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$153+ Cheap flights from Oshkosh, WI to Puerto Rico

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 5/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Apr 30 — May 71
Wed 4/30
Wed 5/7
1 adult, Economy
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Cheap flight deals from Oshkosh to Puerto Rico

Keep the following information in mind while searching for Oshkosh to Puerto Rico flight deals. Data was last updated April 25, 2025.

Round-trip from

$298
(American Airlines)

One-way from

$153
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$668
From Oshkosh to Puerto Rico
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One-way flight from Oshkosh to Puerto Rico
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Highest demand for flights based on searches. 3% potential increase in price ($20 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($16 potential savings vs. average RT price).
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Average for round-trip flights in April 2025
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Find flight deals from Oshkosh to Puerto Rico

Cheapest flights from Oshkosh to Puerto Rico
Explore the most affordable flight options available from Oshkosh to Puerto Rico. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 25, 2025.

This American Airlines deal was found by Cheapflights users on 4/24. 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.
Thu 10/24:14 pmATW - SJU
2 stops21h 33mAmerican Airlines
Mon 10/65:27 pmSJU - ATW
2 stops16h 48mAmerican Airlines
Deal found 4/24$298
This United Airlines deal was found by Cheapflights users on 4/25. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/36:41 amATW - SJU
1 stop7h 03mUnited Airlines
Mon 10/61:05 amSJU - ATW
2 stops14h 01mUnited Airlines
Deal found 4/25$458
This Delta deal was found by Cheapflights users on 4/25. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/197:00 amATW - SJU
2 stops14h 08mDelta
Mon 9/292:15 pmSJU - ATW
1 stop7h 27mDelta
Deal found 4/25$565

Cheapflights Fare Finder

Customize your flight search to find flights from Oshkosh 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 April 25, 2025.
Use the filters below to find and compare flights from Oshkosh to Puerto Rico that are best for you.

Fly from

Oshkosh

Fly to

Puerto Rico

Route

Depart

Return

Price

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Thu 10/2

4:14 pm-2:47 pm

2 stops21h 33m

San Juan Luis Munoz Marin Intl

Mon 10/6

5:27 pm-9:15 am

2 stops16h 48m

$298

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 10/3

6:41 am-2:44 pm

1 stop7h 03m

San Juan Luis Munoz Marin Intl

Mon 10/6

1:05 am-2:06 pm

2 stops14h 01m

$458

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 9/19

7:00 am-10:08 pm

2 stops14h 08m

San Juan Luis Munoz Marin Intl

Mon 9/29

2:15 pm-8:42 pm

1 stop7h 27m

$565

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 5/25

3:43 pm-11:54 pm

1 stop7h 11m

$153

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 5/18

5:00 am-8:33 pm

1 stop14h 33m

$185

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 5/17

2:01 pm-11:31 am

3 stops44h 30m

$236

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/24

Best time to book a flight from Oshkosh to Puerto Rico

Have a flexible travel schedule? Discover the best time to fly to Puerto Rico from Oshkosh 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 Oshkosh to Puerto Rico

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

Currently, September is the cheapest month in which you can book a flight from Oshkosh to Puerto Rico (average of $254). Flying from Oshkosh to Puerto Rico in December is currently the most expensive (average of $336). 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.

What is the cheapest time of day to fly from OS9 to PR?

Find hourly flight availability from Oshkosh to Puerto Rico. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated April 25, 2025.

When flying from Oshkosh to Puerto Rico, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

Rainfall in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Puerto Rico ranges from 2.2 - 6.1 inches per month. November is typically the wettest month, when rainfall can reach 6.1 in. February is typically the driest time to visit Puerto Rico when rainfall is around 2.2 in.

Temperature in Puerto Rico by month

Plan your trip to Puerto Rico by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Puerto Rico, use this chart to help with planning. For those seeking warmer temperatures, June is the ideal time of year to visit, when temperatures reach an average of 82.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 77.0 F).

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 April 25, 2025.
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
Delta
8.0
Very good
7,920 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
United Airlines
7.4
Good
8,685 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.
American Airlines
7.2
Good
10,000 reviews
Delta
8.0
Very good
7,920 reviews

Comfort

7.9

Boarding

8.2

Crew

8.5

Overall

8.0

Entertainment

7.9

Food

7.3

Reviews

1 / 20
10.0
Excellent

Aaron,Oct 2024

LAX - LHR

This was a flight operated by Virgin Atlantic in their Upper Class cabin. Overall, an outstanding experience.

Related info for your journey

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

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

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

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

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

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

    Yes. Cheapflights offers flight deals from Oshkosh 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 Oshkosh to Puerto Rico?

    Currently, September is the cheapest month in which you can book a flight from Oshkosh to Puerto Rico (average of $254). Flying from Oshkosh to Puerto Rico in December is currently the most expensive (average of $336). 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

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Oshkosh to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
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Top 7 airlines flying from Oshkosh to Puerto Rico

Discover the top 7 airlines that operate flights from Oshkosh 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 April 25, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$195Average$388FlexibilityNo cancel feeOn-time65%
JetBlueCheapest$248Average$463FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$258Average$569FlexibilityNo cancel feeOn-time69%
DeltaCheapest$264Average$516FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$266Average$552FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$375Average$622FlexibilityNo cancel feeOn-time63%

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