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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 12/11. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
nov. 13 — nov. 201
jue. 11/13
jue. 11/20
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 octubre 14, 2025.

This United Airlines deal was found by Cheapflights users on 10/14. 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.
vie. 11/288:15 amPHL - GCM
1 stop8h 15mUnited Airlines
vie. 12/55:45 pmGCM - PHL
2 stops20h 22mUnited Airlines
Deal found 10/14$313
This Priceline deal was found by Cheapflights users on 10/13. 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.
sáb. 12/67:00 amPHL - GCM
1 stop7h 55mJetBlue
sáb. 12/133:55 pmGCM - PHL
1 stop7h 18mJetBlue
Deal found 10/13$328
This Mytrip deal was found by Cheapflights users on 10/13. 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.
vie. 10/313:30 pmPHL - GCM
2 stops45h 55mAir Canada
jue. 11/61:30 pmGCM - PHL
1 stop26h 21mAir Canada
Deal found 10/13$336
This JetBlue deal was found by Cheapflights users on 10/13. 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.
sáb. 12/137:00 amPHL - GCM
1 stop7h 55mJetBlue
sáb. 12/203:30 pmGCM - PHL
1 stop7h 19mJetBlue
Deal found 10/13$360
This FlightHub deal was found by Cheapflights users on 10/13. 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.
vie. 10/319:45 amIAD - GCM
2 stops51h 40mAir Canada
vie. 11/71:30 pmGCM - IAD
2 stops31h 24mAir Canada
Deal found 10/13$370
This Priceline deal was found by Cheapflights users on 10/13. 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.
sáb. 12/63:30 pmPHL - GCM
2 stops20h 55mMultiple Airlines
sáb. 12/135:56 pmGCM - PHL
1 stop15h 21mMultiple Airlines
Deal found 10/13$376
This Gotogate deal was found by Cheapflights users on 10/13. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 11/299:20 amPHL - GCM
1 stop27h 05mMultiple Airlines
sáb. 12/65:56 pmGCM - PHL
1 stop15h 21mMultiple Airlines
Deal found 10/13$380
This Priceline deal was found by Cheapflights users on 10/13. 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.
jue. 11/276:15 amDCA - GCM
1 stop8h 16mJetBlue
jue. 12/43:25 pmGCM - DCA
1 stop7h 04mJetBlue
Deal found 10/13$389
This JetBlue deal was found by Cheapflights users on 10/14. 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.
sáb. 11/86:24 amDCA - GCM
1 stop8h 07mJetBlue
sáb. 11/153:45 pmGCM - DCA
1 stop7h 14mJetBlue
Deal found 10/14$412
This Priceline deal was found by Cheapflights users on 10/12. 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.
dom. 12/146:00 amDCA - GCM
1 stop8h 31mJetBlue
sáb. 12/203:30 pmGCM - DCA
1 stop17h 34mJetBlue
Deal found 10/12$416
This Air Canada deal was found by Cheapflights users on 10/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/279:40 amDCA - GCM
1 stop26h 45mAir Canada
jue. 12/41:30 pmGCM - DCA
2 stops20h 56mAir Canada
Deal found 10/13$420
This Air Canada deal was found by Cheapflights users on 10/13. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/274:30 pmIAD - GCM
1 stop19h 55mAir Canada
jue. 12/41:30 pmGCM - IAD
1 stop26h 16mAir Canada
Deal found 10/13$420

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 octubre 14, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$315
(Priceline)

One-way from

$104
(Priceline)

Popular in

November

Cheapest in

May

Average price

$614

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
Highest demand for flights based on searches. 12% potential increase in price ($86 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 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 octubre 14, 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

jue. 12/25

7:00 am-2:25 pm

1 stop7h 25m

George Town Owen Roberts Intl

jue. 1/1

3:30 pm-10:49 pm

1 stop7h 19m

$328

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

sáb. 12/13

7:00 am-2:55 pm

1 stop7h 55m

George Town Owen Roberts Intl

sáb. 12/20

3:30 pm-10:49 pm

1 stop7h 19m

$360

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

mar. 2/17

9:45 am-2:55 pm

1 stop5h 10m

George Town Owen Roberts Intl

mar. 3/17

2:10 pm-10:57 pm

1 stop7h 47m

$371

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

jue. 2/5

6:30 am-1:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

sáb. 2/14

5:30 pm-7:04 pm

1 stop25h 34m

$376

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

sáb. 3/7

6:00 am-5:07 pm

1 stop11h 07m

George Town Owen Roberts Intl

mar. 3/17

2:55 pm-11:01 pm

1 stop7h 06m

$399

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

dom. 2/1

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

dom. 2/8

3:40 pm-10:47 pm

1 stop7h 07m

$408

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

vie. 3/6

6:05 am-2:02 pm

1 stop7h 57m

George Town Owen Roberts Intl

mar. 3/17

2:10 pm-10:57 pm

1 stop7h 47m

$414

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

lun. 1/26

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

lun. 2/2

3:40 pm-10:47 pm

1 stop7h 07m

$417

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

mié. 11/19

4:35 pm-12:25 pm

1 stop19h 50m

George Town Owen Roberts Intl

vie. 11/21

1:30 pm-3:49 pm

1 stop26h 19m

$420

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

dom. 10/26

6:15 am-1:31 pm

1 stop8h 16m

George Town Owen Roberts Intl

sáb. 11/1

2:44 pm-10:59 pm

1 stop7h 15m

$420

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/12

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 $436). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $531). 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 35m. Fly via JetBlue, United Airlines, or Delta to get the fastest option. The distance from Maryland to Cayman Islands is about 1401 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?

    $110 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Spirit Airlines and Southwest, with prices starting from $153 and $190, 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 $436). Flying from Maryland to Cayman Islands in June is currently the most expensive (average of $531). 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 octubre 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$445Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$464Average$560FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$517Average$673FlexibilityNo cancel feeOn-time63%

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