What is the cheapest airline that flies from Washington, D.C. Reagan-National to Cayman Islands?

American Airlines and Southwest are the most popular carriers operating from Washington, D.C. Reagan-National to Cayman Islands

How many operators does momondo search for flights from Washington, D.C. Reagan-National Airport to Cayman Islands?

As of October 2026, there are 2 operators available to choose from for flights from Washington, D.C. Reagan-National Airport to Cayman Islands.

How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Cayman Islands?

Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National Airport to Cayman Islands.

What documentation or ID do you need to fly to Cayman Islands?

The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

$149 Cheap Flights from Washington, D.C. Reagan-National Airport to Cayman Islands in 2026/27

Discover deals from 900+ travel sites with momondo.

Find the cheapest flights from Washington, D.C. Reagan-National Airport to the Cayman Islands

Round-trip

One-way

Last minute

Cheap round-trip flights

Enter your travel dates to find the best prices.

6:00 am - 12:55 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

6h 55m1 stop Orlando

1:50 pm - 10:35 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

8h 45m1 stop Orlando

$342Southwest

Mon, Jan 25 - Thu, Jan 28

9:05 pm - 12:55 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

15h 50m2 stops Chicago Midway Orlando

1:50 pm - 10:35 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

8h 45m1 stop Orlando

$390Southwest

Mon, Jan 25 - Thu, Jan 28

6:00 am - 3:15 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

9h 15m1 stop Miami

12:59 pm - 7:59 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 00m1 stop Charlotte Douglas

$410American Airlines

Sat, Jan 9 - Wed, Jan 13

5:00 am - 11:48 amDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

6h 48m1 stop Miami

8:25 am - 3:00 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

6h 35m1 stop Miami

$410American Airlines

Sun, Jan 31 - Fri, Feb 5

6:00 am - 7:50 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

13h 50m1 stop Miami

4:07 pm - 10:34 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

6h 27m1 stop Miami

$410American Airlines

Sun, Jan 17 - Thu, Jan 21

6:00 am - 12:35 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

6h 35m1 stop Orlando

1:30 pm - 10:55 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

9h 25m1 stop Orlando

$410Southwest

Wed, Dec 16 - Tue, Dec 22

9:15 pm - 12:35 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

15h 20m2 stops Chicago Midway Orlando

1:30 pm - 10:40 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

9h 10m1 stop Orlando

$414Southwest

Sun, Dec 13 - Thu, Dec 17

6:20 am - 1:45 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

7h 25m1 stop Chicago O'Hare Intl

2:55 pm - 10:48 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 53m1 stop Chicago O'Hare Intl

$470United Airlines

Thu, Jan 14 - Sun, Jan 17

8:00 am - 4:00 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

8h 00m1 stop Houston George Bush Intcntl

2:25 pm - 9:49 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 24m1 stop Newark

$470United Airlines

Sat, Jan 16 - Thu, Jan 21

8:30 pm - 1:45 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

17h 15m1 stop Chicago O'Hare Intl

2:55 pm - 10:26 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 31m1 stop Chicago O'Hare Intl

$484United Airlines

Thu, Mar 4 - Sun, Mar 7

Cheap last minute flights

Enter your travel dates to find the best prices.

9:20 am - 7:00 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

10h 40m1 stop Miami

2:10 pm - 11:13 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

8h 03m1 stop Miami

$566American Airlines

Thu, Oct 22 - Mon, Oct 26

6:00 am - 11:40 amDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

6h 40m1 stop Atlanta Hartsfield-Jackson

12:55 pm - 9:49 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 54m1 stop Atlanta Hartsfield-Jackson

$658Delta

Sat, Oct 17 - Thu, Oct 22

5:00 am - 1:10 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

9h 10m1 stop Miami

12:35 pm - 8:10 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

6h 35m1 stop Charlotte Douglas

$724American Airlines

Sat, Oct 17 - Wed, Oct 21

5:00 am - 1:10 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

9h 10m2 stops Charlotte Douglas Miami

12:35 pm - 8:10 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

6h 35m1 stop Charlotte Douglas

$754American Airlines

Sat, Oct 17 - Wed, Oct 21

6:10 am - 1:10 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

8h 00m2 stops Charlotte Douglas Miami

2:10 pm - 9:45 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

6h 35m1 stop Miami

$798American Airlines

Thu, Oct 22 - Mon, Oct 26

7:00 am - 11:40 amDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

5h 40m1 stop Atlanta Hartsfield-Jackson

12:55 pm - 9:49 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

7h 54m1 stop Atlanta Hartsfield-Jackson

$912Delta

Sun, Oct 18 - Thu, Oct 22

11:05 am - 12:45 pmDCA Washington, D.C. Reagan-National-GCM George Town Owen Roberts Intl

50h 40m2 stops New York John F Kennedy Intl Toronto Pearson Intl

2:35 pm - 12:39 pmGCM George Town Owen Roberts Intl-DCA Washington, D.C. Reagan-National

