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Cheap flights from Portland, Maine to Grand Cayman from $114

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from Portland, Maine to Grand Cayman departing on 7/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to Grand Cayman

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
12:50 pm - 11:54 am
PWM
-
GCM
24h 04m
2 stops
Delta Logo
1:19 pm - 10:23 am
GCM
-
PWM
20h 04m
2 stops
$350Delta
Sun, May 10 - Tue, May 19
American Airlines Logo
6:01 pm - 11:31 am
PWM
-
GCM
18h 30m
2 stops
American Airlines Logo
2:10 pm - 11:15 am
GCM
-
PWM
20h 05m
2 stops
$434American Airlines
Thu, Apr 30 - Thu, May 7
American Airlines Logo
7:20 pm - 10:50 am
PWM
-
GCM
16h 30m
2 stops
American Airlines Logo
1:20 pm - 11:48 am
GCM
-
PWM
21h 28m
2 stops
$435American Airlines
Mon, Sep 14 - Sun, Sep 20
American Airlines Logo
7:10 am - 11:31 am
PWM
-
GCM
29h 21m
1 stop
American Airlines Logo
12:00 pm - 11:26 pm
GCM
-
PWM
34h 26m
2 stops
$436American Airlines
Sat, May 9 - Tue, May 19
American Airlines Logo
7:23 pm - 11:31 am
PWM
-
GCM
17h 08m
2 stops
American Airlines Logo
12:00 pm - 9:46 pm
GCM
-
PWM
32h 46m
2 stops
$437American Airlines
Sat, May 9 - Wed, May 20
American Airlines Logo
11:56 am - 11:31 am
PWM
-
GCM
24h 35m
1 stop
American Airlines Logo
12:00 pm - 11:26 pm
GCM
-
PWM
34h 26m
2 stops
$441American Airlines
Wed, May 13 - Tue, May 19
American Airlines Logo
7:23 pm - 1:10 pm
PWM
-
GCM
18h 47m
2 stops
American Airlines Logo
12:00 pm - 9:46 pm
GCM
-
PWM
32h 46m
2 stops
$442American Airlines
Wed, May 13 - Wed, May 20
American Airlines Logo
7:20 pm - 10:50 am
PWM
-
GCM
16h 30m
2 stops
American Airlines Logo
12:35 pm - 1:22 pm
GCM
-
PWM
23h 47m
1 stop
$446American Airlines
Mon, Sep 14 - Sun, Sep 20
American Airlines Logo
6:01 pm - 11:31 am
PWM
-
GCM
18h 30m
2 stops
American Airlines Logo
12:35 pm - 10:13 pm
GCM
-
PWM
8h 38m
1 stop
$450American Airlines
Tue, May 12 - Tue, May 19
American Airlines Logo
6:00 am - 1:10 pm
PWM
-
GCM
32h 10m
2 stops
American Airlines Logo
12:00 pm - 9:46 pm
GCM
-
PWM
32h 46m
2 stops
$454American Airlines
Sun, May 10 - Wed, May 20

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Delta flights from Portland, Maine to Grand Cayman

Our best Delta deals on Portland, Maine to Grand Cayman flight tickets
Delta
May 10
PWM12:50 pmPortland
24h 04m
2 stops
GCM11:54 amGeorge Town Owen Roberts Intl
May 19
GCM1:19 pmGeorge Town Owen Roberts Intl
20h 04m
2 stops
PWM10:23 amPortland
$350
Delta
May 10
PWM6:00 amPortland
6h 54m
1 stop
GCM11:54 amGeorge Town Owen Roberts Intl
May 19
GCM1:19 pmGeorge Town Owen Roberts Intl
8h 50m
1 stop
PWM11:09 pmPortland
$488
Delta
May 11
PWM4:48 pmPortland
20h 06m
2 stops
GCM11:54 amGeorge Town Owen Roberts Intl
May 19
GCM1:19 pmGeorge Town Owen Roberts Intl
20h 04m
2 stops
PWM10:23 amPortland
$493

United Airlines flights from Portland, Maine to Grand Cayman

Our best United Airlines deals on Portland, Maine to Grand Cayman flight tickets
United Airlines
May 27
PWM7:16 pmPortland
18h 14m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
Jun 3
GCM1:35 pmGeorge Town Owen Roberts Intl
23h 51m
2 stops
PWM2:26 pmPortland
$670
United Airlines
May 11
PWM4:50 pmPortland
20h 40m
2 stops
GCM12:30 pmGeorge Town Owen Roberts Intl
May 20
GCM1:35 pmGeorge Town Owen Roberts Intl
33h 16m
2 stops
PWM11:51 pmPortland
$675
United Airlines
Apr 18
PWM6:00 amPortland
8h 30m
1 stop
GCM1:30 pmGeorge Town Owen Roberts Intl
Apr 27
GCM1:50 pmGeorge Town Owen Roberts Intl
30h 50m
1 stop
PWM9:40 pmPortland
$738

momondo Fare Finder

 
Customize your flight search to find flights from Portland, Maine to Grand Cayman 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, momondo users made 832,500 searches. Data last updated April 16, 2026.
Use the filters below to find and compare flights from Portland, Maine to Grand Cayman that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sun 5/10

