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Costa Rica

$160+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
feb. 26 — mar. 51
jue. 2/26
jue. 3/5
1 adult, Economy
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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 enero 27, 2026.

This Delta deal was found by Cheapflights users on 1/25. 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.
lun. 3/212:20 pm
MKE
-
SJO
1 stop9h 42m
Delta
mié. 3/117:00 am
SJO
-
MKE
1 stop12h 55m
Delta
Deal found 1/25$351
This American Airlines deal was found by Cheapflights users on 1/25. 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.
lun. 3/27:00 am
MKE
-
SJO
2 stops13h 12m
American Airlines
mié. 3/117:00 am
SJO
-
MKE
2 stops15h 45m
American Airlines
Deal found 1/25$356
This Delta deal was found by Cheapflights users on 1/26. 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.
mié. 2/257:05 am
MKE
-
SJO
1 stop14h 57m
Delta
mié. 3/47:00 am
SJO
-
MKE
1 stop16h 47m
Delta
Deal found 1/26$373
This American Airlines deal was found by Cheapflights users on 1/27. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mar. 3/38:00 am
MKE
-
SJO
1 stop12h 12m
American Airlines
lun. 3/1611:35 pm
SJO
-
MKE
1 stop10h 26m
American Airlines
Deal found 1/27$382
This United Airlines deal was found by Cheapflights users on 1/26. 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.
mié. 2/258:00 am
MKE
-
SJO
1 stop12h 39m
United Airlines
mié. 3/411:28 pm
SJO
-
MKE
1 stop10h 50m
United Airlines
Deal found 1/26$383
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
dom. 3/16:39 pm
MKE
-
SJO
1 stop17h 01m
Multiple Airlines
mié. 3/2511:38 am
SJO
-
MKE
1 stop18h 52m
Multiple Airlines
Deal found 1/26$391
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
dom. 3/16:39 pm
MKE
-
SJO
1 stop17h 01m
Multiple Airlines
mié. 3/1811:38 am
SJO
-
MKE
1 stop18h 52m
Multiple Airlines
Deal found 1/26$392
This Kiwi.com deal was found by Cheapflights users on 1/26. 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.
dom. 3/16:39 pm
MKE
-
SJO
1 stop17h 01m
Multiple Airlines
jue. 3/1211:38 am
SJO
-
MKE
1 stop22h 58m
Multiple Airlines
Deal found 1/26$400
This American Airlines deal was found by Cheapflights users on 1/26. 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.
mar. 3/312:26 pm
MKE
-
SJO
1 stop7h 46m
American Airlines
mar. 3/2411:35 pm
SJO
-
MKE
1 stop10h 26m
American Airlines
Deal found 1/26$402
This Delta deal was found by Cheapflights users on 1/26. 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.
mié. 2/185:23 am
MKE
-
LIR
1 stop8h 27m
Delta
mié. 2/252:05 pm
LIR
-
MKE
1 stop9h 42m
Delta
Deal found 1/26$578
This American Airlines deal was found by Cheapflights users on 1/26. 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.
mié. 2/186:01 am
MKE
-
LIR
1 stop8h 12m
American Airlines
mié. 2/253:32 pm
LIR
-
MKE
2 stops20h 24m
American Airlines
Deal found 1/26$583
This American Airlines deal was found by Cheapflights users on 1/25. 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.
sáb. 2/2810:00 am
MKE
-
LIR
1 stop27h 32m
American Airlines
jue. 3/52:32 pm
LIR
-
MKE
1 stop17h 17m
American Airlines
Deal found 1/25$584

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 enero 27, 2026.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$351
(Delta)

One-way from

$160
(United Airlines)

Popular in

December

Cheapest in

September

Average price

$583
Provider with most accurate pricing for Milwaukee-Mitchell-San José Juan Santamaria Intl flight deals.
Search Deals
Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José Juan Santamaria Intl flights.
Search Deals
From Milwaukee-Mitchell to Costa Rica
Search Deals
One-way flight from Milwaukee-Mitchell to Costa Rica
Search Deals
Highest demand for flights based on searches. 14% potential increase in price ($108 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 4% potential price decrease ($29 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in January 2026
Search Deals

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 enero 27, 2026.
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

jue. 4/9

12:10 pm-7:37 pm

1 stop8h 27m

San José Juan Santamaria Intl

jue. 4/16

11:13 am-10:55 pm

1 stop10h 42m

$419

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

jue. 2/26

5:00 am-12:56 pm

1 stop7h 56m

San José Juan Santamaria Intl

jue. 3/5

2:05 pm-10:43 pm

1 stop8h 38m

$420

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

mar. 3/3

4:39 pm-11:40 am

1 stop19h 01m

San José Juan Santamaria Intl

mar. 3/17

11:38 am-5:50 pm

1 stop29h 12m

$427

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

dom. 4/12

11:55 am-9:36 pm

1 stop10h 41m

San José Juan Santamaria Intl

dom. 4/19

11:35 pm-10:23 pm

1 stop21h 48m

$447

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

mié. 3/4

7:05 am-10:02 pm

1 stop14h 57m

San José Juan Santamaria Intl

mar. 3/17

7:00 am-8:55 pm

1 stop12h 55m

$455

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

jue. 2/26

6:10 am-7:30 pm

2 stops13h 20m

San José Juan Santamaria Intl

jue. 3/5

9:45 am-10:30 pm

2 stops12h 45m

$466

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

jue. 4/9

10:09 am-9:15 pm

1 stop12h 06m

San José Juan Santamaria Intl

jue. 4/16

1:21 pm-11:57 pm

1 stop9h 36m

$475

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

lun. 3/2

1:25 pm-1:15 pm

2 stops23h 50m

San José Juan Santamaria Intl

mar. 3/17

5:30 am-10:30 am

2 stops28h 00m

$477

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

mié. 3/4

6:00 am-8:39 pm

2 stops14h 39m

San José Juan Santamaria Intl

mar. 3/17

7:45 am-9:50 pm

2 stops13h 05m

$477

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

mar. 3/3

5:00 am-8:39 pm

2 stops15h 39m

San José Juan Santamaria Intl

jue. 3/12

5:30 am-10:30 am

2 stops28h 00m

$477

Flights are sorted by cheapest round-trip flights first.

Deals found on 1/25

Showing 1-10 of 34 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 $378). 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 enero 27, 2026.
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
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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
Southwest
8.0
Very good
4,268 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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
Delta
7.9
Good
8,118 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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
United Airlines
7.4
Good
9,205 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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
American Airlines
7.2
Good
11,197 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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
Spirit Airlines
6.3
Okay
8,384 reviews
Southwest
8.0
Very good
4,268 reviews

Boarding

8.1

Comfort

8.0

Overall

8.0

Food

7.0

Crew

8.6

Entertainment

7.5

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 8h 27m. 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 $378). 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 enero 27, 2026.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$296Average$587FlexibilityNo cancel feeOn-time65%
DeltaCheapest$323Average$671FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$417Average$644FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$417Average$668FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$475Average$624FlexibilityNo cancel feeOn-time69%

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