Costa Rica

$204+ Cheap flights from Milwaukee (MKE) 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 1/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jan 9 — Jan 161
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Cheap flight deals from Milwaukee to Costa Rica

Cheapest flights from Milwaukee to Costa Rica
Explore the most affordable flight options available from Milwaukee to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on December 10, 2025.

This American Airlines deal was found by Cheapflights users on 12/8. 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 12/136:34 pmMKE - LIR
1 stop17h 56mAmerican Airlines
Tue 12/161:19 pmLIR - MKE
1 stop9h 42mAmerican Airlines
Deal found 12/8$475
This United Airlines deal was found by Cheapflights users on 12/9. 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.
Tue 12/165:00 amMKE - LIR
2 stops13h 37mUnited Airlines
Mon 12/2912:30 pmLIR - MKE
1 stop9h 43mUnited Airlines
Deal found 12/9$505
This American Airlines deal was found by Cheapflights users on 12/8. 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.
Mon 12/298:08 pmMKE - LIR
1 stop17h 29mAmerican Airlines
Mon 1/261:46 pmLIR - MKE
1 stop9h 49mAmerican Airlines
Deal found 12/8$536
This American Airlines deal was found by Cheapflights users on 12/8. 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 12/247:45 amMKE - LIR
1 stop29h 52mAmerican Airlines
Mon 12/291:21 pmLIR - MKE
1 stop10h 38mAmerican Airlines
Deal found 12/8$572
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/237:45 amMKE - SJO
1 stop12h 29mAmerican Airlines
Thu 1/157:09 amSJO - MKE
1 stop11h 17mAmerican Airlines
Deal found 12/9$580
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Wed 12/247:08 amMKE - LIR
1 stop7h 32mUnited Airlines
Mon 12/2912:30 pmLIR - MKE
1 stop8h 41mUnited Airlines
Deal found 12/10$585
This United Airlines deal was found by Cheapflights users on 12/10. 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 12/118:00 amMKE - SJO
1 stop12h 39mUnited Airlines
Fri 12/1211:28 pmSJO - MKE
1 stop11h 16mUnited Airlines
Deal found 12/10$595
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/237:45 amMKE - SJO
1 stop12h 29mAmerican Airlines
Sun 12/2812:34 amSJO - MKE
1 stop16h 27mAmerican Airlines
Deal found 12/9$615
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Sun 12/215:00 amMKE - SJO
2 stops15h 39mUnited Airlines
Sat 12/276:30 amSJO - MKE
2 stops15h 43mUnited Airlines
Deal found 12/10$648
This American Airlines deal was found by Cheapflights users on 12/9. 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 12/257:45 amMKE - SJO
1 stop12h 29mAmerican Airlines
Tue 12/306:20 amSJO - MKE
2 stops15h 40mAmerican Airlines
Deal found 12/9$660
This American Airlines deal was found by Cheapflights users on 12/8. 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.
Sun 12/216:13 amMKE - SJO
1 stop16h 32mAmerican Airlines
Sat 12/271:24 pmSJO - MKE
1 stop10h 35mAmerican Airlines
Deal found 12/8$665
This United Airlines deal was found by Cheapflights users on 12/10. 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.
Sat 12/203:50 pmMKE - SJO
1 stop28h 49mUnited Airlines
Sat 12/278:45 amSJO - MKE
1 stop14h 00mUnited Airlines
Deal found 12/10$675

Find flight deals from Milwaukee to Costa Rica

Keep the following information in mind while searching for Milwaukee to Costa Rica flight deals. Data was last updated December 10, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$389
(Kiwi.com)

One-way from

$204
(Delta)

Popular in

December

Cheapest in

September

Average price

$928
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 Milwaukee-Mitchell to Costa Rica
One-way flight from Milwaukee-Mitchell to Costa Rica
Highest demand for flights based on searches. 15% potential increase in price ($120 potential increase over avg. RT price).
Cheapest flight prices on average. 3% potential price decrease ($26 potential savings vs. average RT price).
Average for round-trip flights in December 2025

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee 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 December 10, 2025.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.

