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Cayman Islands

$121+ 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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
IAD — GCM
Jul 14 — Jul 211
Tue 7/14
Tue 7/21
1 adult, Economy
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Cheap 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 June 14, 2026.

This American Airlines deal was found by Cheapflights users on 6/11. 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 8/186:10 am
IAD
-
GCM
1 stop6h 17m
American Airlines
Tue 8/2512:30 pm
GCM
-
IAD
1 stop9h 25m
American Airlines
Deal found 6/11$337
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/48:50 am
IAD
-
GCM
1 stop27h 35m
American Airlines
Wed 7/812:33 pm
GCM
-
IAD
1 stop8h 32m
American Airlines
Deal found 6/10$344
This American Airlines deal was found by Cheapflights users on 6/10. 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 10/275:41 pm
IAD
-
GCM
2 stops19h 54m
American Airlines
Sun 11/13:14 pm
GCM
-
IAD
2 stops21h 58m
American Airlines
Deal found 6/10$347
This American Airlines deal was found by Cheapflights users on 6/10. 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.
Wed 9/910:25 am
IAD
-
GCM
2 stops25h 35m
American Airlines
Sun 9/1312:36 pm
GCM
-
IAD
1 stop7h 07m
American Airlines
Deal found 6/10$352
This American Airlines deal was found by Cheapflights users on 6/10. 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 7/48:50 am
IAD
-
GCM
2 stops32h 20m
American Airlines
Sat 7/1112:45 pm
GCM
-
IAD
2 stops19h 21m
American Airlines
Deal found 6/10$356
This American Airlines deal was found by Cheapflights users on 6/12. 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 9/47:57 am
IAD
-
GCM
1 stop28h 27m
American Airlines
Mon 9/72:10 pm
GCM
-
IAD
2 stops25h 54m
American Airlines
Deal found 6/12$363
This American Airlines deal was found by Cheapflights users on 6/12. 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 6/136:20 am
IAD
-
GCM
1 stop6h 10m
American Airlines
Tue 6/1612:33 pm
GCM
-
IAD
1 stop6h 00m
American Airlines
Deal found 6/12$367
This American Airlines deal was found by Cheapflights users on 6/14. 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.
Thu 8/271:23 pm
IAD
-
GCM
2 stops22h 37m
American Airlines
Mon 8/312:10 pm
GCM
-
IAD
2 stops25h 43m
American Airlines
Deal found 6/14$371
This American Airlines deal was found by Cheapflights users on 6/11. 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 6/208:22 pm
IAD
-
GCM
2 stops20h 49m
American Airlines
Sat 6/2712:40 pm
GCM
-
IAD
2 stops10h 33m
American Airlines
Deal found 6/11$372
This FlightHub deal was found by Cheapflights users on 6/10. 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.
Thu 6/1110:11 pm
IAD
-
GCM
2 stops36h 49m
Air Canada
Mon 6/1512:25 pm
GCM
-
IAD
2 stops27h 10m
Air Canada
Deal found 6/10$390
This FlightHub deal was found by Cheapflights users on 6/13. 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.
Wed 7/159:55 am
IAD
-
CYB
2 stops30h 30m
Multiple Airlines
Mon 7/208:30 am
CYB
-
IAD
2 stops29h 54m
Multiple Airlines
Deal found 6/13$1,059
This FlightHub deal was found by Cheapflights users on 6/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/229:55 am
IAD
-
CYB
2 stops30h 30m
Multiple Airlines
Wed 7/293:55 pm
CYB
-
IAD
2 stops27h 29m
Multiple Airlines
Deal found 6/14$1,253

Find 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 June 14, 2026.

Round-trip from

$337
(American Airlines)

One-way from

$121
(American Airlines)

Popular in

November

Cheapest in

January

Average price

$576

Good round-trip deal

$521 or less
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 ($57 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in June 2026
Search Deals
Price to beat on a round-trip 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 June 14, 2026.
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

Fly to

Route

Depart

Return

Price

Cheapest round-trip

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Fri 11/13

10:10 pm-1:45 pm

1 stop15h 35m

George Town Owen Roberts Intl

Sat 11/21

5:30 pm-8:49 pm

Nonstop3h 19m

$421

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 7/4

8:40 am-3:35 pm

1 stop7h 55m

George Town Owen Roberts Intl

Sat 7/11

2:40 pm-11:19 pm

1 stop7h 39m

$431

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Mon 11/2

6:30 am-4:30 pm

1 stop10h 00m

George Town Owen Roberts Intl

Fri 11/6

5:45 pm-11:37 am

1 stop17h 52m

$477

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Thu 11/26

4:30 pm-12:00 pm

1 stop19h 30m

George Town Owen Roberts Intl

Tue 12/1

1:10 pm-11:27 am

2 stops22h 17m

$484

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Fri 7/24

10:20 pm-1:30 pm

1 stop16h 10m

George Town Owen Roberts Intl

Tue 7/28

1:35 pm-10:43 pm

1 stop8h 08m

$487

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 8/11

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Tue 8/18

1:04 pm-12:34 am

1 stop10h 30m

$543

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Tue 8/11

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Wed 8/19

1:04 pm-12:34 am

1 stop10h 30m

$543

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sun 8/9

6:00 am-11:39 am

1 stop6h 39m

George Town Owen Roberts Intl

Wed 8/19

1:04 pm-12:34 am

1 stop10h 30m

$543

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 9/26

6:00 am-11:40 am

1 stop6h 40m

George Town Owen Roberts Intl

Fri 10/9

12:55 pm-9:12 pm

1 stop7h 17m

$543
Quickest round-trip

Washington, D.C.George Town

IAD - GCM

IADGCM

Washington, D.C. Dulles Intl

Sat 11/28

12:54 pm-4:35 pm

Nonstop3h 41m

George Town Owen Roberts Intl

Sat 12/5

2:50 pm-12:14 am

1 stop9h 24m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/11

Showing 1-10 of 23 resultsSorted by cheapest first
1
2
3

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 $247). Flying from Washington, D.C. Dulles Intl Airport to Cayman Islands in September is currently the most expensive (average of $500). 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 June 14, 2026.

When flying from Washington, D.C. Dulles Intl Airport 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.

How far ahead should I book a flight from Washington, D.C. Dulles Intl Airport to Cayman Islands?

The price you pay for your flight from Washington, D.C. Dulles Intl Airport to Cayman Islands may vary depending on when you book. For the best chance of a lower fare, look to book 10 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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 June 14, 2026.
See what other customers who have flown with 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.
United Airlines
7.4
Good
9,818 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
United Airlines
7.4
Good
9,818 reviews
United Airlines
7.4
Good
9,818 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.
American Airlines
7.1
Good
11,654 reviews
United Airlines
7.4
Good
9,818 reviews

Food

6.6

Comfort

7.3

Overall

7.4

Entertainment

7.1

Crew

8.1

Boarding

7.7

Reviews

1 / 20
4.0
Okay

Dynasty,May 2026

LAX - EWR

The food wasn’t nice - Hosts were not that kind.

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 15h 35m. Fly via United Airlines or Air Canada 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 $389. While the most popular route (Washington, D.C. Dulles Intl - George Town Owen Roberts Intl) can be booked for $431 on average, our data indicates $661 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 $247). Flying from Washington, D.C. Dulles Intl Airport to Cayman Islands in September is currently the most expensive (average of $500). 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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Top 2 airlines flying from Dulles Intl to Cayman Islands

Discover the top 2 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 June 14, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$296Average$505FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$314Average$599FlexibilityNo cancel feeOn-time71%

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