HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Cayman Islands

$102+ 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 12/4. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Maryland to Cayman Islands with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 agosto 14, 2025.

Round-trip from

$321
(FlightHub)

One-way from

$102
(FlightHub)

Popular in

December

Cheapest in

November

Average price

$551
From Maryland to Cayman Islands
Search Deals
One-way flight from Maryland to Cayman Islands
Search Deals
Highest demand for flights based on searches. 1% potential increase in price ($8 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in August 2025
Search Deals

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 agosto 14, 2025.

This FlightHub deal was found by Cheapflights users on 8/13. 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.
mié. 12/38:05 pmPHL - GCM
1 stop14h 55mSpirit Airlines
dom. 12/711:55 amGCM - PHL
1 stop12h 37mSpirit Airlines
Deal found 8/13$321
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/1411:00 amDCA - GCM
1 stop25h 55mAir Canada
lun. 9/2212:50 pmGCM - DCA
1 stop28h 14mAir Canada
Deal found 8/14$334
This Mytrip deal was found by Cheapflights users on 8/14. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/1410:20 amIAD - GCM
1 stop26h 35mAir Canada
lun. 9/2212:50 pmGCM - IAD
1 stop23h 48mAir Canada
Deal found 8/14$334
This Priceline deal was found by Cheapflights users on 8/13. 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.
mié. 12/33:30 pmPHL - GCM
2 stops20h 50mMultiple Airlines
dom. 12/711:55 amGCM - PHL
1 stop12h 37mMultiple Airlines
Deal found 8/13$371
This Priceline deal was found by Cheapflights users on 8/14. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/79:20 amPHL - GCM
2 stops27h 35mAir Canada
jue. 9/1812:50 pmGCM - PHL
2 stops24h 48mAir Canada
Deal found 8/14$373
This Expedia deal was found by Cheapflights users on 8/14. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 12/58:05 pmPHL - GCM
1 stop14h 55mMultiple Airlines
dom. 12/71:30 pmGCM - PHL
2 stops49h 17mMultiple Airlines
Deal found 8/14$387
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/86:59 amDCA - GCM
1 stop5h 32mDelta
jue. 9/1112:52 pmGCM - DCA
1 stop6h 50mDelta
Deal found 8/14$396
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/86:00 amIAD - GCM
1 stop6h 31mDelta
jue. 9/1112:52 pmGCM - IAD
1 stop10h 21mDelta
Deal found 8/14$396
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 9/85:40 amBWI - GCM
1 stop6h 51mDelta
jue. 9/1112:52 pmGCM - BWI
1 stop10h 36mDelta
Deal found 8/14$396
This Southwest deal was found by Cheapflights users on 8/14. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 11/126:55 amDCA - GCM
1 stop5h 40mSouthwest
mié. 11/191:30 pmGCM - DCA
2 stops9h 10mSouthwest
Deal found 8/14$400
This American Airlines deal was found by Cheapflights users on 8/14. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lun. 10/275:00 amBWI - GCM
2 stops15h 20mAmerican Airlines
jue. 10/3012:25 pmGCM - BWI
2 stops10h 34mAmerican Airlines
Deal found 8/14$400
This Air Canada deal was found by Cheapflights users on 8/14. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 11/204:35 pmPHL - GCM
1 stop19h 45mAir Canada
jue. 11/271:30 pmGCM - PHL
2 stops25h 17mAir Canada
Deal found 8/14$402

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 agosto 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