21h 04m2 stops Toronto Pearson Intl New York LaGuardia

$3,998WestJet

Thu, Oct 22 - Mon, Oct 26

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American Airlines flights from Washington, D.C. Reagan-National Airport to Cayman Islands

Our best American Airlines deals on Washington, D.C. Reagan-National Airport to Cayman Islands flight tickets

American Airlines

Dec 17

DCA9:31 amWashington, D.C. Reagan-National

7h 14m

1 stop

GCM4:45 pmGeorge Town Owen Roberts Intl

Dec 22

GCM3:30 pmGeorge Town Owen Roberts Intl

6h 29m

1 stop

DCA9:59 pmWashington, D.C. Reagan-National

$410

American Airlines

Nov 26

DCA6:44 amWashington, D.C. Reagan-National

11h 22m

2 stops

GCM6:06 pmGeorge Town Owen Roberts Intl

Dec 3

GCM8:15 amGeorge Town Owen Roberts Intl

15h 12m

1 stop

DCA11:27 pmWashington, D.C. Reagan-National

$414

American Airlines

Mar 31

DCA5:00 amWashington, D.C. Reagan-National

14h 48m

1 stop

GCM6:48 pmGeorge Town Owen Roberts Intl

Apr 5

GCM3:10 pmGeorge Town Owen Roberts Intl

7h 49m

1 stop

DCA11:59 pmWashington, D.C. Reagan-National

$415

Southwest flights from Washington, D.C. Reagan-National Airport to Cayman Islands

Our best Southwest deals on Washington, D.C. Reagan-National Airport to Cayman Islands flight tickets

Southwest

Jan 25

DCA6:00 amWashington, D.C. Reagan-National

6h 55m

1 stop

GCM12:55 pmGeorge Town Owen Roberts Intl

Jan 28

GCM1:50 pmGeorge Town Owen Roberts Intl

8h 45m

1 stop

DCA10:35 pmWashington, D.C. Reagan-National

$342

Southwest

Jan 25

DCA9:05 pmWashington, D.C. Reagan-National

15h 50m

2 stops

GCM12:55 pmGeorge Town Owen Roberts Intl

Jan 28

GCM1:50 pmGeorge Town Owen Roberts Intl

8h 45m

1 stop

DCA10:35 pmWashington, D.C. Reagan-National

$390

Southwest

Dec 16

DCA8:55 pmWashington, D.C. Reagan-National

15h 40m

2 stops

GCM12:35 pmGeorge Town Owen Roberts Intl

Dec 22

GCM1:30 pmGeorge Town Owen Roberts Intl

9h 25m

1 stop

DCA10:55 pmWashington, D.C. Reagan-National

$444

momondo Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Reagan-National 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

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Mon 1/25

6:00 am-12:55 pm

1 stop6h 55m

George Town Owen Roberts Intl

Thu 1/28

1:50 pm-10:35 pm

1 stop8h 45m

$342

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Mon 1/25

9:05 pm-12:55 pm

2 stops15h 50m

George Town Owen Roberts Intl

Thu 1/28

1:50 pm-10:35 pm

1 stop8h 45m

$390

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Sat 1/9

6:00 am-3:15 pm

1 stop9h 15m

George Town Owen Roberts Intl

Wed 1/13

12:59 pm-7:59 pm

1 stop7h 00m

$410

Quickest round-trip

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Sun 1/31

5:00 am-11:48 am

1 stop6h 48m

George Town Owen Roberts Intl

Fri 2/5

8:25 am-3:00 pm

1 stop6h 35m

$410

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Sun 1/17

6:00 am-7:50 pm

1 stop13h 50m

George Town Owen Roberts Intl

Thu 1/21

4:07 pm-10:34 pm

1 stop6h 27m

$410

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Wed 12/16

6:00 am-12:35 pm

1 stop6h 35m

George Town Owen Roberts Intl

Tue 12/22

1:30 pm-10:55 pm

1 stop9h 25m

$410

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Sun 12/13

9:15 pm-12:35 pm

2 stops15h 20m

George Town Owen Roberts Intl

Thu 12/17

1:30 pm-10:40 pm

1 stop9h 10m

$414

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Thu 1/14

6:20 am-1:45 pm

1 stop7h 25m

George Town Owen Roberts Intl

Sun 1/17

2:55 pm-10:48 pm

1 stop7h 53m

$470

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Sat 1/16

8:00 am-4:00 pm

1 stop8h 00m

George Town Owen Roberts Intl

Thu 1/21

2:25 pm-9:49 pm

1 stop7h 24m

$470

Washington, D.C.George Town

DCA Washington, D.C. Reagan-National - GCM George Town Owen Roberts Intl

DCAGCM

Washington, D.C. Reagan-National

Thu 3/4

8:30 pm-1:45 pm

1 stop17h 15m

George Town Owen Roberts Intl

Sun 3/7

2:55 pm-10:26 pm

1 stop7h 31m

$484

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first

How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport to Cayman Islands

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

Prices

Airlines

What is the cheapest month to fly to Cayman Islands?

If you aren’t able to travel to Cayman Islands during the month of December, then flying in January is also cheap. Prices for this month can be found on momondo for an average of $413.

