What airlines fly to Cayman Islands?

American Airlines, United Airlines and Delta are the top three most popular airlines that fly to Cayman Islands from Maine according to our data. American Airlines is the first choice among our users, with 44% of people opting to fly with this airline when traveling to Cayman Islands. Keep in mind that there are 3 different airlines that fly to Cayman Islands on a routine basis, so you have a few additional options to choose from.

What is the cheapest airline that flies from Maine to Cayman Islands?

American Airlines and Southwest are the most popular carriers operating from Maine to Cayman Islands

When did momondo last update prices for flights from Maine to Cayman Islands?

Prices for flights from Maine to Cayman Islands are updated daily.

How many operators does momondo search for flights from Maine to Cayman Islands?

There are 3 operators available for flights from Maine to Cayman Islands as of November 2026.

How old do you have to be to fly from Maine to Cayman Islands?

The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The necessary travel and health documents for your Cayman Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

$182 Cheap Flights from Maine to the Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Maine to the Cayman Islands

Round-trip

One-way

Cheap round-trip flights

Enter your travel dates to find the best prices.

5:45 am - 12:05 pmPWM Portland-GCM George Town Owen Roberts Intl

6h 20m1 stop Charlotte Douglas

3:45 pm - 9:28 amGCM George Town Owen Roberts Intl-PWM Portland

17h 43m2 stops Miami Washington, D.C. Reagan-National

$422American Airlines

Fri, Nov 27 - Fri, Dec 11

6:47 pm - 12:06 pmPWM Portland-GCM George Town Owen Roberts Intl

17h 19m1 stop Philadelphia

3:45 pm - 9:28 amGCM George Town Owen Roberts Intl-PWM Portland

17h 43m2 stops Miami Washington, D.C. Reagan-National

$422American Airlines

Fri, Nov 27 - Fri, Dec 11

5:06 pm - 11:00 amPWM Portland-GCM George Town Owen Roberts Intl

18h 54m2 stops Washington, D.C. Reagan-National Miami

2:10 pm - 9:59 amGCM George Town Owen Roberts Intl-PWM Portland

18h 49m2 stops Miami New York LaGuardia

$422American Airlines

Sat, May 1 - Sat, May 8

6:01 pm - 11:32 amPWM Portland-GCM George Town Owen Roberts Intl

18h 31m2 stops Chicago O'Hare Intl Charlotte Douglas

4:00 pm - 11:15 amGCM George Town Owen Roberts Intl-PWM Portland

18h 15m1 stop Charlotte Douglas

$431American Airlines

Sat, May 1 - Sat, May 8

11:56 am - 11:32 amPWM Portland-GCM George Town Owen Roberts Intl

24h 36m1 stop Charlotte Douglas

4:00 pm - 11:15 amGCM George Town Owen Roberts Intl-PWM Portland

18h 15m1 stop Charlotte Douglas

$436American Airlines

Sat, May 1 - Sat, May 8

6:36 pm - 12:04 pmPWM Portland-GCM George Town Owen Roberts Intl

17h 28m2 stops Philadelphia Charlotte Douglas

12:59 pm - 9:29 pmGCM George Town Owen Roberts Intl-PWM Portland

8h 30m1 stop Charlotte Douglas

$462American Airlines

Mon, Feb 1 - Fri, Feb 5

6:47 pm - 12:06 pmPWM Portland-GCM George Town Owen Roberts Intl

17h 19m1 stop Philadelphia

3:45 pm - 9:28 amGCM George Town Owen Roberts Intl-PWM Portland

17h 43m2 stops Miami Washington, D.C. Reagan-National

$462American Airlines

Fri, Nov 27 - Fri, Dec 11

4:47 pm - 11:48 amPWM Portland-GCM George Town Owen Roberts Intl

19h 01m2 stops Washington, D.C. Reagan-National Miami

12:48 pm - 9:29 pmGCM George Town Owen Roberts Intl-PWM Portland

8h 41m2 stops Miami Charlotte Douglas

$462American Airlines

Mon, Feb 1 - Fri, Feb 5

7:50 pm - 1:15 pmPWM Portland-GCM George Town Owen Roberts Intl

17h 25m1 stop Newark

2:55 pm - 2:51 pmGCM George Town Owen Roberts Intl-PWM Portland

23h 56m1 stop Chicago O'Hare Intl

$467United Airlines

Mon, Feb 1 - Fri, Feb 5

7:55 pm - 1:15 pmPWM Portland-GCM George Town Owen Roberts Intl

17h 20m1 stop Newark

5:10 pm - 10:46 amGCM George Town Owen Roberts Intl-PWM Portland

17h 36m1 stop Washington, D.C. Dulles Intl

$499United Airlines

Wed, Dec 16 - Wed, Dec 23

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United Airlines flights from Maine to Cayman Islands

