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Cayman Islands

$136+ Cheap flights from Dulles Intl (IAD) 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 11/21. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — GCM
Nov 29 — Dec 61
Sat 11/29
Sat 12/6
1 adult, Economy
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Find flight deals from Dulles Intl to Cayman Islands

Cheapest flights from Dulles Intl to Cayman Islands
Explore the most affordable flight options available from Dulles Intl to Cayman Islands. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 30, 2025.

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 Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/1412:04 pmIAD - GCM
1 stop23h 31mMultiple Airlines
Sun 12/212:40 pmGCM - IAD
2 stops20h 58mMultiple Airlines
Deal found 10/30$411
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 11/209:45 amIAD - GCM
2 stops26h 40mAir Canada
Tue 12/21:30 pmGCM - IAD
2 stops21h 53mAir Canada
Deal found 10/28$421
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/127:59 amIAD - GCM
1 stop6h 07mAmerican Airlines
Fri 12/193:11 pmGCM - IAD
1 stop8h 53mAmerican Airlines
Deal found 10/29$446
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:29 pmIAD - GCM
2 stops18h 55mAmerican Airlines
Thu 12/113:14 pmGCM - IAD
1 stop8h 47mAmerican Airlines
Deal found 10/30$449
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/146:25 amIAD - GCM
1 stop5h 35mAmerican Airlines
Sun 12/213:11 pmGCM - IAD
1 stop8h 53mAmerican Airlines
Deal found 10/29$451
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/95:29 pmIAD - GCM
1 stop18h 36mAmerican Airlines
Sat 12/133:19 pmGCM - IAD
1 stop8h 42mAmerican Airlines
Deal found 10/29$454
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/166:00 amIAD - GCM
1 stop10h 30mUnited Airlines
Thu 12/185:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 10/30$459
This United Airlines 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/2112:54 pmIAD - GCM
Nonstop3h 41mUnited Airlines
Wed 12/245:10 pmGCM - IAD
Nonstop3h 19mUnited Airlines
Deal found 10/29$470

Cheap flight deals from Dulles Intl to Cayman Islands

Keep the following information in mind while searching for Dulles Intl to Cayman Islands flight deals. Data was last updated October 30, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$411
(Kiwi.com)

One-way from

$136
(Orbitz)

Popular in

November

Cheapest in

May

Average price

$614

Good round-trip deal

$543 or less

Good one-way deal

$222 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 Washington, D.C. Dulles Intl to Cayman Islands
Search Deals
One-way flight from Washington, D.C. Dulles Intl 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 Washington, D.C. Dulles Intl to Cayman Islands.
Search Deals
Price to beat on a one-way flight from Washington, D.C. Dulles Intl to Cayman Islands.
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Dulles Intl 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 30, 2025.
Use the filters below to find and compare flights from Washington, D.C. Dulles Intl Airport to the Cayman Islands that are best for you.

