Wed 12/311:52 pmGCM - BOS
1 stop7h 16mDelta
Deal found 12/16$415
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/235:20 amBOS - GCM
1 stop11h 15mUnited Airlines
Wed 12/315:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/16$419
This United Airlines deal was found by Cheapflights users on 12/15. 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 12/226:01 amBOS - GCM
1 stop7h 44mUnited Airlines
Mon 12/295:10 pmGCM - BOS
1 stop6h 44mUnited Airlines
Deal found 12/15$434
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Thu 12/189:30 amBOS - GCM
1 stop28h 15mUnited Airlines
Thu 12/252:25 pmGCM - BOS
1 stop8h 23mUnited Airlines
Deal found 12/16$439
This United Airlines deal was found by Cheapflights users on 12/16. 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 12/237:30 pmPWM - GCM
2 stops18h 15mUnited Airlines
Fri 12/262:25 pmGCM - PWM
1 stop8h 57mUnited Airlines
Deal found 12/16$456

Find flight deals from Maine to Cayman Islands

Keep the following information in mind while searching for Maine to Cayman Islands flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$247
(Priceline)

One-way from

$72
(Priceline)

Popular in

December

Cheapest in

March

Average price

$644
Provider with most accurate pricing for Boston Logan Intl-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Boston Logan Intl-George Town Owen Roberts Intl flights.
Search Deals
From Maine to Cayman Islands
Search Deals
One-way flight from Maine to Cayman Islands
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($2 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maine 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 December 18, 2025.
Use the filters below to find and compare flights from Maine to the Cayman Islands that are best for you.

Fly from

Maine

Fly to

Cayman Islands

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/24

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 1/31

5:30 pm-11:49 pm

1 stop6h 19m

$260

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 2/24

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Tue 3/3

2:25 pm-9:51 pm

1 stop7h 26m

$260

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/10

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

Sat 1/17

2:34 pm-11:57 pm

1 stop9h 23m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/10

5:34 am-1:38 pm

1 stop8h 04m

George Town Owen Roberts Intl

Thu 1/15

2:49 pm-11:57 pm

1 stop9h 08m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Tue 1/6

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 1/10

5:45 pm-10:52 am

2 stops17h 07m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/31

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

Sat 2/7

2:25 pm-11:49 pm

2 stops9h 24m

$265

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 1/10

7:22 pm-1:45 pm

2 stops18h 23m

George Town Owen Roberts Intl

Thu 1/29

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Mon 1/19

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Fri 1/23

2:25 pm-9:52 pm

1 stop7h 27m

$270

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 2/5

6:00 am-1:45 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sun 2/8

2:25 pm-9:52 pm

1 stop7h 27m

$288

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 2/26

7:19 pm-1:45 pm

2 stops18h 26m

George Town Owen Roberts Intl

Tue 3/3

2:25 pm-10:36 am

2 stops20h 11m

$293

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/17

Showing 1-10 of 35 results
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Best time to book a flight from Maine to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maine 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 Maine to the Cayman Islands
No data available for this route at this time. Please check back soon.

Related info for your journey

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

    For as low as $260, United Airlines can have you in Cayman Islands from Maine in 7h 15m. There are 1704 mi between Maine and Cayman Islands. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Maine 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.

See more FAQs

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 Maine 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 Maine to Cayman Islands

Discover the top 3 airlines that operate flights from Maine 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$293Average$681FlexibilityNo cancel feeOn-time69%
DeltaCheapest$504Average$608FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$506Average$586FlexibilityNo cancel feeOn-time71%

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