Our best United Airlines deals on Maine to Cayman Islands flight tickets

United Airlines

Feb 1

PWM7:50 pmPortland

17h 25m

1 stop

GCM1:15 pmGeorge Town Owen Roberts Intl

Feb 5

GCM2:55 pmGeorge Town Owen Roberts Intl

23h 56m

1 stop

PWM2:51 pmPortland

$467

United Airlines

Dec 16

PWM7:55 pmPortland

17h 20m

1 stop

GCM1:15 pmGeorge Town Owen Roberts Intl

Dec 23

GCM5:10 pmGeorge Town Owen Roberts Intl

17h 36m

1 stop

PWM10:46 amPortland

$499

United Airlines

Mar 15

PWM6:00 amPortland

7h 15m

1 stop

GCM12:15 pmGeorge Town Owen Roberts Intl

Mar 22

GCM1:55 pmGeorge Town Owen Roberts Intl

24h 49m

1 stop

PWM3:44 pmPortland

$525

American Airlines flights from Maine to Cayman Islands

Our best American Airlines deals on Maine to Cayman Islands flight tickets

American Airlines

Nov 27

PWM6:47 pmPortland

17h 19m

1 stop

GCM12:06 pmGeorge Town Owen Roberts Intl

Dec 11

GCM3:45 pmGeorge Town Owen Roberts Intl

17h 43m

2 stops

PWM9:28 amPortland

$422

American Airlines

May 1

PWM6:01 pmPortland

18h 31m

2 stops

GCM11:32 amGeorge Town Owen Roberts Intl

May 8

GCM4:00 pmGeorge Town Owen Roberts Intl

18h 15m

1 stop

PWM11:15 amPortland

$431

American Airlines

May 1

PWM11:56 amPortland

24h 36m

1 stop

GCM11:32 amGeorge Town Owen Roberts Intl

May 8

GCM4:00 pmGeorge Town Owen Roberts Intl

18h 15m

1 stop

PWM11:15 amPortland

$436

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Quickest round-trip

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Fri 11/27

5:45 am-12:05 pm

1 stop6h 20m

George Town Owen Roberts Intl

Fri 12/11

3:45 pm-9:28 am

2 stops17h 43m

$422

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Fri 11/27

6:47 pm-12:06 pm

1 stop17h 19m

George Town Owen Roberts Intl

Fri 12/11

3:45 pm-9:28 am

2 stops17h 43m

$422

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

5:06 pm-11:00 am

2 stops18h 54m

George Town Owen Roberts Intl

Sat 5/8

2:10 pm-9:59 am

2 stops18h 49m

$422

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

6:01 pm-11:32 am

2 stops18h 31m

George Town Owen Roberts Intl

Sat 5/8

4:00 pm-11:15 am

1 stop18h 15m

$431

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

11:56 am-11:32 am

1 stop24h 36m

George Town Owen Roberts Intl

Sat 5/8

4:00 pm-11:15 am

1 stop18h 15m

$436

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Mon 2/1

6:36 pm-12:04 pm

2 stops17h 28m

George Town Owen Roberts Intl

Fri 2/5

12:59 pm-9:29 pm

1 stop8h 30m

$462

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Fri 11/27

6:47 pm-12:06 pm

1 stop17h 19m

George Town Owen Roberts Intl

Fri 12/11

3:45 pm-9:28 am

2 stops17h 43m

$462

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Mon 2/1

4:47 pm-11:48 am

2 stops19h 01m

George Town Owen Roberts Intl

Fri 2/5

12:48 pm-9:29 pm

2 stops8h 41m

$462

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Mon 2/1

7:50 pm-1:15 pm

1 stop17h 25m

George Town Owen Roberts Intl

Fri 2/5

2:55 pm-2:51 pm

1 stop23h 56m

$467

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Wed 12/16

7:55 pm-1:15 pm

1 stop17h 20m

George Town Owen Roberts Intl

Wed 12/23

5:10 pm-10:46 am

1 stop17h 36m

$499

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 resultsSorted by cheapest first

How to get the cheapest flight ticket from Maine to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of September, then flying in July is also cheap. Prices for this month can be found on momondo for an average of $0.

