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Cheap flights from Portland, Maine to Grand Cayman from $468

This is the cheapest round-trip 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 1/20. 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

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Find the cheapest flights from Portland, Maine to Grand Cayman

Cheap round-trip flights

Delta Logo
5:30 am - 12:35 pmPWM-GCM
7h 05m1 stop
Delta Logo
2:00 pm - 9:59 pmGCM-PWM
7h 59m1 stop
$468Delta
Find Deal
Tue, Jan 20 - Tue, Jan 27
Delta Logo
5:30 am - 12:35 pmPWM-GCM
7h 05m1 stop
Delta Logo
2:00 pm - 9:59 pmGCM-PWM
7h 59m1 stop
$470Delta
Find Deal
Tue, Jan 20 - Tue, Jan 27
Delta Logo
5:30 am - 12:35 pmPWM-GCM
7h 05m1 stop
Delta Logo
2:00 pm - 11:05 pmGCM-PWM
9h 05m2 stops
$472Delta
Find Deal
Tue, Jan 20 - Tue, Jan 27
American Airlines Logo
3:38 pm - 11:20 amPWM-GCM
20h 42m1 stop
American Airlines Logo
12:25 pm - 10:10 pmGCM-PWM
8h 45m1 stop
$478American Airlines
Find Deal
Tue, Oct 21 - Tue, Oct 28
Delta Logo
12:45 pm - 11:35 amPWM-GCM
23h 50m2 stops
Delta Logo
1:05 pm - 10:19 pmGCM-PWM
8h 14m1 stop
$516Delta
Find Deal
Thu, Oct 23 - Thu, Oct 30
American Airlines Logo
5:59 pm - 11:25 amPWM-GCM
18h 26m1 stop
American Airlines Logo
12:25 pm - 11:02 pmGCM-PWM
9h 37m1 stop
$523American Airlines
Find Deal
Thu, Oct 16 - Thu, Oct 23
American Airlines Logo
7:02 am - 2:14 pmPWM-GCM
7h 12m1 stop
American Airlines Logo
12:55 pm - 9:35 pmGCM-PWM
8h 40m1 stop
$556American Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
American Airlines Logo
6:37 pm - 12:11 pmPWM-GCM
17h 34m2 stops
American Airlines Logo
12:55 pm - 9:35 pmGCM-PWM
8h 40m1 stop
$560American Airlines
Find Deal
Thu, Nov 6 - Mon, Nov 10
United Airlines Logo
4:57 pm - 12:30 pmPWM-GCM
44h 33m2 stops
United Airlines Logo
4:45 pm - 2:12 pmGCM-PWM
20h 27m2 stops
$602United Airlines
Find Deal
Thu, Oct 23 - Tue, Oct 28
United Airlines Logo
7:25 pm - 12:30 pmPWM-GCM
42h 05m2 stops
United Airlines Logo
1:25 pm - 11:17 pmGCM-PWM
8h 52m1 stop
$646United Airlines
Find Deal
Thu, Oct 23 - Sun, Oct 26

Delta flights from Portland, Maine to Grand Cayman

Our best Delta deals on Portland, Maine to Grand Cayman flight tickets
Delta
Jan 20
PWM5:30 amPortland
7h 05m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Jan 27
GCM2:00 pmGeorge Town Owen Roberts Intl
7h 59m
1 stop
PWM9:59 pmPortland
$468
Find similar
Delta
Jan 20
PWM5:30 amPortland
7h 05m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Jan 27
GCM2:00 pmGeorge Town Owen Roberts Intl
7h 59m
1 stop
PWM9:59 pmPortland
$470
Find similar
Delta
Jan 20
PWM5:30 amPortland
7h 05m
1 stop
GCM12:35 pmGeorge Town Owen Roberts Intl
Jan 27
GCM2:00 pmGeorge Town Owen Roberts Intl
9h 05m
2 stops
PWM11:05 pmPortland
$472
Find similar

American Airlines flights from Portland, Maine to Grand Cayman

Our best American Airlines deals on Portland, Maine to Grand Cayman flight tickets
American Airlines
Oct 21
PWM3:38 pmPortland
20h 42m
1 stop
GCM11:20 amGeorge Town Owen Roberts Intl
Oct 28
GCM12:25 pmGeorge Town Owen Roberts Intl
8h 45m
1 stop
PWM10:10 pmPortland
$478
Find similar
American Airlines
Oct 16
PWM5:59 pmPortland
18h 26m
1 stop
GCM11:25 amGeorge Town Owen Roberts Intl
Oct 23
GCM12:25 pmGeorge Town Owen Roberts Intl
9h 37m
1 stop
PWM11:02 pmPortland
$523
Find similar
American Airlines
Nov 6
PWM7:02 amPortland
7h 12m
1 stop
GCM2:14 pmGeorge Town Owen Roberts Intl
Nov 10
GCM12:55 pmGeorge Town Owen Roberts Intl
8h 40m
1 stop
PWM9:35 pmPortland
$556
Find similar

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 September 3, 2025.
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

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Tue 1/20

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-9:59 pm

1 stop7h 59m

$468

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Tue 1/20

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-9:59 pm

1 stop7h 59m

$470

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Tue 1/20

5:30 am-12:35 pm

1 stop7h 05m

George Town Owen Roberts Intl

Tue 1/27

2:00 pm-11:05 pm

2 stops9h 05m

$472

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Tue 10/21

3:38 pm-11:20 am

1 stop20h 42m

George Town Owen Roberts Intl

Tue 10/28

12:25 pm-10:10 pm

1 stop8h 45m

$478

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 10/23

12:45 pm-11:35 am

2 stops23h 50m

George Town Owen Roberts Intl

Thu 10/30

1:05 pm-10:19 pm

1 stop8h 14m

$516

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 10/16

5:59 pm-11:25 am

1 stop18h 26m

George Town Owen Roberts Intl

Thu 10/23

12:25 pm-11:02 pm

1 stop9h 37m

$523

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 11/6

7:02 am-2:14 pm

1 stop7h 12m

George Town Owen Roberts Intl

Mon 11/10

12:55 pm-9:35 pm

1 stop8h 40m

$556

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 11/6

6:37 pm-12:11 pm

2 stops17h 34m

George Town Owen Roberts Intl

Mon 11/10

12:55 pm-9:35 pm

1 stop8h 40m

$560

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 10/23

4:57 pm-12:30 pm

2 stops44h 33m

George Town Owen Roberts Intl

Tue 10/28

4:45 pm-2:12 pm

2 stops20h 27m

$602

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Thu 10/23

7:25 pm-12:30 pm

2 stops42h 05m

George Town Owen Roberts Intl

Sun 10/26

1:25 pm-11:17 pm

1 stop8h 52m

$646

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

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

What is the cheapest day to depart on your flight to Grand Cayman?

The cheapest day to depart from Portland, Maine to Grand Cayman is on a Tuesday when prices can be found for as low as $469. On the other hand, Saturday is the most expensive day to depart from Portland, Maine because it is more convenient for both business and leisure travelers. As a result, prices tend to be around $1,028.

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

Direct flights

None
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

  • 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
American AirlinesPriceFrom $510Free CancellationRating
7.2
10,000 reviews
Search American Airlines flights
United AirlinesPriceFrom $527Free CancellationRating
7.4
8,937 reviews
Search United 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.

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