$83+ Cheap flights from District of Columbia to Caribbean
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 11/25. Fares are subject to change and may not be available on all flights or dates of travel.
Find cheap flights from District of Columbia to Caribbean with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from District of Columbia to Caribbean
Keep the following information in mind while searching for District of Columbia to Caribbean flight deals. Data was last updated November 17, 2025.
Round-trip from | $185 (Kiwi.com) |
|---|---|
One-way from | $83 (Super.com) |
Popular in | December |
Cheapest in | July |
Average price | $352 |
Good round-trip deal | $308 or less |
Good one-way deal | $77 or less |
Find flight deals from District of Columbia to Caribbean
Cheapest flights from District of Columbia to CaribbeanExplore the most affordable flight options available from District of Columbia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.
Explore the most affordable flight options available from District of Columbia to Caribbean. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 17, 2025.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/17. 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.
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
This Kiwi.com deal was found by Cheapflights users on 11/16. 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.
This American Airlines deal was found by Cheapflights users on 11/17. 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.
This Trip.com deal was found by Cheapflights users on 11/15. 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Cheapflights Fare Finder
Use the filters below to find and compare flights from District of Columbia to Caribbean that are best for you.
Fly from
Fly to
Route
Depart
Return
Price
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Mon 1/19
6:59 am-2:31 pm
1 stop6h 32m
San Juan Luis Munoz Marin Intl
Wed 1/21
2:15 pm-9:34 pm
1 stop8h 19m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 3/3
12:35 pm-11:49 pm
1 stop10h 14m
San Juan Luis Munoz Marin Intl
Wed 3/11
6:15 am-2:51 pm
1 stop8h 36m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Tue 3/31
7:00 am-3:23 pm
1 stop8h 23m
San Juan Luis Munoz Marin Intl
Thu 4/2
4:40 pm-10:57 pm
1 stop6h 17m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sun 5/3
5:24 pm-9:24 pm
Nonstop4h 00m
San Juan Luis Munoz Marin Intl
Wed 5/6
4:55 pm-8:56 pm
Nonstop4h 01m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sat 5/16
1:25 pm-11:00 pm
1 stop9h 35m
San Juan Luis Munoz Marin Intl
Sat 5/23
5:50 pm-9:45 pm
Nonstop3h 55m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Sun 3/1
6:00 am-2:40 pm
1 stop7h 40m
San Juan Luis Munoz Marin Intl
Tue 3/17
7:35 am-4:09 pm
1 stop8h 34m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 3/1
11:00 am-9:26 pm
1 stop9h 26m
San Juan Luis Munoz Marin Intl
Tue 3/3
2:05 am-9:29 am
1 stop8h 24m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Sun 2/8
4:15 pm-12:36 am
1 stop7h 21m
San Juan Luis Munoz Marin Intl
Wed 2/11
2:05 am-2:13 pm
2 stops13h 08m
Washington, D.C.San Juan
DCA - SJU
DCASJU
Washington, D.C. Reagan-National
Tue 1/27
8:00 am-12:42 pm
Nonstop3h 42m
San Juan Luis Munoz Marin Intl
Tue 2/10
6:00 am-12:00 pm
1 stop7h 00m
Washington, D.C.San Juan
IAD - SJU
IADSJU
Washington, D.C. Dulles Intl
Tue 12/30
8:15 pm-1:09 am
Nonstop3h 54m
San Juan Luis Munoz Marin Intl
Fri 1/9
3:11 pm-6:24 pm
Nonstop4h 13m
Best time to book a flight from District of Columbia to Caribbean
Have a flexible travel schedule? Discover the best time to fly to Caribbean from District of Columbia with our price prediction graph.
Cheapflights Insights
Everything you need to know about your flight from District of Columbia to Caribbean
What is the cheapest month to book a flight from District of Columbia to Caribbean?
Currently, June is the cheapest month in which you can book a flight from District of Columbia to Caribbean (average of $86). Flying from District of Columbia to Caribbean in September is currently the most expensive (average of $160). 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 DC to CB?
Find hourly flight availability from District of Columbia to Caribbean. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 17, 2025.
A simple way to save on the total cost of your ticket is to fly from District of Columbia to Caribbean at noon. If you’re flexible enough to do this you can expect to save up to 18% on your trip compared to booking a flight in the morning.
What is the cheapest day to fly from District of Columbia to Caribbean?
Use this chart to determine the cheapest time to fly round-trip from District of Columbia to Caribbean. Price data was last updated on November 2, 2025.
Travelers seeking maximum savings on their District of Columbia to Caribbean flight should consider departing on Wednesday at noon when fares are most often at their lowest. Sunday afternoons flights should be avoided if possible as fares are typically the most expensive at this time.
Weekly flight availability from District of Columbia to Caribbean
Explore weekly flight availability from District of Columbia to Caribbean. Discover flights operating on different days of the week, giving you the flexibility to choose a travel day that best fits your plans. Compare info to find the most convenient option for your journey. Data last updated November 17, 2025.
The most flights from USDC to 0CB are scheduled on a Monday (5 on average). You will have fewer flight options on Monday, which is when the least amount of flights are scheduled (5 on average).
Related info for your journey
Find useful and relevant information for your journey from District of Columbia to Caribbean. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for District of Columbia to Caribbean
See prices for flight routes from nearby airports that may be better suited for you.
Top 10 airlines flying from District of Columbia to Caribbean
Discover the top 10 airlines that operate flights from District of Columbia to Caribbean. 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 November 17, 2025.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$85 | Average$385 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$123 | Average$351 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$145 | Average$612 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$158 | Average$604 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$161 | Average$473 | FlexibilityNo cancel fee | On-time62% | |
| Cheapest$167 | Average$438 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$199 | Average$597 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$220 | Average$689 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$360 | Average$485 | FlexibilityNo cancel fee | On-time70% | |
| Cheapest$423 | Average$532 | FlexibilityNo cancel fee | On-time67% |