HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$104+ Cheap flights from Maryland to the Cayman Islands

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/19. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
May 25 — Jun 11
Mon 5/25
Mon 6/1
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap flight deals from Maryland to Cayman Islands

Cheapest flights from Maryland to Cayman Islands
Explore the most affordable flight options available from Maryland to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2026.

This Kissandfly.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kissandfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/167:00 am
BWI
-
GCM
1 stop5h 54m
KLM
Sat 5/231:19 pm
GCM
-
BWI
1 stop6h 27m
KLM
Deal found 4/25$300
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/168:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Wed 5/2012:00 pm
GCM
-
PHL
1 stop7h 13m
American Airlines
Deal found 4/25$317
This Delta deal was found by Cheapflights users on 4/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/66:59 am
DCA
-
GCM
1 stop5h 55m
Delta
Tue 6/912:59 pm
GCM
-
DCA
1 stop6h 49m
Delta
Deal found 4/23$321
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/46:15 am
IAD
-
GCM
1 stop9h 17m
American Airlines
Wed 7/812:33 pm
GCM
-
IAD
1 stop10h 37m
American Airlines
Deal found 4/21$321
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/2110:00 am
PHL
-
GCM
1 stop7h 08m
American Airlines
Mon 7/275:12 pm
GCM
-
PHL
1 stop16h 31m
American Airlines
Deal found 4/21$321
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/186:00 am
BWI
-
GCM
1 stop6h 41m
Delta
Fri 8/2812:56 pm
GCM
-
BWI
1 stop10h 20m
Delta
Deal found 4/21$321
This American Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:42 am
DCA
-
GCM
1 stop5h 49m
American Airlines
Sat 5/164:03 pm
GCM
-
DCA
1 stop6h 52m
American Airlines
Deal found 4/25$325
This United Airlines deal was found by Cheapflights users on 4/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/2512:35 pm
IAD
-
GCM
Nonstop3h 30m
United Airlines
Sat 5/22:40 pm
GCM
-
IAD
1 stop7h 45m
United Airlines
Deal found 4/22$325
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/28:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Sat 5/94:03 pm
GCM
-
PHL
1 stop14h 37m
American Airlines
Deal found 4/21$325
This Delta deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/96:00 am
BWI
-
GCM
1 stop6h 54m
Delta
Sat 5/161:19 pm
GCM
-
BWI
1 stop6h 27m
Delta
Deal found 4/21$325
This American Airlines deal was found by Cheapflights users on 4/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/36:02 am
DCA
-
GCM
1 stop11h 09m
American Airlines
Mon 6/85:12 pm
GCM
-
DCA
1 stop14h 48m
American Airlines
Deal found 4/21$326
This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/166:10 am
PHL
-
GCM
1 stop8h 20m
United Airlines
Wed 5/201:35 pm
GCM
-
PHL
2 stops19h 40m
United Airlines
Deal found 4/25$326

Find flight deals from Maryland to Cayman Islands

Keep the following information in mind while searching for Maryland to Cayman Islands flight deals. Data was last updated April 25, 2026.

Round-trip from

$300
(Kissandfly.com)

One-way from

$104
(KAYAK)

Popular in

March

Cheapest in

January

Average price

$576
From Maryland to Cayman Islands
Search Deals
One-way flight from Maryland to Cayman Islands
Search Deals
Highest demand for flights based on searches. 6% potential increase in price ($40 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Maryland to Cayman Islands 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, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2026.
Use the filters below to find and compare flights from Maryland to the Cayman Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 6/23

