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San Juan

$181+ Cheap flights from Oshkosh, WI to San Juan

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 1/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJU
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
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Cheapflights Tip: The best prices from Oshkosh to San Juan are usually found in November or April, booked 31 days in advance, depart on a Sunday or Tuesday and return on a Monday

Cheap flight deals from Oshkosh to San Juan

Keep the following information in mind while searching for Oshkosh to San Juan flight deals. Data was last updated November 3, 2025.

Round-trip from

$325
(United Airlines)

One-way from

$181
(American Airlines)

Popular in

March

Cheapest in

November

Average price

$496
From Oshkosh to San Juan
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One-way flight from Oshkosh to San Juan
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Highest demand for flights based on searches. 8% potential increase in price ($66 potential increase over avg. RT price).
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Cheapest flight prices on average. 4% potential price decrease ($31 potential savings vs. average RT price).
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Average for round-trip flights in November 2025
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Find flight deals from Oshkosh to San Juan

Cheapest flights from Oshkosh to San Juan
Explore the most affordable flight options available from Oshkosh to San Juan. Find the lowest fares from popular airlines and budget airlines, with prices last updated on November 3, 2025.

This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 12/25:20 amATW - SJU
2 stops16h 32mAmerican Airlines
Tue 12/912:49 pmSJU - ATW
2 stops12h 35mAmerican Airlines
Deal found 11/2$390
This Delta deal was found by Cheapflights users on 11/1. 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.
Sun 11/167:00 amATW - SJU
2 stops14h 13mDelta
Thu 11/203:32 pmSJU - ATW
1 stop8h 36mDelta
Deal found 11/1$399
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 11/186:06 amATW - SJU
1 stop13h 29mAmerican Airlines
Sat 11/228:00 amSJU - ATW
2 stops13h 11mAmerican Airlines
Deal found 11/2$439
This United Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 12/26:30 amATW - SJU
1 stop7h 10mUnited Airlines
Mon 12/82:05 amSJU - ATW
2 stops11h 45mUnited Airlines
Deal found 11/2$455
This United Airlines deal was found by Cheapflights users on 10/31. 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 11/16:30 amATW - SJU
2 stops12h 56mUnited Airlines
Wed 11/52:05 amSJU - ATW
2 stops13h 52mUnited Airlines
Deal found 10/31$489
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Mon 11/37:42 pmATW - SJU
2 stops16h 01mAmerican Airlines
Tue 11/116:00 amSJU - ATW
2 stops11h 17mAmerican Airlines
Deal found 11/2$515
This Mytrip deal was found by Cheapflights users on 11/1. 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.
Sun 11/167:00 amATW - SJU
3 stops30h 13mMultiple Airlines
Thu 11/2011:55 amSJU - ATW
3 stops30h 44mMultiple Airlines
Deal found 11/1$543
This American Airlines deal was found by Cheapflights users on 11/2. 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.
Tue 12/165:10 amATW - SJU
2 stops16h 42mAmerican Airlines
Thu 1/86:30 amSJU - ATW
2 stops13h 21mAmerican Airlines
Deal found 11/2$545
This Kiwi.com deal was found by Cheapflights users on 11/2. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/307:35 amATW - SJU
1 stop26h 23mMultiple Airlines
Wed 1/77:01 pmSJU - ATW
2 stops29h 14mMultiple Airlines
Deal found 11/2$567

Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh to San Juan 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 November 3, 2025.
Use the filters below to find and compare flights from Oshkosh to San Juan that are best for you.

