$116 Find Cheap Flights from Caribbean to Virginia

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Caribbean to Virginia departing on 8/25. 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, 0 bags

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Low seasonJanuary
Cheapest flight$116
Best time to beat the crowds with an average 7% drop in price.
Most popular time to fly and prices are also 12% lower on average.
Flight from San Juan to Richmond

FAQs for booking flights from Caribbean to Virginia

  • How does KAYAK find such low prices on flights from Caribbean to Virginia?

    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 Caribbean to Virginia.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from Caribbean to Virginia?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Caribbean to Virginia 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 Caribbean to Virginia?

    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 Caribbean to Virginia 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 Caribbean to Virginia?

    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 Caribbean to Virginia up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

  • How many airports are there in Virginia?

    There are 7 airports in Virginia. The busiest airport is Richmond Byrd Airport (RIC), with 41% of all flights arriving there.

  • Which is the cheapest airport to fly into in Virginia?

    Prices will differ depending on the departure airport, but generally, the cheapest airport to fly to in Virginia is Richmond Byrd Intl Airport (RIC), with an average flight price of $163.

  • What is the cheapest day to fly to Virginia?

    Based on KAYAK data, the cheapest day to fly to Virginia is Wednesday where round-trip tickets can be as cheap as $270. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $469 on average.

  • What is the cheapest time of day to fly to Virginia?

    The cheapest time of day to fly to Virginia is generally in the morning, when round-trip flights cost $372 on average. The most expensive time of day to fly to Virginia is generally in the morning, which is peak travel time and where the average cost of a ticket is $372.

  • What is the cheapest flight to Virginia?

    The cheapest ticket to Virginia from Caribbean found in the last 5 days was to Richmond, at $122 round-trip. The most popular route is San Juan Luis Munoz Marin Intl Airport (SJU) to Richmond (RIC) and the cheapest round-trip airline ticket found on this route in the last 5 days was $122.

  • What is the cheapest month to fly from Caribbean to Virginia?

    The cheapest month for flights from Caribbean to Virginia is March, when tickets cost $49 (return) on average. On the other hand, the most expensive months are January and April, when the average cost of round-trip tickets is $668 and $563 respectively.

  • How far in advance should I book a flight from Caribbean to Virginia?

    To get a below average price on the flight from Caribbean to Virginia, you should book around 3 weeks before departure, which saves you about 26% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 21 weeks before departure.

  • How many cities have direct flights to Virginia?

    From Caribbean, there are direct flights to Virginia from 1 city. This city is San Juan and there are 7 direct flights each week.

  • How many direct flights to Virginia are there each day?

    There are around 1 direct flights from within Caribbean to Virginia every day. All flights depart in the morning.

  • How many direct flights to Virginia are there each week?

    Each week there are around 7 direct flights from within Caribbean to Virginia. The most common day for departures is Monday, with 14% of flights taking off on this day.

  • How long is the flight to Virginia?

    An average nonstop flight from Caribbean to Virginia takes 8h 07m, covering a distance of 1475 miles. The shortest route is Nassau (NAS) to Washington, D.C. Reagan-National Airport (DCA) with an average flight time of 2h 48m.

  • How many long-haul flights are there to Virginia each week?

    There are not any long-haul (6-12 hour flight duration) or medium-haul (3-6 hour flight duration) flights to Virginia. Instead, there are 7 short-haul flights (up to 3 hour flight duration), with the most arriving from San Juan.

  • What are the most popular destinations in Virginia?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (67% of total searches to Virginia). The next most popular destinations are Raleigh (22%) and Richmond (4%). Searches for flights to Norfolk (4%), to Greensboro (2%) and to Charlottesville (0%) are also popular.

Reviews of the top 5 airlines serving from Caribbean to Virginia

 
Need help choosing which airline to fly with from Caribbean to Virginia? 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
SouthwestOverall score based on 4246 reviews
7.5Entertainment
7.0Food
8.1Boarding
8.0Comfort
8.6Crew
Airline reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

6.0 GoodAnonymous, Jun 2026
TPA - DAL
Read more Southwest reviews

SW can't get their wifi right. I upgrade to insure wifi service but the last two trips had intermittent service. Not worth the extra costs.

The flight was late. The crew was rude. There was no food. Cramped and uncomfortable. Nothing about this flight was good.

Crew was rude, flight was late, wifi didn't work, no food, basically nothing about this flight was good.

It was just okay, no frills, basic transportation with no luxury. No screens on the seats, no water or drinks on a short flight. Full flight but at least it was on time.

Flight was constantly delayed with significant changes in time, it was supposed to get to Colorado Springs at 8:30 PM but it got there after midnight.

