HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Puerto Rico

$227+ 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 8 — Apr 151
Tue 4/8
Tue 4/15
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Oshkosh to Puerto Rico with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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 3, 2025.

Round-trip from

$255
(American Airlines)

One-way from

$227
(Delta)

Popular in

December

Cheapest in

September

Average price

$635
From Oshkosh to Puerto Rico
Search Deals
One-way flight from Oshkosh to Puerto Rico
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($5 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($18 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in April 2025
Search Deals

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 3, 2025.

This American Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 5/36:00 amATW - SJU
2 stops22h 00mAmerican Airlines
Wed 5/145:25 amSJU - ATW
2 stops19h 09mAmerican Airlines
Deal found 4/2$255
This Mytrip deal was found by Cheapflights users on 4/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/54:26 pmATW - SJU
2 stops30h 26mMultiple Airlines
Mon 5/121:33 amSJU - ATW
2 stops38h 53mMultiple Airlines
Deal found 4/2$335
This Delta deal was found by Cheapflights users on 4/2. 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.
Tue 5/65:20 amATW - SJU
1 stop9h 41mDelta
Sat 5/101:55 pmSJU - ATW
1 stop8h 28mDelta
Deal found 4/2$394
This United Airlines deal was found by Cheapflights users on 4/2. 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.
Sat 5/33:44 pmATW - SJU
1 stop7h 10mUnited Airlines
Fri 5/91:05 amSJU - ATW
2 stops11h 59mUnited Airlines
Deal found 4/2$402

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 3, 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

Sat 5/3

6:00 am-5:00 am

2 stops22h 00m

San Juan Luis Munoz Marin Intl

Wed 5/14

5:25 am-11:34 pm

2 stops19h 09m

$255

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Mon 5/5

4:26 pm-11:52 pm

2 stops30h 26m

San Juan Luis Munoz Marin Intl

Mon 5/12

1:33 am-3:26 pm

2 stops38h 53m

$335

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 5/6

5:20 am-4:01 pm

1 stop9h 41m

San Juan Luis Munoz Marin Intl

Sat 5/10

1:55 pm-9:23 pm

1 stop8h 28m

$394

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 5/3

3:44 pm-11:54 pm

1 stop7h 10m

San Juan Luis Munoz Marin Intl

Fri 5/9

1:05 am-12:04 pm

2 stops11h 59m

$402

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 5/25

5:35 am-4:33 pm

1 stop9h 58m

$227

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Thu 7/3

3:40 pm-12:08 am

1 stop7h 28m

$262

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Thu 7/3

2:43 pm-11:54 pm

1 stop8h 11m

$303

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/2

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 3, 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 3, 2025.
Delta
8.0
Very good
7,897 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
7,897 reviews
Delta
8.0
Very good
7,897 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
8,619 reviews
Delta
8.0
Very good
7,897 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

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
7,897 reviews

Food

7.3

Boarding

8.2

Overall

8.0

Entertainment

7.9

Crew

8.5

Comfort

7.9

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.

  • What are the cheapest airlines to fly from Oshkosh to Puerto Rico one-way?

    One-way options have recently been found by users for as low as $227 on Delta. Other airlines that offer cheap prices include American Airlines from $262 and United Airlines from $303 one-way.

  • 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

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Oshkosh to Puerto Rico

See prices for flight routes from nearby airports that may be better suited for you.
O'Hare Intl to Luis Munoz Marin Intl flights
O'Hare Intl to Punta Cana flights
O'Hare Intl to Montego Bay flights
O'Hare Intl to Oranjestad flights
Minneapolis to Luis Munoz Marin Intl flights
Minneapolis to Punta Cana flights
O'Hare Intl to Nassau flights
Milwaukee to Luis Munoz Marin Intl flights
O'Hare Intl to Saint Thomas Island flights
O'Hare Intl to Simpson Bay flights
Minneapolis to Oranjestad flights
O'Hare Intl to Willemstad flights
O'Hare Intl to Santo Domingo flights
O'Hare Intl to Castries flights
O'Hare Intl to Christiansted flights
Minneapolis to Saint Thomas Island flights
Minneapolis to Montego Bay flights
Madison to Luis Munoz Marin Intl flights
O'Hare Intl to George Town flights
Minneapolis to Nassau flights
O'Hare Intl to Puerto Plata flights
O'Hare Intl to Kingston flights
Minneapolis to Providenciales flights
Milwaukee to Punta Cana flights
O'Hare Intl to Providenciales flights
O'Hare Intl to Road Town flights
O'Hare Intl to Bridgetown flights
O'Hare Intl to Ponce flights
Minneapolis to George Town flights
Milwaukee to Oranjestad flights
Appleton to Luis Munoz Marin Intl flights
Milwaukee to Saint Thomas Island flights
O'Hare Intl to Santiago de los Caballeros flights
Minneapolis to Simpson Bay flights
Milwaukee to Montego Bay flights
O'Hare Intl to St. John's flights
Minneapolis to Willemstad flights
Minneapolis to Castries flights
O'Hare Intl to Kralendijk flights
Milwaukee to Nassau flights
Minneapolis to Georgetown flights
Milwaukee to Providenciales flights
Madison to Montego Bay flights
Minneapolis to Bridgetown flights
Minneapolis to Port of Spain flights
O'Hare Intl to Basseterre flights
Milwaukee to George Town flights
Milwaukee to Castries flights
O'Hare Intl to Gregory Town flights
O'Hare Intl to Freeport flights

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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$257FlexibilityNo cancel feeOn-time62%
Spirit AirlinesCheapest$203Average$386FlexibilityNo cancel feeOn-time65%
DeltaCheapest$264Average$519FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$264Average$595FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$265Average$553FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$375Average$623FlexibilityNo cancel feeOn-time63%
JetBlueCheapest$384Average$445FlexibilityNo cancel feeOn-time62%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.