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$258+ Cheap flights from Costa Rica to Milwaukee (MKE)

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 4/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Apr 2 — Apr 91
Thu 4/2
Thu 4/9
1 adult, Economy
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Cheap flight deals from Costa Rica to Milwaukee

Cheapest flights from Costa Rica to Milwaukee
Explore the most affordable flight options available from Costa Rica to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on March 3, 2026.

This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/247:55 am
SJO
-
MKE
1 stop25h 15m
United Airlines
Wed 5/63:51 pm
MKE
-
SJO
1 stop21h 30m
United Airlines
Deal found 3/2$382
This Avianca deal was found by Cheapflights users on 2/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/235:05 am
SJO
-
MKE
2 stops11h 03m
Multiple Airlines
Sun 9/610:30 am
MKE
-
SJO
2 stops14h 10m
Multiple Airlines
Deal found 2/27$473
This Avianca deal was found by Cheapflights users on 2/27. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/225:05 am
SJO
-
MKE
2 stops12h 50m
Multiple Airlines
Sat 9/510:30 am
MKE
-
SJO
2 stops14h 10m
Multiple Airlines
Deal found 2/27$474
This United Airlines deal was found by Cheapflights users on 3/2. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/11:25 pm
SJO
-
MKE
2 stops22h 46m
United Airlines
Tue 5/55:56 pm
MKE
-
SJO
2 stops19h 25m
United Airlines
Deal found 3/2$479
This Southwest deal was found by Cheapflights users on 2/27. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/249:00 am
SJO
-
MKE
2 stops13h 00m
Southwest
Mon 4/278:00 am
MKE
-
SJO
2 stops12h 00m
Southwest
Deal found 2/27$517
This Faresmojo deal was found by Cheapflights users on 2/27. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/81:25 pm
SJO
-
MKE
1 stop9h 31m
JetBlue
Mon 5/115:30 am
MKE
-
SJO
1 stop7h 34m
JetBlue
Deal found 2/27$540
This United Airlines deal was found by Cheapflights users on 2/27. 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.
Thu 4/231:25 pm
SJO
-
MKE
1 stop8h 30m
United Airlines
Tue 4/2812:10 pm
MKE
-
SJO
1 stop8h 27m
United Airlines
Deal found 2/27$546
This United Airlines deal was found by Cheapflights users on 2/28. 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.
Wed 6/312:30 am
SJO
-
MKE
1 stop8h 35m
United Airlines
Mon 6/85:56 pm
MKE
-
SJO
1 stop17h 15m
United Airlines
Deal found 2/28$555

Find flight deals from Costa Rica to Milwaukee

Keep the following information in mind while searching for Costa Rica to Milwaukee flight deals. Data was last updated March 3, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(United Airlines)

One-way from

$258
(BusinessClass)

Popular in

October

Cheapest in

April

Average price

$574
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
Search Deals
From Costa Rica to Milwaukee-Mitchell
Search Deals
One-way flight from Costa Rica to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 8% potential increase in price ($51 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($11 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in March 2026
Search Deals

Cheapflights Fare Finder

 
Customize your flight search to find flights from Costa Rica to Milwaukee 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 March 3, 2026.
Use the filters below to find and compare flights from Costa Rica to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 4/24

7:55 am-10:10 am

1 stop25h 15m

Milwaukee-Mitchell

Wed 5/6

6:00 am-12:21 pm

2 stops31h 21m

$382

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 5/1

1:25 pm-1:11 pm

2 stops22h 46m

Milwaukee-Mitchell

Tue 5/5

5:56 pm-12:21 pm

2 stops19h 25m

$479

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 4/15

1:25 pm-10:59 pm

1 stop8h 34m

Milwaukee-Mitchell

Wed 4/22

10:51 am-8:19 pm

1 stop10h 28m

$546

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 3/13

7:00 am-8:55 pm

1 stop12h 55m

Milwaukee-Mitchell

Tue 3/17

10:09 am-9:15 pm

1 stop12h 06m

$577

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 5/23

1:20 pm-11:59 pm

1 stop9h 39m

Milwaukee-Mitchell

Thu 8/27

5:55 am-11:56 am

1 stop7h 01m

$588

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 4/16

7:55 am-10:00 am

2 stops25h 05m

$263

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 6/5

7:55 am-11:08 am

2 stops26h 13m

$303

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 5/21

1:25 pm-12:48 pm

2 stops22h 23m

$303

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 6/18

12:30 am-12:48 pm

2 stops35h 18m

$308

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 4/7

7:55 am-10:10 am

1 stop25h 15m

$313

Flights are sorted by cheapest round-trip flights first.

Deals found on 3/2

Showing 1-10 of 16 resultsSorted by cheapest first
1
2

Best time to book a flight from Costa Rica to Milwaukee

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

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

Currently, May is the cheapest month in which you can book a flight from Costa Rica to Milwaukee (average of $188). Flying from Costa Rica to Milwaukee in July is currently the most expensive (average of $320). 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 Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated March 3, 2026.
Read through reviews of airlines operating flights from Costa Rica to Milwaukee, such as United Airlines and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
United Airlines
7.4
Good
9,382 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
United Airlines
7.4
Good
9,382 reviews
United Airlines
7.4
Good
9,382 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

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
American Airlines
7.1
Good
11,378 reviews
United Airlines
7.4
Good
9,382 reviews

Boarding

7.7

Crew

8.1

Food

6.6

Overall

7.4

Entertainment

7.1

Comfort

7.3

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 Milwaukee. 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 into for flights to Milwaukee from Costa Rica?

    Most people fly into Milwaukee-Mitchell (MKE) if they book a flight to Milwaukee from Costa Rica. Milwaukee-Mitchell is conveniently located just 6.4 mi from Milwaukee’s city center.

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

    Departing from Costa Rica to Milwaukee will take you 25h 15m. The distance between Costa Rica and Milwaukee is about 2286 mi.

  • What are the cheapest airlines to fly from Costa Rica to Milwaukee one-way?

    One-way options have recently been found by users for as low as $169 on United Airlines. Other airlines that offer cheap prices include American Airlines from $218 and Southwest from $305 one-way.

  • Can I find deals for flights from Costa Rica to Milwaukee that include hotel bookings?

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

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

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

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

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

    Currently, May is the cheapest month in which you can book a flight from Costa Rica to Milwaukee (average of $188). Flying from Costa Rica to Milwaukee in July is currently the most expensive (average of $320). 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

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
New Berlin
Oak Creek
Wauwatosa

Browse thousands of different options on Cheapflights for your next trip

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Top 2 airlines flying from Costa Rica to Milwaukee

Discover the top 2 airlines that operate flights from Costa Rica to Milwaukee. 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 March 3, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$399Average$557FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$458Average$537FlexibilityNo cancel feeOn-time69%

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