$78 Find Cheap Flights from Caribbean to Virginia

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Good to know

Low seasonFebruary
High seasonDecember
Cheapest flight$78
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly with an average 3% increase in price.
Flight from San Juan to Reagan Washington National Airport

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.

  • 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 Norfolk Airport (ORF), with an average flight price of $454.

  • What is the cheapest day to fly to Virginia?

    Based on KAYAK data, the cheapest day to fly to Virginia is Thursday where round-trip tickets can be as cheap as $218. On the other hand, the most expensive day to fly is Friday, where round-trip prices are $423 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 evening, when round-trip flights cost $218 on average. Morning departures are around 100% cheaper than evening flights, on average. The most expensive time of day to fly to Virginia is generally at night, which is peak travel time and where the average cost of a ticket is $398.

  • What is the cheapest flight to Virginia?

    The cheapest ticket to Virginia from Caribbean found in the last 72 hours was to Norfolk, at $649 round-trip. The most popular route is San Juan Luis Munoz Marin Intl Airport (SJU) to Norfolk (ORF) and the cheapest round-trip airline ticket found on this route in the last 72 hours was $649.

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

    The cheapest month for flights from Caribbean to Virginia is June, when tickets cost $317 (return) on average. On the other hand, the most expensive months are April and July, when the average cost of round-trip tickets is $859 and $857 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 2 weeks before departure. For the absolute cheapest price, our data suggests you should book 8 weeks before departure.

  • How long is the flight to Virginia?

    An average nonstop flight from Caribbean to Virginia takes 7h 55m, covering a distance of 1513 miles. The shortest route is Nassau (NAS) to Washington, D.C. Dulles Intl Airport (IAD) with an average flight time of 2h 43m.

  • What are the most popular destinations in Virginia?

    Based on KAYAK flight searches, the most popular destination is Washington, D.C. (66% of total searches to Virginia). The next most popular destinations are Raleigh (24%) and Richmond (4%). Searches for flights to Norfolk (3%), to Greensboro (2%) and to Charlottesville (1%) are also popular.

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.
8.0
SouthwestOverall score based on 4287 reviews
8.2Boarding
7.1Food
8.6Crew
8.0Comfort
7.6Entertainment
Airline reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

6.0 GoodDavid, Jun 2025BWI - COS
Read more Southwest reviews

Southwest is typically delayed, and it gets wearisome. It is no longer a discount airline and you get way less than you pay for when it comes to comfort and Ce.

We sat on the plane on the tarmac for 4 hours.

I'm not a fan of Southwest's model. I don't like the herding style of boarding.

Flight crew and cabin crew were great. I had to rearrange flights because my original flight was 3hrs delayed for weather, the rub is the flight I moved to boarded on time then we sat at the gate for 2 hours because scheduling stole our first officer for another flight, TWICE. Then our actual FO was an hour delayed. To make it worse my original flight went from a 3 hour delay to departing 15min EARLY. Just poor scheduling operations all around.

Bring back peanuts Take our drink orders when were all seated, especially after you switch to assigned seating.

Staff was far less than helpful at all times. Departure and arrival times mean nothing to Southwest. Extremely disappointed, will never fly with them again, and I’ll be sure to share my experience with all.

It is southwest seat was ok. Not the most comfortable seat

I’ve always loved Southwest. No issues at all. I was flying standby and the gate agent was extremely friendly and helpful. Boarding was smooth and I was able to get a window seat in the emergency exit row. Crew was fantastic! They were very professional and accommodating. We had to divert from our destination due to weather but the flight crew kept everyone at ease and informed us of all pertinent information. Excellent flight

The price of the tickets isn't matching the flight experience. No matter how long the flight is, you're only getting pretzels. The flight attendants looked unkept and over it.

Plz don't take away free bags and free seating

Great service. Flight was delayed while we sat on the runway for a couple of hours. Weather related. Staff made is very bearable. The steward servicing the first class cabin was exceptional. Thank you! 💗

5 hours of delay that could've been much shorter if Delta had taken the 1 hour delay they imposed on the flight before boarding to run any of the plane checks required for flight to find the hydraulic issue that required nearly 3 hours to fix. $24 of meal credit buys a sandwich and a soft drink. Poor communication within the terminal about what gate we'd be re-boarding from and when we'd be re-boarding.

Amazing flight! I have never noticed the uniforms of the attendants before in twenty years of flying except today when one female had the most amazing dress on. It was beautifully designed and showed she was in charge. I never dreamed I would google who designed Delta uniforms . The ultimate compliment is when another woman admires your outfit. . I hope your designer puts it on the market

It would be nice if was given wires ear buds. Overall was a good experience was able to sleep on the plane

My flight was 6 pm 6/6. Every hour they delayed it again - air condition issues then no pilot then the crew had worked too many hours and cancelled the flight at 11 pm. Sent customers to NJ a 45 minutes uber ride to a hotel. Had to be back by 5 am for a 7 am flight and again no pilot etc with another three hours of delays.

