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$76+ Cheap flights from Wisconsin 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 9/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
ago. 19 — ago. 261
mar. 8/19
mar. 8/26
1 adult, Economy
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Cheap flight deals from Wisconsin to Costa Rica

Keep the following information in mind while searching for Wisconsin to Costa Rica flight deals. Data was last updated agosto 14, 2025.

Round-trip from

$284
(Kiwi.com)

One-way from

$76
(eDestinos)

Popular in

December

Cheapest in

September

Average price

$553
From Wisconsin to Costa Rica
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One-way flight from Wisconsin to Costa Rica
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Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from Wisconsin to Costa Rica

Cheapest flights from Wisconsin to Costa Rica
Explore the most affordable flight options available from Wisconsin to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on agosto 14, 2025.

This Kiwi.com deal was found by Cheapflights users on 8/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
dom. 9/75:05 amORD - SJO
1 stop7h 09mSpirit Airlines
mar. 9/1612:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$284
This FlightHub deal was found by Cheapflights users on 8/14. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/236:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
vie. 10/312:19 pmSJO - ORD
2 stops21h 23mSpirit Airlines
Deal found 8/14$285
This Cheapflightsfares deal was found by Cheapflights users on 8/12. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/176:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
jue. 9/2512:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$286
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 9/28:12 pmORD - SJO
2 stops15h 20mSpirit Airlines
vie. 9/1212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$287
This FlightHub deal was found by Cheapflights users on 8/13. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
sáb. 9/611:57 amORD - SJO
2 stops23h 30mSpirit Airlines
dom. 9/1412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/13$288
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 9/102:04 pmORD - SJO
2 stops21h 23mSpirit Airlines
mié. 9/2412:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$289
This CheapOair deal was found by Cheapflights users on 8/12. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/2511:57 amORD - SJO
1 stop24h 17mSpirit Airlines
jue. 10/212:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$290
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 9/116:44 pmORD - SJO
1 stop17h 30mSpirit Airlines
jue. 9/1812:19 pmSJO - ORD
1 stop9h 29mSpirit Airlines
Deal found 8/12$292
This CheapOair deal was found by Cheapflights users on 8/14. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 10/81:40 amORD - SJO
1 stop13h 12mMultiple Airlines
lun. 10/202:48 pmSJO - ORD
1 stop13h 54mMultiple Airlines
Deal found 8/14$293
This Cheapflightsfares deal was found by Cheapflights users on 8/14. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
jue. 10/25:05 amORD - SJO
1 stop7h 09mSpirit Airlines
mié. 10/811:37 amSJO - ORD
2 stops11h 08mSpirit Airlines
Deal found 8/14$294
This Mytrip deal was found by Cheapflights users on 8/12. 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.
vie. 9/266:30 amORD - SJO
1 stop9h 43mMultiple Airlines
vie. 10/37:30 amSJO - ORD
1 stop13h 28mMultiple Airlines
Deal found 8/12$296
This FlightHub deal was found by Cheapflights users on 8/12. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 8/269:22 amMSP - SJO
2 stops26h 50mSpirit Airlines
dom. 8/3112:18 pmSJO - MSP
2 stops18h 59mSpirit Airlines
Deal found 8/12$326

Cheapflights Fare Finder

 
Customize your flight search to find flights from Wisconsin 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 agosto 14, 2025.
Use the filters below to find and compare flights from Wisconsin to Costa Rica that are best for you.

Fly from

Wisconsin

Fly to

Costa Rica

Route

Depart

Return

Price

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 9/20

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

vie. 9/26

7:30 am-9:58 pm

1 stop13h 28m

$286

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 10/4

8:56 pm-11:14 am

2 stops15h 18m

San José Juan Santamaria Intl

sáb. 10/11

12:19 pm-11:45 pm

1 stop10h 26m

$289

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 9/20

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

sáb. 9/27

12:19 pm-10:48 pm

1 stop9h 29m

$290

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 9/11

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

jue. 9/18

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 9/25

6:44 pm-11:14 am

1 stop17h 30m

San José Juan Santamaria Intl

jue. 10/2

12:19 pm-10:48 pm

1 stop9h 29m

$292

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

sáb. 9/20

10:27 am-11:14 am

3 stops25h 47m

San José Juan Santamaria Intl

jue. 9/25

7:30 am-6:50 pm

1 stop10h 20m

$295

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 9/12

5:17 pm-10:27 am

1 stop18h 10m

San José Juan Santamaria Intl

lun. 9/22

12:19 pm-10:48 pm

1 stop9h 29m

$300

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

mar. 9/9

2:04 pm-10:27 am

2 stops21h 23m

San José Juan Santamaria Intl

mié. 9/17

12:19 pm-7:50 pm

2 stops30h 31m

$302

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

vie. 10/17

7:29 pm-11:30 am

1 stop17h 01m

San José Juan Santamaria Intl

mar. 10/21

12:35 pm-11:45 pm

1 stop10h 10m

$306

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

jue. 11/6

6:05 am-3:16 pm

1 stop9h 11m

San José Juan Santamaria Intl

mar. 11/11

1:19 pm-11:42 pm

1 stop10h 23m

$310

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 60 results
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Best time to book a flight from Wisconsin to Costa Rica

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

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

Currently, September is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $398). Flying from Wisconsin to Costa Rica in March is currently the most expensive (average of $555). 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 WI to CR?

Find hourly flight availability from Wisconsin 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 agosto 14, 2025.

When flying from Wisconsin 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.

Related info for your journey

Find useful and relevant information for your journey from Wisconsin to Costa Rica. 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 Wisconsin to Costa Rica one-way?

    To fly one-way, consider booking your trip with Spirit Airlines, which is currently one of the cheapest options available, starting at $76. Southwest flights start at $177 while deals on Air Canada start at $193 one-way.

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

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

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

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

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

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

    Currently, September is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $398). Flying from Wisconsin to Costa Rica in March is currently the most expensive (average of $555). 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 Wisconsin 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 Wisconsin to Costa Rica

Discover the top 5 airlines that operate flights from Wisconsin 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 agosto 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
DeltaCheapest$252Average$756FlexibilityNo cancel feeOn-timeN/A
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$415Average$667FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$460Average$770FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$678FlexibilityNo cancel feeOn-time63%

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