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Cayman Islands

$66+ 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 1/22. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Dec 29 — Jan 51
Mon 12/29
Mon 1/5
1 adult, Economy
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Find 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 November 29, 2025.

This Kiwi.com deal was found by Cheapflights users on 11/27. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/75:15 amPHL - GCM
1 stop8h 30mMultiple Airlines
Sat 12/135:56 pmGCM - PHL
1 stop6h 40mMultiple Airlines
Deal found 11/27$285
This JetBlue deal was found by Cheapflights users on 11/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:15 amDCA - GCM
1 stop8h 20mJetBlue
Sat 12/272:55 pmGCM - DCA
1 stop7h 51mJetBlue
Deal found 11/28$294
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Thu 12/2512:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Mon 12/295:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 11/28$296
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Thu 12/256:30 amIAD - GCM
1 stop7h 15mUnited Airlines
Sun 12/285:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 11/28$300
This Mytrip deal was found by Cheapflights users on 11/28. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/186:10 amPHL - GCM
1 stop7h 35mMultiple Airlines
Tue 12/234:45 pmGCM - PHL
1 stop6h 49mMultiple Airlines
Deal found 11/28$301
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Mon 12/2212:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Thu 12/252:25 pmGCM - IAD
1 stop8h 41mUnited Airlines
Deal found 11/28$306
This JetBlue deal was found by Cheapflights users on 11/28. 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 JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/196:15 amDCA - GCM
1 stop8h 20mJetBlue
Fri 12/263:40 pmGCM - DCA
1 stop7h 06mJetBlue
Deal found 11/28$308
This United Airlines deal was found by Cheapflights users on 11/27. 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.
Wed 12/1710:35 pmIAD - GCM
1 stop15h 10mUnited Airlines
Sat 12/205:30 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 11/27$309
This United Airlines deal was found by Cheapflights users on 11/28. 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.
Mon 12/228:10 pmDCA - GCM
1 stop17h 35mUnited Airlines
Thu 12/252:50 pmGCM - DCA
1 stop9h 09mUnited Airlines
Deal found 11/28$310
This Delta deal was found by Cheapflights users on 11/28. 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.
Thu 12/258:15 amBWI - GCM
1 stop6h 12mDelta
Wed 12/313:42 pmGCM - BWI
1 stop6h 21mDelta
Deal found 11/28$310
This United Airlines deal was found by Cheapflights users on 11/28. 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 12/612:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Sat 12/135:30 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 11/28$314
This United Airlines deal was found by Cheapflights users on 11/27. 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.
Thu 12/256:15 amBWI - GCM
1 stop7h 30mUnited Airlines
Tue 12/305:45 pmGCM - BWI
2 stops16h 03mUnited Airlines
Deal found 11/27$315

Cheap 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 November 29, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$240
(Priceline)

One-way from

$66
(Mytrip)

Popular in

April

Cheapest in

May

Average price

$653

Good round-trip deal

$931 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-George Town Owen Roberts Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-George Town Owen Roberts Intl flights.
Search Deals
From Maryland to Cayman Islands
Search Deals
One-way flight from Maryland to Cayman Islands
Search Deals
High demand for flights, 0% potential price rise
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
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 November 29, 2025.
Use the filters below to find and compare flights from Maryland to the Cayman Islands that are best for you.

Fly from

Maryland

Fly to

Cayman Islands

Route

Depart

Return

Price

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 1/27

7:00 am-1:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Sat 1/31

2:55 pm-11:09 pm

1 stop8h 14m

$258

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sat 1/24

6:20 am-1:38 pm

1 stop7h 18m

George Town Owen Roberts Intl

Thu 1/29

2:49 pm-11:36 pm

1 stop8h 47m

$266

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sat 3/7

7:00 am-4:09 pm

1 stop9h 09m

George Town Owen Roberts Intl

Sat 3/14

1:55 pm-10:49 pm

1 stop7h 54m

$294

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Mon 12/22

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Wed 12/31

5:10 pm-8:29 pm

Nonstop3h 19m

$296

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 1/17

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 1/24

5:30 pm-8:49 pm

Nonstop3h 19m

$300

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 1/3

6:30 am-1:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

Sat 1/10

5:30 pm-8:49 pm

Nonstop3h 19m

$300

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sat 3/14

6:14 am-11:50 am

1 stop6h 36m

George Town Owen Roberts Intl

Tue 3/17

1:00 pm-8:40 pm

1 stop6h 40m

$302

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 12/19

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

Fri 12/26

3:40 pm-10:46 pm

1 stop7h 06m

$308

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 3/24

6:00 am-11:35 am

1 stop6h 35m

George Town Owen Roberts Intl

Tue 3/31

1:00 pm-9:41 pm

1 stop7h 41m

$310

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sat 1/17

8:00 am-2:00 pm

1 stop6h 00m

George Town Owen Roberts Intl

Fri 1/23

2:05 pm-11:36 pm

1 stop9h 31m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/29

Showing 1-10 of 60 results
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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, February is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $434). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $530). 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 November 29, 2025.

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 3h 41m. Fly via JetBlue, Spirit Airlines, or United 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.

  • What are the cheapest airlines to fly from Maryland to Cayman Islands one-way?

    $66 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on JetBlue and United Airlines, with prices starting from $87 and $98, respectively.

  • 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, February is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $434). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $530). 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.
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Top 3 airlines flying from Maryland to Cayman Islands

Discover the top 3 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 November 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$445Average$538FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$461Average$664FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$464Average$557FlexibilityNo cancel feeOn-time71%

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