6:00 am-11:34 am

1 stop6h 34m

George Town Owen Roberts Intl

Tue 6/30

12:59 pm-10:47 pm

1 stop8h 48m

$321

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sat 6/6

6:59 am-11:54 am

1 stop5h 55m

George Town Owen Roberts Intl

Tue 6/9

12:59 pm-8:48 pm

1 stop6h 49m

$321

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sun 6/7

6:00 am-11:34 am

1 stop6h 34m

George Town Owen Roberts Intl

Thu 6/11

12:59 pm-10:47 pm

1 stop8h 48m

$321

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 6/7

6:00 am-11:34 am

1 stop6h 34m

George Town Owen Roberts Intl

Thu 6/11

12:59 pm-12:44 am

1 stop10h 45m

$321

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 6/6

6:08 am-11:54 am

1 stop6h 46m

George Town Owen Roberts Intl

Tue 6/9

12:59 pm-12:44 am

1 stop10h 45m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 6/27

6:00 am-11:34 am

1 stop6h 34m

George Town Owen Roberts Intl

Sat 7/4

12:59 pm-9:19 pm

1 stop7h 20m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 7/14

7:17 pm-11:31 am

1 stop17h 14m

George Town Owen Roberts Intl

Tue 7/21

12:56 pm-10:55 pm

1 stop8h 59m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 5/31

6:35 am-11:54 am

1 stop6h 19m

George Town Owen Roberts Intl

Wed 6/3

1:19 pm-10:12 pm

1 stop7h 53m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 7/19

7:17 pm-11:31 am

1 stop17h 14m

George Town Owen Roberts Intl

Wed 7/22

12:56 pm-12:57 am

1 stop11h 01m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Mon 7/13

5:16 am-11:31 am

1 stop7h 15m

George Town Owen Roberts Intl

Wed 7/22

12:56 pm-10:55 pm

1 stop8h 59m

$321

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/23

Showing 1-10 of 60 resultsSorted by cheapest first
1
2
3
...
6

Best time to book a flight from Maryland to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Maryland with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Maryland to the Cayman Islands

How far ahead should I book a flight from Maryland to Cayman Islands?

The price you pay for your flight from Maryland to Cayman Islands may vary depending on when you book. For the best chance of a lower fare, look to book 25 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

What is the cheapest month to book a flight from Maryland to Cayman Islands?

Currently, December is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $155). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $521). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

What is the cheapest time of day to fly from MD to KY?

Find hourly flight availability from Maryland to Cayman Islands. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2026.

When flying from Maryland to Cayman Islands, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Related info for your journey

Find useful and relevant information for your journey from Maryland to Cayman Islands. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Maryland to Cayman Islands?

    There are many flights that can get you from Maryland to Cayman Islands in 6h 34m. Fly via Delta, United Airlines, or American Airlines to get the fastest option. The distance from Maryland to Cayman Islands is about 1375 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • Can I find deals for flights from Maryland to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Maryland to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Maryland to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Maryland to Cayman Islands.

  • Can I find deals for business class flights from Maryland to Cayman Islands?

    Yes. Cheapflights offers flight deals from Maryland to Cayman Islands by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Maryland to Cayman Islands?

    Currently, December is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $155). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $521). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
Newark to Luis Munoz Marin Intl flights
John F Kennedy Intl to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santiago de los Caballeros flights
Newark to Santiago de los Caballeros flights
Orlando to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Philadelphia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
Newark to Santo Domingo flights
Newark to Oranjestad flights
Newark to Punta Cana flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Dulles Intl to Luis Munoz Marin Intl flights
Baltimore to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
John F Kennedy Intl to Oranjestad flights
John F Kennedy Intl to Montego Bay flights
Newark to Montego Bay flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Reagan-National to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Tampa to Luis Munoz Marin Intl flights
Hartford to Luis Munoz Marin Intl flights
LaGuardia to Santiago de los Caballeros flights
Raleigh to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Miami to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
Dulles Intl to Punta Cana flights
Atlanta to Punta Cana flights
LaGuardia to Santo Domingo flights
John F Kennedy Intl to Kingston flights
Boston to Oranjestad flights
Newark to Simpson Bay flights
LaGuardia to Montego Bay flights
Orlando to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
Fort Lauderdale to Punta Cana flights
Atlanta to Montego Bay flights
Baltimore to Punta Cana flights
Newark to Nassau flights
Midway to Luis Munoz Marin Intl flights
Philadelphia to Punta Cana flights
Charlotte to Luis Munoz Marin Intl flights

Top 4 airlines flying from Maryland to Cayman Islands

Discover the top 4 airlines that operate flights from Maryland to Cayman Islands. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 25, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$310Average$523FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$322Average$582FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$397Average$521FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$445Average$592FlexibilityNo cancel feeOn-time63%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.