What are the cheapest airlines to fly from Maine to Cayman Islands one-way?

For one-way options, check prices for Delta. According to our data, you can fly for as low as $158. Users have also found prices from $168 and $178 on Air Canada and American Airlines, respectively.

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

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

Our data shows that January tends to be the cheapest month to fly to Cayman Islands from Maine. Users have commonly found prices around $700 for the month, but tickets can be as low as $386. Due to multiple factors, prepare for potentially higher prices in December.

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

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

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.

$1,115+ Flights from Maine to the Cayman Islands

Home Search by date Vacation packages Hotels Flight deals Car rental Travel tips & news

Find cheap flights from Maine to Cayman Islands 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 Maine to Cayman Islands

Most accurate provider	FlightHub 3 stars
Most trusted provider	Expedia 3 stars
Round-trip from	$420 (United Airlines)
One-way from	$158 (Delta)
Popular in	December
Cheapest in	January
Average price	$510

Provider with most accurate pricing for Portland-George Town Owen Roberts Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Portland-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. 25% potential increase in price ($233 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 13% potential price decrease ($86 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in May 2025

Search Deals

Find 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 May 1, 2025.

Sat 7/56:10 amBOS - GCM

2 stops10h 00mUnited Airlines

Sat 7/124:15 pmGCM - BOS

1 stop6h 44mUnited Airlines

Deal found 4/30

$420

Wed 5/2812:15 pmBOS - GCM

1 stop24h 40mAir Canada

Thu 6/512:50 pmGCM - BOS

2 stops24h 42mAir Canada

Deal found 4/30

$424

Sat 11/110:13 amBOS - GCM

Nonstop4h 22mJetBlue

Sat 11/83:55 pmGCM - BOS

Nonstop4h 10mJetBlue

Deal found 4/29

$425

Thu 5/156:00 amBOS - GCM

1 stop6h 20mAmerican Airlines

Wed 5/2112:25 pmGCM - BOS

2 stops9h 26mAmerican Airlines

Deal found 4/29

$432

Wed 5/75:40 amBOS - GCM

1 stop6h 40mDelta

Wed 5/1412:35 pmGCM - BOS

1 stop8h 40mDelta

Deal found 4/30

$450

Sat 5/107:30 amBOS - GCM

1 stop5h 45mSouthwest

Sat 5/171:10 pmGCM - BOS

1 stop9h 15mSouthwest

Deal found 4/29

$460

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

Sun 6/19:46 amBOS - GCM

1 stop26h 54mMultiple Airlines

Sat 6/1411:25 amGCM - BOS

1 stop12h 19mMultiple Airlines

Deal found 4/29

$527

Fri 6/137:21 amBOS - GCM

1 stop6h 49mIberia

Fri 6/2012:10 pmGCM - BOS

1 stop11h 25mIberia

Deal found 4/28

$589

Sun 9/147:00 pmBOS - CYB

2 stops21h 25mMultiple Airlines

Thu 9/188:30 amCYB - BOS

2 stops13h 09mMultiple Airlines

Deal found 4/30

$635

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

Sun 12/216:05 amPWM - GCM

1 stop8h 15mDelta

Fri 1/23:45 pmGCM - PWM

1 stop8h 29mDelta

Deal found 4/30

$1,188

Best flights from Maine to Cayman Islands
Discover carefully curated flight deals from Maine to Cayman Islands that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 1, 2025.

Fri 7/47:12 pmBOS - GCM

2 stops21h 23mUnited Airlines

Wed 7/91:35 pmGCM - BOS

1 stop9h 09mUnited Airlines

Deal found 4/30

$420

Wed 5/2812:15 pmBOS - GCM

1 stop24h 40mAir Canada

Thu 6/512:50 pmGCM - BOS

2 stops24h 42mAir Canada

Deal found 4/30

$424

Wed 5/216:00 amBOS - GCM

1 stop6h 20mAmerican Airlines

Fri 5/3012:10 pmGCM - BOS

1 stop11h 09mAmerican Airlines

Deal found 4/30

$440

Thu 5/299:46 amBOS - GCM

1 stop26h 54mMultiple Airlines

Sun 6/112:40 pmGCM - BOS

1 stop19h 09mMultiple Airlines

Deal found 4/30

$535

Sat 5/105:40 amBOS - GCM

1 stop6h 58mDelta

Fri 5/1612:35 pmGCM - BOS

1 stop9h 15mDelta

Deal found 4/30

$694

Thu 5/299:45 pmBOS - GCM

2 stops15h 05mSouthwest

Sun 6/112:45 pmGCM - BOS

2 stops9h 10mSouthwest

Deal found 4/30

$822

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

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

Wed 6/47:00 pmBOS - CYB

2 stops21h 25mMultiple Airlines

Sun 6/87:25 pmCYB - BOS

2 stops37h 30mMultiple Airlines

Deal found 4/29

$790

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

Mon 10/65:30 pmBOS - GCM

3 stops47h 40mBritish Airways

Fri 10/106:05 pmGCM - BOS

3 stops44h 25mBritish Airways

Deal found 4/30

$8,382

Last-minute flights from Maine to Cayman Islands
Discover last-minute flight deals from Maine to Cayman Islands. Data last updated May 1, 2025 and is based on user searches.

