Cheap flights from Stillwater to Caribbean from $371

This is the cheapest round-trip flight price found by a momondo user in the last 72 hours by searching for a flight from Stillwater to Caribbean departing on 4/17. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
3:08 pm - 10:53 am
SWO
-
SJU
18h 45m
2 stops
American Airlines Logo
7:00 pm - 2:38 pm
SJU
-
SWO
20h 38m
2 stops
$371American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
6:00 am - 11:02 pm
SWO
-
SJU
16h 02m
1 stop
American Airlines Logo
7:00 pm - 2:38 pm
SJU
-
SWO
20h 38m
2 stops
$380American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
6:00 am - 11:02 pm
SWO
-
SJU
16h 02m
1 stop
American Airlines Logo
7:00 pm - 2:38 pm
SJU
-
SWO
20h 38m
2 stops
$390American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:08 pm - 10:53 am
SWO
-
SJU
18h 45m
2 stops
American Airlines Logo
7:00 pm - 2:38 pm
SJU
-
SWO
20h 38m
2 stops
$391American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:08 pm - 10:53 am
SWO
-
SJU
18h 45m
2 stops
American Airlines Logo
7:00 pm - 2:38 pm
SJU
-
SWO
20h 38m
2 stops
$400American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:08 pm - 4:32 am
SWO
-
SJU
12h 24m
1 stop
American Airlines Logo
6:45 am - 2:38 pm
SJU
-
SWO
8h 53m
1 stop
$490American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
3:08 pm - 11:02 pm
SWO
-
SJU
6h 54m
1 stop
American Airlines Logo
6:45 am - 2:38 pm
SJU
-
SWO
8h 53m
1 stop
$508American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
2:26 pm - 10:56 am
SWO
-
SJU
19h 30m
2 stops
American Airlines Logo
6:45 am - 2:38 pm
SJU
-
SWO
8h 53m
1 stop
$509American Airlines
Mon, Mar 30 - Tue, Apr 7
American Airlines Logo
6:00 am - 11:02 pm
SWO
-
SJU
16h 02m
1 stop
American Airlines Logo
6:45 am - 10:53 pm
SJU
-
SWO
17h 08m
1 stop
$510American Airlines
Fri, Apr 17 - Tue, Apr 21
American Airlines Logo
6:00 am - 10:31 pm
SWO
-
SJU
15h 31m
1 stop
American Airlines Logo
6:45 am - 2:38 pm
SJU
-
SWO
8h 53m
1 stop
$592American Airlines
Mon, Mar 30 - Tue, Apr 7

American Airlines flights from Stillwater to Caribbean

Our best American Airlines deals on Stillwater to Caribbean flight tickets
American Airlines
Apr 17
SWO3:08 pmStillwater Searcy Fld
18h 45m
2 stops
SJU10:53 amSan Juan Luis Munoz Marin Intl
Apr 21
SJU7:00 pmSan Juan Luis Munoz Marin Intl
20h 38m
2 stops
SWO2:38 pmStillwater Searcy Fld
$371
American Airlines
Apr 17
SWO3:08 pmStillwater Searcy Fld
17h 03m
2 stops
SJU9:11 amSan Juan Luis Munoz Marin Intl
Apr 21
SJU7:00 pmSan Juan Luis Munoz Marin Intl
20h 38m
2 stops
SWO2:38 pmStillwater Searcy Fld
$380
American Airlines
Apr 17
SWO6:00 amStillwater Searcy Fld
16h 02m
1 stop
SJU11:02 pmSan Juan Luis Munoz Marin Intl
Apr 21
SJU7:00 pmSan Juan Luis Munoz Marin Intl
20h 38m
2 stops
SWO2:38 pmStillwater Searcy Fld
$390

momondo Fare Finder

 
Customize your flight search to find flights from Stillwater to Caribbean that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, momondo users made 832,500 searches. Data last updated March 7, 2026.
Use the filters below to find and compare flights from Stillwater to Caribbean that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

3:08 pm-10:53 am

2 stops18h 45m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:00 pm-2:38 pm

2 stops20h 38m

$371

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

6:00 am-11:02 pm

1 stop16h 02m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:00 pm-2:38 pm

2 stops20h 38m

$380

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

6:00 am-11:02 pm

1 stop16h 02m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:00 pm-2:38 pm

2 stops20h 38m

$390

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

3:08 pm-10:53 am

2 stops18h 45m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:00 pm-2:38 pm

