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$183+ Cheap flights from Oshkosh, WI to Costa Rica

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 2/25. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Oshkosh to Costa Rica

Cheapest flights from Oshkosh to Costa Rica
Explore the most affordable flight options available from Oshkosh to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 18, 2025.

This Delta deal was found by Cheapflights users on 12/16. 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.
Wed 12/175:31 amATW - SJO
1 stop7h 35mDelta
Wed 12/247:00 amSJO - ATW
1 stop14h 31mDelta
Deal found 12/16$546
This United Airlines deal was found by Cheapflights users on 12/17. 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.
Mon 12/228:16 amATW - SJO
1 stop13h 44mUnited Airlines
Wed 1/142:20 pmSJO - ATW
2 stops26h 28mUnited Airlines
Deal found 12/17$601
This United Airlines deal was found by Cheapflights users on 12/16. 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.
Wed 12/175:20 pmATW - SJO
2 stops19h 55mUnited Airlines
Wed 12/2411:28 pmSJO - ATW
2 stops12h 47mUnited Airlines
Deal found 12/16$660
This American Airlines deal was found by Cheapflights users on 12/17. 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 12/225:39 amATW - SJO
1 stop14h 35mAmerican Airlines
Wed 1/142:13 pmSJO - ATW
1 stop9h 08mAmerican Airlines
Deal found 12/17$786

Find flight deals from Oshkosh to Costa Rica

Keep the following information in mind while searching for Oshkosh to Costa Rica flight deals. Data was last updated December 18, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$398
(American Airlines)

One-way from

$183
(Delta)

Popular in

April

Cheapest in

August

Average price

$721
Provider with most accurate pricing for Appleton Intl-San José Juan Santamaria Intl flight deals.
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Provider most trusted by Cheapflights users for Appleton Intl-San José Juan Santamaria Intl flights.
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From Oshkosh to Costa Rica
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One-way flight from Oshkosh to Costa Rica
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Highest demand for flights based on searches. 19% potential increase in price ($154 potential increase over avg. RT price).
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Cheapest flight prices on average. 5% potential price decrease ($35 potential savings vs. average RT price).
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Average for round-trip flights in December 2025
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Cheapflights Fare Finder

 
Customize your flight search to find flights from Oshkosh to Costa Rica 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 December 18, 2025.
Use the filters below to find and compare flights from Oshkosh to Costa Rica that are best for you.

Fly from

Oshkosh

Fly to

Costa Rica

Route

Depart

Return

Price

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Tue 1/27

11:25 am-10:30 pm

1 stop11h 05m

San José Juan Santamaria Intl

Tue 2/3

7:09 am-6:01 pm

1 stop10h 52m

$398

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Thu 1/8

2:23 pm-12:22 pm

1 stop21h 59m

San José Juan Santamaria Intl

Thu 1/15

1:30 pm-10:18 pm

1 stop8h 48m

$418

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Wed 1/21

11:25 am-10:30 pm

1 stop11h 05m

San José Juan Santamaria Intl

Mon 1/26

6:00 am-11:21 pm

2 stops17h 21m

$422

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Thu 2/19

11:03 am-8:13 pm

1 stop9h 10m

San José Juan Santamaria Intl

Wed 2/25

3:55 pm-5:53 pm

2 stops25h 58m

$481

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Thu 2/19

2:17 pm-11:40 am

1 stop21h 23m

San José Juan Santamaria Intl

Wed 2/25

1:31 pm-1:51 pm

1 stop24h 20m

$498

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Thu 4/9

5:00 am-1:10 pm

1 stop9h 10m

San José Juan Santamaria Intl

Thu 4/16

11:59 pm-9:46 pm

2 stops20h 47m

$506

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Mon 3/9

6:15 am-1:25 pm

1 stop8h 10m

Liberia

Sun 3/15

12:21 pm-12:53 pm

2 stops23h 32m

$514

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Mon 1/26

12:35 pm-1:15 pm

2 stops24h 40m

San José Juan Santamaria Intl

Thu 1/29

2:05 pm-12:00 pm

1 stop21h 55m

$519

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Wed 4/15

5:00 am-11:15 am

1 stop7h 15m

Liberia

Wed 4/22

12:30 pm-10:44 am

2 stops21h 14m

$519

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Mon 3/2

8:12 pm-2:17 pm

2 stops18h 05m

Liberia

Sat 3/7

2:37 pm-5:09 pm

1 stop26h 32m

$547

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

Showing 1-10 of 14 results
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Best time to book a flight from Oshkosh to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica 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 Costa Rica

What is the cheapest month to book a flight from Oshkosh to Costa Rica?

Currently, August is the cheapest month in which you can book a flight from Oshkosh to Costa Rica (average of $184). Flying from Oshkosh to Costa Rica in July is currently the most expensive (average of $485). 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 CR?

Find hourly flight availability from Oshkosh to Costa Rica. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated December 18, 2025.

It’s optimal to fly from Oshkosh to Costa Rica in the afternoon. By choosing this option you can save up to 59% on the cost of your flight, compared to a flight in the evening.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated December 18, 2025.
Read through reviews of airlines operating flights from Oshkosh to Costa Rica, such as Delta and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
Delta
7.9
Good
8,005 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.
American Airlines
7.2
Good
11,054 reviews
Delta
7.9
Good
8,005 reviews

Crew

8.5

Food

7.3

Overall

7.9

Comfort

7.9

Boarding

8.1

Entertainment

7.9

Reviews

1 / 20
6.0
Good

Jim,Nov 2025

AVL - ATL

The exit row seats without a seat in front are great for leg room but don’t have a fold out entertainment console so you’re forced to use the screen several feet in front of you (there is, at least, a remote). Best to bring a tablet loaded with entertainment or a book.

Related info for your journey

Find useful and relevant information for your journey from Oshkosh to Costa Rica. 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 Costa Rica?

    There are many flights that can get you from Oshkosh to Costa Rica in 11h 05m. Fly via American Airlines to get the fastest option. The distance from Oshkosh to Costa Rica is about 2380 mi.

  • Can I find deals for flights from Oshkosh to Costa Rica that include hotel bookings?

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

  • How can I find direct flights from Oshkosh to Costa Rica?

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

  • Can I find deals for business class flights from Oshkosh to Costa Rica?

    Yes. Cheapflights offers flight deals from Oshkosh to Costa Rica 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 Costa Rica?

    Currently, August is the cheapest month in which you can book a flight from Oshkosh to Costa Rica (average of $184). Flying from Oshkosh to Costa Rica in July is currently the most expensive (average of $485). 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 Oshkosh to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.
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Top 5 airlines flying from Oshkosh to Costa Rica

Discover the top 5 airlines that operate flights from Oshkosh to Costa Rica. 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 December 18, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$271Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$273Average$767FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$417Average$675FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$418Average$681FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$505Average$683FlexibilityNo cancel feeOn-time69%

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