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Cayman Islands

$152+ 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 6/3. Fares are subject to change and may not be available on all flights or dates of travel.
BWI — GCM
May 6 — May 131
Tue 5/6
Tue 5/13
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 May 1, 2025.

Most accurate provider

AranGrant
3 stars

Most trusted provider

AranGrant
3 stars

Round-trip from

$434
(Air Canada)

One-way from

$152
(Trip.com)

Popular in

December

Cheapest in

May

Average price

$557

Good round-trip deal

$577 or less

Good one-way deal

$241 or less
Provider with most accurate pricing for Washington, D.C. (WAS)-George Town Owen Roberts Intl flight deals.
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Provider most trusted by Cheapflights users for Washington, D.C. (WAS)-George Town Owen Roberts Intl flights.
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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. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in May 2025
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Price to beat on a round-trip flight from Maryland to Cayman Islands.
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Price to beat on a one-way 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 May 1, 2025.

This Air Canada deal was found by Cheapflights users on 4/30. 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.
Wed 5/2811:00 amDCA - GCM
1 stop25h 55mAir Canada
Mon 6/212:50 pmGCM - DCA
2 stops46h 11mAir Canada
Deal found 4/30$434
This Delta deal was found by Cheapflights users on 4/29. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/217:00 amIAD - GCM
1 stop5h 31mDelta
Sun 8/3112:50 pmGCM - IAD
1 stop9h 25mDelta
Deal found 4/29$434
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 6/166:53 amBWI - GCM
1 stop5h 32mDelta
Thu 6/2612:40 pmGCM - BWI
1 stop7h 03mDelta
Deal found 4/30$434
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/285:00 amDCA - GCM
2 stops9h 10mAmerican Airlines
Fri 8/12:10 pmGCM - DCA
2 stops8h 49mAmerican Airlines
Deal found 4/30$438
This American Airlines deal was found by Cheapflights users on 5/1. 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.
Sat 7/265:39 pmIAD - GCM
2 stops18h 31mAmerican Airlines
Tue 8/512:10 pmGCM - IAD
2 stops10h 48mAmerican Airlines
Deal found 5/1$438
This American Airlines deal was found by Cheapflights users on 4/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/45:32 pmBWI - GCM
2 stops18h 38mAmerican Airlines
Fri 8/812:25 pmGCM - BWI
2 stops21h 51mAmerican Airlines
Deal found 4/30$438
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sun 6/13:45 pmIAD - GCM
1 stop20h 55mMultiple Airlines
Sat 6/78:50 amGCM - IAD
1 stop6h 54mMultiple Airlines
Deal found 4/30$448
This Kiwi.com deal was found by Cheapflights users on 4/30. 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.
Sun 6/157:37 pmBWI - GCM
1 stop17h 03mMultiple Airlines
Wed 6/1811:30 amGCM - BWI
1 stop6h 16mMultiple Airlines
Deal found 4/30$467
This Kiwi.com deal was found by Cheapflights users on 4/29. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/85:36 pmPHL - GCM
1 stop19h 04mMultiple Airlines
Thu 6/124:45 pmGCM - PHL
1 stop7h 05mMultiple Airlines
Deal found 4/29$473
This Air Canada deal was found by Cheapflights users on 4/29. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/33:20 pmPHL - GCM
2 stops21h 35mAir Canada
Thu 8/712:50 pmGCM - PHL
2 stops24h 47mAir Canada
Deal found 4/29$474
This United Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 6/110:32 pmIAD - GCM
1 stop14h 58mUnited Airlines
Sat 6/74:15 pmGCM - IAD
Nonstop3h 23mUnited Airlines
Deal found 4/30$498
This Delta deal was found by Cheapflights users on 4/30. 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.
Mon 6/166:00 amDCA - GCM
1 stop6h 25mDelta
Thu 6/2612:40 pmGCM - DCA
1 stop8h 06mDelta
Deal found 4/30$508

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 May 1, 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

Wed 5/28

11:00 am-11:55 am

1 stop25h 55m

George Town Owen Roberts Intl

Mon 6/2

12:50 pm-12:01 pm

2 stops46h 11m

$434

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 8/21

7:00 am-11:31 am

1 stop5h 31m

George Town Owen Roberts Intl

Sun 8/31

12:50 pm-11:15 pm

1 stop9h 25m

$434

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Mon 6/16

6:53 am-11:25 am

1 stop5h 32m

George Town Owen Roberts Intl

Thu 6/26

12:40 pm-8:43 pm

1 stop7h 03m

$434

Washington, D.C.George Town

DCA - GCM

DCAGCM

Washington, D.C. Reagan-National

Mon 7/28

5:00 am-1:10 pm

2 stops9h 10m

George Town Owen Roberts Intl

Fri 8/1

2:10 pm-12:12 am

1 stop9h 02m

$438

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 7/26

5:39 pm-11:10 am

2 stops18h 31m

George Town Owen Roberts Intl

Tue 8/5

12:10 pm-11:58 pm

2 stops10h 48m

$438

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Mon 8/4

5:32 pm-11:10 am

2 stops18h 38m

George Town Owen Roberts Intl

Fri 8/8

12:25 pm-11:16 am

2 stops21h 51m

$438

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 6/1

3:45 pm-11:40 am

1 stop20h 55m

George Town Owen Roberts Intl

Sat 6/7

8:50 am-4:44 pm

1 stop6h 54m

$448

BaltimoreGeorge Town

BWI - GCM

BWIGCM

Baltimore/Washington

Sun 6/15

7:37 pm-11:40 am

1 stop17h 03m

George Town Owen Roberts Intl

Wed 6/18

11:30 am-6:46 pm

1 stop6h 16m

$467

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 6/8

5:36 pm-11:40 am

1 stop19h 04m

George Town Owen Roberts Intl

Thu 6/12

4:45 pm-12:50 am

1 stop7h 05m

$473

PhiladelphiaGeorge Town

PHL - GCM

PHLGCM

Philadelphia

Sun 8/3

3:20 pm-11:55 am

2 stops21h 35m

George Town Owen Roberts Intl

Thu 8/7

12:50 pm-2:37 pm

2 stops24h 47m

$474

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/30

Showing 1-10 of 42 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 May 1, 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 May 1, 2025.
Read reviews from past customers who have flown Southwest, Delta and United Airlines from Maryland to Cayman Islands. In addition to providing an overall rating, users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Southwest
8.0
Very good
4,294 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
Delta
8.0
Very good
7,934 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
United Airlines
7.4
Good
8,696 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
JetBlue
7.3
Good
2,924 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,294 reviews

Overall

8.0

Entertainment

7.6

Crew

8.6

Boarding

8.2

Food

7.1

Comfort

8.0

Reviews

1 / 20
10.0
Excellent

Gina,Apr 2025

LAS - DEN

Good, the crew was friendly and helpful. The pilot had great skills in keeping the plane stable through rough turbulence. Smooth landing, too! Thank you!

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?

    $162 is the cheapest one-way deal found within the past few days, from JetBlue. You may also be able to find cheap deals on Air Canada and American Airlines, with prices starting from $163 and $165, 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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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 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 May 1, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$456Average$556FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$457Average$576FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$493Average$538FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$517Average$745FlexibilityNo cancel feeOn-time63%

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