$163 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 10/17. 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$530
Montego Bay
Montego Bay1 stop$372
Nassau
Nassau2 stops$474
Kingston
Kingston1 stop$944
Simpson Bay
Simpson Bay2 stops$470
Punta Cana
Punta Cana1 stop$530
Montego Bay
Montego Bay1 stop$372
Nassau
Nassau2 stops$474
Kingston
Kingston1 stop$944
Simpson Bay
Simpson Bay2 stops$470

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

Sat, Aug 29 - Fri, Sep 4
Delta Logo
5:31 am - 1:42 pm
ATW
-
SJU
7h 11m
1 stop
Delta Logo
2:59 pm - 10:44 pm
SJU
-
ATW
8h 45m
1 stop
$326Delta
Fri, Aug 14 - Mon, Aug 24
Multiple Airlines Logo
6:17 pm - 12:41 am
ATW
-
SJU
29h 24m
1 stop
Multiple Airlines Logo
6:35 am - 3:14 pm
SJU
-
ATW
9h 39m
1 stop
$332Multiple Airlines
Sat, Aug 29 - Fri, Sep 4
American Airlines Logo
5:41 am - 11:43 pm
ATW
-
SJU
17h 02m
2 stops
American Airlines Logo
2:33 pm - 12:10 am
SJU
-
ATW
10h 37m
2 stops
$351American Airlines
Fri, Aug 14 - Mon, Aug 24
Multiple Airlines Logo
9:36 am - 12:41 am
ATW
-
SJU
14h 05m
2 stops
Multiple Airlines Logo
6:35 am - 3:14 pm
SJU
-
ATW
9h 39m
1 stop
$360Multiple Airlines
Fri, Oct 9 - Tue, Oct 13
American Airlines Logo
4:10 pm - 1:19 pm
ATW
-
SJU
20h 09m
2 stops
American Airlines Logo
2:58 pm - 12:12 am
SJU
-
ATW
10h 14m
1 stop
$366American Airlines
Fri, Oct 16 - Wed, Oct 21
Multiple Airlines Logo
7:11 pm - 11:41 pm
ATW
-
SJU
27h 30m
1 stop
Multiple Airlines Logo
9:49 pm - 10:26 pm
SJU
-
ATW
25h 37m
1 stop
$387Multiple Airlines
Mon, Aug 31 - Thu, Sep 3
United Airlines Logo
6:00 am - 3:38 pm
ATW
-
EIS
32h 38m
2 stops
United Airlines Logo
12:20 pm - 11:18 pm
EIS
-
ATW
11h 58m
2 stops
$1,195United Airlines
Mon, Aug 31 - Thu, Sep 3
United Airlines Logo
6:00 am - 3:38 pm
ATW
-
EIS
32h 38m
2 stops
United Airlines Logo
12:20 pm - 4:57 pm
EIS
-
ATW
29h 37m
2 stops
$1,203United Airlines
Sat, Dec 5 - Sun, Dec 13
WestJet Logo
7:00 am - 2:50 pm
ATW
-
UVF
29h 50m
2 stops
WestJet Logo
3:40 pm - 4:37 pm
UVF
-
ATW
26h 57m
2 stops
$3,917WestJet
Sat, Dec 5 - Sun, Dec 13
WestJet Logo
7:00 am - 2:50 pm
ATW
-
UVF
29h 50m
2 stops
WestJet Logo
3:40 pm - 4:37 pm
UVF
-
ATW
26h 57m
2 stops
$3,941WestJet
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 January, when tickets cost $235 (return) on average. On the other hand, the most expensive months are July and August, when the average cost of round-trip tickets is $476 and $406 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 seasonSeptember
Cheapest flight$163
Best time to beat the crowds with an average 19% drop in price.
Most popular time to fly and prices are also 6% lower on average.
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.
7.8
DeltaOverall score based on 8451 reviews
8.1Boarding
7.8Entertainment
8.5Crew
7.8Comfort
7.2Food
Airline reviews

Crew was real good, flight was smooth and came in early.

10.0 ExcellentAnonymous, Jun 2026
DTW - SAN
Read more Delta reviews

Crew was real good, flight was smooth and came in early.