Wed 5/75:40 amBOS - GCM

1 stop6h 40mDelta

Wed 5/1412:35 pmGCM - BOS

1 stop8h 40mDelta

Deal found 4/30

$450

Wed 5/75:15 amBOS - GCM

1 stop8h 15mUnited Airlines

Wed 5/141:35 pmGCM - BOS

2 stops20h 03mUnited Airlines

Deal found 4/30

$454

Wed 5/710:04 amBOS - GCM

3 stops26h 51mMultiple Airlines

Wed 5/1411:30 amGCM - BOS

2 stops25h 56mMultiple Airlines

Deal found 4/30

$724

Wed 5/710:40 amBOS - CYB

2 stops32h 10mMultiple Airlines

Wed 5/146:20 pmCYB - BOS

2 stops27h 18mMultiple Airlines

Deal found 4/30

$935

Sat 5/107:30 amBOS - GCM

1 stop5h 45mSouthwest

Sat 5/171:10 pmGCM - BOS

1 stop9h 15mSouthwest

Deal found 4/29

$460

Sat 5/106:00 amBOS - GCM

1 stop5h 55mAmerican Airlines

Sat 5/1711:55 amGCM - BOS

1 stop8h 43mAmerican Airlines

Deal found 4/30

$470

Sat 5/109:25 pmBOS - GCM

3 stops43h 45mBritish Airways

Sat 5/176:05 pmGCM - BOS

2 stops22h 00mBritish Airways

Deal found 4/30

$9,495

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

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

Thu 5/156:00 amBOS - GCM

1 stop6h 20mAmerican Airlines

Wed 5/2112:25 pmGCM - BOS

2 stops9h 26mAmerican Airlines

Deal found 4/29

$432

Mon 5/195:24 pmBOS - GCM

1 stop20h 06mUnited Airlines

Wed 5/211:35 pmGCM - BOS

1 stop8h 51mUnited Airlines

Deal found 4/29

$445

Wed 5/2812:15 pmBOS - GCM

1 stop24h 40mAir Canada

Thu 6/512:50 pmGCM - BOS

2 stops24h 42mAir Canada

Deal found 4/30

$424

One-way flights from Maine to Cayman Islands
Search for one-way flight options from Maine to Cayman Islands. Find affordable one-way fares based on user searches. Data last updated May 1, 2025.

Wed 5/145:40 amBOS - GCM

1 stop6h 40mDelta

Deal found 4/30

$158

Sun 6/17:00 pmBOS - GCM

1 stop17h 55mAir Canada

Deal found 4/29

$168

Fri 5/305:59 amBOS - GCM

2 stops8h 11mAmerican Airlines

Deal found 4/29

$178

Sat 5/315:12 amBOS - GCM

1 stop6h 28mJetBlue

Deal found 4/29

$183

Tue 5/275:15 amBOS - GCM

1 stop8h 15mUnited Airlines

Deal found 4/29

$203

Mon 6/26:00 amBOS - GCM

2 stops35h 10mMultiple Airlines

Deal found 4/29

$206

Sat 8/25:56 pmBOS - GCM

3 stops47h 14mBritish Airways

Deal found 4/30

$1,729

Cheapflights Fare Finder

Use the filters below to find and compare flights from Maine to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 7/5

6:10 am-3:10 pm

2 stops10h 00m

George Town Owen Roberts Intl

Sat 7/12

4:15 pm-11:59 pm

1 stop6h 44m

$420

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Wed 5/28

12:15 pm-11:55 am

1 stop24h 40m

George Town Owen Roberts Intl

Thu 6/5

12:50 pm-2:32 pm

2 stops24h 42m

$424

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Thu 5/15

6:00 am-11:20 am

1 stop6h 20m

George Town Owen Roberts Intl

Wed 5/21

12:25 pm-10:51 pm

2 stops9h 26m

$432

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/10

7:30 am-12:15 pm

1 stop5h 45m

George Town Owen Roberts Intl

Sat 5/17

1:10 pm-11:25 pm

1 stop9h 15m

$460

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

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sun 6/1

9:46 am-11:40 am

1 stop26h 54m

George Town Owen Roberts Intl

Sat 6/14

11:25 am-12:44 am

1 stop12h 19m

$527

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Fri 6/13

7:21 am-1:10 pm

1 stop6h 49m

George Town Owen Roberts Intl

Fri 6/20

12:10 pm-12:35 am

1 stop11h 25m

$589

BostonCayman Brac

BOS - CYB

BOSCYB

Boston Logan Intl

Sun 9/14

7:00 pm-3:25 pm

2 stops21h 25m

Cayman Brac Gerrard-Smith

Thu 9/18

8:30 am-10:39 pm

2 stops13h 09m

$635

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

BostonGeorge Town

BOS - GCM

BOSGCM

Boston Logan Intl

Sat 5/10

5:40 am-11:38 am

1 stop6h 58m

George Town Owen Roberts Intl

Fri 5/16

12:35 pm-10:50 pm

1 stop9h 15m

$694

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 20 results

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.

