$120 Find Cheap Flights from Stillwater 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 Stillwater to Caribbean departing on 2/8. 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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Flight Deals

Book Cheap Stillwater 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 Stillwater 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 Stillwater to Caribbean

Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 4:32 am
SWO
-
SJU
12h 30m1 stop
American Airlines Logo
5:45 am - 10:53 pm
SJU
-
SWO
18h 08m2 stops
$362American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 4:32 am
SWO
-
SJU
12h 30m1 stop
American Airlines Logo
5:45 am - 10:53 pm
SJU
-
SWO
18h 08m2 stops
$363American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 9:11 am
SWO
-
SJU
17h 09m2 stops
American Airlines Logo
5:45 am - 10:53 pm
SJU
-
SWO
18h 08m2 stops
$407American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 9:11 am
SWO
-
SJU
17h 09m2 stops
American Airlines Logo
6:56 pm - 2:32 pm
SJU
-
SWO
20h 36m2 stops
$408American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 4:32 am
SWO
-
SJU
12h 30m1 stop
American Airlines Logo
6:47 am - 2:32 pm
SJU
-
SWO
8h 45m1 stop
$485American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:02 pm - 4:32 am
SWO
-
SJU
12h 30m1 stop
American Airlines Logo
3:36 pm - 10:53 pm
SJU
-
SWO
8h 17m1 stop
$486American Airlines
Booking Insights

KAYAK's insights & trends for Stillwater to Caribbean flights

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

Which airlines fly non-stop between Stillwater and Caribbean?

Airline and price data is aggregated from results in KAYAK’s search results from the last 2 weeks for round-trip flights from Stillwater to Caribbean.

There is just one airline that flies from Stillwater to Caribbean direct and that is American Airlines. The best round-trip deal found from American Airlines for the route is to San Juan Luis Munoz Marin Intl Airport (SJU) and costs $444.

FAQs - booking Caribbean flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Stillwater 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 Stillwater 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 Stillwater 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 Stillwater 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 Stillwater 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 airline flying from Stillwater to Caribbean

 
Need help choosing which airline to fly with from Stillwater 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.
7.2
American AirlinesOverall score based on 11069 reviews
6.4Food
6.9Entertainment
7.2Comfort
7.5Boarding
8.0Crew
Airline reviews

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

10.0 ExcellentAnonymous, Dec 2025
LAX - MEX
Read more American Airlines reviews

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.

I take this flight about 6-8 times per year. It is convenient and saves an hour or two by skipping PDX, SEA, PHX, or ORD (but it takes longer to get bags to the carousel than Alaska Airlines). I wish the food service were better (but they might cut back on it because it is a red-eye). The WifI seems to go down about an hour out of Anchorage, and then comes back about an hour later...so be warned if this is an issue for you.

Better service. No food options, but we did get drinks and a cookie.

Boarding was organized and timely. Food was mediocre, especially for first class travel.

We were 4+ hours delayed. AA is absolutely obnoxious. They just kept pushing back the time to the point where we did not get into Vegas until after midnight when we were supposed to arrive like 845pm.

My last flight on 25 Dec, it’s Christmas Day, everyone happy and very good mood. I really enjoy traveling with Americans Airlines from Miami to Minneapolis my home town after long flight from lhe to Doha then Miami. Thank you again to make my travels comfortable and relaxed. Best regards

The boarding process needs to be fixed. The zone don't work, especially when there is hardly anyone in zones 3, 4,and 5, leaving the majority of the passengers backed up in the aisle, especially because passengers seated near the front are blocking passengers who are seated in the rear of the plane. It would also help if the size of carry on bags was more strictly enforced.

I requested a low sodium meal. Reason being, I take medicine for high blood pressure and I wear compression socks on long flights to help with leg swelling. Having less sodium in meals really helps me feel better on long flights. I received my initial low sodium meal after takeoff. Just before landing, the crew came through with the meal cart and offered me what was being served. I said no thank you and then noticed my low sodium meal in the meal cart, with my name and seat assignment on it. I motioned to the crew member, but he grabbed the meal cart and proceeded to move to the rear of the aircraft. He didn’t see me or other passengers who had attempted to get this attention. He was more concerned about completing meal service since we were due to land in under 45 minutes. I pressed the call light five times from my seat to receive help, but no crew member responded to me. So, I didn’t receive a second meal, one that I requested (the low sodium option). This led me to have a migraine from only eating one meal on an 11-hour flight. This is why I’m not a fan of flying US-based airlines overseas. The crew members continue to show the absolute worst customer service experience. I would not recommend flying American for overseas flights.

WiFi didn’t work the entire flight. Very disappointing. Minimal food and options - sadly the state of current affairs. All other aspects of the flight were fine.

Everything you need to know for your flight to Caribbean

Information on your arrival and departure airports