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Cayman Islands

$78+ 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 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Apr 27 — May 41
Mon 4/27
Mon 5/4
1 adult, Economy
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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 March 28, 2026.

This Delta deal was found by Cheapflights users on 3/26. 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 4/217:03 am
PHL
-
GCM
1 stop5h 57m
Delta
Fri 5/11:25 pm
GCM
-
PHL
1 stop10h 34m
Delta
Deal found 3/26$271
This Delta deal was found by Cheapflights users on 3/23. 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.
Sun 8/306:45 am
PHL
-
GCM
1 stop5h 56m
Delta
Thu 9/312:56 pm
GCM
-
PHL
1 stop8h 24m
Delta
Deal found 3/23$307
This Delta deal was found by Cheapflights users on 3/26. 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.
Fri 4/247:03 am
PHL
-
GCM
1 stop5h 57m
Delta
Fri 5/11:25 pm
GCM
-
PHL
1 stop8h 25m
Delta
Deal found 3/26$309
This United Airlines deal was found by Cheapflights users on 3/25. 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 5/912:40 pm
IAD
-
GCM
Nonstop3h 30m
United Airlines
Sat 5/164:15 pm
GCM
-
IAD
Nonstop3h 24m
United Airlines
Deal found 3/25$313
This United Airlines deal was found by Cheapflights users on 3/26. 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.
Fri 4/176:15 am
IAD
-
GCM
1 stop7h 30m
United Airlines
Sat 4/254:10 pm
GCM
-
IAD
Nonstop3h 24m
United Airlines
Deal found 3/26$317
This United Airlines deal was found by Cheapflights users on 3/27. 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 5/3012:40 pm
IAD
-
GCM
Nonstop3h 30m
United Airlines
Sat 6/62:40 pm
GCM
-
IAD
1 stop7h 39m
United Airlines
Deal found 3/27$323
This Delta deal was found by Cheapflights users on 3/24. 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 9/87:00 am
DCA
-
GCM
1 stop5h 41m
Delta
Mon 9/1412:55 pm
GCM
-
DCA
1 stop8h 26m
Delta
Deal found 3/24$327
This United Airlines deal was found by Cheapflights users on 3/24. 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 4/256:15 am
IAD
-
GCM
1 stop8h 15m
United Airlines
Thu 4/301:35 pm
GCM
-
IAD
1 stop9h 24m
United Airlines
Deal found 3/24$327
This Delta deal was found by Cheapflights users on 3/23. 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 9/55:30 am
PHL
-
GCM
1 stop7h 11m
Delta
Wed 9/912:56 pm
GCM
-
PHL
1 stop11h 05m
Delta
Deal found 3/23$327
This American Airlines deal was found by Cheapflights users on 3/27. 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 4/255:05 am
BWI
-
GCM
1 stop10h 58m
American Airlines
Sat 5/24:03 pm
GCM
-
BWI
1 stop15h 57m
American Airlines
Deal found 3/27$327
This Delta deal was found by Cheapflights users on 3/26. 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 4/116:54 am
PHL
-
GCM
1 stop7h 11m
Delta
Thu 4/161:25 pm
GCM
-
PHL
1 stop10h 34m
Delta
Deal found 3/26$330
This American Airlines deal was found by Cheapflights users on 3/25. 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.
Tue 5/265:00 am
DCA
-
GCM
2 stops12h 11m
American Airlines
Fri 5/295:12 pm
GCM
-
DCA
1 stop14h 48m
American Airlines
Deal found 3/25$332

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 March 28, 2026.

Round-trip from

$271
(Delta)

One-way from

$78
(Delta)

Popular in

November

Cheapest in

January

Average price

$598

Good round-trip deal

$866 or less
From Maryland to Cayman Islands
Search Deals
One-way flight from Maryland to Cayman Islands
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($48 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals
Price to beat on a round-trip flight from Maryland to Cayman Islands.
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 March 28, 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

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 8/30

6:45 am-11:41 am

1 stop5h 56m

George Town Owen Roberts Intl

Thu 9/3

12:56 pm-10:20 pm

1 stop8h 24m

$307
Quickest round-trip

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Fri 4/17

6:15 am-12:45 pm

1 stop7h 30m

George Town Owen Roberts Intl

Sat 4/25

4:10 pm-8:34 pm

Nonstop3h 24m

$317

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 5/30

12:40 pm-3:10 pm

Nonstop3h 30m

George Town Owen Roberts Intl

Sat 6/6

2:40 pm-11:19 pm

1 stop7h 39m

$323

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 9/11

8:30 pm-11:40 am

1 stop16h 10m

George Town Owen Roberts Intl

Thu 9/17

12:55 pm-9:21 pm

1 stop7h 26m

$327

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 9/8

6:00 am-11:41 am

1 stop6h 41m

George Town Owen Roberts Intl

Sat 9/12

12:55 pm-9:21 pm

1 stop7h 26m

$327

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Mon 5/11

7:59 pm-12:30 pm

1 stop17h 31m

George Town Owen Roberts Intl

Fri 5/15

1:35 pm-11:58 pm

1 stop9h 23m

$327

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 9/8

7:00 am-11:41 am

1 stop5h 41m

George Town Owen Roberts Intl

Mon 9/14

12:55 pm-11:24 pm

1 stop9h 29m

$327

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 5/9

6:15 am-1:30 pm

1 stop8h 15m

George Town Owen Roberts Intl

Sat 5/16

2:40 pm-11:25 pm

1 stop7h 45m

$327

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 4/14

6:59 am-12:00 pm

1 stop6h 01m

George Town Owen Roberts Intl

Thu 4/16

1:25 pm-11:41 pm

1 stop9h 16m

$327

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 5/14

10:20 pm-12:30 pm

1 stop15h 10m

George Town Owen Roberts Intl

Mon 5/18

1:35 pm-11:59 pm

1 stop9h 24m

$327

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/26

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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

Currently, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $261). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $536). 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 March 28, 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 7h 30m. Fly via United Airlines, Delta, or American Airlines to get the fastest option. The distance from Maryland to Cayman Islands is about 1377 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, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $261). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $536). 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

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Alternative routes for Maryland to Cayman Islands

See prices for flight routes from nearby airports that may be better suited for you.
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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 March 28, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$310Average$523FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$399Average$582FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$423Average$523FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$445Average$613FlexibilityNo cancel feeOn-time63%

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