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Cheap flights from Portland, Maine to the Cayman Islands from $186

1 adult
1 adult, Economy, 0 bags

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Portland, Maine to the Cayman Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
7:23 pm - 11:32 amPWM  Portland-GCM George Town Owen Roberts Intl
17h 09m2 stops Philadelphia Charlotte Douglas
American Airlines Logo
12:35 pm - 12:35 amGCM  George Town Owen Roberts Intl-PWM Portland
11h 00m2 stops Charlotte Douglas Chicago O'Hare Intl
$472American Airlines
Sat, May 1 - Sat, May 8
American Airlines Logo
6:47 pm - 12:06 pmPWM  Portland-GCM George Town Owen Roberts Intl
17h 19m1 stop Philadelphia
American Airlines Logo
3:45 pm - 9:28 amGCM  George Town Owen Roberts Intl-PWM Portland
17h 43m2 stops Miami Washington, D.C. Reagan-National
$472American Airlines
Fri, Nov 27 - Fri, Dec 11
United Airlines Logo
5:45 am - 1:30 pmPWM  Portland-GCM George Town Owen Roberts Intl
8h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
1:50 pm - 8:19 amGCM  George Town Owen Roberts Intl-PWM Portland
17h 29m2 stops Chicago O'Hare Intl Newark
$472United Airlines
Sat, May 1 - Sat, May 8
American Airlines Logo
6:47 pm - 2:40 pmPWM  Portland-GCM George Town Owen Roberts Intl
19h 53m2 stops Philadelphia Miami
American Airlines Logo
3:45 pm - 9:28 amGCM  George Town Owen Roberts Intl-PWM Portland
17h 43m2 stops Miami Washington, D.C. Reagan-National
$472American Airlines
Fri, Nov 27 - Fri, Dec 11
American Airlines Logo
6:44 pm - 11:55 amPWM  Portland-GCM George Town Owen Roberts Intl
17h 11m2 stops Philadelphia Miami
American Airlines Logo
3:45 pm - 9:22 amGCM  George Town Owen Roberts Intl-PWM Portland
17h 37m2 stops Miami Washington, D.C. Reagan-National
$472American Airlines
Sat, Dec 5 - Thu, Dec 10
American Airlines Logo
5:06 pm - 11:32 amPWM  Portland-GCM George Town Owen Roberts Intl
19h 26m2 stops Washington, D.C. Reagan-National Charlotte Douglas
American Airlines Logo
4:00 pm - 10:07 amGCM  George Town Owen Roberts Intl-PWM Portland
17h 07m2 stops Charlotte Douglas Washington, D.C. Reagan-National
$472American Airlines
Sat, May 1 - Sat, May 8
American Airlines Logo
6:44 pm - 2:45 pmPWM  Portland-GCM George Town Owen Roberts Intl
20h 01m2 stops Philadelphia Miami
American Airlines Logo
8:15 am - 9:40 pmGCM  George Town Owen Roberts Intl-PWM Portland
13h 25m2 stops Miami Charlotte Douglas
$477American Airlines
Wed, Dec 2 - Wed, Dec 9
American Airlines Logo
4:02 pm - 11:26 amPWM  Portland-GCM George Town Owen Roberts Intl
19h 24m2 stops Washington, D.C. Reagan-National Charlotte Douglas
American Airlines Logo
12:21 pm - 9:40 pmGCM  George Town Owen Roberts Intl-PWM Portland
9h 19m1 stop Charlotte Douglas
$477American Airlines
Wed, Dec 2 - Wed, Dec 9
United Airlines Logo
5:45 am - 1:30 pmPWM  Portland-GCM George Town Owen Roberts Intl
8h 45m1 stop Chicago O'Hare Intl
United Airlines Logo
4:15 pm - 11:44 pmGCM  George Town Owen Roberts Intl-PWM Portland
6h 29m1 stop Washington, D.C. Dulles Intl
$484United Airlines
Sat, May 1 - Sat, May 8
United Airlines Logo
5:15 am - 1:45 pmPWM  Portland-GCM George Town Owen Roberts Intl
32h 30m2 stops Washington, D.C. Dulles Intl Chicago O'Hare Intl
United Airlines Logo
5:10 pm - 9:07 amGCM  George Town Owen Roberts Intl-PWM Portland
15h 57m2 stops Washington, D.C. Dulles Intl Newark
$619United Airlines
Tue, Dec 22 - Tue, Dec 29

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American Airlines flights from Portland, Maine to Cayman Islands

Our best American Airlines deals on Portland, 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
$472
American Airlines
Dec 2
PWM6:44 pmPortland
20h 01m
2 stops
GCM2:45 pmGeorge Town Owen Roberts Intl
Dec 9
GCM8:15 amGeorge Town Owen Roberts Intl
13h 25m
2 stops
PWM9:40 pmPortland
$477
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
$482