Over a 3 hour flight. The turbulence was almost imperceptible except for 2 short periods which were not bad and over quickly. The attendants claimed "Safety first" and sat looking at their phones for 3 hours with no drink or snack service. This isn't the first time with Southwest. I thinkit may be there new plan of operation. Oh, and it was June 18, Southwest's Birthday which offered free drinks. NOT.

Flight was delayed, full flight and I had to change gates. Southwest flights are always late later in the day.

Flight was delayed over 3 hours. Planes were dirty. Staff indifferent. And they serve vegan pretzels as snacks.

It was great. The gate staff were very helpful in Portland when my son forgot his rolling bag and had to go back to get it just in time to make it on the plane. We really appreciate that. Great job!

WIFI was great. My selection for seating is an aisle, but during my trip, I never had an aisle seat. If we can get that corrected, I will be thrilled. No snack or drink on this flight.

I was told that they needed to check my bag at the gate and to pick it up at the gate in Richmond. No big deal. I know they can't control the weather, but we flew around RIC for 45 minutes to avoid the storm and were 25 minutes late leaving as well. Once we landed, we were told to go to baggage claim to pick up our luggage. I went to bathroom, paid for parking, and went to the assigned baggage claim location. United flight people came down with us as well. They got their luggage immediately. Next, South West people came down about 10 minutes later. They got their luggage next. We finally got our luggage around 30 minutes in waiting. Was not a wonderful experience. No reflection on Delta, but the ground crew was lousy at best.

Never got on it. Was re-routed through Detroit and am still in airports 12 hours later waiting for my connecting plane to arrive.

Flight was delayed and no reasons provided. After the passengers were boarded, the crew made announcement that the captain has jot arrived and he would take another 15 mins. All passengers patiently sat until the captain came and started. Terrible experience!

Seats were really tight and the seat belts did not give enough slack.

Great flight. On-time, comfortable, clean aircraft, and offered snacks pre-flight to plan for a potentially turbulent route. I wish there was Wi-Fi an all Delta Aircrafts but for a short flight this is not much of a problem.

Flight was changed from departing from Boston to departing from Detroit.

cancel my non stop flight for no reason. And force me rebook 2stop flights automatically then get short time to catch my flight from Atlanta to Charlottesville. We missed the flight then ask me rebook again to another city Richmond which far away 90mile from Charlottesville. Spend all day for flight and spend Uber from Richmond to Charlottesville airport cause my luggage was sent to there earlier half day and my food was bad cause heat. Damn delta

Older plane and it came with Fleas and flea bites!

Wifi wasn’t working well so we couldn't view any media.

Old plane with small unviewable screens. Crew was great. Boarding was quite quick.

Compared to our Lufthansa flight out, it was pretty poor. Check-in was a nightmare trying to figure out if it was Lufthansa or United, the Kayak link kept sending us to a dead link with United. Then figuring out which code was United was a mess - it took way too long. On the flight, the seats were uncomfortable, they were out of all wines but red when the flight started, then out of red after the first beverage. The flight attendant said they never get restocked before they turn around to the US, so it happens all the time. The food was so bad we threw it away. For a long flight, it was pretty terrible.

Great staff. Clean plane, but we were delayed for more than an hour due to maintenance issues and had to board another plane.

Friendly crew, but we were delayed for more than an hour and had to change planes due to maintenance issues.

I was exhausted from a long day. The flight was smooth. The first flight during my 3 week travel that took off on time.

There was a little turbulence taking off and landing but mostly it was too late for me to make my connecting flight to Greensboro. Everything else was excellent.

1 flight cancelled Had to fly out of different city Flight at new departure city was delayed 3 hours causing us to miss connecting flights. By the time we did make it to Prague our luggage did not. Had to wait day and a half for luggage to be delivered. Customer service was not good. Agents did not arrive at gate until 5-10 minutes before boarding

Awful. Delayed flights, missed connection to Toronto. Hotel vouchers were for already booked hotels x3. Giant waste of my time

Horrible I am at almost 2,000,000 miles on United. This was probably the worst flight ever. An hour and a half before takeoff I get a message that they’re changing the plane and I no longer have a seat in Polaris business Supposedly, there was a problem with the plane, but then there was no other plane Finally, they decided to bring a plane from Newark to Washington Dulles Of course the original flight was at 10:45 PM so by the time the plane got there it was 12:30 AM. It had not been cleaned. It had not been catered. They don’t really have people available to do those things when it’s not pre-programmed at 1 o’clock in the morning. The crew had to be changed And the new plane held 28 fewer people than the scheduled plane There is no way you can hate United Airlines enough The people at the gate were actually just fine, but it was management who was completely useless And did they send extra help to the people at the gate? Did they send supervisors? Of course not. Just don’t take United find somebody else or buy a boat

