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Cheap flights from Stillwater to Caribbean Islands from $264

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 Islands departing on 1/18. 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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Find the cheapest flights from Stillwater to Caribbean Islands

Cheap round-trip flights

Enter your travel dates to find the best prices.
American Airlines Logo
2:30 pm - 10:48 amSWO-SJU
18h 18m2 stops
American Airlines Logo
7:12 pm - 2:00 pmSJU-SWO
20h 48m2 stops
$264American Airlines
Find Deal
Sun, Jan 18 - Thu, Jan 22
American Airlines Logo
2:30 pm - 10:48 amSWO-SJU
18h 18m2 stops
American Airlines Logo
5:51 pm - 2:00 pmSJU-SWO
22h 09m2 stops
$296American Airlines
Find Deal
Wed, Jan 21 - Thu, Jan 22
American Airlines Logo
6:00 am - 3:05 pmSWO-SJU
7h 05m1 stop
American Airlines Logo
3:59 pm - 10:50 pmSJU-SWO
8h 51m1 stop
$301American Airlines
Find Deal
Tue, Jan 20 - Thu, Jan 22
American Airlines Logo
2:30 pm - 12:30 pmSWO-SJU
20h 00m2 stops
American Airlines Logo
11:38 am - 10:50 pmSJU-SWO
13h 12m2 stops
$326American Airlines
Find Deal
Sun, Jan 18 - Wed, Jan 21
American Airlines Logo
2:30 pm - 12:30 pmSWO-SJU
20h 00m2 stops
American Airlines Logo
3:59 pm - 10:50 pmSJU-SWO
8h 51m1 stop
$362American Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
6:00 am - 10:26 pmSWO-SJU
14h 26m1 stop
American Airlines Logo
7:07 am - 2:00 pmSJU-SWO
8h 53m1 stop
$387American Airlines
Find Deal
Sun, Jan 18 - Fri, Jan 23
American Airlines Logo
6:00 am - 10:26 pmSWO-SJU
14h 26m1 stop
American Airlines Logo
3:59 pm - 10:50 pmSJU-SWO
8h 51m1 stop
$407American Airlines
Find Deal
Thu, Jan 15 - Thu, Jan 22
American Airlines Logo
6:01 am - 11:00 amSWO-SJU
27h 59m2 stops
American Airlines Logo
6:55 pm - 10:05 pmSJU-SWO
28h 10m2 stops
$448American Airlines
Find Deal
Mon, Apr 27 - Wed, Apr 29
American Airlines Logo
6:00 am - 11:59 pmSWO-SJU
15h 59m2 stops
American Airlines Logo
6:00 am - 10:50 pmSJU-SWO
18h 50m2 stops
$473American Airlines
Find Deal
Sun, Jan 18 - Sat, Jan 24
American Airlines Logo
6:00 am - 10:48 amSWO-SJU
26h 48m2 stops
American Airlines Logo
3:59 pm - 10:50 pmSJU-SWO
8h 51m1 stop
$493American Airlines
Find Deal
Fri, Jan 16 - Tue, Jan 20

American Airlines flights from Stillwater to Caribbean Islands

Our best American Airlines deals on Stillwater to Caribbean Islands flight tickets
American Airlines
Jan 18
SWO2:30 pmStillwater Searcy Fld
18h 18m
2 stops
SJU10:48 amSan Juan Luis Munoz Marin Intl
Jan 22
SJU7:12 pmSan Juan Luis Munoz Marin Intl
20h 48m
2 stops
SWO2:00 pmStillwater Searcy Fld
$264
Find similar
American Airlines
Jan 21
SWO2:30 pmStillwater Searcy Fld
18h 18m
2 stops
SJU10:48 amSan Juan Luis Munoz Marin Intl
Jan 22
SJU5:51 pmSan Juan Luis Munoz Marin Intl
22h 09m
2 stops
SWO2:00 pmStillwater Searcy Fld
$296
Find similar
American Airlines
Jan 20
SWO6:00 amStillwater Searcy Fld
7h 05m
1 stop
SJU3:05 pmSan Juan Luis Munoz Marin Intl
Jan 22
SJU3:59 pmSan Juan Luis Munoz Marin Intl
8h 51m
1 stop
SWO10:50 pmStillwater Searcy Fld
$301
Find similar

momondo Fare Finder

 
Customize your flight search to find flights from Stillwater to Caribbean Islands 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 November 6, 2025.
Use the filters below to find and compare flights from Stillwater to Caribbean Islands that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Sun 1/18

