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Cayman Islands

$145+ 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 8/28. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
Jul 7 — Jul 141
Mon 7/7
Mon 7/14
1 adult, Economy
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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 July 2, 2025.

Round-trip from

$420
(Kiwi.com)

One-way from

$145
(Trip.com)

Popular in

December

Cheapest in

November

Average price

$561

Good round-trip deal

$572 or less
From Maryland to Cayman Islands
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One-way flight from Maryland to Cayman Islands
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Highest demand for flights based on searches. 1% potential increase in price ($11 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
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Average for round-trip flights in July 2025
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Price to beat on a round-trip flight from Maryland to Cayman Islands.
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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 July 2, 2025.

This Kiwi.com deal was found by Cheapflights users on 6/30. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/307:42 pmBWI - GCM
1 stop16h 58mMultiple Airlines
Wed 8/611:30 amGCM - BWI
1 stop6h 17mMultiple Airlines
Deal found 6/30$420
This JetBlue deal was found by Cheapflights users on 6/30. 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.
Sun 10/266:00 amDCA - GCM
1 stop8h 35mJetBlue
Sat 11/12:43 pmGCM - DCA
1 stop7h 11mJetBlue
Deal found 6/30$424
This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/912:55 pmDCA - GCM
2 stops48h 00mAir Canada
Mon 9/1512:50 pmGCM - DCA
1 stop8h 44mAir Canada
Deal found 6/30$430
This Booking.com deal was found by Cheapflights users on 6/30. 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 Booking.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/95:13 pmIAD - GCM
2 stops43h 42mAir Canada
Mon 9/1512:50 pmGCM - IAD
1 stop24h 35mAir Canada
Deal found 6/30$430
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amDCA - GCM
1 stop10h 25mUnited Airlines
Mon 11/105:35 pmGCM - DCA
1 stop17h 54mUnited Airlines
Deal found 6/30$432
This United Airlines deal was found by Cheapflights users on 6/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/66:00 amIAD - GCM
1 stop10h 25mUnited Airlines
Mon 11/105:35 pmGCM - IAD
1 stop17h 53mUnited Airlines
Deal found 6/30$432
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Mon 10/65:00 amBWI - GCM
1 stop7h 25mAmerican Airlines
Fri 10/108:25 amGCM - BWI
1 stop14h 34mAmerican Airlines
Deal found 7/1$432
This Air Canada deal was found by Cheapflights users on 6/30. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/89:20 amPHL - GCM
1 stop27h 00mAir Canada
Sun 11/161:30 pmGCM - PHL
2 stops25h 17mAir Canada
Deal found 6/30$455
This Kiwi.com deal was found by Cheapflights users on 7/1. 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 8/238:19 pmIAD - GCM
1 stop16h 21mMultiple Airlines
Sat 8/308:50 amGCM - IAD
1 stop9h 34mMultiple Airlines
Deal found 7/1$463
This Delta deal was found by Cheapflights users on 6/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/316:00 amBWI - GCM
1 stop6h 42mDelta
Fri 11/72:02 pmGCM - BWI
1 stop10h 10mDelta
Deal found 6/30$465
This Kiwi.com deal was found by Cheapflights users on 7/2. 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.
Tue 8/263:51 pmPHL - GCM
1 stop25h 19mMultiple Airlines
Fri 8/294:45 pmGCM - PHL
1 stop7h 04mMultiple Airlines
Deal found 7/2$475
This Southwest deal was found by Cheapflights users on 7/1. 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.
Sat 11/153:40 pmPHL - GCM
2 stops20h 55mSouthwest
Wed 11/191:30 pmGCM - PHL
1 stop8h 10mSouthwest
Deal found 7/1$489

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 July 2, 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

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Wed 7/30

7:42 pm-11:40 am

1 stop16h 58m

George Town Owen Roberts Intl

Wed 8/6

11:30 am-6:47 pm

1 stop6h 17m

$420

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Sun 10/26

6:00 am-1:35 pm

1 stop8h 35m

George Town Owen Roberts Intl

Sat 11/1

2:43 pm-10:54 pm

1 stop7h 11m

$424

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Tue 9/9

12:55 pm-11:55 am

2 stops48h 00m

George Town Owen Roberts Intl

Mon 9/15

12:50 pm-12:08 pm

2 stops22h 18m

$430

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 9/9

5:13 pm-11:55 am

2 stops43h 42m

George Town Owen Roberts Intl

Mon 9/15

12:50 pm-2:25 pm

1 stop24h 35m

$430

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Thu 11/6

6:00 am-4:25 pm

1 stop10h 25m

George Town Owen Roberts Intl

Mon 11/10

5:35 pm-11:29 am

1 stop17h 54m

$432

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Mon 10/6

5:00 am-11:25 am

1 stop7h 25m

George Town Owen Roberts Intl

Fri 10/10

8:25 am-11:59 pm

1 stop14h 34m

$432

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 11/6

10:10 pm-4:25 pm

1 stop18h 15m

George Town Owen Roberts Intl

Mon 11/10

5:35 pm-11:28 am

1 stop17h 53m

$432

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sat 11/8

9:20 am-12:20 pm

1 stop27h 00m

George Town Owen Roberts Intl

Sun 11/16

1:30 pm-2:47 pm

2 stops25h 17m

$455

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 8/23

8:19 pm-11:40 am

1 stop16h 21m

George Town Owen Roberts Intl

Sat 8/30

8:50 am-7:24 pm

1 stop9h 34m

$463

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Fri 10/31

6:00 am-11:42 am

1 stop6h 42m

George Town Owen Roberts Intl

Fri 11/7

2:02 pm-12:12 am

1 stop10h 10m

$465

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 36 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 $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.

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 July 2, 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.

Reviews of airlines servicing Cayman Islands

Get insights into the airlines that provide service to Cayman Islands. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Cayman Islands. Reviews last updated July 2, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Maryland to the Cayman Islands. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,272 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,983 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
JetBlue
7.3
Good
2,918 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,272 reviews

Boarding

8.2

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Comfort

8.0

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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?

    $151 is the cheapest one-way deal found within the past few days, from Air Canada. You may also be able to find cheap deals on United Airlines and Delta, with prices starting from $164 and $164, 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

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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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$452Average$571FlexibilityNo cancel feeOn-time71%
DeltaCheapest$465Average$545FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$517Average$747FlexibilityNo cancel feeOn-time63%

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