United Airlines flights from Portland, Maine to Cayman Islands

Our best United Airlines deals on Portland, Maine to Cayman Islands flight tickets
United Airlines
May 1
PWM5:45 amPortland
8h 45m
1 stop
GCM1:30 pmGeorge Town Owen Roberts Intl
May 8
GCM4:15 pmGeorge Town Owen Roberts Intl
6h 29m
1 stop
PWM11:44 pmPortland
$484
United Airlines
Dec 22
PWM5:15 amPortland
32h 30m
2 stops
GCM1:45 pmGeorge Town Owen Roberts Intl
Dec 29
GCM5:10 pmGeorge Town Owen Roberts Intl
15h 57m
2 stops
PWM9:07 amPortland
$619
United Airlines
Dec 23
PWM5:15 amPortland
34h 45m
2 stops
GCM4:00 pmGeorge Town Owen Roberts Intl
Dec 30
GCM5:45 pmGeorge Town Owen Roberts Intl
25h 18m
2 stops
PWM7:03 pmPortland
$622

momondo Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

7:23 pm-11:32 am

2 stops17h 09m

George Town Owen Roberts Intl

Sat 5/8

12:35 pm-12:35 am

2 stops11h 00m

$472

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

$472

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

5:45 am-1:30 pm

1 stop8h 45m

George Town Owen Roberts Intl

Sat 5/8

1:50 pm-8:19 am

2 stops17h 29m

$472

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Fri 11/27

6:47 pm-2:40 pm

2 stops19h 53m

George Town Owen Roberts Intl

Fri 12/11

3:45 pm-9:28 am

2 stops17h 43m

$472

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 12/5

6:44 pm-11:55 am

2 stops17h 11m

George Town Owen Roberts Intl

Thu 12/10

3:45 pm-9:22 am

2 stops17h 37m

$472

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

5:06 pm-11:32 am

2 stops19h 26m

George Town Owen Roberts Intl

Sat 5/8

4:00 pm-10:07 am

2 stops17h 07m

$472

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Wed 12/2

6:44 pm-2:45 pm

2 stops20h 01m

George Town Owen Roberts Intl

Wed 12/9

8:15 am-9:40 pm

2 stops13h 25m

$477

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Wed 12/2

4:02 pm-11:26 am

2 stops19h 24m

George Town Owen Roberts Intl

Wed 12/9

12:21 pm-9:40 pm

1 stop9h 19m

$477
Quickest round-trip

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Sat 5/1

5:45 am-1:30 pm

1 stop8h 45m

George Town Owen Roberts Intl

Sat 5/8

4:15 pm-11:44 pm

1 stop6h 29m

$484

PortlandGeorge Town

PWM Portland - GCM George Town Owen Roberts Intl

PWMGCM

Portland

Tue 12/22

5:15 am-1:45 pm

2 stops32h 30m

George Town Owen Roberts Intl

Tue 12/29

5:10 pm-9:07 am

2 stops15h 57m

$619

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 the Cayman Islands from

How to get the cheapest flight ticket from Portland, 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

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 Portland, Maine to Cayman Islands flight deals and tips

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

Best Price Found

$186

Fastest flight time

6h 43m

Direct flights

None
The best one-way flight to Cayman Islands from Portland, Maine in the past 72 hours is $186. The best round-trip flight deal from Portland, Maine to Cayman Islands found on momondo in the last 72 hours is $472.
The fastest flight from Portland, Maine to Cayman Islands takes 6h 43m
There are no direct flights from Portland, Maine to Cayman Islands. There are no popular flight routes from Portland, Maine to Cayman Islands.
Search flight deals

Frequently asked questions about flying from Portland, Maine to the Cayman Islands

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

    Prices for flights from Portland Airport to Cayman Islands refresh daily.

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

  • How old do you have to be to fly from Portland Airport 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 Portland Airport 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 Portland, Maine to Cayman Islands

Compare and see reviews for airlines that fly from Portland, Maine to Cayman Islands with momondo
Airline
Rating
Free Cancellation
Price
DeltaPriceFrom $118Free CancellationRating
7.8
8,700 reviews
Search Delta flights
United AirlinesPriceFrom $200Free CancellationRating
7.3
10,475 reviews
Search United Airlines flights
American AirlinesPriceFrom $422Free CancellationRating
7.0
12,225 reviews
Search American Airlines flights

Why use momondo?

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

Finding the right flight to Cayman Islands from Portland is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.

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

Yes. momondo enables you to select and highlight flights to Cayman Islands from Portland with this policy.

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

Once all potential Portland to Cayman Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

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

Yes. momondo can track prices for Portland to Cayman Islands flights and alert you when they change. Perform a search to set up the price alert. All that is required is a valid email address.

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