$100 Find Cheap Flights from Caribbean to Virginia - Compare and Save

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Good to know

Low season

January

Cheapest flight

$100
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 11% 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 43% 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 $170.

  • 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 $322. On the other hand, the most expensive day to fly is Sunday, where round-trip prices are $424 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 $345 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 $345.

  • What is the cheapest flight to Virginia?

    The cheapest ticket to Virginia from Caribbean found in the last 5 days was to Richmond, at $285 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 $285.

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

    The cheapest month for flights from Caribbean to Virginia is December, when tickets cost $215 (return) on average. On the other hand, the most expensive months are January and April, when the average cost of round-trip tickets is $342 and $312 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 29% 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 05m, covering a distance of 1488 miles. The shortest route is Nassau (NAS) to Washington, D.C. Reagan-National Airport (DCA) with an average flight time of 2h 45m.

  • 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. (74% of total searches to Virginia). The next most popular destinations are Raleigh (23%) and Norfolk (3%).

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.
7.8
DeltaOverall score based on 8665 reviews
7.8Comfort
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
Airline reviews

The second half of terminal C at Hartsfield was 80 something degrees. I was sweating just sitting at the gate.

10.0 ExcellentJOSHUA, Jul 2026
Read more Delta reviews

The second half of terminal C at Hartsfield was 80 something degrees. I was sweating just sitting at the gate.

Seat was too small for someone as tall as I am. I was behind an exit row making my leg room even less. There flights were delayed by multiple hours. Some weather related and others staff related. The plane was hot. Horrible experience.

Missed the Flight from Atlanta to Roanoke due to initial flight from Houston being 2hr. late. Now waiting 17hrs. till my first available 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

The WiFi went out an hour before the flight was due to land so I did not get my money's worth.

I have been flying united for a long time but now I’m done

It's not United, but TSA security at Terminal A in Newark is a disaster and seriously makes me consider switching to flying out of JFK. The touchless TSA pre-check had a line of over 50 people and the bag screening was so slow that it limited the flow of people through the facial recognition process. It is the only airport that I frequent that has this issue and makes me reconsider whether I should fly out of Newark given the wasted time and frustration it causes. As I said, it is not a United issue but will impact United if people choose to stop utilizing Newark airport because of the poor experience.

The food could be much better. Also very unfortunate that most of business class seats were empty but I could not upgrade.

Requested for warm or hot water because of throat pain, it was denied. The entertainment system was hung, requested the crew to turn it off, instead of turning it off they rebooted the device. It was stuck again, no one bothered to check.

Horrible on the chicago end. They change hates then there is a plane at the new gate so we can’t pull in. Then that plane has mechanical issue and needs to be pulled back to the gate but we can’t get to another new gate due the other plane being in the way. Horrible gate management which will cause many customers to miss connections.

- delayed because video screens not working - delayed getting a gate at DCA Just continued bad experience IAH to DCA.

Have not had a flight out or returning to Norfolk that has not required maintenance, and a gate delay. Properly staff the crew so maintenance can be performed without last minute emergencies on each flight and there is enough staff to have gates prepared for inbound flights. Staff to ensure the safety and on time service vs. profit.

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.

Terrible. Quality has gone down significantly. Plane was delayed. No instructions from the staff. Will try to avoid in the future!

The flight left unexpectedly early. Although I checked in at the gate, the crew made no attempt to contact me to inform me that what had been a delayed flight was now departing before the scheduled departure time. No announcement on the PA, no phone call. When I checked back at the gate for the delay status just before the scheduled departure time, I was told the doors were already locked and the flight had left.

Late boarding, had to check the bag even though there was space on the flight and I was I row 7

Our seats were moved for no reason. The plane was old and wifi and tv were slow. The flight was delayed over an hour for a paperwork issue. Only bright spot was the flight attendants good service.

Unacceptable pre-boarding ticket issues. Paid for and reserved Mint seat approximately a month in advance. Checked in to flight in Mint seat 24 hours before flight. Shortly before flight, was bumped out of Mint entirely, even though other Mint seats were still available and for sale. Was told it was "operational", however seats were still available/being sold. Got to gate and they could not explain it, but the gate agent was able to put me back into Mint (however to a different seat). Nothing proactive done by Jetblue, I would have been bumped had I not arrived at gate early enough to have a helpful gate agent rectify. No explanations from Jetblue.

The crew did not ensure the Evermore seats had their carry on space available. When my family and I boarded, we saw people putting their carry on suitcases in the overhead spaces above our seats and then proceed to the rear part of the plane. This resulted in us having to check our bags and being late to our meetings/events.

Crew was friendly. Free headphones would be nice. Free new movies would be better.

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.

Three terminal changes in DFW and once again a flight that was delayed. On time departures are rare with American. Not loving my experience lately. I fly every week.

