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San José

$227+ Cheap flights from Milwaukee (MKE) to San José (SJO)

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 1/5. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Oct 15 — Oct 221
Wed 10/15
Wed 10/22
1 adult, Economy
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Cheapflights Tip: The best prices from Milwaukee-Mitchell to San José Juan Santamaria Intl are usually found in September or August, booked 40 days in advance, depart on a Tuesday or Friday and return on a Tuesday

Cheap flight deals from Milwaukee to San José

Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated September 15, 2025.

Round-trip from

$415
(Kiwi.com)

One-way from

$227
(Southwest)

Popular in

December

Cheapest in

September

Average price

$552
From Milwaukee-Mitchell to San José Juan Santamaria Intl
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One-way flight from Milwaukee-Mitchell to San José Juan Santamaria Intl
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Highest demand for flights based on searches. 2% potential increase in price ($18 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($7 potential savings vs. average RT price).
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Average for round-trip flights in September 2025
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Find flight deals from Milwaukee to San José

Cheapest flights from Milwaukee to San José
Explore the most affordable flight options available from Milwaukee to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 15, 2025.

This Delta deal was found by Cheapflights users on 9/15. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1910:16 amMKE - SJO
1 stop11h 51mDelta
Wed 11/262:31 pmSJO - MKE
1 stop9h 25mDelta
Deal found 9/15$426
This American Airlines deal was found by Cheapflights users on 9/13. 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 48mAmerican Airlines
Wed 11/267:00 amSJO - MKE
2 stops16h 06mAmerican Airlines
Deal found 9/13$430
This Delta deal was found by Cheapflights users on 9/13. 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 07mDelta
Mon 11/247:00 amSJO - MKE
1 stop16h 56mDelta
Deal found 9/13$446
This American Airlines deal was found by Cheapflights users on 9/14. 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 11/86:44 pmMKE - SJO
1 stop17h 38mAmerican Airlines
Sat 11/151:12 pmSJO - MKE
2 stops10h 50mAmerican Airlines
Deal found 9/14$450
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 11/242:20 amSJO - MKE
2 stops32h 42mMultiple Airlines
Deal found 9/13$501
This Kiwi.com deal was found by Cheapflights users on 9/13. 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
2 stops24h 17mSpirit Airlines
Sun 11/2312:22 pmSJO - MKE
1 stop24h 29mSpirit Airlines
Deal found 9/13$502
This Kiwi.com deal was found by Cheapflights users on 9/13. 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.
Mon 11/178:04 pmMKE - SJO
2 stops15h 23mMultiple Airlines
Sun 11/2312:22 pmSJO - MKE
1 stop24h 29mMultiple Airlines
Deal found 9/13$507
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/143:06 pmMKE - SJO
2 stops21h 54mAmerican Airlines
Tue 10/211:00 pmSJO - MKE
2 stops20h 18mAmerican Airlines
Deal found 9/14$520
This Kiwi.com deal was found by Cheapflights users on 9/13. 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
2 stops24h 17mSpirit Airlines
Tue 11/2512:22 pmSJO - MKE
1 stop22h 40mSpirit Airlines
Deal found 9/13$525
This Kiwi.com deal was found by Cheapflights users on 9/13. 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
2 stops24h 17mSpirit Airlines
Wed 11/2612:22 pmSJO - MKE
1 stop22h 40mSpirit Airlines
Deal found 9/13$526
This Southwest deal was found by Cheapflights users on 9/14. 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 10/146:05 amMKE - SJO
1 stop7h 00mSouthwest
Tue 10/2112:35 pmSJO - MKE
1 stop8h 35mSouthwest
Deal found 9/14$528

Cheapflights Fare Finder

 
Customize your flight search to find flights from Milwaukee to San José 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 September 15, 2025.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.