mié. 12/3

8:05 pm-11:00 am

1 stop14h 55m

George Town Owen Roberts Intl

dom. 12/7

11:55 am-12:32 am

1 stop12h 37m

$321

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

vie. 12/5

8:05 pm-11:00 am

1 stop14h 55m

George Town Owen Roberts Intl

dom. 12/7

11:55 am-12:32 am

1 stop12h 37m

$321

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

dom. 9/14

11:00 am-11:55 am

1 stop25h 55m

George Town Owen Roberts Intl

lun. 9/22

12:50 pm-6:04 pm

1 stop28h 14m

$334

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

dom. 9/14

10:20 am-11:55 am

1 stop26h 35m

George Town Owen Roberts Intl

lun. 9/22

12:50 pm-1:38 pm

1 stop23h 48m

$334

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

sáb. 1/31

5:10 am-11:00 am

1 stop5h 50m

George Town Owen Roberts Intl

sáb. 2/7

11:55 am-11:54 pm

1 stop11h 59m

$349

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

sáb. 1/31

8:05 pm-11:00 am

1 stop14h 55m

George Town Owen Roberts Intl

sáb. 2/7

11:55 am-12:32 am

1 stop12h 37m

$361

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

mié. 12/3

3:30 pm-12:20 pm

2 stops20h 50m

George Town Owen Roberts Intl

dom. 12/7

11:55 am-12:32 am

1 stop12h 37m

$371

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

dom. 9/7

9:20 am-11:55 am

2 stops27h 35m

George Town Owen Roberts Intl

jue. 9/18

12:50 pm-2:38 pm

2 stops24h 48m

$373

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

vie. 12/5

8:05 pm-11:00 am

1 stop14h 55m

George Town Owen Roberts Intl

dom. 12/7

1:30 pm-2:47 pm

2 stops49h 17m

$387

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

mié. 11/12

6:00 am-12:37 pm

1 stop6h 37m

George Town Owen Roberts Intl

mié. 11/19

2:02 pm-9:14 pm

1 stop7h 12m

$396

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/13

Showing 1-10 of 60 results
1
2
3
...
6

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 $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). 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.

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

    $102 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 Air Canada and Delta, with prices starting from $126 and $146, 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, January is the cheapest month in which you can book a flight from Maryland to Cayman Islands (average of $467). Flying from Maryland to Cayman Islands in March is currently the most expensive (average of $594). 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.
John F Kennedy Intl to Luis Munoz Marin Intl flights
Newark to Luis Munoz Marin Intl flights
LaGuardia to Luis Munoz Marin Intl flights
John F Kennedy Intl to Montego Bay flights
Fort Lauderdale to Luis Munoz Marin Intl flights
Boston to Luis Munoz Marin Intl flights
John F Kennedy Intl to Punta Cana flights
Dulles Intl to Luis Munoz Marin Intl flights
Newark to Santiago de los Caballeros flights
Newark to Oranjestad flights
John F Kennedy Intl to Santiago de los Caballeros flights
Orlando to Luis Munoz Marin Intl flights
John F Kennedy Intl to Santo Domingo flights
John F Kennedy Intl to Oranjestad flights
Philadelphia to Luis Munoz Marin Intl flights
Newark to Santo Domingo flights
Newark to Punta Cana flights
Baltimore to Luis Munoz Marin Intl flights
Dallas/Fort Worth to Luis Munoz Marin Intl flights
Newark to Montego Bay flights
Reagan-National to Luis Munoz Marin Intl flights
O'Hare Intl to Luis Munoz Marin Intl flights
Atlanta to Luis Munoz Marin Intl flights
LaGuardia to Punta Cana flights
John F Kennedy Intl to Port of Spain flights
Tampa to Luis Munoz Marin Intl flights
LaGuardia to Oranjestad flights
Dulles Intl to Punta Cana flights
Newark to Nassau flights
Hartford to Luis Munoz Marin Intl flights
Hobby to Luis Munoz Marin Intl flights
Atlanta to Montego Bay flights
LaGuardia to Santo Domingo flights
John F Kennedy Intl to Bridgetown flights
John F Kennedy Intl to Nassau flights
Denver to Luis Munoz Marin Intl flights
LaGuardia to Montego Bay flights
Miami to Luis Munoz Marin Intl flights
George Bush Intcntl to Luis Munoz Marin Intl flights
Newark to Simpson Bay flights
Los Angeles to Luis Munoz Marin Intl flights
Boston to Oranjestad flights
Raleigh to Luis Munoz Marin Intl flights
Midway to Luis Munoz Marin Intl flights
Boston to Punta Cana flights
John F Kennedy Intl to Simpson Bay flights
John F Kennedy Intl to Kingston flights
Boston to Santo Domingo flights
Charlotte to Luis Munoz Marin Intl flights
Boston to Santiago de los Caballeros flights

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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$459Average$573FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$461Average$727FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$467Average$567FlexibilityNo cancel feeOn-time69%
DeltaCheapest$484Average$551FlexibilityNo cancel feeOn-timeN/A

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.