Cheap Maine to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Maine to Cayman Islands

Best Price Found	$182
Fastest flight time	4h 20m
Direct flights	None

The best one-way flight to Cayman Islands from Maine in the past 72 hours is $182. The best round-trip flight deal from Maine to Cayman Islands found on momondo in the last 72 hours is $422.

The fastest flight from Maine to Cayman Islands takes 4h 20m

There are no direct flights from Maine to Cayman Islands. There are no popular flight routes from Maine to Cayman Islands.

Search flight deals

Frequently asked questions about flying from Maine to the Cayman Islands

When did momondo last update prices for flights from Maine to Cayman Islands?
Prices for flights from Maine to Cayman Islands are updated daily.
How many operators does momondo search for flights from Maine to Cayman Islands?
There are 3 operators available for flights from Maine to Cayman Islands as of November 2026.
How old do you have to be to fly from Maine to Cayman Islands?
The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Maine to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The necessary travel and health documents for your Cayman Islands trip may vary depending on your travel plans and individual circumstances. Generally, you should have various documents, such as a national ID card or driver's license and a passport that is valid for six months beyond your scheduled arrival date. We recommend seeking advice from your airline or a trusted third party, such as IATA.

Best airlines flying from Maine to Cayman Islands

Compare and see reviews for airlines that fly from Maine to Cayman Islands with momondo

Airline	Rating	Free Cancellation	Price
Delta	PriceFrom $118	Free Cancellation	Rating 7.8 8,696 reviews	Search Delta flights
United Airlines	PriceFrom $200	Free Cancellation	Rating 7.3 10,459 reviews	Search United Airlines flights
American Airlines	PriceFrom $422	Free Cancellation	Rating 7.0 12,229 reviews	Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Maine to Cayman Islands?

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Cayman Islands from Maine.

Can I find flights from Maine to Cayman Islands with flexible booking policies on momondo?

Yes. All flights to Cayman Islands from Maine on momondo can be compared and filtered by various policies on offer, including flexible booking.

How can momondo help me find flights from Maine to Cayman Islands?

momondo helps you find the best flight between Maine and Cayman Islands by providing filters to narrow your choice of flights to those matching your criteria. You can select flights based on numerous factors such as price, departure and landing times, airport and airline.

I’m not ready to book a flight from Maine to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from Maine. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

An easier way to manage your Cayman Islands trip

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Popular cities in the Cayman Islands

Flights to George Townfrom $326

Flights to Cayman Bracfrom $322

Flights to Little Caymanfrom $404

Cheap flights from Maine to the Cayman Islands from $182

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Maine to the Cayman Islands departing on 4/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.

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United Airlines flights from Maine to Cayman Islands

Our best United Airlines deals on Maine to Cayman Islands flight tickets

American Airlines flights from Maine to Cayman Islands

Our best American Airlines deals on Maine to Cayman Islands flight tickets

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

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How to get the cheapest flight ticket from Maine to Cayman Islands

What is the cheapest month to fly to Cayman Islands?

What is the cheapest airline that flies from Maine to Cayman Islands?

What airlines fly to Cayman Islands?

Cheap Maine to Cayman Islands flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Maine to the Cayman Islands

Best airlines flying from Maine to Cayman Islands

Compare and see reviews for airlines that fly from Maine to Cayman Islands with momondo

Why use momondo?

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo

Maine flight routes

According to popular flight searches on momondo this year

Cayman Islands flight routes

According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

Airlines are sorted and displayed according to clicks in the past 7 days on momondo

Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

Complete your trip to the Cayman Islands

Explore popular destinations other users love

According to popular flight searches on momondo this year