Fly from

Milwaukee

Fly to

San José

Route

Depart

Return

Price

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 11/17

10:16 am-10:07 pm

1 stop11h 51m

San José Juan Santamaria Intl

Tue 11/25

7:00 am-4:17 pm

1 stop9h 17m

$426

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-4:17 pm

1 stop9h 17m

$426

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

2:31 pm-11:56 pm

1 stop9h 25m

$426

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/3

7:00 am-8:39 pm

2 stops13h 39m

San José Juan Santamaria Intl

Tue 2/10

2:20 pm-10:59 pm

1 stop8h 39m

$501

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 2/1

5:00 am-6:16 pm

2 stops13h 16m

San José Juan Santamaria Intl

Sat 2/7

6:30 am-2:55 pm

1 stop8h 25m

$506

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 2/26

5:00 am-12:56 pm

1 stop7h 56m

San José Juan Santamaria Intl

Wed 3/4

8:45 am-9:55 pm

2 stops13h 10m

$510

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 2/3

5:40 am-7:30 pm

2 stops13h 50m

San José Juan Santamaria Intl

Tue 2/10

9:40 am-7:55 pm

2 stops10h 15m

$512

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 2/1

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Sat 2/7

3:35 pm-11:27 pm

1 stop7h 52m

$521

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 10/14

6:05 am-12:05 pm

1 stop7h 00m

San José Juan Santamaria Intl

Tue 10/21

12:35 pm-10:10 pm

1 stop8h 35m

$528

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 2/20

1:00 pm-7:00 am

2 stops18h 00m

San José Juan Santamaria Intl

Sat 2/28

3:35 pm-9:27 am

1 stop17h 52m

$530

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/13

Showing 1-10 of 13 results
1
2

Best time to book a flight from Milwaukee to San José

Have a flexible travel schedule? Discover the best time to fly to San José 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 San José

How far ahead should I book a flight from Milwaukee to San José, San José Province?

Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to San José. Price data was last updated on September 12, 2025.

Booking 40 days in advance of your planned departure date is, on average, the best time to get cheap flights from Milwaukee to San José, San José Province. The general trend is that the closer you book to the departure date, the more expensive your flight will be.

What is the cheapest month to book a flight from Milwaukee to San José, San José Province?

Currently, September is the cheapest month in which you can book a flight from Milwaukee to San José, San José Province (average of $398). Flying from Milwaukee to San José, San José Province in March is currently the most expensive (average of $554). 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 SJO?

Find hourly flight availability from Milwaukee to San José. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated September 15, 2025.

Unlike at noon, when flights are generally more expensive, you can save up to 11% on flights from Milwaukee to San José, San José Province by exploring options for tickets in the afternoon.

Reviews of airlines servicing San José

Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated September 15, 2025.
Read through reviews of airlines operating flights from Milwaukee to San José, such as Southwest, Delta, and United Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8.0
Very good
7,954 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8,929 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
10,000 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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
8,015 reviews
Southwest
8.0
Very good
4,242 reviews

Entertainment

7.5

Crew

8.6

Comfort

8.0

Overall

8.0

Food

7.0

Boarding

8.1

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 San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

  • How long is the flight from Milwaukee to San José, San José Province?

    Departing from Milwaukee to San José, San José Province will take you 11h 51m. Airlines will cover a distance of 2286 mi. This flight may include one or multiple stops.

  • What are the cheapest airlines flying from Milwaukee to San José, San José Province round-trip?

    Flying on Spirit Airlines is currently your cheapest option to San José, San José Province, with prices starting at $279. Additional round-trip tickets that might be worth considering are offered by Delta and Southwest, with the lowest prices starting at $385 and $417, respectively. Spirit Airlines is 55% cheaper than the average price of flights available within the next 90 days to this destination.

  • What are the cheapest airlines to fly from Milwaukee to San José, San José Province one-way?

    To fly one-way, consider booking your trip with Southwest, which is currently one of the cheapest options available, starting at $227. American Airlines flights start at $248 while deals on Spirit Airlines start at $401 one-way.

  • Can I find deals for flights from Milwaukee to San José that include hotel bookings?

    Yes. In addition to deals on Milwaukee to San José flights, Cheapflights offers vacation packages that include both flights and hotel.

  • How can I find direct flights from Milwaukee to San José?

    After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Milwaukee to San José.

  • Can I find deals for business class flights from Milwaukee to San José?

    Yes. Cheapflights offers flight deals from Milwaukee to San José 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 San José, San José Province?

    Currently, September is the cheapest month in which you can book a flight from Milwaukee to San José, San José Province (average of $398). Flying from Milwaukee to San José, San José Province in March is currently the most expensive (average of $554). 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 San José?

Book flights to San José if you plan to visit one of these locations
Heredia
Manuel Antonio
Alajuela
Monteverde
Jacó

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Top 5 airlines flying from Milwaukee to San José

Discover the top 5 airlines that operate flights from Milwaukee to San José. 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 September 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$385Average$663FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$417Average$683FlexibilityNo cancel feeOn-time63%
United AirlinesCheapest$475Average$906FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$478Average$640FlexibilityNo cancel feeOn-time71%

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