The CRJ-900 was clean but the overhead air vents were broken in our First Class row, making the cabin very hot until about 30 mins into the flight. The flight attendants were both extremely apologetic and accommodating though so that is why I rated the flight as very good. They checked on us many times and truly showed they cared. The snacks for an hour and a half flight could be better. Would be nice if there was a small plated meal over convenient store snacks. WiFi also was not working. And it would be nice if Delta had adjustable headrests on these planes.

New high end luggage ruined/zippers broken, items missing. All happened on return flight from msp to mso. Do better! Not store bought luggage but high end personalized ogio custom embroidered luggage. Total slap in the face ontop of an extra luggage fee that took me 3 hrs on chat to resolve.

Probably not the fault of Delta but there was delay after delay after delay and I ended up getting home 4 hours later then I should have at 1:30 in the morning

Staff was exceptional! Everyone was kind, professional and friendly making the trip very pleasant. Thank you!

Very late arrival at PWM. Late jet getting to ATL. Equipment problem with aircraft - could not get enough water onto plane., Another delay getting FAA approval for flight with bottled H2O. Not the crew’s problem.

A little bumpy ride . No food was being provided due the the turbulence. That was ok it was a short flight to my standards.

Pretty standard flight. Delta has a good selection of movies.

The flight was so late that I had to change connecting flights, turning a five-hour trip into a fourteen-hour nightmare.

Despite being delayed, we would still give a high score for this flight experience. For the first time in quite some time we had excellent customer service throughout our entire round trip. The flight attendants were the most polite we have experienced in our last ten flights at least (non of which were Delta and include business class). The food offered was a better selection than most—we just didn’t have any of it. Overall, almost as good as flying used to be. Thank you to Delta.

Staff could’ve been a little more cordial. The men were much more friendlier than the women. My daughter and I also missed the 2nd to last meal as we were sleeping but that is on us.

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

I was very disappointed with my experience at the United Airlines baggage check. The representative was rude and unhelpful. I was required to remove approximately 1.5 pounds from my two checked bags, even though it was a very small amount over the limit. The interaction was unnecessarily unpleasant, and I expected much better customer service. I hope United will review this incident and provide additional customer service training to its staff.

No extra snacks were available. Meals quality is terrible. Crew was not friendly.

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

The seats on the aircraft are like sitting in a rock. During the boarding process they recognize Active Duty Military, why don’t they recognize Retired Military. I’ve always preferred Delta, this flight confirmed why I still prefer Delta.

It was literally one of the worst travel experiences ever. My flight got delayed by over an hour and there was no communication of this from the gate staff. I realized it by checking the screen periodically. Once on board the flight attendants continued to serve alcohol to a man who was clearly already drunk and that was making a bunch of commotion. Never again will I fly United!

At least the delays were short. Business class, even in the new planes is very crowded now with crappy tray tables

All good except paid for wifi that did not work

Flight cancelled due to fog. No other flights available for 36 hours. Directed by United to book passage on another carrier, and submit receipts for reimbursement. Did that. United now states they will not reimburse. Currently out 2 grand.

Flight was delayed…once landed at ORD, no gates were available so made us wait for 56 minutes after we landed to let us out of the aircraft!

Entertainment system did not function. USB ports did not function. Wi-Fi did not function. Terrible trifecta…

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

I bought wifi and most of the flight could not even use it my apps would just spin. I couldn't even listen to music. super frustrating.

Seating was horrible. Small seats. Access to flight information and extras very iser unfriendly. Kept losing internet after paying for it. Staff in madison was as unprofessional and unhelpful.

There were several different delays but we ended up being delayed a total of 40 mins or so. It was annoying we had a gate change which made it take longer to leave DFW, and we had to check our carry on. Ugh

The counter/baggage counter was busy and so many people missed flights. We got stuck sitting on the plane over 2 hours at the gate while they were doing an inspection is wrong. Many of us missed our connecting flights because of it.

Our flight was changed from Madison to DC to Madison to Charlotte.

We were told we had no flights before our flight was continually delayed then cancelled.

Boarding was relatively fast and easy and the crew was attentive throughout.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports