Wisconsin

$174+ 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 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Mai 29 — Jun 51
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

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 April 29, 2026.

This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fr 7/171:21 pm
SJO
-
ORD
1 stop22h 04m
Multiple Airlines
Fr 7/315:10 am
ORD
-
SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/26$357
This CheapOair deal was found by Cheapflights users on 4/26. 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.
Do 8/279:35 am
SJO
-
ORD
1 stop12h 39m
Multiple Airlines
So 8/305:10 am
ORD
-
SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/26$360
This Kiwi.com deal was found by Cheapflights users on 4/24. 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.
Sa 7/181:21 pm
SJO
-
ORD
1 stop9h 38m
Spirit Airlines
Sa 7/257:07 pm
ORD
-
SJO
1 stop18h 08m
Spirit Airlines
Deal found 4/24$361
This Kiwi.com deal was found by Cheapflights users on 4/26. 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.
Fr 7/311:21 pm
SJO
-
ORD
1 stop9h 38m
Multiple Airlines
Mi 8/197:55 am
ORD
-
SJO
1 stop29h 20m
Multiple Airlines
Deal found 4/26$363
This United Airlines deal was found by Cheapflights users on 4/27. 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.
Mi 12/232:05 pm
SJO
-
ORD
Nonstop5h 30m
United Airlines
So 1/39:25 am
ORD
-
SJO
1 stop13h 07m
United Airlines
Deal found 4/27$365
This Copa Airlines deal was found by Cheapflights users on 4/28. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mo 10/1910:03 am
SJO
-
ORD
1 stop13h 54m
Copa Airlines
Mi 10/283:13 pm
ORD
-
SJO
1 stop18h 08m
Copa Airlines
Deal found 4/28$368
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Mi 12/232:05 pm
SJO
-
ORD
Nonstop5h 30m
United Airlines
Mi 1/69:25 am
ORD
-
SJO
1 stop11h 14m
United Airlines
Deal found 4/28$369
This Travelocity deal was found by Cheapflights users on 4/25. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Do 7/169:35 am
SJO
-
ORD
1 stop22h 36m
Frontier
Mi 7/225:13 pm
ORD
-
SJO
1 stop16h 07m
Frontier
Deal found 4/25$370
This United Airlines deal was found by Cheapflights users on 4/28. 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.
Do 9/37:55 am
SJO
-
ORD
1 stop15h 53m
United Airlines
Mo 9/149:30 pm
ORD
-
SJO
1 stop15h 51m
United Airlines
Deal found 4/28$371
This CheapOair deal was found by Cheapflights users on 4/27. 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.
Do 8/279:35 am
SJO
-
ORD
1 stop12h 39m
Multiple Airlines
Sa 8/295:10 am
ORD
-
SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/27$372
This Cheapflightsfares deal was found by Cheapflights users on 4/29. 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.
Do 5/211:00 pm
SJO
-
ORD
1 stop18h 22m
Spirit Airlines
So 5/245:05 am
ORD
-
SJO
1 stop7h 40m
Spirit Airlines
Deal found 4/29$377
This Cheapflightsfares deal was found by Cheapflights users on 4/26. 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.
Do 5/211:00 pm
SJO
-
ORD
1 stop9h 15m
Spirit Airlines
Do 6/47:33 pm
ORD
-
SJO
1 stop17h 12m
Spirit Airlines
Deal found 4/26$378

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 April 29, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$357
(Kiwi.com)

One-way from

$174
(Kiwi.com)

Popular in

July

Cheapest in

January

Average price

$525
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
From Costa Rica to Wisconsin
One-way flight from Costa Rica to Wisconsin
Highest demand for flights based on searches. 7% potential increase in price ($40 potential increase over avg. RT price).
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Average for round-trip flights in April 2026

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 April 29, 2026.
Use the filters below to find and compare flights from Costa Rica to Wisconsin that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mi 7/15

4:08 am-1:57 pm

1 stop8h 49m

Chicago O'Hare Intl

Fr 7/31

3:21 pm-7:10 am

1 stop16h 49m

$368

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fr 7/24

10:03 am-4:00 am

1 stop16h 57m

Chicago O'Hare Intl

Mo 7/27

3:21 pm-8:21 am

1 stop18h 00m

$368

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Di 7/21

10:03 am-4:00 am

1 stop16h 57m

Chicago O'Hare Intl

So 7/26

3:21 pm-7:26 am

1 stop17h 05m

$368

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Di 5/26

11:13 am-12:45 am

1 stop12h 32m

Chicago O'Hare Intl

Mi 6/3

8:51 am-10:39 pm

1 stop14h 48m

$371

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sa 5/30

8:47 am-1:15 am

1 stop15h 28m

Chicago O'Hare Intl

Mo 6/8

3:21 pm-9:06 am

1 stop18h 45m

$420

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mi 7/15

6:17 pm-1:57 pm

1 stop18h 40m

Chicago O'Hare Intl

Di 7/21

3:21 pm-7:12 am

1 stop16h 51m

$420

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fr 9/25

11:00 am-1:02 am

1 stop13h 02m

Chicago O'Hare Intl

Sa 10/3

3:20 pm-7:10 am

1 stop16h 50m

$420

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Do 5/21

10:05 am-1:15 am

1 stop14h 10m

Chicago O'Hare Intl

Mo 6/1

3:21 pm-7:09 am

1 stop16h 48m

$431

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mo 7/20

5:55 pm-1:57 pm

1 stop19h 02m

Chicago O'Hare Intl

So 7/26

3:21 pm-8:21 am

1 stop18h 00m

$452

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Di 8/25

1:21 pm-11:57 pm

1 stop9h 36m

Chicago O'Hare Intl

So 8/30

5:30 am-11:56 am

1 stop7h 26m

$453

Flights are sorted by cheapest round-trip flights first.

Deals found on 4/26

Showing 1-10 of 60 resultsSorted by cheapest first
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, May is the cheapest month in which you can book a flight from Costa Rica to Wisconsin (average of $256). Flying from Costa Rica to Wisconsin in October is currently the most expensive (average of $520). 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.

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 April 29, 2026.
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.

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

Food

6.6

Boarding

7.7

Comfort

7.3

Crew

8.1

Entertainment

7.1

Overall

7.4

Reviews

1 / 20
8.0
Excellent

Anonymous,Apr 2026

DFW - EWR

The flight was on time. Crew was friendly. Will fly again. The seats was comfortable.

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?

    Copa Airlines, United Airlines, and Southwest can get you from Costa Rica to Wisconsin in just under 8h 49m. Your travel time can differ by up to 4h 36m. 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.

  • 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, May is the cheapest month in which you can book a flight from Costa Rica to Wisconsin (average of $256). Flying from Costa Rica to Wisconsin in October is currently the most expensive (average of $520). 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.

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 April 29, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$399Average$554FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$537FlexibilityNo 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.