HomeSearch by dateVacation packagesHotelsFlight dealsCar rentalTravel tips & news
Milwaukee

$291+ 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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Jul 19 — Jul 261
Sun 7/19
Sun 7/26
1 adult, Economy
We work with more than 300 partners to bring you better travel deals

Find cheap flights from Costa Rica to Milwaukee 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 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 June 19, 2026.

This Southwest deal was found by Cheapflights users on 6/18. 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.
Thu 10/159:00 am
SJO
-
MKE
1 stop12h 20m
Southwest
Mon 10/265:00 am
MKE
-
SJO
1 stop8h 00m
Southwest
Deal found 6/18$515
This United Airlines deal was found by Cheapflights users on 6/17. 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 10/161:25 pm
SJO
-
MKE
2 stops23h 18m
United Airlines
Sun 10/258:00 am
MKE
-
SJO
1 stop27h 25m
United Airlines
Deal found 6/17$516
This United Airlines deal was found by Cheapflights users on 6/16. 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 10/2212:44 pm
SJO
-
MKE
1 stop9h 53m
United Airlines
Mon 11/27:00 pm
MKE
-
SJO
2 stops16h 25m
United Airlines
Deal found 6/16$519
This United Airlines deal was found by Cheapflights users on 6/15. 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 9/231:25 pm
SJO
-
MKE
2 stops21h 05m
United Airlines
Sun 9/277:18 am
MKE
-
SJO
2 stops30h 03m
United Airlines
Deal found 6/15$525
This American Airlines deal was found by Cheapflights users on 6/16. 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 8/182:56 pm
SJO
-
MKE
2 stops20h 51m
American Airlines
Mon 8/317:00 pm
MKE
-
SJO
2 stops18h 03m
American Airlines
Deal found 6/16$528
This American Airlines deal was found by Cheapflights users on 6/17. 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 11/196:22 am
SJO
-
MKE
1 stop15h 09m
American Airlines
Sun 11/296:48 pm
MKE
-
SJO
2 stops17h 21m
American Airlines
Deal found 6/17$529
This Southwest deal was found by Cheapflights users on 6/17. 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 10/169:00 am
SJO
-
MKE
1 stop7h 55m
Southwest
Sun 10/255:30 am
MKE
-
SJO
1 stop8h 10m
Southwest
Deal found 6/17$538

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 June 19, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$515
(Southwest)

One-way from

$291
(American Airlines)

Popular in

July

Cheapest in

January

Average price

$641
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. 7% potential increase in price ($44 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in June 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 June 19, 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

Cheapest round-trip
Quickest round-trip

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/15

9:00 am-11:05 pm

2 stops13h 05m

Milwaukee-Mitchell

Mon 10/26

5:00 am-12:00 pm

1 stop8h 00m

$519

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 10/22

12:44 pm-11:37 pm

1 stop9h 53m

Milwaukee-Mitchell

Mon 11/2

7:00 pm-11:25 am

2 stops16h 25m

$519

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-11:30 am

2 stops21h 05m

Milwaukee-Mitchell

Sun 9/27

7:18 am-12:21 pm

2 stops30h 03m

$525
Cheapest one-way

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 9/18

1:00 pm-4:53 pm

1 stop26h 53m

$293

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 9/18

12:44 pm-6:22 pm

1 stop28h 38m

$295

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 8/24

6:00 am-10:59 pm

2 stops15h 59m

$335
Quickest one-way

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 7/4

1:25 pm-10:45 pm

1 stop8h 20m

$358

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sun 7/5

6:40 am-11:59 pm

1 stop16h 19m

$358

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 7/3

12:44 pm-5:35 pm

1 stop27h 51m

$358

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 7/2

12:44 pm-6:26 pm

1 stop28h 42m

$358

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/14

Sorted by cheapest first

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, July is the cheapest month in which you can book a flight from Costa Rica to Milwaukee (average of $386). Flying from Costa Rica to Milwaukee in April is currently the most expensive (average of $596). 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 June 19, 2026.
Read through reviews of airlines operating flights from Costa Rica to Milwaukee, such as American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
American Airlines
7.1
Good
11,703 reviews

Overall

7.1

Entertainment

6.8

Boarding

7.5

Comfort

7.2

Crew

7.9

Food

6.4

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.
American Airlines
7.1
Good
11,703 reviews
American Airlines
7.1
Good
11,703 reviews

Overall

7.1

Entertainment

6.8

Boarding

7.5

Comfort

7.2

Crew

7.9

Food

6.4

Reviews

1 / 20
10.0
Excellent

Beatriz,May 2026

HEL - DFW

Very modern and confortable plane. Dinner was delicious. Whole crew were polite and perfect.

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 9h 53m. The distance between Costa Rica and Milwaukee is about 2286 mi. This flight may include one or multiple stops.

  • 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, July is the cheapest month in which you can book a flight from Costa Rica to Milwaukee (average of $386). Flying from Costa Rica to Milwaukee in April is currently the most expensive (average of $596). 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
Port Washington
New Berlin
Oak Creek
Wauwatosa

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.

Top airline flying from Costa Rica to Milwaukee

Discover the top airline 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 June 19, 2026.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$399Average$541FlexibilityNo cancel feeOn-time71%

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.