Costa Rica

$174+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jun 4 — Jun 111
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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 May 5, 2026.

This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/245:55 am
MKE
-
SJO
1 stop7h 01m
Delta
Wed 9/231:25 pm
SJO
-
MKE
1 stop9h 00m
Delta
Deal found 4/30$390
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Mon 8/246:01 pm
MKE
-
SJO
2 stops18h 33m
American Airlines
Wed 9/237:00 am
SJO
-
MKE
2 stops16h 10m
American Airlines
Deal found 4/30$395
This United Airlines deal was found by Cheapflights users on 4/30. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:00 am
MKE
-
SJO
2 stops14h 37m
United Airlines
Wed 9/231:25 pm
SJO
-
MKE
1 stop8h 54m
United Airlines
Deal found 4/30$427
This American Airlines deal was found by Cheapflights users on 4/30. 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 9/95:51 pm
MKE
-
SJO
2 stops18h 14m
American Airlines
Thu 9/247:00 am
SJO
-
MKE
2 stops16h 10m
American Airlines
Deal found 4/30$462
This Delta deal was found by Cheapflights users on 5/4. 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.
Tue 10/65:45 am
MKE
-
SJO
1 stop7h 13m
Delta
Tue 10/131:23 pm
SJO
-
MKE
1 stop9h 01m
Delta
Deal found 5/4$464
This American Airlines deal was found by Cheapflights users on 5/4. 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 11/246:48 pm
MKE
-
SJO
2 stops17h 21m
American Airlines
Thu 12/37:00 am
SJO
-
MKE
2 stops16h 30m
American Airlines
Deal found 5/4$469
This Delta deal was found by Cheapflights users on 4/30. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:55 am
MKE
-
SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
-
MKE
1 stop9h 00m
Delta
Deal found 4/30$476
This American Airlines deal was found by Cheapflights users on 5/4. 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 7/256:40 pm
MKE
-
SJO
1 stop20h 57m
American Airlines
Thu 7/306:00 am
SJO
-
MKE
2 stops16h 44m
American Airlines
Deal found 5/4$478
This American Airlines deal was found by Cheapflights users on 4/30. 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.
Sun 5/317:13 am
MKE
-
SJO
1 stop16h 29m
American Airlines
Mon 6/82:00 pm
SJO
-
MKE
1 stop8h 59m
American Airlines
Deal found 4/30$494
This Southwest deal was found by Cheapflights users on 5/2. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:35 am
MKE
-
SJO
1 stop8h 10m
Southwest
Thu 9/109:00 am
SJO
-
MKE
1 stop10h 45m
Southwest
Deal found 5/2$496
This American Airlines deal was found by Cheapflights users on 5/3. 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.
Fri 8/142:46 pm
MKE
-
SJO
1 stop22h 40m
American Airlines
Fri 8/211:29 pm
SJO
-
MKE
1 stop8h 30m
American Airlines
Deal found 5/3$503
This Delta deal was found by Cheapflights users on 5/4. 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.
Wed 9/25:55 am
MKE
-
LIR
1 stop7h 05m
Delta
Wed 9/91:25 pm
LIR
-
MKE
1 stop9h 00m
Delta
Deal found 5/4$596

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 May 5, 2026.

Most accurate provider

Ovago
3 stars

Most trusted provider

Ovago
3 stars

Round-trip from

$390
(Delta)

One-way from

$174
(Delta)

Popular in

December

Cheapest in

September

Average price

$561
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. 14% potential increase in price ($106 potential increase over avg. RT price).
Cheapest flight prices on average. 4% potential price decrease ($28 potential savings vs. average RT price).
Average for round-trip flights in May 2026

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 May 5, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip
Quickest round-trip

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 8/24

5:55 am-11:56 am

1 stop7h 01m

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-11:25 pm

1 stop9h 00m

$390

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 8/24

6:00 am-7:37 pm

2 stops14h 37m

San José Juan Santamaria Intl

Wed 9/23

1:25 pm-11:19 pm

1 stop8h 54m

$427

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 10/6

5:45 am-11:58 am

1 stop7h 13m

San José Juan Santamaria Intl

Tue 10/13

1:23 pm-11:24 pm

1 stop9h 01m

$464

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 10/6

5:45 am-11:58 am

1 stop7h 13m

San José Juan Santamaria Intl

Wed 10/14

1:23 pm-11:24 pm

1 stop9h 01m

$464

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/9

5:55 am-11:56 am

1 stop7h 01m

San José Juan Santamaria Intl

Thu 9/24

1:25 pm-11:25 pm

1 stop9h 00m

$476

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 6/10

10:46 am-10:39 pm

1 stop12h 53m

San José Juan Santamaria Intl

Tue 6/16

12:30 am-10:05 am

1 stop8h 35m

$494

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 10/28

5:45 am-11:58 am

1 stop7h 13m

San José Juan Santamaria Intl

Mon 11/2

2:23 pm-11:24 pm

1 stop9h 01m

$543

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 6/3

10:38 am-10:39 pm

2 stops13h 01m

San José Juan Santamaria Intl

Tue 6/16

12:30 am-7:40 pm

2 stops18h 10m

$589

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 6/1

5:30 am-12:10 pm

1 stop7h 40m

San José Juan Santamaria Intl

Thu 6/11

8:45 am-9:45 pm

1 stop12h 00m

$607

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 8/2

5:00 am-11:00 am

1 stop7h 00m

San José Juan Santamaria Intl

Sun 8/9

9:00 am-9:50 pm

2 stops11h 50m

$613

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/1

Showing 1-10 of 35 resultsSorted by cheapest first
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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

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

The best time to book flights from Milwaukee to Costa Rica is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, February is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $193). Flying from Milwaukee to Costa Rica in October is currently the most expensive (average of $592). 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 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 May 5, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited 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.

Food

7.0

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

Food

7.0

Entertainment

7.5

Overall

7.9

Comfort

8.0

Crew

8.6

Boarding

8.1

Reviews

1 / 20
2.0
Mediocre

Dominic,Mar 2026

MCO - SMF

I had to try and sleep on the floor of the Austin airport. I spent 12 hours there. The airline policies were so poor, that a near violent argument broke out between the people in front of me and the flight attendants - making for a super stressful situation at 30,000 feet. Garbage airline choice by Kayak Garbage idea to book a flight with a layover. Next time I will pay for a quality booking myself, and somehow force the company to reimburse it.

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 01m. 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, February is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $193). Flying from Milwaukee to Costa Rica in October is currently the most expensive (average of $592). 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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Top 4 airlines flying from Milwaukee to Costa Rica

Discover the top 4 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 May 5, 2026.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$206Average$640FlexibilityNo cancel feeOn-time69%
DeltaCheapest$318Average$720FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$386Average$662FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$426Average$707FlexibilityNo cancel feeOn-time63%

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