$122 Find Cheap Flights from Appleton to Caribbean

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from Appleton to Caribbean departing on 2/28. 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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Cheap Flights from Appleton to Caribbean

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$399
Montego Bay
Montego Bay1 stop$508
Nassau
Nassau2 stops$398
Kingston
Kingston2 stops$841
Simpson Bay
Simpson Bay1 stop$483
Punta Cana
Punta Cana1 stop$399
Montego Bay
Montego Bay1 stop$508
Nassau
Nassau2 stops$398
Kingston
Kingston2 stops$841
Simpson Bay
Simpson Bay1 stop$483

Book Cheap Appleton to Caribbean Plane Tickets

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

Tue, Feb 3 - Fri, Feb 13
American Airlines Logo
12:39 pm - 10:48 am
ATW
-
SJU
20h 09m2 stops
American Airlines Logo
2:44 pm - 11:45 pm
SJU
-
ATW
11h 01m1 stop
$236American Airlines
Tue, Mar 10 - Wed, Mar 11
American Airlines Logo
1:27 pm - 5:28 am
ATW
-
SJU
15h 01m2 stops
American Airlines Logo
7:40 am - 9:37 pm
SJU
-
ATW
14h 57m2 stops
$291American Airlines
Sun, Mar 8 - Wed, Mar 11
American Airlines Logo
4:05 pm - 10:40 am
ATW
-
SJU
17h 35m1 stop
American Airlines Logo
6:33 am - 9:37 pm
SJU
-
ATW
16h 04m1 stop
$296American Airlines
Mon, Feb 2 - Thu, Feb 5
American Airlines Logo
11:25 am - 11:56 pm
ATW
-
SJU
10h 31m2 stops
American Airlines Logo
8:20 am - 5:51 pm
SJU
-
ATW
11h 31m2 stops
$299American Airlines
Thu, May 28 - Tue, Jun 2
United Airlines Logo
2:43 pm - 5:30 am
ATW
-
SJU
13h 47m2 stops
United Airlines Logo
2:05 am - 2:07 pm
SJU
-
ATW
13h 02m2 stops
$326United Airlines
Thu, Mar 5 - Fri, Mar 13
Delta Logo
6:50 am - 11:58 pm
ATW
-
SJU
15h 08m2 stops
Delta Logo
7:30 am - 5:30 pm
SJU
-
ATW
11h 00m2 stops
$361Delta
Thu, Mar 5 - Thu, Mar 12
Delta Logo
11:27 am - 11:58 pm
ATW
-
SJU
10h 31m2 stops
Delta Logo
6:15 am - 8:36 pm
SJU
-
ATW
15h 21m2 stops
$363Delta
Mon, Feb 2 - Thu, Feb 5
United Airlines Logo
12:35 pm - 12:36 am
ATW
-
SJU
10h 01m2 stops
United Airlines Logo
8:10 am - 4:48 pm
SJU
-
ATW
10h 38m2 stops
$371United Airlines
Sun, Feb 1 - Sun, Feb 8
Multiple Airlines Logo
9:21 am - 2:15 pm
ATW
-
SXM
26h 54m1 stop
Multiple Airlines Logo
3:20 pm - 11:01 pm
SXM
-
ATW
33h 41m2 stops
$483Multiple Airlines
Sun, Apr 26 - Thu, Apr 30
Multiple Airlines Logo
6:30 am - 2:45 pm
ATW
-
NAS
7h 15m1 stop
Multiple Airlines Logo
7:15 am - 2:03 pm
NAS
-
ATW
7h 48m1 stop
$494Multiple Airlines
Booking Insights

KAYAK's insights & trends for Appleton to Caribbean flights

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

What is the cheapest month to fly from Appleton to Caribbean?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Appleton to Caribbean, 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 Appleton to Caribbean is November, when tickets cost $496 (return) on average. On the other hand, the most expensive months are March and July, when the average cost of round-trip tickets is $987 and $775 respectively.

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

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from Appleton to Caribbean, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from Appleton to Caribbean, you should book around 1 week before departure. For the absolute cheapest price, our data suggests you should book 23 weeks before departure.

Good to know

Low seasonJuly
Cheapest flight$118
Best time to beat the crowds but there is an average 31% increase in price.
Most popular time to fly with an average 10% increase in price.
Flight from Appleton to San Juan

FAQs - booking Caribbean flights

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

    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 Appleton to Caribbean.

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

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

    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 Appleton to Caribbean 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 Appleton to Caribbean?

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

Reviews of the top 3 airlines serving from Appleton to Caribbean

 
Need help choosing which airline to fly with from Appleton to Caribbean? 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
DeltaOverall score based on 8017 reviews
7.2Food
8.1Boarding
7.9Comfort
8.5Crew
7.8Entertainment
Airline reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

6.0 GoodJason, Jan 2026
BOS - SFO
Read more Delta reviews

I really liked the legroom. I am 6’4”.a at For some reason our seats were not together and using the app to fix it didn’t work. Passengers were nice enough to move for us but you should absolutely ensure a parent sits with their child.

Late delayed flight delays boarding and delays leaving and delays on arrival too. Cramped plane no room no food.