I understand weather is an issue, but making us chase our plane down at five scheduled gates across three terminals in an airport the size of O'Hare was unfair. They'd have probably been better off to leave gates as TBD until the inbound plane is in final approach instead of running us all over the place. Also, props to the consistently-unprepared ground crew in Richmond for once again leaving my lane parked short of the gate because they couldn't have a crew in place on time with 2 hours notice...

cabin crew was OK, food was OK, the trip from the US to Munich was actually pretty bad comfort wise. Noisy aircraft, lights never dimmed even in Business class (night flight) barely sufficient amenities for the price. I have millions of miles with United but TBH American is gaining ground and Delta has always been marginally better then United although on paper United has more longes and cheaper upgrades.

I cancelled this flight 2 days before departure but I followed your texts and emails and IF you were correct this flight turned into a nightmare.

My flight was delayed twice. The first time because of “plane maintenance” and the second because the previous flight who supposedly “arrived early” took an obnoxiously long time to get off the plane. Total delay was over an hour for no reason. Not to mention your airline repeatedly changed our gate from one end of the terminal to the other. Not very happy about this experience. My previous flights with American haven’t had this many issues.

Very turbulent flight, no drinks, very little service, unorganized boarding, gate changed multiple times

Very efficient boarding and quick flight. Attendants don’t come by often so would often have a lot of trash at seat.

We’ve had a year of delays with American, and this one was another flight to add to that list. It just reduced our vacation by a day! So frustrating. In-flight entertainment (TVs) weren’t working, There was no drinks service due to delivery issues.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Flight was delayed , waited in the tarmac for 3 hours and then came back and was cancelled

Delayed almost 4 hours for a 45 minute flight with no explanation.

The flight was excellent, provided that we had inclement weather. We departed earlier than scheduled and arrived early. There was a little turbulence, but nothing to be worried about.

I disliked that I didn’t have a flight today, not entirely sure why I’m being asked

When I agreed to give up my two seats because of overbooking by the airline, I should have been offered some sort of reward or credit towards a future flight. I was not. It was not until the next day when I mentioned it to a Jet Blue employee that I was advised to call 1-800-JetBlue. So here I am, having done Jet Blue a favor and I had to do the work to find out if I was going to get a credit. Such service

A nightmare. Scheduled flight delayed 2 hours then cancelled because pilot timed out . Unable to find another pilot. Really?! Weather certainly a factor, but JetBlue seemed totally unprepared for the chaos that ensued when flight routes were cancelled. More cancelled flights, finally many of us who had been bumped from other flights were allowed to board a Boston bound plane around 3:00am, delay after delay, sat on tarmac for another half hour while pilot dealt with weight distribution issues (?), arrived in Boston 4:30. Crew were wonderful- same attendants all day and night and they were exhausted. Fortunately for me and my son that Boston was our final destination, not so lucky for many who missed connecting flights.

Complete and total debacle from start to finish. HUGE mistake picking this airline. NEVER again! Rudest staff in the business.

It's not JetBlues fault but there was a smell on the plane (possibly other travelers) and 3 children behind me that never quit whining. Soccor fans that were very loud. Pilot brought the plane down from high altitude quickly, dropping us hu dress of feet at a time. I've never felt that intense of dropping on other airlines (usually fly Southwest Airlines). But I arrived safely and I'm thankful for that.

Seats were great, the staff was great, and the food was about the best I've had on a plane, and is especially the best of any US-based carrier I've flown. Free Wi-Fi was also great.

Good experience. Flight was on time staff was pleasant. One of the airlines I would highly recommend

The flight was delayed 14 hours and communication was very poor. No one seemed to know what was happening and the gate agent was trying to help people for several flights. She was by herself trying to help 100s of people.

Easy experience even with the outbound flight being delayed. The seating and space was comfortable and the crew seemed very nice and helpful.

It was great. I had never flown on JetBlue before, but would be very happy to fly with them in the future.

The captain gave good announcements and the flight attendants were friendly. The WiFi was pretty good. The plane itself looked very old inside and the seats were very uncomfortable. The screens in the seat backs were the smallest I’ve ever seen. There were so many loud and obnoxious kids on this flight and the parents didn’t do much to try to quiet them down. Some had videos and games on tablets with higher than necessary volume going the whole time.

Everything you need to know for your flight to Virginia

Cabin class types available on flights to Caribbean

Cabin classes available on flights to Caribbean. Prices are the lowest found on KAYAK over the last 7 days. Price and availability is not guaranteed.