$141 Find Cheap Flights from Reagan Washington National Airport to Cayman Islands

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Reagan-National to the Cayman Islands departing on 10/30. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy

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Cheap Flights from Reagan-National to the Cayman Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
George Town
George Town1 stop$428
George Town
George Town1 stop$428

Book Cheap Reagan-National to the Cayman Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Reagan-National to the Cayman Islands that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from Reagan-National to the Cayman Islands

Sun, Oct 26 - Sat, Nov 1
JetBlue Logo
6:15 am - 1:31 pmDCA-GCM
8h 16m1 stop
JetBlue Logo
2:44 pm - 10:58 pmGCM-DCA
7h 14m1 stop
$428JetBlue
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Sat, Nov 22 - Fri, Nov 28
Air Canada Logo
9:20 pm - 12:20 pmDCA-GCM
15h 00m1 stop
Air Canada Logo
1:30 pm - 8:40 pmGCM-DCA
7h 10m1 stop
$430Air Canada
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Mon, Oct 27 - Wed, Oct 29
United Airlines Logo
6:00 am - 3:30 pmDCA-GCM
10h 30m1 stop
United Airlines Logo
4:45 pm - 11:29 amGCM-DCA
17h 44m1 stop
$468United Airlines
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Sun, Nov 9 - Sat, Nov 15
United Airlines Logo
6:00 am - 4:30 pmDCA-GCM
10h 30m1 stop
United Airlines Logo
2:25 pm - 9:55 pmGCM-DCA
7h 30m1 stop
$503United Airlines
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Thu, Nov 6 - Mon, Nov 10
 Logo
6:59 am - 12:20 pmDCA-GCM
29h 21m1 stop
 Logo
2:50 pm - 10:26 amGCM-DCA
19h 36m2 stops
Wed, Sep 10 - Sat, Sep 13
 Logo
8:40 pm - 11:55 amDCA-GCM
16h 15m1 stop
 Logo
1:45 pm - 10:34 pmGCM-DCA
7h 49m1 stop
Tue, Dec 23 - Mon, Dec 29
Delta Logo
7:20 am - 2:20 pmDCA-GCM
7h 00m1 stop
Delta Logo
1:55 pm - 11:00 pmGCM-DCA
9h 05m1 stop
$538Delta
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Tue, Dec 23 - Mon, Dec 29
Delta Logo
7:20 am - 2:20 pmDCA-GCM
7h 00m1 stop
Delta Logo
1:55 pm - 8:19 pmGCM-DCA
6h 24m1 stop
$548Delta
Find Deal
Wed, Jan 7 - Wed, Jan 14
American Airlines Logo
5:00 am - 12:00 pmDCA-GCM
7h 00m1 stop
American Airlines Logo
8:30 am - 2:50 pmGCM-DCA
6h 20m1 stop
$570American Airlines
Find Deal
Fri, Nov 7 - Tue, Nov 11
American Airlines Logo
5:59 am - 12:11 pmDCA-GCM
6h 12m1 stop
American Airlines Logo
1:15 pm - 6:59 pmGCM-DCA
5h 44m1 stop
$595American Airlines
Find Deal
Booking Insights

KAYAK's insights & trends for Reagan-National to the Cayman Islands flights

Get data-powered insights and trends into flights from Reagan-National to the Cayman Islands to help you find the cheapest flights, the best time to fly and much more.

What is the cheapest month to fly from Washington, D.C. Reagan-National Airport to the Cayman Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Washington, D.C. Reagan-National Airport to the Cayman Islands, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from Washington, D.C. Reagan-National Airport to the Cayman Islands is November, when tickets cost $543 (return) on average. On the other hand, the most expensive months are June and May, when the average cost of round-trip tickets is $4,693 and $746 respectively.

Good to know

Low seasonAugust
Cheapest flight$141
Best time to beat the crowds with an average 41% drop in price.
Most popular time to fly and prices are also 42% lower on average.
Flight from Reagan Washington National Airport to George Town

FAQs - booking Cayman Islands flights

  • How does KAYAK find such low prices on flights from Reagan Washington National Airport to Cayman Islands?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from Reagan Washington National Airport to Cayman Islands.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Reagan Washington National Airport to Cayman Islands?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Reagan Washington National Airport to Cayman Islands is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from Reagan Washington National Airport to Cayman Islands?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly from Reagan Washington National Airport to Cayman Islands with an airline and back with another airline.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Reagan Washington National Airport to Cayman Islands?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying from Reagan Washington National Airport to Cayman Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • What is the cheapest time of day to fly to the Cayman Islands?

