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Cayman Islands

$69+ 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 2/22. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Feb 26 — Mar 51
Thu 2/26
Thu 3/5
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 January 27, 2026.

This FlightHub deal was found by Cheapflights users on 1/26. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/148:18 am
PHL
-
GCM
1 stop5h 02m
Spirit Airlines
Sat 3/211:15 pm
GCM
-
PHL
1 stop10h 01m
Spirit Airlines
Deal found 1/26$236
This FlightHub deal was found by Cheapflights users on 1/25. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:00 am
PHL
-
GCM
1 stop7h 43m
Spirit Airlines
Thu 2/262:49 pm
GCM
-
PHL
1 stop9h 01m
Spirit Airlines
Deal found 1/25$250
This Priceline deal was found by Cheapflights users on 1/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/226:20 am
BWI
-
GCM
1 stop7h 23m
Spirit Airlines
Thu 2/262:49 pm
GCM
-
BWI
1 stop8h 42m
Spirit Airlines
Deal found 1/25$255
This Priceline deal was found by Cheapflights users on 1/25. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/318:20 am
PHL
-
GCM
1 stop5h 18m
Spirit Airlines
Sat 2/72:34 pm
GCM
-
PHL
1 stop9h 16m
Spirit Airlines
Deal found 1/25$259
This American Airlines deal was found by Cheapflights users on 1/27. 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 2/287:55 am
PHL
-
GCM
Nonstop4h 00m
American Airlines
Sat 3/712:55 pm
GCM
-
PHL
Nonstop3h 43m
American Airlines
Deal found 1/27$283
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/2512:30 pm
BWI
-
GCM
1 stop25h 13m
Multiple Airlines
Sun 3/12:49 pm
GCM
-
BWI
1 stop17h 52m
Multiple Airlines
Deal found 1/25$291
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/412:30 pm
BWI
-
GCM
1 stop25h 13m
Multiple Airlines
Sun 3/81:49 pm
GCM
-
BWI
1 stop17h 37m
Multiple Airlines
Deal found 1/25$292
This American Airlines deal was found by Cheapflights users on 1/27. 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 4/118:50 am
PHL
-
GCM
Nonstop3h 54m
American Airlines
Wed 4/1512:00 pm
GCM
-
PHL
1 stop7h 13m
American Airlines
Deal found 1/27$293
This Kiwi.com deal was found by Cheapflights users on 1/25. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/126:20 am
BWI
-
GCM
1 stop7h 37m
Multiple Airlines
Sun 3/151:52 pm
GCM
-
BWI
1 stop17h 34m
Multiple Airlines
Deal found 1/25$296
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Sat 3/149:43 pm
BWI
-
GCM
1 stop16h 14m
Multiple Airlines
Sat 3/281:15 pm
GCM
-
BWI
1 stop9h 44m
Multiple Airlines
Deal found 1/27$297
This FlightHub deal was found by Cheapflights users on 1/27. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:20 am
BWI
-
GCM
1 stop7h 00m
Spirit Airlines
Thu 4/161:40 pm
GCM
-
BWI
1 stop9h 19m
Spirit Airlines
Deal found 1/27$300
This Kiwi.com deal was found by Cheapflights users on 1/27. 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.
Wed 3/412:30 pm
BWI
-
GCM
1 stop25h 13m
Multiple Airlines
Thu 3/121:52 pm
GCM
-
BWI
1 stop17h 34m
Multiple Airlines
Deal found 1/27$301

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 January 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$236
(FlightHub)

One-way from

$69
(Mytrip)

Popular in

April

Cheapest in

May

Average price

$493
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 ($9 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 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 January 27, 2026.
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 2/24

7:00 am-1:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Tue 3/3

3:15 pm-11:44 pm

1 stop8h 29m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 2/28

9:30 pm-2:14 pm

1 stop16h 44m

George Town Owen Roberts Intl

Sat 3/7

4:35 pm-8:40 am

1 stop16h 05m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Wed 3/4

8:02 pm-1:45 pm

2 stops17h 43m

George Town Owen Roberts Intl

Tue 3/10

4:45 pm-11:45 am

1 stop18h 00m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Tue 4/7

7:00 am-12:45 pm

1 stop6h 45m

George Town Owen Roberts Intl

Tue 4/14

1:55 pm-10:47 pm

1 stop7h 52m

$297

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Thu 3/5

5:45 am-4:30 pm

1 stop10h 45m

George Town Owen Roberts Intl

Wed 3/11

4:45 pm-10:14 am

2 stops16h 29m

$302

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Thu 3/5

6:30 am-1:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 3/9

1:50 pm-10:14 am

1 stop19h 24m

$304

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 2/21

6:10 am-2:31 pm

1 stop8h 21m

George Town Owen Roberts Intl

Sat 2/28

1:00 pm-11:13 pm

1 stop10h 13m

$311

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Thu 4/9

5:40 am-11:47 am

1 stop7h 07m

George Town Owen Roberts Intl

Tue 4/14

1:25 pm-8:53 pm

1 stop6h 28m

$311

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 2/7

7:30 am-11:35 am

Nonstop4h 05m

George Town Owen Roberts Intl

Sat 2/14

12:55 pm-4:38 pm

Nonstop3h 43m

$315

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 2/21

6:03 am-4:20 pm

1 stop10h 17m

George Town Owen Roberts Intl

Sat 2/28

5:30 pm-8:49 pm

Nonstop3h 19m

$330

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

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, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $288). 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.

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 55m. Fly via JetBlue, American Airlines, or United Airlines to get the fastest option. The distance from Maryland to Cayman Islands is about 1467 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 $288). 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

Browse thousands of different options on Cheapflights for your next trip

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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 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 January 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$310Average$521FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$423Average$532FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$461Average$667FlexibilityNo cancel feeOn-time63%

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