HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Wisconsin

$106+ 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 11/20. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Dec 3 — Dec 101
Wed 12/3
Wed 12/10
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Costa Rica to Wisconsin with Cheapflights

1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

Cheap 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 November 3, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$217
(Expedia)

One-way from

$106
(Cheapflightsfares)

Popular in

October

Cheapest in

January

Average price

$489
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. 6% potential increase in price ($41 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($13 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

Find 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 November 3, 2025.

This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/71:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Sun 11/165:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/1$215
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop10h 09mSpirit Airlines
Tue 12/25:00 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/2$232
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.
Tue 11/181:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Thu 12/111:52 pmORD - SJO
2 stops22h 33mSpirit Airlines
Deal found 11/1$234
This OneTravel 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/221:20 pmSJO - ORD
1 stop19h 57mSpirit Airlines
Thu 12/115:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/2$239
This eDestinos 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 eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1212:34 pmSJO - ORD
1 stop10h 32mSpirit Airlines
Sat 11/155:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/2$244
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Mon 12/85:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/1$247
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/81:30 pmSJO - ORD
1 stop10h 57mSpirit Airlines
Wed 11/125:10 amORD - SJO
1 stop7h 15mSpirit Airlines
Deal found 11/1$249
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/51:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Wed 12/105:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/1$252
This OneTravel 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 OneTravel is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:31 pmSJO - ORD
1 stop21h 37mSpirit Airlines
Thu 12/115:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 11/1$253
This Cheapflightsfares 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/41:31 pmSJO - ORD
1 stop10h 38mSpirit Airlines
Mon 12/85:00 amORD - SJO
1 stop7h 25mSpirit Airlines
Deal found 10/31$257
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.
Wed 11/121:30 pmSJO - MSP
1 stop25h 30mMultiple Airlines
Sun 12/76:24 amMSP - SJO
1 stop30h 01mMultiple Airlines
Deal found 11/2$382
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/1512:34 pmSJO - MSP
1 stop10h 41mMultiple Airlines
Sun 11/236:30 amMSP - SJO
1 stop29h 45mMultiple Airlines
Deal found 10/31$390

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 November 3, 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

Sat 1/10

1:16 am-9:23 am

1 stop8h 07m

Chicago O'Hare Intl

Sun 1/25

7:35 am-12:21 am

2 stops16h 46m

$317

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 11/26

2:31 pm-12:02 am

1 stop9h 31m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 11/23

7:00 am-8:29 pm

2 stops13h 29m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 11/25

2:31 pm-8:06 am

2 stops17h 35m

Chicago O'Hare Intl

Sun 11/30

6:45 am-10:07 pm

1 stop15h 22m

$339

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sun 11/16

4:08 am-12:46 pm

1 stop8h 38m

Chicago O'Hare Intl

Mon 11/24

2:07 pm-7:33 am

1 stop17h 26m

$345

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 11/15

12:34 pm-11:06 pm

1 stop10h 32m

Chicago O'Hare Intl

Sun 11/23

5:00 am-12:15 pm

1 stop7h 15m

$347

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 12/26

1:31 pm-12:30 am

1 stop10h 59m

Chicago O'Hare Intl

Tue 12/30

8:00 am-12:25 pm

1 stop28h 25m

$354

San JoséMinneapolis

SJO - MSP

SJOMSP

San José Juan Santamaria Intl

Thu 11/20

1:20 pm-12:50 pm

2 stops23h 30m

Minneapolis St Paul

Mon 11/24

1:55 pm-12:15 pm

2 stops22h 20m

$390

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 12/26

12:39 pm-7:20 pm

1 stop30h 41m

Milwaukee-Mitchell

Sun 1/4

8:06 pm-11:42 am

1 stop15h 36m

$433

San JoséMinneapolis

SJO - MSP

SJOMSP

San José Juan Santamaria Intl

Fri 5/1

7:30 am-10:11 pm

1 stop13h 41m

Minneapolis St Paul

Sat 5/9

7:40 am-3:16 pm

1 stop8h 36m

$434

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/2

Showing 1-10 of 60 results
1
2
3
...
6

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 November 3, 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 November 3, 2025.
See what other customers who have flown with United Airlines, American Airlines, and Spirit 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
8,997 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
United Airlines
7.4
Good
8,997 reviews
United Airlines
7.4
Good
8,997 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
American Airlines
7.2
Good
11,036 reviews
United Airlines
7.4
Good
8,997 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000
Spirit Airlines
6.3
Okay
8,114 reviews
United Airlines
7.4
Good
8,997 reviews

Food

6.6

Boarding

7.7

Overall

7.4

Crew

8.1

Entertainment

7.1

Comfort

7.3

Reviews

1 / 20
2.0
Mediocre

Sebrena,Oct 2025

IAH - RSW

The worst that I have ever experienced in my life so bad if it was free I'm not ever going to use your Airline again I dont believe ..... very disappointed 😞 😔0000000000000

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?

    Spirit Airlines, Delta, and United Airlines can get you from Costa Rica to Wisconsin in just under 8h 07m. Your travel time can differ by up to 6h 14m. 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 Spirit Airlines ($120), Sun Country Air ($177), and JetBlue ($212).

  • 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

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Costa Rica to Wisconsin

See prices for flight routes from nearby airports that may be better suited for you.
San José to Orlando flights
San José to Newark flights
San José to John F Kennedy Intl flights
Guatemala City to Los Angeles flights
Guatemala City to John F Kennedy Intl flights
San José to Miami flights
Panama City to Miami flights
San Salvador to Miami flights
San Salvador to Los Angeles flights
Guatemala City to Newark flights
San José to Los Angeles flights
San José to Fort Lauderdale flights
San José to LaGuardia flights
Panama City to John F Kennedy Intl flights
San Salvador to Hobby flights
Guatemala City to Miami flights
Panama City to Orlando flights
San Salvador to Dallas/Fort Worth flights
San Salvador to George Bush Intcntl flights
San José to Hobby flights
Guatemala City to Fort Lauderdale flights
San Salvador to John F Kennedy Intl flights
Guatemala City to LaGuardia flights
San Salvador to Newark flights
San Pedro Sula to Hobby flights
San Salvador to Dulles Intl flights
Guatemala City to Orlando flights
Panama City to Newark flights
San José to George Bush Intcntl flights
Guatemala City to Hobby flights
San Pedro Sula to John F Kennedy Intl flights
San José to Las Vegas flights
San José to Denver flights
San Pedro Sula to George Bush Intcntl flights
Guatemala City to George Bush Intcntl flights
Managua to Miami flights
Guatemala City to Ontario flights
Guatemala City to Dulles Intl flights
San Pedro Sula to Miami flights
Guatemala City to Atlanta flights
San Salvador to LaGuardia flights
Guatemala City to O'Hare Intl flights
San José to O'Hare Intl flights
San José to Dulles Intl flights
Guatemala City to Las Vegas flights
Panama City to LaGuardia flights
Guatemala City to Dallas/Fort Worth flights
San Pedro Sula to LaGuardia flights
San Salvador to Ontario flights
San José to Atlanta flights

Top 3 airlines flying from Costa Rica to Wisconsin

Discover the top 3 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 November 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$251Average$451FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$399Average$777FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$484FlexibilityNo cancel feeOn-time69%

100% Free

Cheapflights is completely free to use, so you can start saving the moment you arrive.

Book with Flexibility

Our users can plan ahead with confidence and find flights with no change fees

Travel Smart

Millions of people come to us for their flight needs every year. We help make travel planning easy by providing useful insights and data-driven graphs that can inform your decisions.