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Wisconsin

$123+ Cheap flights from Costa Rica to Wisconsin

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 2/6. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Jan 17 — Jan 241
Sat 1/17
Sat 1/24
1 adult, Economy
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Cheap flight deals from Costa Rica to Wisconsin

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

This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/221:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Thu 1/228:43 pmORD - SJO
1 stop15h 39mSpirit Airlines
Deal found 12/17$283
This Cheapflightsfares deal was found by Cheapflights users on 12/18. 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.
Sat 12/201:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Sun 1/118:43 pmORD - SJO
1 stop15h 39mSpirit Airlines
Deal found 12/18$302
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/227:50 pmSJO - ORD
1 stop19h 00mAvianca
Thu 1/224:10 pmORD - SJO
1 stop7h 30mAvianca
Deal found 12/16$322
This FlightHub deal was found by Cheapflights users on 12/18. 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.
Fri 12/191:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Sun 1/118:43 pmORD - SJO
1 stop15h 39mSpirit Airlines
Deal found 12/18$325
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/201:31 pmSJO - ORD
1 stop10h 59mSpirit Airlines
Sun 1/258:43 pmORD - SJO
1 stop15h 39mSpirit Airlines
Deal found 12/17$329
This American Airlines deal was found by Cheapflights users on 12/18. 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 12/247:00 amSJO - ORD
Nonstop5h 29mAmerican Airlines
Wed 12/313:10 pmORD - SJO
Nonstop5h 04mAmerican Airlines
Deal found 12/18$340
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.
Sat 12/202:05 pmSJO - ORD
Nonstop5h 30mUnited Airlines
Tue 1/207:35 amORD - SJO
1 stop13h 04mUnited Airlines
Deal found 12/16$344
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.
Sun 12/2112:35 pmSJO - ORD
1 stop8h 51mUnited Airlines
Tue 12/308:05 pmORD - SJO
1 stop17h 10mUnited Airlines
Deal found 12/17$345
This eDestinos deal was found by Cheapflights users on 12/14. 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 12/283:55 pmLIR - MSP
Nonstop5h 36mSun Country Air
Sun 1/49:00 amMSP - LIR
Nonstop6h 00mSun Country Air
Deal found 12/14$363
This Sun Country Air deal was found by Cheapflights users on 12/15. 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 Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/273:48 pmLIR - MSP
Nonstop5h 36mSun Country Air
Sun 1/49:00 amMSP - LIR
Nonstop6h 00mSun Country Air
Deal found 12/15$396
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Sun 12/287:45 amSJO - MSP
1 stop31h 21mMultiple Airlines
Sun 1/1111:17 amMSP - SJO
1 stop26h 19mMultiple Airlines
Deal found 12/15$465
This Kiwi.com deal was found by Cheapflights users on 12/15. 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.
Wed 12/242:52 pmSJO - MSP
1 stop19h 37mMultiple Airlines
Wed 1/2110:45 amMSP - SJO
2 stops41h 05mMultiple Airlines
Deal found 12/15$482

Find flight deals from Costa Rica to Wisconsin

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

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$266
(KAYAK)

One-way from

$123
(Cheapflightsfares)

Popular in

February

Cheapest in

January

Average price

$528
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
Search Deals
From Costa Rica to Wisconsin
Search Deals
One-way flight from Costa Rica to Wisconsin
Search Deals
Highest demand for flights based on searches. 0% potential increase in price ($1 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($12 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in December 2025
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Costa Rica to Wisconsin 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 Costa Rica to Wisconsin that are best for you.

