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Costa Rica

$165+ 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 9/2. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 22 — Aug 291
Fri 8/22
Fri 8/29
1 adult, Economy
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Cheap 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 August 17, 2025.

Round-trip from

$386
(Delta)

One-way from

$165
(SmartFares)

Popular in

December

Cheapest in

September

Average price

$553
From Milwaukee-Mitchell to Costa Rica
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One-way flight from Milwaukee-Mitchell to Costa Rica
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Highest demand for flights based on searches. 5% potential increase in price ($33 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find 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 August 17, 2025.

This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/196:00 amMKE - SJO
1 stop6h 52mDelta
Tue 11/252:17 pmSJO - MKE
1 stop9h 08mDelta
Deal found 8/16$386
This Southwest deal was found by Cheapflights users on 8/17. 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.
Mon 11/175:50 amMKE - SJO
1 stop7h 25mSouthwest
Tue 11/259:00 amSJO - MKE
2 stops14h 35mSouthwest
Deal found 8/17$391
This Southwest deal was found by Cheapflights users on 8/17. 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.
Tue 11/115:50 amMKE - SJO
1 stop7h 25mSouthwest
Tue 11/189:00 amSJO - MKE
2 stops11h 20mSouthwest
Deal found 8/17$422
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Wed 10/15:00 amMKE - SJO
2 stops15h 37mUnited Airlines
Wed 10/812:44 pmSJO - MKE
1 stop9h 40mUnited Airlines
Deal found 8/17$437
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/166:00 amMKE - SJO
1 stop16h 15mDelta
Sun 11/237:00 amSJO - MKE
1 stop16h 25mDelta
Deal found 8/16$446
This Delta deal was found by Cheapflights users on 8/16. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:00 amMKE - SJO
1 stop15h 15mDelta
Sat 11/228:26 amSJO - MKE
2 stops24h 01mDelta
Deal found 8/16$450
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:50 amMKE - SJO
1 stop7h 25mSouthwest
Tue 11/259:00 amSJO - MKE
1 stop7h 30mSouthwest
Deal found 8/16$458
This Kiwi.com deal was found by Cheapflights users on 8/16. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/1611:57 amMKE - SJO
1 stop23h 30mMultiple Airlines
Mon 11/2411:00 amSJO - MKE
2 stops24h 02mMultiple Airlines
Deal found 8/16$477
This American Airlines deal was found by Cheapflights users on 8/16. 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.
Sun 12/76:46 pmMKE - LIR
1 stop17h 34mAmerican Airlines
Sun 12/143:10 pmLIR - MKE
1 stop7h 46mAmerican Airlines
Deal found 8/16$484
This United Airlines deal was found by Cheapflights users on 8/17. 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.
Mon 10/276:05 amMKE - SJO
2 stops14h 34mUnited Airlines
Sat 11/11:20 pmSJO - MKE
1 stop8h 25mUnited Airlines
Deal found 8/17$486
This American Airlines deal was found by Cheapflights users on 8/17. 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.
Sun 11/25:12 amMKE - LIR
1 stop7h 56mAmerican Airlines
Sun 11/93:08 pmLIR - MKE
2 stops20h 32mAmerican Airlines
Deal found 8/17$488
This American Airlines deal was found by Cheapflights users on 8/17. 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 11/271:05 pmMKE - LIR
2 stops24h 55mAmerican Airlines
Sun 12/143:10 pmLIR - MKE
1 stop7h 46mAmerican Airlines
Deal found 8/17$526

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 August 17, 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

Mon 11/17

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Tue 11/25

7:00 am-4:17 pm

1 stop9h 17m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 10/1

8:00 am-7:37 pm

1 stop12h 37m

San José Juan Santamaria Intl

Wed 10/8

12:44 pm-11:24 pm

1 stop9h 40m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 11/16

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Wed 11/26

7:00 am-4:17 pm

1 stop9h 17m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 11/11

6:00 am-12:52 pm

1 stop6h 52m

San José Juan Santamaria Intl

Tue 11/18

7:00 am-4:17 pm

1 stop9h 17m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 11/18

6:00 am-12:52 pm

1 stop6h 52m

San José Juan Santamaria Intl

Tue 11/25

2:17 pm-11:25 pm

1 stop9h 08m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 11/17

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Wed 11/26

2:17 pm-11:25 pm

1 stop9h 08m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 11/19

2:45 pm-10:15 pm

1 stop7h 30m

San José Juan Santamaria Intl

Wed 11/26

7:00 am-4:17 pm

1 stop9h 17m

$386

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Sun 11/2

5:47 am-12:40 pm

1 stop6h 53m

Liberia

Wed 11/19

2:10 pm-11:25 pm

1 stop9h 15m

$459

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Mon 11/3

5:47 am-12:40 pm

1 stop6h 53m

Liberia

Fri 11/21

2:10 pm-11:25 pm

1 stop9h 15m

$459

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Mon 11/3

5:47 am-12:40 pm

1 stop6h 53m

Liberia

Tue 11/25

2:10 pm-11:25 pm

1 stop9h 15m

$459

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/17

Showing 1-10 of 32 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, September is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $398). Flying from Milwaukee to Costa Rica in March is currently the most expensive (average of $555). 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 August 17, 2025.

When flying from Milwaukee to Costa Rica, the time of day you decide to fly out makes little to no difference towards the overall price you’ll pay on tickets.

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 August 17, 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.
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,986 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,919 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Spirit Airlines
6.3
Okay
8,038 reviews
Southwest
8.0
Very good
4,246 reviews

Crew

8.6

Entertainment

7.5

Food

7.0

Boarding

8.1

Comfort

8.0

Overall

8.0

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

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.

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

    $190 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on American Airlines and Delta, with prices starting from $219 and $253, respectively.

  • 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, September is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $398). Flying from Milwaukee to Costa Rica in March is currently the most expensive (average of $555). 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.
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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 August 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$656FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$460Average$729FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$678FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$477Average$655FlexibilityNo cancel feeOn-time71%

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