2 stops20h 38m

$391

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

3:08 pm-10:53 am

2 stops18h 45m

San Juan Luis Munoz Marin Intl

Tue 4/21

7:00 pm-2:38 pm

2 stops20h 38m

$400

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

3:08 pm-4:32 am

1 stop12h 24m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:45 am-2:38 pm

1 stop8h 53m

$490
Quickest round-trip

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

3:08 pm-11:02 pm

1 stop6h 54m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:45 am-2:38 pm

1 stop8h 53m

$508

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Mon 3/30

2:26 pm-10:56 am

2 stops19h 30m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:45 am-2:38 pm

1 stop8h 53m

$509

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 4/17

6:00 am-11:02 pm

1 stop16h 02m

San Juan Luis Munoz Marin Intl

Tue 4/21

6:45 am-10:53 pm

1 stop17h 08m

$510

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Mon 3/30

6:00 am-10:31 pm

1 stop15h 31m

San Juan Luis Munoz Marin Intl

Tue 4/7

6:45 am-2:38 pm

1 stop8h 53m

$592

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

How to get the cheapest flight ticket from Stillwater to Caribbean

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What airlines fly to Caribbean?

American Airlines, Delta and United Airlines are the top three most popular airlines that fly to Caribbean from Stillwater according to our data. American Airlines is the first choice among our users, with 55% of people opting to fly with this airline when traveling to Caribbean. Keep in mind that there are 5 different airlines that fly to Caribbean on a routine basis, so you have a few additional options to choose from.

Cheap Stillwater to Caribbean flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from Stillwater to Caribbean

Fastest flight time

16h 02m

Direct flights

None
The fastest flight from Stillwater to Caribbean takes 16h 02m
There are no direct flights from Stillwater to Caribbean. There are no popular flight routes from Stillwater to Caribbean.
  • When did momondo last update prices for flights from Stillwater Searcy Fld Airport to Caribbean?

    Prices for flights from Stillwater Searcy Fld Airport to Caribbean are refreshed on a daily basis.

  • How many operators does momondo search for flights from Stillwater Searcy Fld Airport to Caribbean?

  • How old do you have to be to fly from Stillwater Searcy Fld Airport to Caribbean?

    The minimum age for a child to fly alone is five, but airlines offering an unaccompanied minor (UNMR) service may have their age restrictions, such as regulations concerning flight duration, timing, and layovers. It is recommended that you verify with the airline you are booking with for travel from Stillwater Searcy Fld Airport to Caribbean.

  • What documentation or ID do you need to fly to Caribbean?

    The required travel and health documents for your Caribbean trip may vary depending on your itinerary and personal circumstances. As a general rule, you should carry multiple documents, including a national ID card or driver's license and a passport valid for six months after your intended arrival at Caribbean. We recommend that you seek guidance from your airline or a reliable third party such as IATA.

Best airlines flying from Stillwater to Caribbean

Compare and see reviews for airlines that fly from Stillwater to Caribbean with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $449Free CancellationRating
7.1
11,399 reviews
Search American Airlines flights

Why use momondo?

Why should I use momondo to find a flight deal from Stillwater to Caribbean?

Finding the right flight to Caribbean from Stillwater is quick and easy when you have a range of options in front of you, from reputable agents and recognisable airlines. Options that can then be filtered down to find the best fit. That is what momondo does. We make finding flights to Caribbean quick and easy, saving you time and money.

Can I find flights from Stillwater to Caribbean with flexible booking policies on momondo?

momondo does allow users to show only those flights to Caribbean from Stillwater which offer a flexible booking policy as well as other useful filters and features.

How can momondo help me find flights from Stillwater to Caribbean?

Once you have performed a search in the form on the page, momondo provides useful filters and insights. We can show you the cheapest days and times to fly as well as help filter your options to help you make an informed choice when booking flights to Caribbean from Stillwater.

I’m not ready to book a flight from Stillwater to Caribbean right now. Can momondo alert me if prices change?

If you are not ready to book a flight from Stillwater to Caribbean now, use our insights above to find helpful tips or alternatively set up a price alert, where momondo will track prices on flights to Caribbean and let you know when they change.

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1 adult
Mon 4/6
Mon 4/13

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