    The cheapest time of day to fly to the Cayman Islands is generally in the morning, when round-trip flights cost $573 on average. The most expensive time of day to fly to the Cayman Islands is generally in the morning, which is peak travel time and where the average cost of a ticket is $573.

Reviews of the top airlines flying from Reagan-National to the Cayman Islands

 
Need help choosing which airline to fly with from Reagan-National to the Cayman Islands? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.9
DeltaOverall score based on 7977 reviews
8.5Crew
7.9Entertainment
7.3Food
7.9Comfort
8.2Boarding
Airline reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

4.0 Okaypuravi, Aug 2025LGA - STL
Read more Delta reviews

This route with Delta always has delays or is cancelled. Aircrafts seem smaller and older. I fly Delta quite a bit - haven’t had issues with the international flights. But this route has always been the troublesome one

Nothing special. The crew never went out of their way for anything.

Three seats in first class were broken and while they were able to still acommodate us it was looking very touch and go and they had others they could not acommodate

Mechanic delay in addition to a 2 hour change in takeoff time was frustrating.

Delayed due to thunderstorms and no in-flight service due to rough weather — both of which are out of Delta’s control. Flight was good overall.

The flight attendants in SLC were rude. I arrived 40 minutes early to gate. Ticket said I needed check in for seat assignments and tried check in and attendants said they weren’t doing it. And proceeded to never call me to give me a ticket so when time to board I received the very last seat. Please relay to employees to do their job better..,

On this flight I felt the food offering was not as complete as on previous flights. The tomato salad was a bit off and there was nothing additional such a bread or butter. The breakfast was only one option, so you either ate what they had or ate nothing. The crew was efficient, but most seemed frustrated throughout the flight. The flight arrived early and was obstacle-free, so I’m overall quite happy, but the shine in the rest of the experience just wasn’t there.

The seats got pretty uncomfortable pretty fast. The armrests are bigger than on other planes, so I had less room in the actual seat. My butt hurt by the end of the flight. :/ comfort was the primary issue. The crew were fantastic!

I believe that a four-hour trip should have a meal. Delta had none.

Great flight with Delta! Boarding was quick and easy, the amenities were solid, and the plane was in great shape. The flight attendants had a fun, lively energy while staying professional. All in all, a smooth trip — even managed to catch up on some rest. Thanks, Delta!

We arrived 4 hours early and still almost missed the flight because they weren’t able to access one of the boarding tickets. They then sent hour bags late and we were all of our without clothing and eventually had to take an expensive cab back and forth to the airport as they wouldn’t deliver the bag which arrived late at night that day and we would have to wait until noon the began day (messing up a second day of plans). Also, all the food has dairy or pork. No vegan or even vegetarian option in the flight—even for purchase.

The flight was canceled 3 hours after original take off time

My flight was delayed for several hours. Sitting at gate 16 for several hours, I got a text from Kayak the gate changed to 9 before it was announced. Very bad communication at each gate from American Airlines employees. I received 10 notifications of delay from Kayak. My vacation started off horrible! I will write to American Airlines corporate office also.

The AA staff person who checked our bags was curt and almost rude. The FA also seemed unhappy doing her job. Overall it was like riding the school bus back in grade school.

Internet was a bit expensive and did not work ask that week otherwise a good flight

Ring in first class for an overnight flight, there was no blankets nor pillows for first class customers.

My Internet did not work for Outlook email or basically anything. I paid for one hour of in-flight usage and it was terrible. I spent a lot of time on different sites and browsers with no luck and a lot of frustration. Other than that, the flight was on time, crew was nice, service was fine. Seat was OK even though I paid for the extra 6 inches. I cannot imagine how tight the seats in the back must be.

Delayed flight that lead to a missed connection and a 5-hour trip became a 12-hour flight 🙄

Any flight to ORD after about 2pm this summer has been challenging. Flight was delayed getting in (coming from ORD) and that led to it not leaving before a ground stop due to lightening before they could fuel the plane, and so forth. They made up some time but we were still late in arriving at ORD, and that led to missed connections.

They are still charging me after taking 466 and 833 for round trip from AR to to Bradley airport from 19 to 21. Then poor experience. Am hurt and I will say it on social media. Please stay away from this airline. I see in my bank account they are still taking 644. Am trying to stop it. I used to fly United airlines and I suggest that if you don't want extra charges and good service you go back there. American airlines delayed my flight again and I was late for my meeting, no recompensation but charging me over and over.

Everything you need to know for your flight from Reagan-National to the Cayman Islands

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