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Cheap flights from Portland, Maine to Grand Cayman from $123

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 3/7. 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

Enter your travel dates to find the best prices.
United Airlines Logo
4:50 pm - 12:30 pm
PWM
-
GCM
20h 40m
2 stops
United Airlines Logo
1:35 pm - 10:23 am
GCM
-
PWM
19h 48m
2 stops
$422United Airlines
Sat, May 9 - Wed, May 13
JetBlue Logo
6:00 am - 3:53 pm
PWM
-
GCM
10h 53m
1 stop
JetBlue Logo
3:07 pm - 11:58 pm
GCM
-
PWM
7h 51m
1 stop
$494JetBlue
Mon, Apr 6 - Sun, Apr 12
JetBlue Logo
6:00 am - 3:53 pm
PWM
-
GCM
10h 53m
1 stop
JetBlue Logo
3:07 pm - 11:58 pm
GCM
-
PWM
7h 51m
1 stop
$526JetBlue
Mon, Apr 6 - Sun, Apr 12
JetBlue Logo
6:00 am - 12:45 pm
PWM
-
GCM
31h 45m
2 stops
JetBlue Logo
3:07 pm - 11:58 pm
GCM
-
PWM
7h 51m
1 stop
$547JetBlue
Mon, Apr 6 - Sun, Apr 12
United Airlines Logo
4:50 pm - 12:30 pm
PWM
-
GCM
20h 40m
2 stops
United Airlines Logo
1:35 pm - 2:14 pm
GCM
-
PWM
47h 39m
2 stops
$562United Airlines
Sat, May 9 - Wed, May 13
American Airlines Logo
5:57 pm - 11:02 am
PWM
-
GCM
18h 05m
2 stops
American Airlines Logo
12:33 pm - 10:47 pm
GCM
-
PWM
9h 14m
1 stop
$564American Airlines
Sun, Jun 14 - Wed, Jun 17
United Airlines Logo
7:10 pm - 12:30 pm
PWM
-
GCM
18h 20m
2 stops
United Airlines Logo
1:35 pm - 11:59 pm
GCM
-
PWM
33h 24m
2 stops
$569United Airlines
Sat, May 9 - Wed, May 13
JetBlue Logo
6:00 am - 12:45 pm
PWM
-
GCM
31h 45m
2 stops
JetBlue Logo
3:07 pm - 11:58 pm
GCM
-
PWM
7h 51m
1 stop
$579JetBlue
Mon, Apr 6 - Sun, Apr 12
American Airlines Logo
5:52 pm - 11:00 am
PWM
-
GCM
18h 08m
2 stops
American Airlines Logo
2:55 pm - 12:17 pm
GCM
-
PWM
20h 22m
2 stops
$646American Airlines
Sat, Aug 1 - Sat, Aug 8
United Airlines Logo
7:36 pm - 12:45 pm
PWM
-
GCM
18h 09m
2 stops
United Airlines Logo
1:35 pm - 2:20 pm
GCM
-
PWM
23h 45m
2 stops
$674United Airlines
Mon, Apr 6 - Sun, Apr 12

JetBlue flights from Portland, Maine to Grand Cayman

Our best JetBlue deals on Portland, Maine to Grand Cayman flight tickets
JetBlue
Apr 6
PWM6:00 amPortland
10h 53m
1 stop
GCM3:53 pmGeorge Town Owen Roberts Intl
Apr 12
GCM3:07 pmGeorge Town Owen Roberts Intl
7h 51m
1 stop
PWM11:58 pmPortland
$494
JetBlue
Apr 6
PWM6:00 amPortland
10h 53m
1 stop
GCM3:53 pmGeorge Town Owen Roberts Intl
Apr 12
GCM3:07 pmGeorge Town Owen Roberts Intl
7h 51m
1 stop
PWM11:58 pmPortland
$526
JetBlue
Apr 6
PWM6:00 amPortland
31h 45m
2 stops
GCM12:45 pmGeorge Town Owen Roberts Intl
Apr 12
GCM3:07 pmGeorge Town Owen Roberts Intl
7h 51m
1 stop
PWM11:58 pmPortland
$547

American Airlines flights from Portland, Maine to Grand Cayman

Our best American Airlines deals on Portland, Maine to Grand Cayman flight tickets
American Airlines
Jun 14
PWM5:57 pmPortland
18h 05m
2 stops
GCM11:02 amGeorge Town Owen Roberts Intl
Jun 17
GCM5:11 pmGeorge Town Owen Roberts Intl
20h 13m
2 stops
PWM2:24 pmPortland
$564
American Airlines
Aug 1
PWM5:52 pmPortland
18h 08m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Aug 8
GCM2:55 pmGeorge Town Owen Roberts Intl
20h 22m
2 stops
PWM12:17 pmPortland
$646
American Airlines
Apr 18
PWM7:23 pmPortland
16h 37m
2 stops
GCM11:00 amGeorge Town Owen Roberts Intl
Apr 22
GCM12:00 pmGeorge Town Owen Roberts Intl
10h 27m
2 stops
PWM11:27 pmPortland
$687

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 March 2, 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

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 5/9

4:50 pm-12:30 pm

2 stops20h 40m

George Town Owen Roberts Intl

Wed 5/13

1:35 pm-10:23 am

2 stops19h 48m

$422

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 4/6

6:00 am-3:53 pm

1 stop10h 53m

George Town Owen Roberts Intl

Sun 4/12

3:07 pm-11:58 pm

1 stop7h 51m

$494

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 4/6

6:00 am-3:53 pm

1 stop10h 53m

George Town Owen Roberts Intl

Sun 4/12

3:07 pm-11:58 pm

1 stop7h 51m

$526

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 4/6

6:00 am-12:45 pm

2 stops31h 45m

George Town Owen Roberts Intl

Sun 4/12

3:07 pm-11:58 pm

1 stop7h 51m

$547

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 5/9

4:50 pm-12:30 pm

2 stops20h 40m

George Town Owen Roberts Intl

Wed 5/13

1:35 pm-2:14 pm

2 stops47h 39m

$562

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sun 6/14

5:57 pm-11:02 am

2 stops18h 05m

George Town Owen Roberts Intl

Wed 6/17

12:33 pm-10:47 pm

1 stop9h 14m

$564

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 5/9

7:10 pm-12:30 pm

2 stops18h 20m

George Town Owen Roberts Intl

Wed 5/13

1:35 pm-11:59 pm

2 stops33h 24m

$569

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 4/6

6:00 am-12:45 pm

2 stops31h 45m

George Town Owen Roberts Intl

Sun 4/12

3:07 pm-11:58 pm

1 stop7h 51m

$579

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Sat 8/1

5:52 pm-11:00 am

2 stops18h 08m

George Town Owen Roberts Intl

Sat 8/8

2:55 pm-12:17 pm

2 stops20h 22m

$646

PortlandGeorge Town

PWM - GCM

PWMGCM

Portland

Mon 4/6

7:36 pm-12:45 pm

2 stops18h 09m

George Town Owen Roberts Intl

Sun 4/12

1:35 pm-2:20 pm

2 stops23h 45m

$674

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 13 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

8h 30m

Direct flights

None
The fastest flight from Portland, Maine to Grand Cayman takes 8h 30m
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
United AirlinesPriceFrom $200Free CancellationRating
7.4
9,375 reviews
Search United Airlines flights
DeltaPriceFrom $480Free CancellationRating
7.9
8,237 reviews
Search Delta flights
American AirlinesPriceFrom $506Free CancellationRating
7.1
11,369 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

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.
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