$144 Find Cheap Flights from Asheville to Caribbean 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 Asheville to Caribbean Islands departing on 8/6. 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

KAYAK searches hundreds of travel sites at once for deals on flights to Caribbean Islands

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Asheville to Caribbean Islands, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Asheville to Caribbean Islands, as well as popular online travel agencies
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Cheap Flights from Asheville to Caribbean Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$464
Santo Domingo
Santo Domingo1 stop$388
Montego Bay
Montego Bay2 stops$447
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$319
Kingston
Kingston1 stop$714
Providenciales
Providenciales1 stop$640
Port of Spain
Port of Spain1 stop$770
George Town
George Town1 stop$646
Willemstad
Willemstad2 stops$901
St. John's
St. John's1 stop$671
Punta Cana
Punta Cana1 stop$464
Santo Domingo
Santo Domingo1 stop$388
Montego Bay
Montego Bay2 stops$447
Oranjestad
Oranjestad1 stop$530
Nassau
Nassau1 stop$319
Kingston
Kingston1 stop$714
Providenciales
Providenciales1 stop$640
Port of Spain
Port of Spain1 stop$770
George Town
George Town1 stop$646
Willemstad
Willemstad2 stops$901
St. John's
St. John's1 stop$671

Book Cheap Asheville to Caribbean Islands Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Asheville to Caribbean 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 Asheville to Caribbean Islands

Sun, Aug 9 - Fri, Aug 14
Multiple Airlines Logo
6:30 am - 4:11 pm
AVL
-
SJU
9h 41m
1 stop
Multiple Airlines Logo
6:00 am - 11:32 pm
SJU
-
AVL
17h 32m
1 stop
$242Multiple Airlines
Thu, Aug 13 - Sun, Aug 16
Multiple Airlines Logo
6:30 am - 4:11 pm
AVL
-
SJU
9h 41m
1 stop
Multiple Airlines Logo
6:00 am - 10:37 pm
SJU
-
AVL
16h 37m
1 stop
$257Multiple Airlines
Sun, Aug 9 - Fri, Aug 14
Multiple Airlines Logo
6:30 am - 4:11 pm
AVL
-
SJU
9h 41m
1 stop
Multiple Airlines Logo
6:00 am - 11:32 pm
SJU
-
AVL
17h 32m
1 stop
$266Multiple Airlines
Sat, Aug 15 - Sun, Aug 23
Multiple Airlines Logo
7:00 am - 4:11 pm
AVL
-
SJU
9h 11m
1 stop
Multiple Airlines Logo
6:45 am - 10:01 am
SJU
-
AVL
27h 16m
1 stop
$273Multiple Airlines
Tue, Jul 21 - Tue, Jul 28
United Airlines Logo
6:00 am - 1:29 pm
AVL
-
NAS
7h 29m
1 stop
United Airlines Logo
3:59 pm - 9:59 am
NAS
-
AVL
18h 00m
1 stop
$319United Airlines
Wed, Sep 9 - Mon, Sep 14
Delta Logo
7:50 am - 1:27 pm
AVL
-
SDQ
5h 37m
1 stop
Delta Logo
2:53 pm - 11:57 pm
SDQ
-
AVL
9h 04m
1 stop
$388Delta
Tue, Sep 8 - Mon, Sep 14
Delta Logo
7:16 pm - 6:07 pm
AVL
-
SDQ
22h 51m
2 stops
Delta Logo
2:53 pm - 11:57 pm
SDQ
-
AVL
9h 04m
1 stop
$393Delta
Sat, Jul 11 - Wed, Jul 15
United Airlines Logo
5:38 pm - 2:57 pm
AVL
-
NAS
21h 19m
1 stop
United Airlines Logo
2:35 pm - 11:15 pm
NAS
-
AVL
8h 40m
1 stop
$423United Airlines
Sat, Oct 24 - Sat, Oct 31
American Airlines Logo
6:41 pm - 12:40 pm
AVL
-
STT
17h 59m
2 stops
American Airlines Logo
1:50 pm - 10:54 am
STT
-
AVL
21h 04m
2 stops
$433American Airlines
Thu, Aug 6 - Thu, Aug 13
American Airlines Logo
6:00 am - 8:43 pm
AVL
-
STX
14h 43m
1 stop
American Airlines Logo
8:04 am - 11:59 pm
STX
-
AVL
15h 55m
1 stop
$436American Airlines
Booking Insights

KAYAK's insights & trends for Asheville to Caribbean Islands flights

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

Can I save money by flying with a layover from Asheville to Caribbean Islands?

The average round-trip price for all non-stop flights, flights with one layover, and flights with two layovers for the route found by users searching on KAYAK in the last 2 weeks.

No, with an average price for the route of $271, prices are generally cheapest when you fly direct.

What is the cheapest month to fly from Asheville to Caribbean Islands?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Asheville to Caribbean 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 Asheville to Caribbean Islands is June, when tickets cost $68 (return) on average. On the other hand, the most expensive months are September and January, when the average cost of round-trip tickets is $524 and $519 respectively.

