$173 Find Cheap Flights from Appleton to Caribbean Islands - Compare and Save

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 Islands departing on 9/1. 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 Islands

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Punta Cana
Punta Cana1 stop$536
Montego Bay
Montego Bay1 stop$392
Nassau
Nassau2 stops$474
Kingston
Kingston2 stops$832
Simpson Bay
Simpson Bay2 stops$517
Punta Cana
Punta Cana1 stop$536
Montego Bay
Montego Bay1 stop$392
Nassau
Nassau2 stops$474
Kingston
Kingston2 stops$832
Simpson Bay
Simpson Bay2 stops$517

Book Cheap Appleton 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 Appleton 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 Appleton to Caribbean Islands

Mon, Oct 26 - Thu, Oct 29
Multiple Airlines Logo
10:31 am - 11:38 pm
ATW
-
SJU
12h 07m
1 stop
Multiple Airlines Logo
5:12 pm - 6:22 pm
SJU
-
ATW
26h 10m
1 stop
$290Multiple Airlines
Mon, Oct 26 - Wed, Nov 4
Multiple Airlines Logo
10:31 am - 11:38 pm
ATW
-
SJU
12h 07m
1 stop
Multiple Airlines Logo
7:42 pm - 10:32 pm
SJU
-
ATW
28h 50m
1 stop
$317Multiple Airlines
Mon, Aug 24 - Mon, Aug 31
Multiple Airlines Logo
4:04 pm - 4:11 pm
ATW
-
SJU
23h 07m
1 stop
Multiple Airlines Logo
6:35 am - 9:21 pm
SJU
-
ATW
15h 46m
1 stop
$330Multiple Airlines
Fri, Aug 28 - Sun, Sep 6
American Airlines Logo
12:36 pm - 11:59 pm
ATW
-
SJU
10h 23m
2 stops
American Airlines Logo
7:03 am - 12:10 am
SJU
-
ATW
18h 07m
2 stops
$346American Airlines
Sun, Jan 24 - Wed, Feb 3
American Airlines Logo
6:02 am - 11:56 pm
ATW
-
SJU
15h 54m
2 stops
American Airlines Logo
7:00 am - 5:35 pm
SJU
-
ATW
12h 35m
2 stops
$346American Airlines
Tue, Oct 27 - Fri, Oct 30
Delta Logo
11:07 am - 11:56 pm
ATW
-
SJU
11h 49m
2 stops
Delta Logo
2:31 pm - 9:59 pm
SJU
-
ATW
8h 28m
1 stop
$346Delta
Sat, Oct 31 - Wed, Nov 4
Delta Logo
11:07 am - 11:56 pm
ATW
-
SJU
11h 49m
2 stops
Delta Logo
7:00 am - 8:37 pm
SJU
-
ATW
15h 37m
2 stops
$346Delta
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
$346Delta
Thu, Oct 29 - Fri, Oct 30
United Airlines Logo
9:50 am - 8:00 pm
ATW
-
SJU
9h 10m
1 stop
United Airlines Logo
7:05 am - 7:08 pm
SJU
-
ATW
13h 03m
2 stops
$441United Airlines
Wed, Oct 28 - Thu, Oct 29
United Airlines Logo
9:50 am - 8:00 pm
ATW
-
SJU
9h 10m
1 stop
United Airlines Logo
7:25 am - 3:46 pm
SJU
-
ATW
9h 21m
1 stop
$441United Airlines
Booking Insights

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

Get data-powered insights and trends into flights from Appleton 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 Appleton 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 $313, prices are generally cheapest when you fly direct.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Appleton 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 Appleton to Caribbean Islands is June, when tickets cost $607 (return) on average. On the other hand, the most expensive months are December and August, when the average cost of round-trip tickets is $758 and $744 respectively.

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

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 Islands, 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 Islands, 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 season

August

Cheapest flight

$173
Best time to beat the crowds but there is an average 15% increase in price.
Most popular time to fly and prices are also 5% lower on average.
Flight from Appleton to San Juan

FAQs - booking Caribbean Islands flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Appleton 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 Appleton 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 Appleton 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 Appleton 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 Appleton 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 3 airlines serving from Appleton to Caribbean Islands

 
See real verified KAYAK customer reviews for airlines flying from Appleton 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 Appleton 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 8490 reviews
7.8Comfort
7.2Food
8.1Boarding
8.5Crew
7.8Entertainment
Airline reviews

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

4.0 OkayAnonymous, Jul 2026
LAX - SFO
Read more Delta reviews

Delta is always late. Ruined our first day of a short vacation. Timing is important. We pay to stay on an itinerary

First flight was delayed which resulted in missing our connecting. As a result class was downgraded to economy on a later flight.

The Delta assistsed services were awesome for my aunt. So very helpful.

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.

Wonderful flight! The crew was good, check-in was good and orderly and the flight was uneventful and good.

Gluten free snack options and meals that offer both gluten free and dairy free.

The pilot was late so we didn’t take off til almost 2 hours late.

The SFO lounge closes at 12 midnight. My flight took off at 2AM

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.

Horrible. No AC. No Air inside the plane. We had to deplane twice! It is late almost 5 hrs in total. I almost passed out and about to call 911. I asked the crew to be honest and open the door. The lady next to me was lay down in the floor due to heat and no air inside the plane. I got headaches, can’t wait the replacement flight about midnight Dallas time. I end it up rebook for next day flight and stay overnight using my own pocket in a hotel nearby due to headaches and can’t breath. I still have a headache this morning. Still not decided yes how to file this issue to AA and/or FAA.

They have overselled the ticket and kicked me out from boarding, All my Plans were collapsed and important network meeting missed.also I booked direct flight i have to go through an 1 stop and it was frustrated.

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 Islands

Information on your arrival and departure airports