Fly from

Milwaukee

Fly to

Costa Rica

Route

Depart

Return

Price

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/3

7:32 am-10:30 pm

1 stop14h 58m

San José Juan Santamaria Intl

Tue 2/10

7:09 am-6:26 pm

1 stop11h 17m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 1/18

5:00 am-12:56 pm

1 stop7h 56m

San José Juan Santamaria Intl

Fri 1/23

8:45 am-10:59 pm

1 stop14h 14m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 2/18

5:23 am-1:00 pm

1 stop7h 37m

San José Juan Santamaria Intl

Thu 2/26

7:00 am-11:48 pm

1 stop16h 48m

$408

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 1/31

3:53 pm-11:43 pm

1 stop7h 50m

San José Juan Santamaria Intl

Sat 2/14

7:00 am-6:04 pm

1 stop11h 04m

$438

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 1/18

5:30 am-10:15 pm

1 stop16h 45m

San José Juan Santamaria Intl

Tue 2/3

7:00 am-7:58 pm

1 stop12h 58m

$440

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 1/21

5:30 am-10:15 pm

1 stop16h 45m

San José Juan Santamaria Intl

Wed 2/11

2:31 pm-11:46 pm

1 stop9h 15m

$440

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 2/19

12:20 pm-10:02 pm

1 stop9h 42m

San José Juan Santamaria Intl

Thu 2/26

7:00 am-11:48 pm

1 stop16h 48m

$470

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 2/16

5:23 am-10:02 pm

1 stop16h 39m

San José Juan Santamaria Intl

Tue 3/3

7:00 am-5:34 pm

1 stop10h 34m

$470

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/17

5:25 am-10:02 pm

1 stop16h 37m

San José Juan Santamaria Intl

Tue 3/3

7:00 am-5:34 pm

1 stop10h 34m

$470

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Tue 1/6

7:50 am-6:37 pm

1 stop10h 47m

Liberia

Tue 1/13

8:35 am-10:59 pm

1 stop14h 24m

$475

Flights are sorted by cheapest round-trip flights first.

Deals found on 12/7

Showing 1-10 of 36 results
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Best time to book a flight from Milwaukee to Costa Rica

Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Milwaukee 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 Milwaukee to Costa Rica

What is the cheapest month to book a flight from Milwaukee to Costa Rica?

Currently, November is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $221). Flying from Milwaukee to Costa Rica in March is currently the most expensive (average of $370). 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 MKE to CR?

Find hourly flight availability from Milwaukee 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 December 10, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 59% on flights from Milwaukee to Costa Rica by exploring options for tickets in the afternoon.

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 December 10, 2025.
Read reviews from past customers who have flown Southwest, Delta, and United Airlines from Milwaukee to Costa Rica. 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.

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Entertainment

7.5

Overall

7.9

Crew

8.6

Comfort

8.0

Food

7.0

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Thomas,Dec 2025

SEA - DEN

Plane two hours late in leaving 1:00 pm west coat time got home next day at 2:45am most car rental places are closed and don’t open till 5am

Related info for your journey

Find useful and relevant information for your journey from Milwaukee 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 airport do you fly from for flights from Milwaukee to Costa Rica?

    Milwaukee-Mitchell (MKE) is the airport you will fly out of if you book a flight from Milwaukee to Costa Rica. It is only a 6.4 mi journey to Milwaukee-Mitchell (MKE) from Milwaukee’s city center.

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

    Departing from Milwaukee to Costa Rica will take you 7h 37m. The distance from Milwaukee to Costa Rica is about 2286 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 Milwaukee to Costa Rica that include hotel bookings?

    Yes. In addition to deals on Milwaukee to Costa Rica flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to Costa Rica?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to Costa Rica.

  • Can I find deals for business class flights from Milwaukee to Costa Rica?

    Yes. Cheapflights offers flight deals from Milwaukee 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 Milwaukee to Costa Rica?

    Currently, November is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $221). Flying from Milwaukee to Costa Rica in March is currently the most expensive (average of $370). 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 Milwaukee to Costa Rica

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

Top 5 airlines flying from Milwaukee to Costa Rica

Discover the top 5 airlines that operate flights from Milwaukee 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 December 10, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$292Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$385Average$697FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$426Average$682FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$469Average$684FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$505Average$721FlexibilityNo cancel feeOn-time69%

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