Costa Rica

$141+ 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 8/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jul 7 — Jul 141
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Wisconsin to Costa Rica 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 Wisconsin to Costa Rica

Keep the following information in mind while searching for Wisconsin to Costa Rica flight deals. Data was last updated July 2, 2025.

Round-trip from

$311
(eDestinos)

One-way from

$141
(FlightHub)

Popular in

March

Cheapest in

September

Average price

$593
From Wisconsin to Costa Rica
One-way flight from Wisconsin to Costa Rica
Highest demand for flights based on searches. 11% potential increase in price ($81 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($19 potential savings vs. average RT price).
Average for round-trip flights in July 2025

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 July 2, 2025.

This FlightHub deal was found by Cheapflights users on 7/1. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/188:53 pmORD - SJO
2 stops15h 25mSpirit Airlines
Fri 10/241:41 pmSJO - ORD
2 stops21h 27mSpirit Airlines
Deal found 7/1$310
This American Airlines deal was found by Cheapflights users on 6/30. 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 7/96:00 amORD - SJO
1 stop17h 05mAmerican Airlines
Fri 7/1111:59 pmSJO - ORD
1 stop10h 00mAmerican Airlines
Deal found 6/30$322
This CheapOair deal was found by Cheapflights users on 7/1. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/255:05 amORD - SJO
1 stop7h 07mMultiple Airlines
Fri 8/294:13 pmSJO - ORD
1 stop17h 52mMultiple Airlines
Deal found 7/1$328
This Frontier deal was found by Cheapflights users on 7/1. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/86:00 amORD - SJO
1 stop7h 29mFrontier
Sat 11/152:49 pmSJO - ORD
1 stop8h 32mFrontier
Deal found 7/1$347
This FlightHub deal was found by Cheapflights users on 6/30. 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 8/156:00 amMKE - SJO
1 stop29h 32mSpirit Airlines
Tue 8/1911:27 amSJO - MKE
1 stop10h 39mSpirit Airlines
Deal found 6/30$391
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/159:31 amMSP - SJO
2 stops26h 43mSpirit Airlines
Wed 9/2412:19 pmSJO - MSP
2 stops19h 07mSpirit Airlines
Deal found 7/2$391
This American Airlines deal was found by Cheapflights users on 6/30. 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.
Tue 11/46:26 amMSN - SJO
1 stop13h 36mAmerican Airlines
Tue 11/117:00 amSJO - MSN
1 stop16h 31mAmerican Airlines
Deal found 6/30$392
This Avianca deal was found by Cheapflights users on 6/30. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/98:00 amMKE - SJO
2 stops11h 45mMultiple Airlines
Mon 9/229:35 amSJO - MKE
2 stops10h 39mMultiple Airlines
Deal found 6/30$419
This Mytrip deal was found by Cheapflights users on 7/2. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/267:12 amMSP - SJO
2 stops28h 59mMultiple Airlines
Wed 8/611:24 amSJO - MSP
3 stops31h 56mMultiple Airlines
Deal found 7/2$419
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/285:40 amMKE - LIR
1 stop7h 20mDelta
Tue 9/301:25 pmLIR - MKE
1 stop9h 23mDelta
Deal found 7/1$419
This American Airlines deal was found by Cheapflights users on 7/1. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/235:48 pmMKE - LIR
2 stops18h 47mAmerican Airlines
Tue 8/262:00 pmLIR - MKE
2 stops22h 16mAmerican Airlines
Deal found 7/1$423
This FlightHub deal was found by Cheapflights users on 7/2. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/138:48 amMSP - LIR
Nonstop5h 43mSun Country Air
Sat 12/203:48 pmLIR - MSP
Nonstop5h 36mSun Country Air
Deal found 7/2$431

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 July 2, 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

Tue 7/15

5:05 am-11:11 am

1 stop7h 06m

San José Juan Santamaria Intl

Wed 7/23

12:16 pm-11:13 pm

1 stop9h 57m

$317

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Wed 7/9

6:00 am-10:05 pm

1 stop17h 05m

San José Juan Santamaria Intl

Fri 7/11

11:59 pm-10:59 am

1 stop10h 00m

$322

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Mon 8/25

5:05 am-11:12 am

1 stop7h 07m

San José Juan Santamaria Intl

Fri 8/29

4:13 pm-11:05 am

1 stop17h 52m

$328

ChicagoSan José

ORD - SJO

ORDSJO

Chicago O'Hare Intl

Sat 8/16

5:01 am-12:31 pm

1 stop8h 30m

San José Juan Santamaria Intl

Sat 8/23

1:53 pm-10:39 am

1 stop19h 46m

$357

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 8/15

6:00 am-10:32 am

1 stop29h 32m

San José Juan Santamaria Intl

Tue 8/19

11:27 am-11:06 pm

1 stop10h 39m

$391

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Mon 9/15

9:31 am-11:14 am

2 stops26h 43m

San José Juan Santamaria Intl

Wed 9/24

12:19 pm-8:26 am

2 stops19h 07m

$391

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sun 9/28

5:40 am-12:00 pm

1 stop7h 20m

Liberia

Fri 10/3

1:25 pm-11:48 pm

1 stop9h 23m

$419

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/9

8:00 am-6:45 pm

2 stops11h 45m

San José Juan Santamaria Intl

Mon 9/22

9:35 am-9:14 pm

2 stops10h 39m

$419

MinneapolisSan José

MSP - SJO

MSPSJO

Minneapolis St Paul

Sat 7/26

7:12 am-11:11 am

2 stops28h 59m

San José Juan Santamaria Intl

Wed 8/6

11:24 am-8:20 pm

3 stops31h 56m

$419

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sat 8/23

5:48 pm-11:45 am

2 stops18h 57m

Liberia

Tue 8/26

2:00 pm-1:16 pm

2 stops22h 16m

$423

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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

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 July 2, 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.

Reviews of airlines servicing Costa Rica

Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated July 2, 2025.
Get a feel of what it's like to fly with Alaska Airlines, Southwest, and Delta from Wisconsin to Costa Rica by reading reviews from past customers. You can also see how each airline compares in terms of entertainment options, comfort, food, crew/service, and boarding process.

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.
8.0
Very good

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

Entertainment

7.1

Food

7.1

Boarding

8.1

Overall

8.0

Crew

8.5

Comfort

7.8

Reviews

1 / 20
10.0
Excellent

Surinder,May 2025

SEA - YYZ

My wife wanted the aile seat and I always prefer window seat. Luckily we both got the best seats we wanted. The plane was very nice and we enjoyed the best take off and the smooth landing at Toronto. All the services by the staff inside the aeroplane were very nice well appreciated. Thanks again and hope to see you soon.

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 $141. Frontier flights start at $155 while deals on Delta start at $180 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

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

Alternative routes for Wisconsin to Costa Rica

See prices for flight routes from nearby airports that may be better suited for you.

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 July 2, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$449FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$800FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$415Average$659FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$426Average$751FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$681FlexibilityNo cancel feeOn-time63%

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.