Fly from

Dulles Intl

Fly to

Cayman Islands

Route

Depart

Return

Price

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 3/24

6:40 am-1:19 pm

1 stop7h 39m

George Town Owen Roberts Intl

Tue 3/31

2:55 pm-11:54 pm

1 stop7h 59m

$438

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 12/25

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Tue 12/30

5:10 pm-8:29 pm

Nonstop3h 19m

$470

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Mon 1/5

6:30 am-1:45 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 1/12

2:25 pm-11:18 pm

1 stop8h 53m

$484

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 1/6

6:20 am-12:40 pm

1 stop6h 20m

George Town Owen Roberts Intl

Mon 1/12

2:05 pm-8:37 pm

1 stop6h 32m

$506

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 11/29

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Tue 12/2

5:45 pm-11:23 am

1 stop17h 38m

$544

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 11/22

6:00 am-1:15 pm

1 stop7h 15m

George Town Owen Roberts Intl

Mon 12/1

5:45 pm-11:23 am

1 stop17h 38m

$548

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 12/25

6:05 am-3:25 pm

1 stop9h 20m

George Town Owen Roberts Intl

Tue 12/30

4:31 pm-1:27 pm

2 stops20h 56m

$552

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Wed 12/31

6:00 am-12:36 pm

1 stop6h 36m

George Town Owen Roberts Intl

Mon 1/5

2:05 pm-8:35 pm

1 stop6h 30m

$560

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 12/21

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Tue 12/23

5:10 pm-8:29 pm

Nonstop3h 19m

$580

Washington, D.C.Cayman Brac

IAD - CYB

IADCYB

Washington, D.C. Dulles Intl

Sat 2/21

9:00 am-5:50 pm

2 stops32h 50m

Cayman Brac Gerrard-Smith

Thu 2/26

6:20 pm-3:54 pm

2 stops45h 34m

$712

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/30

Showing 1-10 of 24 results
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Best time to book a flight from Dulles Intl to Cayman Islands

Have a flexible travel schedule? Discover the best time to fly to Cayman Islands from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to the Cayman Islands

What is the cheapest month to book a flight from Washington, D.C. Dulles Intl Airport to Cayman Islands?

Currently, August is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Cayman Islands (average of $244). Flying from Washington, D.C. Dulles Intl Airport to Cayman Islands in October is currently the most expensive (average of $604). 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 IAD to KY?

Find hourly flight availability from Dulles Intl 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 October 30, 2025.

One of the essential ways to save on airfare from Washington, D.C. Dulles Intl Airport to Cayman Islands is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the afternoon could potentially save you up to 50% on airfare.

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 October 30, 2025.
See what other customers who have flown with Delta, United Airlines, and American Airlines from Washington, D.C. Dulles Intl Airport to the Cayman Islands have to say. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
Delta
7.9
Good
7,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
United Airlines
7.4
Good
8,998 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.
American Airlines
7.2
Good
11,035 reviews
Delta
7.9
Good
7,998 reviews

Overall

7.9

Boarding

8.2

Comfort

7.9

Crew

8.5

Food

7.3

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Matthew,Oct 2025

GSP - ATL

This is always a full flight since it is the connecting route to primary destinations through Atlanta. That said, the crew handles the full load well. Not much more to say, it is a short flight with no in-flight services due to the length.

Related info for your journey

Find useful and relevant information for your journey from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Cayman Islands?

    There are many flights that can get you from Washington, D.C. Dulles Intl Airport to Cayman Islands in 3h 41m. Fly via American Airlines or United Airlines to get the fastest option. The distance from Washington, D.C. Dulles Intl Airport to Cayman Islands is about 1377 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest flights from Washington, D.C. Dulles Intl Airport to Cayman Islands?

    Looking at all options, your cheapest flight can be booked for $222. While the most popular route (Washington, D.C. Dulles Intl - George Town Owen Roberts Intl) can be booked for $424 on average, our data indicates $383 when flying from Washington, D.C. Dulles Intl Airport to Cayman Islands.

  • Can I find deals for flights from Dulles Intl to Cayman Islands that include hotel bookings?

    Yes. In addition to deals on Dulles Intl to Cayman Islands flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Dulles Intl to Cayman Islands?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Dulles Intl to Cayman Islands.

  • Can I find deals for business class flights from Dulles Intl to Cayman Islands?

    Yes. Cheapflights offers flight deals from Dulles Intl 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 Washington, D.C. Dulles Intl Airport to Cayman Islands?

    Currently, August is the cheapest month in which you can book a flight from Washington, D.C. Dulles Intl Airport to Cayman Islands (average of $244). Flying from Washington, D.C. Dulles Intl Airport to Cayman Islands in October is currently the most expensive (average of $604). 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 Dulles Intl to Cayman Islands

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Top 3 airlines flying from Dulles Intl to Cayman Islands

Discover the top 3 airlines that operate flights from Dulles Intl 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 30, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$449Average$624FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$490Average$593FlexibilityNo cancel feeOn-time69%
DeltaCheapest$493Average$606FlexibilityNo cancel feeOn-timeN/A

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