2:30 pm-10:48 am

2 stops18h 18m

San Juan Luis Munoz Marin Intl

Thu 1/22

7:12 pm-2:00 pm

2 stops20h 48m

$264

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Wed 1/21

2:30 pm-10:48 am

2 stops18h 18m

San Juan Luis Munoz Marin Intl

Thu 1/22

5:51 pm-2:00 pm

2 stops22h 09m

$296

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Tue 1/20

6:00 am-3:05 pm

1 stop7h 05m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:59 pm-10:50 pm

1 stop8h 51m

$301

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Sun 1/18

2:30 pm-12:30 pm

2 stops20h 00m

San Juan Luis Munoz Marin Intl

Wed 1/21

11:38 am-10:50 pm

2 stops13h 12m

$326

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Thu 1/15

2:30 pm-12:30 pm

2 stops20h 00m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:59 pm-10:50 pm

1 stop8h 51m

$362

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Sun 1/18

6:00 am-10:26 pm

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Fri 1/23

7:07 am-2:00 pm

1 stop8h 53m

$387

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Thu 1/15

6:00 am-10:26 pm

1 stop14h 26m

San Juan Luis Munoz Marin Intl

Thu 1/22

3:59 pm-10:50 pm

1 stop8h 51m

$407

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Mon 4/27

6:01 am-11:00 am

2 stops27h 59m

San Juan Luis Munoz Marin Intl

Wed 4/29

6:55 pm-10:05 pm

2 stops28h 10m

$448

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Sun 1/18

6:00 am-11:59 pm

2 stops15h 59m

San Juan Luis Munoz Marin Intl

Sat 1/24

6:00 am-10:50 pm

2 stops18h 50m

$473

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Fri 1/16

6:00 am-10:48 am

2 stops26h 48m

San Juan Luis Munoz Marin Intl

Tue 1/20

3:59 pm-10:50 pm

1 stop8h 51m

$493

Flights are sorted by cheapest round-trip flights first.

Sorted by cheapest first

See travel insights to Caribbean Islands from

How to get the cheapest flight ticket from Stillwater to Caribbean Islands

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

Can stopping save me money on Stillwater to Caribbean Islands flights?

You could potentially save up to 59% on your flight if you consider stops on a Stillwater to Caribbean Islands flight.

Cheap Stillwater to Caribbean Islands flight deals and tips

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

Direct flights

None
There are no direct flights from Stillwater to Caribbean Islands. There are no popular flight routes from Stillwater to Caribbean Islands.
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  • When did momondo last update prices for flights from Stillwater Searcy Fld Airport to Caribbean Islands?

    Prices for flights from Stillwater Searcy Fld Airport to Caribbean Islands were last updated today.

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

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

    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 Islands.

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

    The travel and health documents you'll need for your trip to Caribbean Islands may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Caribbean Islands. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular plane model from Stillwater to Caribbean Islands?

Best airlines flying from Stillwater to Caribbean Islands

Compare and see reviews for airlines that fly from Stillwater to Caribbean Islands with momondo
Airline
Rating
Free Cancellation
Price
American AirlinesPriceFrom $444Free CancellationRating
7.2
11,042 reviews
Search American Airlines flights

Why use momondo?

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

To find the flight that best suits your needs, momondo gathers a range of flights from a large pool of different airlines and agents; you can then use our insights and filters to find and book the right flight to Caribbean Islands from Stillwater.

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

All flight searches from Stillwater to Caribbean Islands on momondo can be filtered to show those which offer flexible booking policies.

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

momondo provides multiple filters to help you find the best flight to Caribbean Islands from Stillwater. Filter by price, airline, airports, cabin, aircraft, payment method, number of stops and more.

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

Of course. momondo tracks the price of Stillwater to Caribbean Islands flights. All you need is a valid email address and we will do the rest; it is that quick and easy.

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