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$407+ Cheap flights from Stillwater (SWO) to Puerto Rico

This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
SWO — SJU
Nov 28 — Dec 51
Fri 11/28
Fri 12/5
1 adult, Economy
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Cheap flight deals from Stillwater to Puerto Rico

Keep the following information in mind while searching for Stillwater to Puerto Rico flight deals. Data was last updated October 29, 2025.

Round-trip from

$448
(American Airlines)
From Stillwater Searcy Fld to Puerto Rico
Search Deals

Find flight deals from Stillwater to Puerto Rico

Cheapest flights from Stillwater to Puerto Rico
Explore the most affordable flight options available from Stillwater to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 29, 2025.

This American Airlines deal was found by Cheapflights users on 10/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/312:37 pmSWO - SJU
2 stops16h 58mAmerican Airlines
Thu 1/87:12 pmSJU - SWO
2 stops20h 48mAmerican Airlines
Deal found 10/29$407

Cheapflights Fare Finder

 
Customize your flight search to find flights from Stillwater to Puerto Rico 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, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
Use the filters below to find and compare flights from Stillwater to Puerto Rico that are best for you.

Fly from

Stillwater

Fly to

Puerto Rico

Route

Depart

Return

Price

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Wed 12/31

2:37 pm-9:35 am

2 stops16h 58m

San Juan Luis Munoz Marin Intl

Thu 1/8

7:12 pm-2:00 pm

2 stops20h 48m

$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

Sat 12/13

2:24 pm-10:09 am

2 stops17h 45m

$449

StillwaterSan Juan

SWO - SJU

SWOSJU

Stillwater Searcy Fld

Sat 11/22

2:29 pm-10:10 am

2 stops17h 41m

$549

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/28

Best time to book a flight from Stillwater to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Stillwater with our price prediction graph.
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

Everything you need to know about your flight from Stillwater to Puerto Rico

What is the cheapest month to book a flight from Stillwater to Puerto Rico?

Currently, July is the cheapest month in which you can book a flight from Stillwater to Puerto Rico (average of $157). Flying from Stillwater to Puerto Rico in June is currently the most expensive (average of $355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Puerto Rico

Get insights into the airlines that provide service to Puerto Rico. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Puerto Rico. Reviews last updated October 29, 2025.
Peruse reviews from past customers who have flown with American Airlines from Stillwater to Puerto Rico to help guide your decision. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Overall

7.2

Food

6.4

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac
American Airlines
7.2
Good
11,030 reviews
American Airlines
7.2
Good
11,030 reviews

Boarding

7.5

Overall

7.2

Food

6.4

Comfort

7.2

Crew

8.0

Entertainment

6.9

Reviews

1 / 20
2.0
Mediocre

Jeremy,Sep 2025

SAN - PHL

Terrible. Bad customer service and unacceptable delay on the tarmac

Related info for your journey

Find useful and relevant information for your journey from Stillwater to Puerto Rico. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • What airport do you fly from for flights from Stillwater to Puerto Rico?

    Stillwater Searcy Fld (SWO), located 3.5 mi from the city center, is the airport you fly out of when you book flights from Stillwater to Puerto Rico.

  • How long is the flight from Stillwater to Puerto Rico?

    There are many flights that can get you from Stillwater to Puerto Rico in 16h 58m. Fly via American Airlines to get the fastest option. Airlines will cover a distance of 2250 mi.

  • Can I find deals for flights from Stillwater to Puerto Rico that include hotel bookings?

    Yes. In addition to deals on Stillwater to Puerto Rico flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Stillwater to Puerto Rico?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Stillwater to Puerto Rico.

  • Can I find deals for business class flights from Stillwater to Puerto Rico?

    Yes. Cheapflights offers flight deals from Stillwater to Puerto Rico by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

  • What is the cheapest month to book a flight from Stillwater to Puerto Rico?

    Currently, July is the cheapest month in which you can book a flight from Stillwater to Puerto Rico (average of $157). Flying from Stillwater to Puerto Rico in June is currently the most expensive (average of $355). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

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Alternative routes for Stillwater to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top airline flying from Stillwater to Puerto Rico

Discover the top airline that operate flights from Stillwater to Puerto Rico. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 29, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$444Average$796FlexibilityNo cancel feeOn-time71%

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