Cheap Washington, D.C. Reagan-National Airport to Cayman Islands flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Washington, D.C. Reagan-National Airport to Cayman Islands

Best Price Found	$149
Fastest flight time	5h 26m
Direct flights	None

The best one-way flight to Cayman Islands from Washington, D.C. Reagan-National Airport in the past 72 hours is $149. The best round-trip flight deal from Washington, D.C. Reagan-National Airport to Cayman Islands found on momondo in the last 72 hours is $342.

The fastest flight from Washington, D.C. Reagan-National Airport to Cayman Islands takes 5h 26m

There are no direct flights from Washington, D.C. Reagan-National Airport to Cayman Islands. There are no popular flight routes from Washington, D.C. Reagan-National Airport to Cayman Islands.

Search flight deals

Frequently asked questions about flying from Washington, D.C. Reagan-National Airport to the Cayman Islands

When did momondo last update prices for flights from Washington, D.C. Reagan-National Airport to Cayman Islands?
Prices for flights from Washington, D.C. Reagan-National Airport to Cayman Islands refresh daily.
How many operators does momondo search for flights from Washington, D.C. Reagan-National Airport to Cayman Islands?
As of October 2026, there are 2 operators available to choose from for flights from Washington, D.C. Reagan-National Airport to Cayman Islands.
How old do you have to be to fly from Washington, D.C. Reagan-National Airport to Cayman Islands?
Although the minimum age for a child to fly alone is five, airlines that offer an unaccompanied minor (UMNR) service may have their own age limits, which could be impacted by factors such as flight length, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Washington, D.C. Reagan-National Airport to Cayman Islands.
What documentation or ID do you need to fly to Cayman Islands?
The required travel and health documents for your Cayman Islands trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Cayman Islands. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Washington, D.C. Reagan-National Airport to Cayman Islands

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Cayman Islands with momondo

Airline	Rating	Free Cancellation	Price
United Airlines	PriceFrom $311	Free Cancellation	Rating 7.4 10,377 reviews		Search United Airlines flights
American Airlines	PriceFrom $327	Free Cancellation	Rating 7.0 12,165 reviews		Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Washington, D.C. to Cayman Islands?

Finding the right flight to Cayman Islands from Washington, D.C. is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Cayman Islands quick and easy, saving you time and money.

Can I find flights from Washington, D.C. to Cayman Islands with flexible booking policies on momondo?

Flights from Washington, D.C. to Cayman Islands with flexible booking policies can be found by using the search form above and then selecting our dedicated flexible booking filter, which will highlight only the flights where this policy is applied.

How can momondo help me find flights from Washington, D.C. to Cayman Islands?

Once all potential Washington, D.C. to Cayman Islands flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from Washington, D.C. to Cayman Islands right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Cayman Islands from Washington, D.C.. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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Flights to George Townfrom $326

Flights to Cayman Bracfrom $318

Flights to Little Caymanfrom $378

Cheap flights from Washington, D.C. Reagan-National Airport to the Cayman Islands from $149

Find the cheapest flights from Washington, D.C. Reagan-National Airport to the Cayman Islands

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American Airlines flights from Washington, D.C. Reagan-National Airport to Cayman Islands

Our best American Airlines deals on Washington, D.C. Reagan-National Airport to Cayman Islands flight tickets

Southwest flights from Washington, D.C. Reagan-National Airport to Cayman Islands

Our best Southwest deals on Washington, D.C. Reagan-National Airport to Cayman Islands flight tickets

momondo Fare Finder

Use the filters below to find and compare flights from Washington, D.C. Reagan-National Airport to the Cayman Islands that are best for you.

See travel insights to the Cayman Islands from

How to get the cheapest flight ticket from Washington, D.C. Reagan-National Airport to Cayman Islands

What is the cheapest month to fly to Cayman Islands?

What is the cheapest airline that flies from Washington, D.C. Reagan-National to Cayman Islands?

Cheap Washington, D.C. Reagan-National Airport to Cayman Islands flight deals and tips

Best Price Found

Fastest flight time

Direct flights

Frequently asked questions about flying from Washington, D.C. Reagan-National Airport to the Cayman Islands

Best airlines flying from Washington, D.C. Reagan-National Airport to Cayman Islands

Compare and see reviews for airlines that fly from Washington, D.C. Reagan-National Airport to Cayman Islands with momondo

Why use momondo?

An easier way to manage your Cayman Islands trip

We make it super easy to schedule, organize and travel with friends or family. Trips is free — and available to use no matter where you book.

Get notified when prices go down

Daily price changes in your inbox - only with Price Alerts.

Find better results for your trip to the Cayman Islands

Popular cities in the Cayman Islands

Popular flights according to clicks in the last 7 days on momondo

Washington, D.C. Reagan-National Airport flight routes

According to popular flight searches on momondo this year

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According to popular flight searches on momondo this year

Fly your favorite airline to the Cayman Islands

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Cabin classes currently available on flights to the Cayman Islands

List of cabin classes available on flights landing in the Cayman Islands. Availability may vary depending on flight origin and airline.

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