Fly from

Oshkosh

Fly to

San Juan

Route

Depart

Return

Price

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 2/3

12:35 pm-12:36 am

2 stops10h 01m

San Juan Luis Munoz Marin Intl

Fri 2/13

8:35 am-1:58 pm

1 stop7h 23m

$325

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 2/8

2:45 pm-6:11 am

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Thu 2/19

8:10 am-7:33 pm

2 stops13h 23m

$325

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 11/16

7:00 am-11:13 pm

2 stops14h 13m

San Juan Luis Munoz Marin Intl

Thu 11/20

3:32 pm-10:08 pm

1 stop8h 36m

$399

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 11/16

6:30 am-9:26 pm

2 stops12h 56m

San Juan Luis Munoz Marin Intl

Wed 11/19

2:05 am-11:57 am

2 stops11h 52m

$399

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Tue 11/18

6:06 am-9:35 pm

1 stop13h 29m

San Juan Luis Munoz Marin Intl

Sat 11/22

8:00 am-7:11 pm

2 stops13h 11m

$439

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sun 2/8

2:45 pm-6:11 am

2 stops13h 26m

San Juan Luis Munoz Marin Intl

Fri 2/20

8:10 am-4:44 pm

2 stops10h 34m

$465

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 1/3

7:27 pm-5:00 am

1 stop7h 33m

$181

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 2/6

2:45 pm-6:11 am

2 stops13h 26m

$209

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Fri 2/6

11:25 am-9:39 pm

1 stop8h 14m

$313

AppletonSan Juan

ATW - SJU

ATWSJU

Appleton Intl

Sat 12/20

6:15 am-6:11 am

2 stops21h 56m

$568

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/1

Showing 1-10 of 11 results
1
2

Best time to book a flight from Oshkosh to San Juan

Have a flexible travel schedule? Discover the best time to fly to San Juan 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 San Juan

How far ahead should I book a flight from Oshkosh to San Juan?

Use this chart to determine the optimal time to book a round-trip flight from Oshkosh to San Juan. Price data was last updated on October 31, 2025.

Booking 31 days in advance of your planned departure date is, on average, the best time to get cheap flights from Oshkosh to San Juan. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Oshkosh to San Juan?

Currently, October is the cheapest month in which you can book a flight from Oshkosh to San Juan (average of $144). Flying from Oshkosh to San Juan in June is currently the most expensive (average of $379). 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 SJU?

Find hourly flight availability from Oshkosh to San Juan. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated November 3, 2025.

One of the essential ways to save on airfare from Oshkosh to San Juan is to remain as flexible as possible. Flights that are in the morning tend to be the most expensive. A flight in the evening could potentially save you up to 47% on airfare.

What is the cheapest day to fly from Oshkosh to San Juan?

Use this chart to determine the cheapest time to fly round-trip from Oshkosh to San Juan. Price data was last updated on December 16, 2024.

Travelers seeking maximum savings on their Oshkosh to San Juan flight should consider departing on Tuesday mornings when fares are most often at their lowest. Monday at noon flights should be avoided if possible as fares are typically the most expensive at this time.

How much does it cost to fly round-trip from Oshkosh to San Juan?

Reviews of airlines servicing San Juan

Get insights into the airlines that provide service to San Juan. 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 San Juan. Reviews last updated November 3, 2025.
Peruse reviews from past customers who have flown with Delta, United Airlines, and American Airlines from Oshkosh to San Juan 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.
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
Delta
7.9
Good
8,001 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
United Airlines
7.4
Good
8,997 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.
American Airlines
7.2
Good
11,034 reviews
Delta
7.9
Good
8,001 reviews

Food

7.3

Crew

8.5

Comfort

7.9

Overall

7.9

Boarding

8.2

Entertainment

7.9

Reviews

1 / 20
8.0
Excellent

Lane,Nov 2025

MEM - ATL

The crew was very friendly, but they only came around and offered the better Delta Comfort snacks one time. I thought they would come around more frequently on a 5 hour flight. They did do two beverage services though, which was nice.

Related info for your journey

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

  • How long is the flight from Oshkosh to San Juan?

    For as low as $325, United Airlines can have you in San Juan from Oshkosh in 10h 01m. Oshkosh and San Juan are separated by a distance of 2207 mi.

  • Can I find deals for flights from Oshkosh to San Juan that include hotel bookings?

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

  • How can I find direct flights from Oshkosh to San Juan?

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

  • Can I find deals for business class flights from Oshkosh to San Juan?

    Yes. Cheapflights offers flight deals from Oshkosh to San Juan 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 San Juan?

    Currently, October is the cheapest month in which you can book a flight from Oshkosh to San Juan (average of $144). Flying from Oshkosh to San Juan in June is currently the most expensive (average of $379). 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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Top 6 airlines flying from Oshkosh to San Juan

Discover the top 6 airlines that operate flights from Oshkosh to San Juan. 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
FrontierCheapest$129Average$243FlexibilityNo cancel feeOn-time62%
United AirlinesCheapest$202Average$533FlexibilityNo cancel feeOn-time69%
DeltaCheapest$215Average$528FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$226Average$411FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$269Average$564FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$315Average$567FlexibilityNo cancel feeOn-time63%

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