Costa Rica

$450+ Cheap flights from Oshkosh, WI to Costa Rica

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 11/15. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Oct 15 — Oct 221
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Cheap 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 September 15, 2025.

Round-trip from

$450
(American Airlines)

Popular in

December

Cheapest in

August
From Oshkosh to Costa Rica
Highest demand for flights based on searches. 7% potential increase in price ($52 potential increase over avg. RT price).
Cheapest flight prices on average. 5% potential price decrease ($34 potential savings vs. average RT price).

Find 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 September 15, 2025.

This American Airlines deal was found by Cheapflights users on 9/14. 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 11/157:56 pmATW - SJO
2 stops16h 26mAmerican Airlines
Sat 11/226:00 amSJO - ATW
1 stop13h 11mAmerican Airlines
Deal found 9/14$450
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 11/146:06 amATW - SJO
1 stop15h 11mAmerican Airlines
Sun 11/231:35 pmSJO - ATW
1 stop9h 13mAmerican Airlines
Deal found 9/14$471
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 11/287:45 pmATW - LIR
1 stop17h 52mAmerican Airlines
Sat 12/62:40 pmLIR - ATW
1 stop18h 28mAmerican Airlines
Deal found 9/14$499
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/169:39 amATW - LIR
2 stops28h 40mAmerican Airlines
Fri 12/263:27 pmLIR - ATW
2 stops27h 29mAmerican Airlines
Deal found 9/14$512
This American Airlines deal was found by Cheapflights users on 9/13. 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 12/34:06 pmATW - LIR
2 stops21h 44mAmerican Airlines
Wed 3/111:14 pmLIR - ATW
1 stop25h 30mAmerican Airlines
Deal found 9/13$556
This American Airlines deal was found by Cheapflights users on 9/14. 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 12/134:08 pmATW - SJO
2 stops20h 13mAmerican Airlines
Fri 12/191:50 pmSJO - ATW
2 stops11h 26mAmerican Airlines
Deal found 9/14$579
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 9/286:30 amATW - SJO
2 stops14h 07mUnited Airlines
Sat 10/41:30 pmSJO - ATW
2 stops23h 38mUnited Airlines
Deal found 9/14$638
This United Airlines deal was found by Cheapflights users on 9/14. 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 9/275:25 pmATW - SJO
2 stops20h 01mUnited Airlines
Tue 9/301:30 pmSJO - ATW
2 stops21h 31mUnited Airlines
Deal found 9/14$648
This Delta deal was found by Cheapflights users on 9/15. 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 12/215:25 amATW - SJO
1 stop16h 30mDelta
Wed 1/147:00 amSJO - ATW
1 stop15h 02mDelta
Deal found 9/15$691
This Delta deal was found by Cheapflights users on 9/14. 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 9/285:35 amATW - SJO
1 stop7h 33mDelta
Sat 10/41:35 pmSJO - ATW
1 stop8h 05mDelta
Deal found 9/14$707
This Kiwi.com deal was found by Cheapflights users on 9/15. 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 12/237:25 amATW - SJO
2 stops52h 02mMultiple Airlines
Wed 1/141:16 amSJO - ATW
1 stop21h 02mMultiple Airlines
Deal found 9/15$731
This Delta deal was found by Cheapflights users on 9/15. 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 12/215:25 amATW - SJO
1 stop16h 30mDelta
Tue 1/137:00 amSJO - ATW
1 stop15h 02mDelta
Deal found 9/15$749

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 September 15, 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

Sat 11/15

7:56 pm-12:22 pm

2 stops16h 26m

San José Juan Santamaria Intl

Sat 11/22

2:39 pm-9:16 am

2 stops18h 37m

$450

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Fri 11/14

6:00 am-9:17 pm

2 stops15h 17m

San José Juan Santamaria Intl

Sun 11/23

1:35 pm-10:48 pm

1 stop9h 13m

$475

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Fri 11/28

7:45 pm-1:37 pm

1 stop17h 52m

Liberia

Sat 12/6

2:40 pm-9:08 am

1 stop18h 28m

$499

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Tue 12/16

9:39 am-2:19 pm

2 stops28h 40m

Liberia

Fri 12/26

3:27 pm-6:56 pm

2 stops27h 29m

$512

AppletonLiberia

ATW - LIR

ATWLIR

Appleton Intl

Wed 12/3

4:06 pm-1:50 pm

2 stops21h 44m

Liberia

Wed 3/11

1:14 pm-3:44 pm

1 stop25h 30m

$556

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Sat 12/13

4:08 pm-12:21 pm

2 stops20h 13m

San José Juan Santamaria Intl

Fri 12/19

7:00 am-1:16 am

1 stop18h 16m

$579

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Sun 9/28

6:30 am-7:37 pm

2 stops14h 07m

San José Juan Santamaria Intl

Sat 10/4

1:30 pm-2:08 pm

2 stops23h 38m

$638

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Sun 9/28

6:19 pm-7:42 pm

2 stops26h 23m

San José Juan Santamaria Intl

Sat 10/4

6:00 am-9:32 pm

2 stops14h 32m

$638

AppletonSan José

ATW - SJO

ATWSJO

Appleton Intl

Sat 9/27

2:45 pm-12:26 pm

2 stops22h 41m

San José Juan Santamaria Intl

Tue 9/30

1:30 pm-2:08 pm

2 stops23h 38m

$648

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

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, September is the cheapest month in which you can book a flight from Oshkosh to Costa Rica (average of $398). Flying from Oshkosh to Costa Rica in March is currently the most expensive (average of $554). 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 September 15, 2025.

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

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 September 15, 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.
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!
8.0
Very good

Crew

8.5

Comfort

7.9

Food

7.3

Entertainment

7.9

Overall

8.0

Boarding

8.2

Reviews

1 / 20
10.0
Excellent

Kim,May 2025

PIH - SLC

This trip was fine even with delay I had plenty of time to get connection flight!

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 16h 26m. 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, September is the cheapest month in which you can book a flight from Oshkosh to Costa Rica (average of $398). Flying from Oshkosh to Costa Rica in March is currently the most expensive (average of $554). 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 Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.

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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$273Average$754FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
SouthwestCheapest$417Average$683FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$453Average$669FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$475Average$806FlexibilityNo cancel feeOn-time69%

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