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Costa Rica

$181+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Nov 26 — Dec 31
Wed 11/26
Wed 12/3
1 adult, Economy
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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 October 27, 2025.

This Mytrip deal was found by Cheapflights users on 10/26. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/167:03 pmMKE - SJO
1 stop16h 36mSpirit Airlines
Sat 11/221:20 pmSJO - MKE
2 stops22h 20mSpirit Airlines
Deal found 10/26$384
This Kiwi.com deal was found by Cheapflights users on 10/26. 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.
Sun 11/167:03 pmMKE - SJO
1 stop16h 36mMultiple Airlines
Fri 11/212:20 amSJO - MKE
2 stops16h 49mMultiple Airlines
Deal found 10/26$410
This Delta deal was found by Cheapflights users on 10/25. 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.
Tue 12/911:41 amMKE - SJO
1 stop10h 39mDelta
Tue 12/167:00 amSJO - MKE
1 stop9h 16mDelta
Deal found 10/25$482
This Delta deal was found by Cheapflights users on 10/27. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1911:37 amMKE - SJO
1 stop10h 30mDelta
Tue 11/257:00 amSJO - MKE
1 stop13h 18mDelta
Deal found 10/27$486
This KAYAK deal was found by Cheapflights users on 10/25. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2312:35 pmMKE - SJO
1 stop21h 44mSpirit Airlines
Tue 12/21:20 pmSJO - MKE
2 stops44h 19mSpirit Airlines
Deal found 10/25$489
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Mon 11/108:05 amMKE - SJO
1 stop14h 08mAmerican Airlines
Fri 11/141:23 pmSJO - MKE
1 stop9h 33mAmerican Airlines
Deal found 10/25$508
This American Airlines deal was found by Cheapflights users on 10/26. 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.
Wed 11/196:15 amMKE - SJO
2 stops14h 50mAmerican Airlines
Wed 11/262:39 pmSJO - MKE
1 stop8h 24mAmerican Airlines
Deal found 10/26$520
This United Airlines deal was found by Cheapflights users on 10/26. 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.
Mon 11/106:05 amMKE - SJO
2 stops13h 48mUnited Airlines
Sun 11/2311:28 pmSJO - MKE
1 stop10h 48mUnited Airlines
Deal found 10/26$521
This American Airlines deal was found by Cheapflights users on 10/25. 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.
Tue 12/26:12 amMKE - LIR
1 stop8h 06mAmerican Airlines
Thu 12/111:34 pmLIR - MKE
1 stop10h 27mAmerican Airlines
Deal found 10/25$557
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/178:00 amMKE - LIR
1 stop10h 37mUnited Airlines
Sat 11/222:01 pmLIR - MKE
1 stop7h 58mUnited Airlines
Deal found 10/27$577
This American Airlines deal was found by Cheapflights users on 10/27. 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.
Mon 11/176:12 amMKE - LIR
1 stop8h 06mAmerican Airlines
Sun 11/233:18 pmLIR - MKE
1 stop25h 47mAmerican Airlines
Deal found 10/27$593
This Alaska Airlines deal was found by Cheapflights users on 10/25. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/23:51 pmMKE - LIR
3 stops26h 16mAlaska Airlines
Thu 12/119:00 amLIR - MKE
2 stops29h 55mAlaska Airlines
Deal found 10/25$794

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 October 27, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

FlightHub
3 stars

Round-trip from

$382
(Kiwi.com)

One-way from

$181
(Kiwi.com)

Popular in

December

Cheapest in

September

Average price

$595
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.
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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. 8% potential increase in price ($56 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in October 2025
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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 October 27, 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

Sun 2/1

1:56 pm-12:21 am

2 stops34h 25m

San José Juan Santamaria Intl

Sun 2/8

12:22 pm-12:51 pm

1 stop24h 29m

$434

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 11/19

10:16 am-10:07 pm

1 stop11h 51m

San José Juan Santamaria Intl

Wed 11/26

7:00 am-11:55 pm

1 stop16h 55m

$486

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/10

7:50 am-6:16 pm

1 stop10h 26m

San José Juan Santamaria Intl

Tue 2/17

11:28 pm-12:35 pm

2 stops13h 07m

$486

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 11/19

11:37 am-10:07 pm

1 stop10h 30m

San José Juan Santamaria Intl

Tue 11/25

7:00 am-8:18 pm

1 stop13h 18m

$486

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 1/12

5:00 am-12:56 pm

1 stop7h 56m

San José Juan Santamaria Intl

Mon 1/19

2:05 pm-10:56 pm

1 stop8h 51m

$504

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 2/6

12:17 pm-10:15 pm

1 stop9h 58m

San José Juan Santamaria Intl

Fri 2/13

7:00 am-4:17 pm

1 stop9h 17m

$504

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 1/29

8:33 am-8:39 pm

2 stops12h 06m

San José Juan Santamaria Intl

Wed 2/4

8:45 am-6:53 pm

2 stops10h 08m

$508

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 11/19

6:15 am-9:05 pm

2 stops14h 50m

San José Juan Santamaria Intl

Tue 11/25

1:11 pm-12:02 am

2 stops10h 51m

$520

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 1/11

7:00 am-10:15 pm

1 stop15h 15m

San José Juan Santamaria Intl

Sun 1/18

7:00 am-11:30 pm

1 stop16h 30m

$521

MilwaukeeLiberia

MKE - LIR

MKELIR

Milwaukee-Mitchell

Mon 11/17

5:00 am-6:37 pm

2 stops13h 37m

Liberia

Sat 11/22

2:01 pm-9:59 pm

1 stop7h 58m

$577

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/25

Showing 1-10 of 26 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 December is currently the most expensive (average of $395). 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 October 27, 2025.

Unlike in the evening, when flights are generally more expensive, you can save up to 59% on flights from Milwaukee to Costa Rica by exploring options for tickets in the afternoon.

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 October 27, 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
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Southwest
8.0
Very good
4,236 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Delta
7.9
Good
7,996 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
United Airlines
7.4
Good
8,997 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
American Airlines
7.2
Good
11,033 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines
Spirit Airlines
6.3
Okay
8,110 reviews
Southwest
8.0
Very good
4,236 reviews

Food

7.0

Crew

8.6

Boarding

8.1

Overall

8.0

Entertainment

7.5

Comfort

8.0

Reviews

1 / 20
2.0
Mediocre

Mike,Aug 2025

OKC - AUS

AC was not adequate, even on a night flight. WiFi subpar even for the airlines

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 11h 51m. 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 December is currently the most expensive (average of $395). 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 October 27, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$385Average$679FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$426Average$680FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$475Average$729FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$477Average$670FlexibilityNo cancel feeOn-time71%

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