Fly from

Costa Rica

Fly to

Wisconsin

Route

Depart

Return

Price

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 1/15

1:30 pm-11:46 pm

1 stop10h 16m

Chicago O'Hare Intl

Fri 2/20

4:42 pm-1:15 pm

1 stop20h 33m

$296

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 1/22

5:00 am-2:50 pm

1 stop9h 50m

Chicago O'Hare Intl

Wed 1/28

2:35 pm-9:50 pm

1 stop7h 15m

$304

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 1/9

1:30 pm-11:46 pm

1 stop10h 16m

Chicago O'Hare Intl

Sun 2/15

9:00 am-11:40 am

2 stops26h 40m

$309

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 1/30

2:54 pm-12:24 am

1 stop9h 30m

Chicago O'Hare Intl

Tue 2/3

7:34 am-7:02 pm

1 stop11h 28m

$342

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 1/21

8:11 am-12:24 am

1 stop16h 13m

Chicago O'Hare Intl

Mon 1/26

2:13 pm-7:06 am

1 stop16h 53m

$342

LiberiaAppleton

LIR - ATW

LIRATW

Liberia

Thu 1/15

2:20 pm-4:48 pm

2 stops26h 28m

Appleton Intl

Mon 1/19

3:39 pm-1:10 pm

2 stops21h 31m

$347

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 1/19

2:54 pm-12:24 am

1 stop9h 30m

Chicago O'Hare Intl

Sun 1/25

2:13 pm-4:46 pm

3 stops26h 33m

$347

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 1/30

6:30 am-7:50 pm

1 stop13h 20m

Chicago O'Hare Intl

Mon 2/2

7:39 am-12:56 pm

Nonstop5h 17m

$350

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 2/6

9:17 am-12:04 am

2 stops14h 47m

Chicago O'Hare Intl

Sun 2/15

2:22 pm-4:46 pm

3 stops26h 24m

$352

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 1/18

7:45 am-6:16 pm

1 stop10h 31m

Chicago O'Hare Intl

Wed 1/28

9:23 am-3:30 pm

1 stop30h 07m

$362

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/16

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

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

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

Currently, January is the cheapest month in which you can book a flight from Costa Rica to Wisconsin (average of $262). Flying from Costa Rica to Wisconsin in October is currently the most expensive (average of $505). 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 CR to WI?

Find hourly flight availability from Costa Rica to Wisconsin. 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.

One of the essential ways to save on airfare from Costa Rica to Wisconsin 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 8% on airfare.

Reviews of airlines servicing Wisconsin

Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated December 18, 2025.
See what other customers who have flown with United Airlines and American Airlines from Costa Rica to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
United Airlines
7.4
Good
9,091 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability
American Airlines
7.2
Good
11,054 reviews
United Airlines
7.4
Good
9,091 reviews

Entertainment

7.1

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Overall

7.4

Reviews

1 / 20
4.0
Okay

Kevin,Dec 2025

BOS - EWR

Seems like every United flight has a delay and it’s always someone else’s fault. Step up and take some accountability

Related info for your journey

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

    Avianca, Spirit Airlines, and Copa Airlines can get you from Costa Rica to Wisconsin in just under 9h 30m. Your travel time can differ by up to 46m. Costa Rica and Wisconsin are separated by a distance of 2220 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines to fly from Costa Rica to Wisconsin one-way?

    The cheapest airlines for a one-way flight from Costa Rica to Wisconsin are United Airlines ($169), Spirit Airlines ($193), and American Airlines ($218).

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

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

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

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

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

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

    Currently, January is the cheapest month in which you can book a flight from Costa Rica to Wisconsin (average of $262). Flying from Costa Rica to Wisconsin in October is currently the most expensive (average of $505). 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 Costa Rica to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
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San José to Newark flights
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San José to O'Hare Intl flights
Guatemala City to Atlanta flights
Managua to Miami flights
San José to Dulles Intl flights
San Salvador to Dallas/Fort Worth flights
Guatemala City to O'Hare Intl flights
San José to San Francisco flights
Guatemala City to Dallas/Fort Worth flights
Guatemala City to Las Vegas flights
San Pedro Sula to Fort Lauderdale flights
Guatemala City to Ontario flights
San Pedro Sula to Newark flights

Top 2 airlines flying from Costa Rica to Wisconsin

Discover the top 2 airlines that operate flights from Costa Rica to Wisconsin. 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
American AirlinesCheapest$399Average$773FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$537FlexibilityNo cancel feeOn-time69%

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