12:50 pm-11:54 am

2 stops24h 04m

George Town Owen Roberts Intl

Tue 5/19

1:19 pm-10:23 am

2 stops20h 04m

$350

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 4/30

6:01 pm-11:31 am

2 stops18h 30m

George Town Owen Roberts Intl

Thu 5/7

2:10 pm-11:15 am

2 stops20h 05m

$434

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 9/14

7:20 pm-10:50 am

2 stops16h 30m

George Town Owen Roberts Intl

Sun 9/20

1:20 pm-11:48 am

2 stops21h 28m

$435

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 5/9

7:10 am-11:31 am

1 stop29h 21m

George Town Owen Roberts Intl

Tue 5/19

12:00 pm-11:26 pm

2 stops34h 26m

$436

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 5/9

7:23 pm-11:31 am

2 stops17h 08m

George Town Owen Roberts Intl

Wed 5/20

12:00 pm-9:46 pm

2 stops32h 46m

$437

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Wed 5/13

11:56 am-11:31 am

1 stop24h 35m

George Town Owen Roberts Intl

Tue 5/19

12:00 pm-11:26 pm

2 stops34h 26m

$441

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Wed 5/13

7:23 pm-1:10 pm

2 stops18h 47m

George Town Owen Roberts Intl

Wed 5/20

12:00 pm-9:46 pm

2 stops32h 46m

$442

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 9/14

7:20 pm-10:50 am

2 stops16h 30m

George Town Owen Roberts Intl

Sun 9/20

12:35 pm-1:22 pm

1 stop23h 47m

$446
Quickest round-trip

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Tue 5/12

6:01 pm-11:31 am

2 stops18h 30m

George Town Owen Roberts Intl

Tue 5/19

12:35 pm-10:13 pm

1 stop8h 38m

$450

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sun 5/10

6:00 am-1:10 pm

2 stops32h 10m

George Town Owen Roberts Intl

Wed 5/20

12:00 pm-9:46 pm

2 stops32h 46m

$454

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Grand Cayman from

How to get the cheapest flight ticket from Portland, Maine to Grand Cayman

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

Can stopping save me money on Portland, Maine to Grand Cayman flights?

No. A direct flight is the cheapest option for a flight between Portland, Maine to Grand Cayman.

Cheap Portland, Maine to Grand Cayman flight deals and tips

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

Fastest flight time

6h 34m

Direct flights

None
The fastest flight from Portland, Maine to Grand Cayman takes 6h 34m
There are no direct flights from Portland, Maine to Grand Cayman. There are no popular flight routes from Portland, Maine to Grand Cayman.
Search flight deals

Frequently asked questions about flying from Portland, Maine to Grand Cayman

  • When did momondo last update prices for flights from Portland Airport to Grand Cayman?

    Prices for flights from Portland Airport to Grand Cayman are refreshed on a daily basis.

  • How many operators does momondo search for flights from Portland Airport to Grand Cayman?

  • How old do you have to be to fly from Portland Airport to Grand Cayman?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from Portland Airport to Grand Cayman.

  • What documentation or ID do you need to fly to Grand Cayman?

    The necessary travel and health documents for your Grand Cayman 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.

  • What is the most popular plane model from Portland, Maine to Grand Cayman?

Best airlines flying from Portland, Maine to Grand Cayman

Compare and see reviews for airlines that fly from Portland, Maine to Grand Cayman with momondo
Airline
Rating
Free Cancellation
Price
United AirlinesPriceFrom $200Free CancellationRating
7.4
9,594 reviews
Search United Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,409 reviews
Search Delta flights
American AirlinesPriceFrom $504Free CancellationRating
7.1
11,584 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Portland to Grand Cayman?

momondo compares prices from hundreds of airlines and agents so you can find and book the best deal on flights from Portland to Grand Cayman. Millions of users trust and use momondo every year so you are in good hands.

Can I find flights from Portland to Grand Cayman with flexible booking policies on momondo?

Yes. momondo allows you to filter the results for Portland to Grand Cayman flights to just show those with flexible booking policies.

How can momondo help me find flights from Portland to Grand Cayman?

Once you have performed a search for Portland to Grand Cayman flights, momondo helps you find the right one by offering useful filters to narrow down your flight selection. Flights can be filtered by multiple factors such as airline, airport and price; but also by other criteria like aircraft type and payment method.

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

Price alerts on flights to Grand Cayman from Portland are quick and easy to set up on momondo. Simply perform a search and select the price alert feature. It is as simple as that.

An easier way to manage your Grand Cayman trip

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Sat 5/16
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Find better results for your trip to Grand Cayman

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