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Cayman Islands

$70+ 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 12/6. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Nov 30 — Dec 71
Sun 11/30
Sun 12/7
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 October 31, 2025.

This Priceline deal was found by Cheapflights users on 10/30. 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 12/65:15 amPHL - GCM
1 stop11h 40mSpirit Airlines
Sat 12/135:56 pmGCM - PHL
1 stop15h 21mSpirit Airlines
Deal found 10/30$256
This Priceline deal was found by Cheapflights users on 10/29. 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 12/135:15 amPHL - GCM
1 stop11h 40mSpirit Airlines
Sat 12/205:56 pmGCM - PHL
1 stop15h 11mSpirit Airlines
Deal found 10/29$270
This Priceline deal was found by Cheapflights users on 10/29. 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 12/138:45 amBWI - GCM
1 stop8h 10mSpirit Airlines
Sat 12/205:56 pmGCM - BWI
1 stop5h 50mSpirit Airlines
Deal found 10/29$275
This Priceline deal was found by Cheapflights users on 10/30. 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 12/148:45 amBWI - GCM
1 stop5h 00mSpirit Airlines
Sun 12/212:40 pmGCM - BWI
1 stop9h 06mSpirit Airlines
Deal found 10/30$307
This JetBlue deal was found by Cheapflights users on 10/29. 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.
Tue 12/96:10 amDCA - GCM
1 stop7h 45mJetBlue
Sat 12/132:55 pmGCM - DCA
1 stop7h 44mJetBlue
Deal found 10/29$328
This JetBlue deal was found by Cheapflights users on 10/30. 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.
Wed 12/316:15 amDCA - GCM
1 stop8h 20mJetBlue
Tue 1/63:30 pmGCM - DCA
1 stop7h 01mJetBlue
Deal found 10/30$357
This Priceline deal was found by Cheapflights users on 10/30. 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.
Tue 12/166:10 amDCA - GCM
1 stop7h 45mJetBlue
Thu 12/183:25 pmGCM - DCA
1 stop7h 21mJetBlue
Deal found 10/30$360
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/296:00 amDCA - GCM
2 stops30h 25mAir Canada
Fri 11/71:30 pmGCM - DCA
1 stop19h 25mAir Canada
Deal found 10/28$370
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/299:45 amIAD - GCM
2 stops26h 40mAir Canada
Fri 11/71:30 pmGCM - IAD
2 stops31h 52mAir Canada
Deal found 10/28$370
This Air Canada deal was found by Cheapflights users on 10/28. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/309:00 amIAD - GCM
1 stop27h 25mAir Canada
Fri 11/71:30 pmGCM - IAD
1 stop26h 16mAir Canada
Deal found 10/28$380
This Expedia deal was found by Cheapflights users on 10/29. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:51 pmDCA - GCM
1 stop18h 04mJetBlue
Fri 12/193:40 pmGCM - DCA
1 stop7h 06mJetBlue
Deal found 10/29$381
This Mytrip deal was found by Cheapflights users on 10/29. 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.
Tue 12/98:30 pmBWI - GCM
2 stops19h 35mMultiple Airlines
Sat 12/135:56 pmGCM - BWI
1 stop5h 49mMultiple Airlines
Deal found 10/29$387

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 October 31, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$256
(Priceline)

One-way from

$70
(Orbitz)

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. 9% potential increase in price ($61 potential increase over avg. RT price).
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 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 October 31, 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

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 12/9

6:10 am-1:55 pm

1 stop7h 45m

George Town Owen Roberts Intl

Sat 12/13

2:55 pm-10:39 pm

1 stop7h 44m

$328

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Fri 1/2

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

Tue 1/6

3:30 pm-10:31 pm

1 stop7h 01m

$355

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 1/6

7:10 am-1:55 pm

1 stop6h 45m

George Town Owen Roberts Intl

Mon 1/12

3:40 pm-10:47 pm

1 stop7h 07m

$356

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Mon 1/19

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

Sat 1/24

2:55 pm-10:31 pm

1 stop7h 36m

$356

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Wed 12/31

6:15 am-2:35 pm

1 stop8h 20m

George Town Owen Roberts Intl

Tue 1/6

3:30 pm-10:31 pm

1 stop7h 01m

$357

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 2/17

7:00 am-2:05 pm

1 stop7h 05m

George Town Owen Roberts Intl

Tue 3/17

2:10 pm-10:57 pm

1 stop7h 47m

$371

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 3/24

7:00 am-1:55 pm

1 stop7h 55m

George Town Owen Roberts Intl

Tue 3/31

2:42 pm-10:57 pm

1 stop7h 15m

$373

SalisburyGeorge Town

SBY - GCM

SBYGCM

Salisbury-Ocean City

Thu 4/9

6:38 am-10:45 am

2 stops29h 07m

George Town Owen Roberts Intl

Mon 4/13

1:15 pm-11:32 am

2 stops21h 17m

$393

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sun 12/14

6:00 am-2:31 pm

1 stop8h 31m

George Town Owen Roberts Intl

Sun 12/21

3:40 pm-10:46 pm

1 stop7h 06m

$401

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sun 2/1

5:10 am-1:40 pm

1 stop8h 30m

George Town Owen Roberts Intl

Fri 2/6

11:25 am-12:29 am

1 stop13h 04m

$406

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/29

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 $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 7h 45m. Fly via JetBlue, American Airlines, or Air Canada 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.

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

    $92 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 Air Canada, with prices starting from $109 and $167, 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

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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 October 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$445Average$551FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$464Average$560FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$517Average$671FlexibilityNo cancel feeOn-time63%

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