Seats did not recline as much as I would have expected on a premium economy flight, and the food reminded me of the old days of flying when food was generally tasteless, low quality and small portions.

Crew were helpful, pilot kept us informed about turbulence, snack choice was awesome!

It was one of the worst I have ever had. The plane was over booked, and I did not have a seat. When I questioned why because I had booked this weeks in advance. I was brushed off to be advised they are trying to find someone to give up their seat. Only to be advised I would be boarding last. I had priority boarding in group 1-4. When I asked why I had to be last because that is not what I paid for I was advised it doesn't matter you will get a seat. The ticket person was very rude and unprofessional. The gate changed several times and it was going from one area to another area far away from where we were at. I feel like I should have been compensated in some kind of way because of the way I was treated. The ticket agent acted like it was my fault that the plane was over booked. Not one time was I apologized to for this inconvenience.

Uncomfortable, not managing boarding process and managing people in the way waiting to board at a later time. Terrible delays

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

It got me to my destination? However we were an hour delayed departing, and we never received any updates or notifications from staff. Poor communication and customer service.

Frontier didn’t give us enough notice that our flight had been delayed. I was just entering the airport when I received the notice, less than 2hrs before my scheduled flight. They delayed it 1hr 22min because another jet left late out of Vegas. Frontier needs better communication with customers because I could have eaten at home and had someone drive me instead of paying for an Uber.

Great flight, no problems. I wish they would increase the checked bag weight limit. Packing was very stressful.

My experience with Frontier was terrible. We were delayed for 2 hours. At one point during the wait at the gate I left to go get a sandwich - I was gone probably 15 minutes. In my absence, they decided to move our flight up, boarded and left. When I came back the two attendants were very rude and I unavoidably had to purchase another ticket on the next flight. During this whole time, the Frontier app did not update the departure time, so I was SOL.

Flight delayed 9 hours. On tarmac for over an hour after arrival. Will never book with Frontier under any circumstances ever again.

My ATL–CVG Frontier flight was disappointing due to both an operational issue and unprofessional customer service. After everyone had boarded and the aircraft had pushed back from the gate, we were delayed because the passenger count did not match the flight manifest. The crew counted passengers approximately six times before the aircraft returned to the gate and gate agents boarded to help resolve the discrepancy. We were ultimately advised that a family had been allowed to board but not all of their boarding passes had been properly scanned. This resulted in a departure delay of nearly an hour. I did appreciate that the pilot kept passengers informed and tried to reassure us that some of the delay could be recovered during the flight. My greater concern was the customer-service experience. I am a Frontier Elite Platinum member and was seated within the first five rows. When I boarded, the overhead bins near my seat were already closed. I opened two bins to see whether my small backpack would fit. A female flight attendant sharply told me that a closed bin meant it was full, although the second bin clearly had available space. When I tried to ask whether I could simply place my backpack in that available space, she ignored me. Later, while the gate agents were working to resolve the passenger-count problem, I heard the same flight attendant make jokes about how many gate agents it takes to count passengers. She then made unnecessary comments about the male gate agent doing the count, men thinking they can do things better than women, and women knowing better and outliving men. Later in the flight, she also commented that passengers should know that the first thing they need to do is always be nice to the flight attendants. Courtesy absolutely should go both ways. Flight attendants deserve respect from passengers, but passengers also deserve respectful and professional treatment from the crew. Joking about colleagues who were actively trying to correct an operational problem, making gender-based comments in front of passengers, and being dismissive toward a passenger asking a simple baggage question were unnecessary and unprofessional. I fly enough to understand that delays and mistakes happen. What determines the quality of the experience is how those situations are handled. Unfortunately, the customer-service attitude on this flight made an already frustrating operational delay considerably worse.

Did not get on the flight, they had a gate change and my app never updated me! Trying to get flight credit

Flight was delayed by about an hour, once we arrived at LAX we had to take a shuttle to the baggage claim - it was completely disorganized. The agents at the shuttles were rude and unable to provide any information. Frontier charges extra for everything from bags to drinks - at the end it ends up being more expensive than flying the better airlines

Sat in the airport waiting for my flight for 5 hours. Finally got on the plane only to be thrown off and told that my flight was cancelled. Zero customer service. Nobody spoke to us. Just the worst

The flight and crew were fine. When we (several groups) arrived in Norfolk on Sunday we discovered our bags had not arrived. The staff at norfolk airport was less than helpful. Told us our bags wouldn't arrive until Thursday. When asked what happened they said it bags never made it on the plane and it happened all the time. When asked about reimbursement for replacement items the desk agent said we could try to submit receipts online, but they weren't sure we would be reimbursed. I understand this is a low cost airline, but this was really beyond poor customer service.

More options for your flight to Virginia

Complete your trip to Virginia with a hotel stay or car rental