Reviews of airlines servicing Cayman Islands

Read reviews from past customers who have flown Southwest, Delta and United Airlines from Maine to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Southwest

8.0

Very good

4,294 reviews

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Delta

8.0

Very good

7,934 reviews

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

United Airlines

7.4

Good

8,696 reviews

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

JetBlue

7.3

Good

2,922 reviews

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

American Airlines

7.2

Good

10,000 reviews

Southwest

8.0

Very good

4,294 reviews

Reviews

1 / 20

10.0

Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

Related info for your journey

What are the cheapest airlines to fly from Maine to Cayman Islands one-way?
For one-way options, check prices for Delta. According to our data, you can fly for as low as $158. Users have also found prices from $168 and $178 on Air Canada and American Airlines, respectively.
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.
What is the cheapest month to book a flight from Maine to Cayman Islands?
Currently, January is the cheapest month in which you can book a flight from Maine to Cayman Islands (average of $467). Flying from 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

Browse thousands of different options on Cheapflights for your next trip

Alternative routes for Maine to Cayman Islands

Newark to Luis Munoz Marin Intl flights

John F Kennedy Intl to Luis Munoz Marin Intl flights

John F Kennedy Intl to Santiago de los Caballeros flights

Orlando to Luis Munoz Marin Intl flights

John F Kennedy Intl to Punta Cana flights

LaGuardia to Luis Munoz Marin Intl flights

John F Kennedy Intl to Montego Bay flights

Newark to Santiago de los Caballeros flights

Newark to Punta Cana flights

John F Kennedy Intl to Santo Domingo flights

Newark to Santo Domingo flights

Newark to Montego Bay flights

Newark to Oranjestad flights

Dulles Intl to Luis Munoz Marin Intl flights

Dallas/Fort Worth to Luis Munoz Marin Intl flights

O'Hare Intl to Luis Munoz Marin Intl flights

Philadelphia to Luis Munoz Marin Intl flights

Boston to Luis Munoz Marin Intl flights

John F Kennedy Intl to Oranjestad flights

Baltimore to Luis Munoz Marin Intl flights

Reagan-National to Luis Munoz Marin Intl flights

Newark to Nassau flights

Hartford to Luis Munoz Marin Intl flights

Tampa to Luis Munoz Marin Intl flights

LaGuardia to Punta Cana flights

John F Kennedy Intl to Nassau flights

LaGuardia to Montego Bay flights

Atlanta to Luis Munoz Marin Intl flights

Fort Lauderdale to Luis Munoz Marin Intl flights

Hobby to Luis Munoz Marin Intl flights

John F Kennedy Intl to Kingston flights

Miami to Luis Munoz Marin Intl flights

Dulles Intl to Punta Cana flights

Newark to Simpson Bay flights

Atlanta to Montego Bay flights

Atlanta to Punta Cana flights

John F Kennedy Intl to Saint Thomas Island flights

George Bush Intcntl to Luis Munoz Marin Intl flights

Boston to Oranjestad flights

Raleigh to Luis Munoz Marin Intl flights

LaGuardia to Oranjestad flights

O'Hare Intl to Punta Cana flights

John F Kennedy Intl to Simpson Bay flights

LaGuardia to Santo Domingo flights

Newark to Providenciales flights

Boston to Punta Cana flights

Dulles Intl to Montego Bay flights

Los Angeles to Luis Munoz Marin Intl flights

John F Kennedy Intl to St. John's flights

Dallas/Fort Worth to Punta Cana flights

Top 3 airlines flying from Maine to Cayman Islands

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$386	Average$467	FlexibilityNo cancel fee	On-timeN/A
United Airlines	Cheapest$467	Average$617	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$510	Average$656	FlexibilityNo cancel fee	On-time71%

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.

$158+ 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 5/14. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Maine to Cayman Islands with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

Cheap 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 May 1, 2025.

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Find flight deals from Maine to Cayman Islands

Cheapest flights from Maine to Cayman IslandsExplore 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 May 1, 2025.

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 May 1, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Maine to the Cayman Islands that are best for you.

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.

Cheapflights Insights

Everything you need to know about your flight from Maine to the Cayman Islands

Reviews of airlines servicing Cayman Islands

Read reviews from past customers who have flown Southwest, Delta and United Airlines from Maine to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

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.

What are the cheapest airlines to fly from Maine to Cayman Islands one-way?

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

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

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

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

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.

Top 3 airlines flying from Maine to Cayman Islands

100% Free

Book with Flexibility

Travel Smart

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 May 1, 2025.