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$111+ 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 9/3. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 5 — Aug 121
Tue 8/5
Tue 8/12
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 July 31, 2025.

Round-trip from

$263
(Mytrip)

One-way from

$111
(Mytrip)

Popular in

March

Cheapest in

September

Average price

$601
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. 10% potential increase in price ($72 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($15 potential savings vs. average RT price).
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Average for round-trip flights in July 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 July 31, 2025.

This Mytrip deal was found by Cheapflights users on 7/31. 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.
Sat 8/236:00 amMKE - SJO
1 stop10h 13mMultiple Airlines
Wed 8/277:30 amSJO - MKE
1 stop14h 36mMultiple Airlines
Deal found 7/31$263
This FlightHub deal was found by Cheapflights users on 7/29. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/276:00 amMKE - SJO
1 stop29h 32mSpirit Airlines
Wed 9/311:27 amSJO - MKE
1 stop23h 31mSpirit Airlines
Deal found 7/29$359
This United Airlines deal was found by Cheapflights users on 7/31. 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.
Tue 9/306:00 amMKE - SJO
2 stops14h 37mUnited Airlines
Fri 10/31:30 pmSJO - MKE
1 stop8h 14mUnited Airlines
Deal found 7/31$386
This American Airlines deal was found by Cheapflights users on 7/31. 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 9/95:26 amMKE - SJO
2 stops15h 16mAmerican Airlines
Wed 9/176:00 amSJO - MKE
2 stops13h 00mAmerican Airlines
Deal found 7/31$390
This Southwest deal was found by Cheapflights users on 7/30. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/195:30 amMKE - SJO
2 stops15h 00mSouthwest
Wed 11/269:00 amSJO - MKE
2 stops14h 35mSouthwest
Deal found 7/30$451

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 July 31, 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

Sat 8/23

6:00 am-3:13 pm

1 stop10h 13m

San José Juan Santamaria Intl

Wed 8/27

7:30 am-11:06 pm

1 stop14h 36m

$263

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 8/31

6:00 am-10:32 am

1 stop29h 32m

San José Juan Santamaria Intl

Wed 9/3

11:27 am-11:58 am

1 stop23h 31m

$359

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/30

8:00 am-7:37 pm

1 stop12h 37m

San José Juan Santamaria Intl

Fri 10/3

12:44 pm-11:26 pm

1 stop9h 42m

$386

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/9

5:26 am-7:42 pm

2 stops15h 16m

San José Juan Santamaria Intl

Wed 9/17

6:00 am-8:00 pm

2 stops13h 00m

$390

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 11/19

5:30 am-8:30 pm

2 stops15h 00m

San José Juan Santamaria Intl

Wed 11/26

9:00 am-11:35 pm

2 stops14h 35m

$451

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 10/30

5:17 am-11:56 am

1 stop7h 39m

San José Juan Santamaria Intl

Mon 11/3

2:15 pm-11:55 pm

1 stop9h 40m

$506

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/3

6:00 am-3:13 pm

1 stop10h 13m

$111

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/3

6:00 am-11:14 am

2 stops30h 14m

$159

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Mon 9/1

5:00 am-1:15 pm

2 stops9h 15m

$181

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 9/3

10:20 am-7:37 pm

1 stop10h 17m

$232

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/28

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 July 25, 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 $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 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 July 31, 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 July 31, 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
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Southwest
8.0
Very good
4,246 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Delta
8.0
Very good
7,981 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
United Airlines
7.4
Good
8,900 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.
Spirit Airlines
6.3
Okay
8,048 reviews
Southwest
8.0
Very good
4,246 reviews

Comfort

8.0

Boarding

8.1

Food

7.0

Crew

8.6

Overall

8.0

Entertainment

7.5

Reviews

1 / 20
8.0
Excellent

Gina,Jul 2025

LAS - DEN

We experienced bad weather, which turned our 1.5 hour flight from Las Vegas to Denver, into 3.5. The pilot and crew kept us updated and explained that we had to circle and or possibly redirect to another airport. After circling for sometime, we were able to land smoothly in Denver. Thank you to all the flight crew, tower control, and all who got us to our destination safely.

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.

  • 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 $359. Additional round-trip tickets that might be worth considering are offered by United Airlines and American Airlines, with the lowest prices starting at $386 and $390, respectively. Spirit Airlines is 42% cheaper than the average price of flights available within the next 90 days to this destination.

  • 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 $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

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 July 31, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$472FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$641FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$415Average$906FlexibilityNo cancel feeOn-time69%
SouthwestCheapest$463Average$681FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$469Average$635FlexibilityNo cancel feeOn-time71%

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