The entertainment and wifi mostly didn't work on this flight.

Boarding was tough as we had to take a bus out to the plane and walk up a lot of stairs. Difficult with heavy carry-ons that said I got an entire empty row of seats, which was excellent for an international flight. Food was very mediocre but happy with the comfort so not complaining.

Terrible entertainment system - kept freezing and audio kept cutting out. Snacks were mediocre at best for a 5 hour flight.

The check in and bag drop off for Sky Priority members is slow. The Clear security was also slow - a TSA issue.

Delta is better for short flights and very low need for customer service. Avoid for longer flights

Communication since no reason or explanation was given for 3 hrs delay

Flight was delayed several 3 hours - no reason was given and no communication what so ever.

No overhead baggage room even though I was seated in row 2. Consequently had to check in my carry on bag. Baggage carousel was jammed. Took 45 min to get my bag.

Excellent. Although they used to greet me as a mosaic member and provide a free drink, early boarding helps me to keep coming back to JetBlue.

Great flight. Departed early, arrived early. However they were out of meals for sale. Also, we arrived early and the gate was not available so we sat on the taxiway for quite a while (not JetBlue’s fault).

The gate and ground staff were excellent, friendly, went out of their way to acknowledge my Mosaic status. The plane was an older Airbus, so the seats were a little worn. The in flight attendant was not very nice, and seemed to be annoyed to be at work or be on this flight. Flight was fast and we landed early and pilots kept us informed.

Cancelled flight with no specific instructions to get a boarding pass for another flight. The whole flight of people were in line for an hour because there was only 1 person to help at the desk. This was unusual for JetBlue.

The inflight system with their wifi is a hot mess and doesn't work. Separately they do, but when you try to do theoretically simple things like pair a device for control it all falls apart

It was too hot in the cabin. The AC did not help.

The regular feedback of any changes to our flights. The Jetblue staff were very helpful. Our flights were great. Lots of leg room!

It was one of my worst flight ever. First they were changing the gate for at least 4 times, changing from gate D7 to D12 to D44. Considering the size of the Miami Airport, we are talking about long distance and the train at the airport was not working. Then the flight was delayed around one hour. Then finally we boarded into the plane and when everybody was seated, there was an announcement that there is an issue with one of the tire of the plane, so we all had to get out of the plane with our belongings, to replace the tire. So we had around 2.5-hour delay

Most miserable flight ever. We waited almost 2 hours on the runway because the flight was oversold. American offered $1200 credit. Then there was some nonsense about weight distribution. Ridiculous. No food for 8 plus hours on the flight. I will be writing a letter.

Honestly, I haven’t flown American in years, probably due to the pandemic and my being unable to travel for certain periods in the last two years, but it was a good experience to dig out or obtain a new American Airlines account after many years of traveling for business with American in the past.

The plane was probably full boarding was easy. We were able to check our carry-on luggage for free. It was a return flight through Philly to LA. Never saw a stewardess do a demonstration of emergency Procedures. I think my flight was pretty full

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious.

Plane, flight, crew, captain were all great. The first flight had a Chipotle box lunch...delicious. this return flight not as tasty, but filling.

The flight was 2 hour delayed, otherwise everything was excellent. The delay was due to the hourly limit requirement so given that as a reason, I'm happy with the flight!

Weather delay for 2.5 hours followed by half hour crew delay, did not have ginger ale, uncomfortable seats

The pilots are always hauling in the sky. No issues with boarding only problem was layover was shortened too much by weather but luckily the next flight was still boarding and did not missit

So awful Unreliable Unfriendly Bad Mad Mean Smelly Hot Late Overbooked Understaffed Expensive Cramped Narcs If they were a fruit they’d be rotten durian

Boarding was a breeze, however, two of the flights that I boarded with Spirit did not have Wi-Fi available.

Seats uncomfortable, hard to check luggage, etc. It was like the last flight out of Hanoi

Need screens for tv/movies. Seats are more cramped than any other airlines. Seats are hard. They don’t recline. And in flight time should not be used for sales pitches.

Good experience except for the drunk woman who was with a child. Sad

The ease of booking the flight was very good. Speaking with customer service was also good. However, the crew people are unfriendly and unwelcoming which I found this as unprofessional. As far as comfort it was mediocre. This was my first time flying Spirit and I chose them because of the flight times met my needs and my budget. However, I would be reluctant to fly on Spirit again. In addition, if the crew were more friendly and at least appeared somewhat happy and welcoming personally it would probably make the experience of flying with Spirit better.