DTW line is too long. The flights from DTW to BWI are always delayed for unknown reasons.

Delta canceled our flight and we had to scramble to find another airline to get home. Phoenix is not a delta hub so they didn’t have another plane. It would have been a red eye though Salt Lake City. Getting in at 5am. No bueno.

This flight was no comparison to our prior flight. I'm thinking it all has to do with the age of the aircraft.

This flight was a first class choice and left much to be desired. Seat backs on seats were falling apart and torn. Seats actually didn't come to a "full & upright position". Pull out table was sprung. Not any significant leg room. All in all we were on an obviously older plane and felt overcharged for what we received as first class.

A 12 hour flight during the day with one real meal service - are you kidding? Also the breakfast was one of the worst and not what was listed

Flight was delayed several times. At one point, they "pulled back" 15 minutes from the delayed boarding and sent a text saying we would board sooner than previously advised. The flight then was delayed again. And when we boarded, there was an unspecified technical issue which had us waiting in the plane for about an hour.

Delta is a good airline. I've never had an issue with Delta. I'll continue to fly with them until they show me that I shouldn't.

The only thing nice I can say is the flight crew was really nice and apologetic about the situation. They shared as much information as they had and advised us on what we could do about missing connecting flights. The boarding process was so slow. The gate agent was working by herself and should have had someone working with her. It took almost an hour to board because she was trying to board a full flight of people and provide customer service to everyone who was flying standby and/or had questions. It was really chaotic. This didn't help the fact that we were delayed and folks were missing connections the longer it took.

Perfect flight. Smooth flight. Arrived 20 minutes early at destination. Excellent service.

The flights were on time which was great give. It was holiday travel season and there’d been some weather issues. The only complaint and this is every time with United is the terrible seat design. The head rest is not built for comfort and having my neck bent forward for a cross country trip reminded me while I try not to take United flights as a rule.

I’m so sorry, I can’t remember her name, I believe it was Dimpti. She was stellar, also a mature Asian flight attendant, lots of flowers in her hair, just as amazing! But literally the crew was AWESOME . Only downside is there weren’t any charging outlets. Maybe I needed to ask a flight attendant , but it would’ve been nice to have one easily accessible.

The flight was delayed by two de-icings. The seatbelt did not work correctly. It did not stay tight.

Everything was absolutely wonderful from check in to baggage claim. Staff was very professional and sweet. Will definitely recommend United to family and friends.

Aircraft was noisy, old and never dimmed the lights on a night flight even on business class! I flew 17 times on United and probably another 40 on other airlines United USA /Europe flights were the worst to include luggage delayed once going to europe and once coming back

Check how old the airframe is, some older ones have inoperable seat back entertainment or power.

Sitting on the runway after we land for almost two hours! Not sure if we should blame United or Just Dumpy Vance.

Hotter than Hades in August. Why, why do crews think that in the winter when we are already dressed for cold weather we need a cabin that is 82 degrees. Even the vents were blowing hot air.

Unbelievably poor service from flight attendants. They didn’t even do water service on a four hour flight. Just disrespectful.

Kayak was among the missing. There was not the usual advice regarding next gate after arriving in Dallas. No communication after the reminder to check in before the Moline flight. What happened?

They should have allowed for extra time to de-ice the plane before boarding passengers. This delayed us about 10-15 mins after we boarded. Overall experience was fine. Crew was friendly and on top of everything. We didn’t have any issues during the flight.

Experience was good. We were delayed in leaving by 15 mins because the flight was waiting on a family that was late in getting to the gate. Food and drink options were as expected. I highly recommend checking in ahead of time using the airline’s app so that it’s quicker to get your luggage tags as soon as you arrive at the terminal. No more waiting in long lines!

Overall experience was great. Flights were almost on time in departing and we arrived at our destination as scheduled. No issues with amenities or flight crew. Everything went well as as expected. Will fly again with American Airlines in the future!

We never made it due to delays on both ends. Gate attendant said it was mechanical but the system said otherwise, so no compensation. That’s not right.

Our flight from Eagle to Vail was delayed to the point we missed our connection to Savannah. Now we’re a family of 4 in a hotel room with luggage, no toiletries, no clean clothes. Gate attendant said the delay was mechanical but it was put in the system as something else so no compensation. That’s just wrong.

Crew were all friendly and helpful. It was a short flight so just a beverage service with a cookie. After we were boarded the plane took about 45 minutes to leave the gate but it was New Year’s Eve so not shocking there was some delay. Overall good experience and very grateful.

After the door had been closed, the cockpit makes an announcement that catering is running late and it is not the airline's fault. It is their fault in the sense that we had to sit for 2 hours or more when we could have stayed in the terminal. Poor communications between catering and airline. This caused a young man to lose his temper and he went storming out hitting objects. He had complained to the gate agent that he had already waited at the gate 7 hours and when can the airplane leave? Airilnes do a poor job of explaining delays, maintenance issues, etc. whereas being truthful may gain more sympathy or understanding.

The flight was very smooth and the meal in business class was great.

The captain brought my 6 year old son into the cockpit and allowed him to ask questions, sit in the captain’s chair and talk about all the gears and levers. Made the trip very special for him.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports