Costa Rica

$196+ Cheap flights from Wisconsin to Costa Rica

MKE — SJO
Dec 10 — Dec 171
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Cheap flight deals from Wisconsin to Costa Rica

Cheapest flights from Wisconsin to Costa Rica

Sun 11/2910:20 am -
1 stop11h 55m
Sun 12/67:00 am -
1 stop14h 02m
Deal found 11/7$674
Thu 12/314:33 pm -
2 stops18h 02m
Mon 3/12:49 pm -
2 stops17h 28m
Deal found 11/9$688
Tue 12/17:10 pm -
1 stop16h 44m
Tue 12/82:20 pm -
1 stop8h 32m
Deal found 11/5$705
Tue 12/155:05 pm -
2 stops18h 49m
Tue 12/2212:30 pm -
1 stop10h 44m
Deal found 11/6$705
Sun 11/295:20 am -
1 stop16h 55m
Fri 12/182:37 pm -
1 stop9h 22m
Deal found 11/9$708
Thu 12/313:37 pm -
2 stops19h 28m
Sat 1/162:07 pm -
1 stop31h 23m
Deal found 11/5$714
Tue 12/2911:39 am -
2 stops24h 52m
Fri 1/156:00 am -
2 stops12h 09m
Deal found 11/6$715
Thu 12/36:25 pm -
2 stops20h 09m
Mon 12/73:19 pm -
2 stops19h 39m
Deal found 11/8$715
Mon 11/307:00 am -
1 stop13h 57m
Fri 12/186:22 am -
1 stop17h 37m
Deal found 11/9$719
Fri 11/2712:42 pm -
1 stop9h 33m
Thu 12/32:37 pm -
1 stop9h 22m
Deal found 11/9$727
Sun 12/68:00 am -
1 stop10h 37m
Sun 12/2012:30 pm -
1 stop8h 26m
Deal found 11/7$727
Sat 12/125:00 am -
2 stops13h 37m
Wed 12/2312:30 pm -
1 stop10h 25m
Deal found 11/9$727

Find flight deals from Wisconsin to Costa Rica

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$425
(American Airlines)

One-way from

$196
(American Airlines)

Popular in

December

Cheapest in

September

Average price

$659
Provider with most accurate pricing for Milwaukee-Mitchell-San José Juan Santamaria Intl flight deals.
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José Juan Santamaria Intl flights.
From Wisconsin to Costa Rica
One-way flight from Wisconsin to Costa Rica
Highest demand for flights based on searches. 7% potential increase in price ($55 potential increase over avg. RT price).
Cheapest flight prices on average. 2% potential price decrease ($20 potential savings vs. average RT price).
Average for round-trip flights in November 2026

Cheapflights Fare Finder

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

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Mon 4/5

6:00 am-1:23 pm

1 stop8h 23m

San José Juan Santamaria Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$196

MadisonLiberia

MSN Madison Truax Field - LIR Liberia

MSNLIR

Madison Truax Field

Mon 1/18

7:04 am-2:42 pm

1 stop7h 38m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$196

MadisonSan José

MSN Madison Truax Field - SJO San José Juan Santamaria Intl

MSNSJO

Madison Truax Field

Fri 1/29

6:35 am-11:15 pm

2 stops16h 40m

San José Juan Santamaria Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$302

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 3/23

8:00 am-5:16 pm

1 stop10h 16m

San José Juan Santamaria Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$308

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Tue 12/1

7:10 pm-12:42 pm

1 stop17h 32m

San José Juan Santamaria Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$320
Quickest round-trip

MilwaukeeSan José

MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl

MKESJO

Milwaukee-Mitchell

Thu 2/11

5:00 am-12:15 pm

1 stop7h 15m

San José Juan Santamaria Intl

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$333

MadisonLiberia

MSN Madison Truax Field - LIR Liberia

MSNLIR

Madison Truax Field

Tue 3/30

3:30 pm-11:50 am

2 stops21h 20m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$341

MadisonLiberia

MSN Madison Truax Field - LIR Liberia

MSNLIR

Madison Truax Field

Mon 1/18

5:30 am-2:10 pm

1 stop8h 40m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$341

MilwaukeeLiberia

MKE Milwaukee-Mitchell - LIR Liberia

MKELIR

Milwaukee-Mitchell

Mon 12/7

3:48 pm-11:54 am

2 stops20h 06m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$341

MadisonLiberia

MSN Madison Truax Field - LIR Liberia

MSNLIR

Madison Truax Field

Wed 2/17

5:00 am-12:56 pm

1 stop7h 56m

Liberia

Wed 12/31

12:00 am-12:00 am

Nonstop0h 00m

$341

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Showing 1-10 of 60 resultsSorted by cheapest first
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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

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, May is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $679). Flying from Wisconsin to Costa Rica in December is currently the most expensive (average of $917). 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.

How far ahead should I book a flight from Wisconsin to Costa Rica?

Booking 32 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to Costa Rica. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

Related info for your journey

  • How long is the flight from Wisconsin to Costa Rica?

    Airlines like American Airlines, Southwest, and Delta fly from Wisconsin to Costa Rica in about 7h 50m. The time it takes to get you to your destination can typically vary by up to 12h 19m. Airlines will cover a distance of 2286 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 Wisconsin to Costa Rica one-way?

    To fly one-way, consider booking your trip with Delta, which is currently one of the cheapest options available, starting at $170. American Airlines flights start at $195 while deals on Southwest start at $210 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, May is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $679). Flying from Wisconsin to Costa Rica in December is currently the most expensive (average of $917). 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

Alternative routes for Wisconsin to Costa Rica

Top 4 airlines flying from Wisconsin to Costa Rica

AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$206Average$665FlexibilityNo cancel feeOn-time69%
DeltaCheapest$288Average$895FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$378Average$720FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$520Average$769FlexibilityNo cancel feeOn-time63%

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