Tell them to chose a better, less bumpy route :( my seat had no window all the way at the end 😔

Seats too hard, too much lumbar. Space between rows was extremely tight, so tight hard to place item under seat in front of me. No tv screens. Zero plugs for charging phones. Too many sales pitches

Departure was right on time. The Orlando base crew from Atlanta to Puerto Rico was the BEST. The return flight crew was OK.

Prepaid for 1 bag but my prior airline did not provide it to me in time to check it with Spirit and I could not get my $75 refunded.

Plane delayed which seems to be the norm with spirt. Everything is an up charge. I had to pay an additional fee because I was late getting back to my car. Will never fly spirit again

Book cheap flights from Caribbean to Virginia

Recent round-trip flight deals

9/11Thu
1 stopFrontier
6h 56mSJU-RDU
9/15Mon
1 stopFrontier
6h 18mRDU-SJU
$167
8/27Wed
1 stopFrontier
7h 04mSJU-RDU
9/1Mon
1 stopFrontier
11h 37mRDU-SJU
$169
7/16Wed
1 stopJetBlue
7h 12mSJU-DCA
8/18Mon
nonstopJetBlue
3h 57mDCA-SJU
$238
6/26Thu
1 stopSpirit Airlines
24h 12mSJU-RIC
6/29Sun
1 stopSpirit Airlines
21h 48mRIC-SJU
$244
7/10Thu
1 stopSpirit Airlines
10h 01mSJU-RDU
7/13Sun
2 stopsSpirit Airlines
29h 11mRDU-SJU
$252
9/20Sat
1 stopDelta
7h 54mSJU-ORF
9/23Tue
1 stopDelta
9h 08mORF-SJU
$255
11/5Wed
1 stopJetBlue
9h 27mSJU-DCA
11/10Mon
1 stopJetBlue
6h 04mDCA-SJU
$267
9/20Sat
2 stopsAmerican Airlines
15h 52mSJU-ORF
9/23Tue
2 stopsAmerican Airlines
9h 44mORF-SJU
$284
10/15Wed
2 stopsAmerican Airlines
7h 34mSJU-RDU
10/18Sat
1 stopAmerican Airlines
16h 15mRDU-SJU
$304
9/18Thu
1 stopDelta
6h 40mSJU-RIC
9/22Mon
1 stopDelta
9h 18mRIC-SJU
$305

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Recent one-way flight deals

7/4Fri
1 stopSouthwest
8h 35mSJU-DCA
$78
6/17Tue
1 stopAmerican Airlines
10h 05mSJU-DCA
$83
6/18Wed
1 stopUnited Airlines
8h 34mSJU-IAD
$88
7/16Wed
1 stopUnited Airlines
8h 12mSJU-DCA
$102
6/18Wed
1 stopDelta
11h 13mSJU-DCA
$108
6/18Wed
1 stopDelta
8h 20mSJU-IAD
$108
7/11Fri
1 stopSpirit Airlines
17h 42mSJU-RDU
$111
7/13Sun
1 stopSpirit Airlines
17h 41mSJU-RDU
$114
6/27Fri
1 stopJetBlue
9h 09mSJU-DCA
$137
8/5Tue
nonstopJetBlue
3h 40mSJU-RDU
$139

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Last minute flights from Caribbean to Virginia

Last minute flight, train and bus deals

6/17Tue
multi-stopUnited Airlines
6h 14mSJU-IAD
6/22Sun
nonstopUnited Airlines
3h 56mIAD-SJU
$191
6/17Tue
multi-stopFrontier
12h 21mSJU-RDU
6/28Sat
multi-stopFrontier
8h 20mRDU-SJU
$199
6/14Sat
multi-stopAmerican Airlines
10h 35mSJU-DCA
6/15Sun
multi-stopAmerican Airlines
8h 43mDCA-SJU
$215
6/14Sat
multi-stopAmerican Airlines
10h 35mSJU-DCA
6/16Mon
multi-stopAmerican Airlines
6h 15mDCA-SJU
$250
6/13Fri
multi-stopDelta
8h 20mSJU-IAD
6/23Mon
multi-stopDelta
11h 41mIAD-SJU
$390
6/13Fri
nonstopJetBlue
3h 40mSJU-RDU
6/15Sun
nonstopJetBlue
3h 36mRDU-SJU
$392
6/17Tue
multi-stopSpirit Airlines
22h 13mSJU-ORF
7/1Tue
multi-stopSpirit Airlines
23h 47mORF-SJU
$402
6/13Fri
nonstopJetBlue
3h 40mSJU-RDU
6/15Sun
nonstopJetBlue
3h 36mRDU-SJU
$412
6/17Tue
multi-stopDelta
8h 21mSJU-IAD
6/20Fri
multi-stopDelta
11h 41mIAD-SJU
$425
6/17Tue
multi-stopSpirit Airlines
22h 13mSJU-ORF
7/1Tue
multi-stopSpirit Airlines
29h 59mORF-SJU
$442

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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.

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