Wisconsin

$139+ 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 3/7. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Mar 9 — Mar 161
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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 February 7, 2026.

This OneTravel deal was found by Cheapflights users on 2/7. 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 2/2612:35 pm
SJO
-
ORD
2 stops11h 12m
Spirit Airlines
Sun 3/18:59 am
ORD
-
SJO
2 stops26h 41m
Spirit Airlines
Deal found 2/7$296
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 5/612:31 pm
SJO
-
ORD
1 stop10h 10m
Multiple Airlines
Tue 5/128:25 am
ORD
-
SJO
2 stops27h 57m
Multiple Airlines
Deal found 2/6$297
This CheapOair deal was found by Cheapflights users on 2/7. 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.
Mon 4/2012:31 pm
SJO
-
ORD
1 stop21h 56m
Spirit Airlines
Sat 4/255:15 am
ORD
-
SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/7$298
This CheapOair deal was found by Cheapflights users on 2/7. 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.
Fri 5/112:31 pm
SJO
-
ORD
1 stop10h 10m
Spirit Airlines
Sat 5/95:15 am
ORD
-
SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/7$299
This United Airlines deal was found by Cheapflights users on 2/5. 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.
Thu 2/1912:35 pm
SJO
-
ORD
1 stop19h 11m
United Airlines
Sun 2/227:39 am
ORD
-
SJO
Nonstop5h 17m
United Airlines
Deal found 2/5$300
This eDestinos deal was found by Cheapflights users on 2/7. 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.
Sat 2/141:31 pm
SJO
-
ORD
1 stop10h 16m
Spirit Airlines
Sat 2/214:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Deal found 2/7$301
This Copa Airlines deal was found by Cheapflights users on 2/5. 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.
Thu 2/1911:01 am
SJO
-
ORD
1 stop13h 03m
Copa Airlines
Sun 2/222:22 pm
ORD
-
SJO
3 stops26h 24m
Copa Airlines
Deal found 2/5$302
This Travelocity deal was found by Cheapflights users on 2/7. 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.
Mon 3/912:31 pm
SJO
-
ORD
1 stop10h 16m
Spirit Airlines
Mon 3/164:36 pm
ORD
-
SJO
2 stops19h 06m
Spirit Airlines
Deal found 2/7$303
This Mytrip deal was found by Cheapflights users on 2/5. 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.
Wed 2/251:31 pm
SJO
-
ORD
1 stop10h 16m
Spirit Airlines
Sat 2/284:43 pm
ORD
-
SJO
2 stops18h 57m
Spirit Airlines
Deal found 2/5$304
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Thu 2/198:00 am
SJO
-
ORD
1 stop8h 14m
American Airlines
Tue 2/243:10 pm
ORD
-
SJO
Nonstop5h 02m
American Airlines
Deal found 2/5$305
This Kiwi.com deal was found by Cheapflights users on 2/7. 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 2/257:45 am
SJO
-
ORD
1 stop25h 54m
Multiple Airlines
Sat 2/288:16 pm
ORD
-
SJO
1 stop16h 06m
Multiple Airlines
Deal found 2/7$307
This Kiwi.com deal was found by Cheapflights users on 2/5. 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 3/2512:19 pm
SJO
-
ORD
1 stop9h 58m
Spirit Airlines
Tue 4/75:05 am
ORD
-
SJO
1 stop7h 09m
Spirit Airlines
Deal found 2/5$308

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 February 7, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$300
(United Airlines)

One-way from

$139
(Kiwi.com)

Popular in

October

Cheapest in

April

Average price

$501
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. 8% potential increase in price ($52 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 February 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 February 7, 2026.
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

Tue 3/3

5:50 am-12:04 am

1 stop18h 14m

Chicago O'Hare Intl

Tue 3/10

8:34 am-7:01 pm

1 stop11h 27m

$320

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 2/25

6:08 pm-12:31 pm

1 stop18h 23m

Chicago O'Hare Intl

Mon 3/16

3:22 pm-7:05 am

1 stop16h 43m

$320

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Wed 2/25

6:08 pm-12:31 pm

1 stop18h 23m

Chicago O'Hare Intl

Sat 3/14

3:22 pm-7:05 am

1 stop16h 43m

$320

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Tue 3/3

10:08 am-12:04 am

1 stop13h 56m

Chicago O'Hare Intl

Sun 3/8

3:22 pm-8:20 am

1 stop17h 58m

$320

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Fri 2/27

2:05 pm-7:35 pm

Nonstop5h 30m

Chicago O'Hare Intl

Mon 3/2

7:39 am-12:56 pm

Nonstop5h 17m

$329

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 4/2

8:13 am-1:13 am

1 stop16h 00m

Chicago O'Hare Intl

Fri 4/10

3:21 pm-7:11 am

1 stop16h 50m

$332

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Mon 3/23

6:08 pm-1:31 pm

1 stop18h 23m

Chicago O'Hare Intl

Mon 3/30

3:28 pm-9:05 am

1 stop18h 37m

$332

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Thu 4/2

8:13 am-1:13 am

1 stop16h 00m

Chicago O'Hare Intl

Thu 4/9

3:21 pm-7:11 am

1 stop16h 50m

$332

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 3/7

12:35 pm-9:38 pm

1 stop9h 03m

Chicago O'Hare Intl

Tue 3/10

7:39 am-11:56 am

Nonstop5h 17m

$335

San JoséChicago

SJO - ORD

SJOORD

San José Juan Santamaria Intl

Sat 3/7

8:48 am-12:04 am

1 stop15h 16m

Chicago O'Hare Intl

Sat 3/14

3:22 pm-7:05 am

1 stop16h 43m

$336

Flights are sorted by cheapest round-trip flights first.

Deals found on 2/4

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, 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 $530). 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 February 7, 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.

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

Boarding

7.7

Overall

7.4

Crew

8.1

Food

6.6

Comfort

7.3

Entertainment

7.1

Reviews

1 / 20
6.0
Good

Gerry,Jan 2026

YVR - DEN

Seats were uncomfortable. Second leg of my flight on United had much more comfortable seats

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, Southwest, and Air Canada can get you from Costa Rica to Wisconsin in just under 13h. Your travel time can differ by up to 12h 55m. Costa Rica and Wisconsin are separated by a distance of 2468 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), American Airlines ($218), and Delta ($253).

  • 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 $530). 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 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 February 7, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$399Average$586FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$537FlexibilityNo cancel feeOn-time69%

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