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San José

$148+ 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 8/26. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jul 8 — Jul 151
Tue 7/8
Tue 7/15
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 3, 2025.

Round-trip from

$391
(FlightHub)

One-way from

$148
(Trip.com)

Popular in

March

Cheapest in

September

Average price

$593
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. 11% potential increase in price ($81 potential increase over avg. RT price).
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Cheapest flight prices on average. 3% potential price decrease ($19 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 3, 2025.

This FlightHub deal was found by Cheapflights users on 7/2. 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.
Fri 8/156:00 amMKE - SJO
1 stop29h 32mSpirit Airlines
Tue 8/1911:27 amSJO - MKE
1 stop10h 39mSpirit Airlines
Deal found 7/2$391
This Avianca deal was found by Cheapflights users on 7/3. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/98:00 amMKE - SJO
2 stops11h 45mMultiple Airlines
Mon 9/229:35 amSJO - MKE
2 stops10h 39mMultiple Airlines
Deal found 7/3$439
This Delta deal was found by Cheapflights users on 7/3. 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 9/95:25 amMKE - SJO
1 stop7h 45mDelta
Mon 9/221:35 pmSJO - MKE
1 stop9h 13mDelta
Deal found 7/3$449
This American Airlines deal was found by Cheapflights users on 6/30. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/96:19 amMKE - SJO
2 stops12h 38mAmerican Airlines
Mon 9/227:27 amSJO - MKE
2 stops14h 33mAmerican Airlines
Deal found 6/30$453
This United Airlines deal was found by Cheapflights users on 7/2. 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.
Sat 12/68:00 amMKE - SJO
1 stop12h 39mUnited Airlines
Sat 12/132:20 pmSJO - MKE
1 stop8h 12mUnited Airlines
Deal found 7/2$506
This Southwest deal was found by Cheapflights users on 7/2. 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.
Sun 7/275:20 amMKE - SJO
1 stop6h 40mSouthwest
Thu 7/318:45 amSJO - MKE
1 stop12h 15mSouthwest
Deal found 7/2$507

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 3, 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

Fri 8/15

6:00 am-10:32 am

1 stop29h 32m

San José Juan Santamaria Intl

Tue 8/19

11:27 am-11:06 pm

1 stop10h 39m

$391

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/9

8:00 am-6:45 pm

2 stops11h 45m

San José Juan Santamaria Intl

Mon 9/22

9:35 am-9:14 pm

2 stops10h 39m

$439

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/9

5:25 am-12:10 pm

1 stop7h 45m

San José Juan Santamaria Intl

Mon 9/22

1:35 pm-11:48 pm

1 stop9h 13m

$449

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 9/9

6:19 am-5:57 pm

2 stops12h 38m

San José Juan Santamaria Intl

Mon 9/22

7:27 am-11:00 pm

2 stops14h 33m

$453

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 12/6

8:00 am-8:39 pm

1 stop12h 39m

San José Juan Santamaria Intl

Sat 12/13

2:20 pm-10:32 pm

1 stop8h 12m

$506

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 7/27

5:20 am-11:00 am

1 stop6h 40m

San José Juan Santamaria Intl

Thu 7/31

8:45 am-10:00 pm

1 stop12h 15m

$507

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 8/26

6:00 am-3:13 pm

1 stop10h 13m

$148

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sun 8/24

5:00 am-1:15 pm

2 stops9h 15m

$180

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 8/9

4:37 pm-11:11 am

3 stops19h 34m

$199

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 8/13

8:00 am-10:39 pm

1 stop15h 39m

$217

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

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 June 27, 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 3, 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 3, 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
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Southwest
8.0
Very good
4,266 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Delta
8.0
Very good
7,982 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
United Airlines
7.4
Good
8,861 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.
Spirit Airlines
6.3
Okay
8,086 reviews
Southwest
8.0
Very good
4,266 reviews

Comfort

8.0

Food

7.0

Overall

8.0

Crew

8.6

Entertainment

7.6

Boarding

8.2

Reviews

1 / 20
8.0
Excellent

John,May 2025

PVD - BNA

It’s southwest so no frills but clean, efficient and got me to my location.

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 $391. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $449 and $453, respectively. Spirit Airlines is 36% 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 American Airlines, which is currently one of the cheapest options available, starting at $180. Spirit Airlines flights start at $199 while deals on United Airlines start at $217 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 $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 Milwaukee?

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Alajuela
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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 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$279Average$449FlexibilityNo cancel feeOn-time65%
DeltaCheapest$366Average$616FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$426Average$673FlexibilityNo cancel feeOn-time69%
American AirlinesCheapest$460Average$631FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$463Average$681FlexibilityNo cancel feeOn-time63%

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