Good to know

Low seasonAugust
Cheapest flight$144
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly with an average 30% increase in price.
Flight from Asheville to San Juan

FAQs - booking Caribbean Islands flights

  • How does KAYAK find such low prices on flights from Asheville to Caribbean 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 Asheville to Caribbean Islands.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Asheville to Caribbean 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 Asheville to Caribbean 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 Asheville to Caribbean 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 Asheville to Caribbean 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 Asheville to Caribbean Islands up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from Asheville to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Asheville to Caribbean Islands. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from Asheville to Caribbean 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.
7.8
DeltaOverall score based on 8453 reviews
7.8Entertainment
8.1Boarding
8.5Crew
7.8Comfort
7.2Food
Airline reviews

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

2.0 MediocreAnonymous, Jun 2026
RDU - LGA
Read more Delta reviews

Gate agent showed up 20 minutes before boarding and was not at all friendly. Had to take this flight due to the one on the day before being cancelled and any later options were already full with long standby lists. Despite having paid for Delta Comfort seats, Delta did not allow me (or anyone) to choose their seat. The agent assigned them for everyone just prior to boarding. Self seat selection was allowed on the original flight. Flight staff was great - very friendly.

Two delays on two separate planes with parts they could not easily find and replace.

Enjoyed it very much. Especially liked the free WiFi that Delta offers.

The agent at check in and at the gate were less than thrilled to be at work. I'm not a fan of Kayak's placement on the plane. I got put in the middle seat and none of my preferences were used.

In ATL they have two sets of departure screens. Follow what is on your airline's departure board - the ATL Airport Authority departure board had completely incorrect details about the gate assignment for my flight, which would have made me miss boarding.

The WiFi didn't seem as fast as it normally is

The gate area was incredibly short staffed, with one representative manning 4-5 flights, which caused a 3 hr delay in boarding even though the plane was all ready to leave. Other flights also were delayed because of this. The flight crew was awesome and I feel bad for the only gate worker on call, but Delta needs to hire more employees.

It was a good experience except when boarding a female flight attendant did not go out of her way to assist my teenage daughters in finding space for their carry-ons after their compartments were full.

The Delta flight was delayed for maintenance issue. The crew is also delayed and I’ve been there at the same time as I was so it was really outside the hands of crew directly. However, where Delta failed was there was about eight other ways for me to get to my final destination and they did not offer changes beyond the initial one. The flight was delayed five hours when they had to change my connecting flight they had to downgrade my premium class for so far zero compensation and I’m still waiting on the results of a formal complaint. All in all this was the worst experience I’ve had with Delta in quite some time

Connection from Asheville to NYC was over a hour later to ATL… Though Delta got me a room and meal vouchers still wasted hours of my time getting to be where I needed to be. W.:.

Check in for 5am flight at RDU was hampered by American check in counters being seriously understaffed , was told even supervisor called out. Took so long in line for special services check in that we missed our 5am departure even after arriving at 3:30am. Had to be rescheduled to later flight from Charlotte to St Thomas.

Awfully rude American worker at door when we started boarding flight. Then, walk into a blazing hot airplane with no air conditioning until twenty minutes into the flight. Free entertainment was non existent! My husband, along with the fellow passenger in our row, and I could not get entertainment to work, no WIFI! Really?? Been flying American a long time. Was very disappointed.

Two hours delay, probably one hour because they didn’t bring catering and they had to bring water in board. There a change of aircraft. But delays galore at CLT so it must be a CLT and/or AA operation issue. The 1 hr additional delays because nobody could bring 2 packs of water sooner is probably the best example of this airline operates

Our flight was repeatedly delayed for maintenance problems: scheduled for 9.30am, eventually delayed to 7pm! Very very inconvenient! AA should have provided a substitute plane much earlier.. On the other hand, Customer Service crew in Charlotte helped us to reach NY (LGA) by late afternoon. Thank you Patricia!! The actual flight was quick and very comfortable. As always a. excellent, professional crew. [no food on a a short hop).

The flight was peaceful, just s slight turbulence, pilots and crews were all nice and made a great job! Arrived safely in the Philippines. Thank you ya’ll!

Flight left on time. Captain provided relevant announcements. We had to wait 45 minutes to desembark due to the ramp closed because of lightening.

STOP MAKING THE SEATING SO CRAMPED. WE NEED A PASSENGER BILL OF RIGHTS!

The flight was fine. All the delays and poor communication and customer service were the worst! We were supposed to arrive in London at 7:10 am. In stead we arrived at 1:30 pm. And now American Airlines refuses to make things right but only sent a canned apology after I contacted customer relations.

The flight was delayed for over four hours due to “maintenance “. Your ground staff made no efforts to avoid my family missing their connecting flight to London. They did not try to reroute them and didn’t even offer meal vouchers without being asked. My daughter, her husband and four children were in the States for our son’s celebration of life service. They experienced rude and unhelpful staff in Asheville. The lack of communication was disgraceful. They missed their connecting flight and the first rebooking. Then the 2nd rebooked flight was delayed by over two hours. They didn’t leave Charlotte until 1:30 AM. Since returning home my granddaughters sleep has been so disrupted that they are overly tired and cry hysterically at bedtime. I have already contacted you regarding compensation but have yet to receive a response. All I’ve received is a canned wrote response. This is not acceptable!!! When my wife and I traveled to England in December on your partner, British Airlines, we were delayed for 4 and one half hours. We missed our connecting train to Leeds and had to pay double. They not only reimbursed our extra train expense, they also refunded half our airfare. And upon our return to the States we were surprised to find that they had upgraded us for free! Now that’s customer service!!! I look forward to a prompt real human response. Sincerely, Jon Cannon

When the flight was delayed for almost three hours, notification sent when you are already on the way to the airport, agents on AA counter give you promises which are not real… then any food or entertainment does not make the flight better.

Everything you need to know for your flight to Caribbean Islands

Information on your arrival and departure airports