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$168+ Cheap flights from San José (SJO) to Milwaukee (MKE)

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 8/19. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
jul. 8 — jul. 151
mar. 7/8
mar. 7/15
1 adult, Economy
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Cheapflights Tip: The best prices from San José Juan Santamaria Intl to Milwaukee-Mitchell are usually found in January or April, booked 43 days in advance, depart on a Tuesday or Wednesday and return on a Tuesday

Cheap flight deals from San José to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to Milwaukee (MKE). 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 julio 3, 2025.

Round-trip from

$327
(Trip.com)

One-way from

$168
(Trip.com)

Popular in

February

Cheapest in

January

Average price

$653
From San José Juan Santamaria Intl to Milwaukee-Mitchell
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One-way flight from San José Juan Santamaria Intl to Milwaukee-Mitchell
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Highest demand for flights based on searches. 7% potential increase in price ($41 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 San José to Milwaukee

Cheapest flights from San José to Milwaukee
Explore the most affordable flight options available from San José to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on julio 3, 2025.

This Trip.com 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 Trip.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
mié. 8/207:30 amSJO - MKE
1 stop14h 36mMultiple Airlines
dom. 8/246:00 amMKE - SJO
1 stop10h 13mMultiple Airlines
Deal found 7/2$327
This American Airlines 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
vie. 8/221:55 pmSJO - MKE
1 stop8h 09mAmerican Airlines
sáb. 9/63:47 pmMKE - SJO
2 stops20h 25mAmerican Airlines
Deal found 7/3$394
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.
dom. 8/2411:27 amSJO - MKE
1 stop10h 39mSpirit Airlines
dom. 9/712:53 pmMKE - SJO
1 stop22h 34mSpirit Airlines
Deal found 7/2$396
This Delta deal was found by Cheapflights users on 7/1. 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. 9/291:35 pmSJO - MKE
1 stop9h 13mDelta
dom. 10/55:40 amMKE - SJO
1 stop7h 28mDelta
Deal found 7/1$441
This Southwest deal was found by Cheapflights users on 7/1. 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.
sáb. 8/238:45 amSJO - MKE
1 stop9h 10mSouthwest
vie. 9/56:10 amMKE - SJO
1 stop7h 35mSouthwest
Deal found 7/1$538
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.
vie. 7/45:30 amSJO - MKE
1 stop27h 42mUnited Airlines
vie. 7/1110:20 amMKE - SJO
1 stop10h 17mUnited Airlines
Deal found 7/2$541

Cheapflights Fare Finder

Customize your flight search to find flights from San José to Milwaukee 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 julio 3, 2025.
Use the filters below to find and compare flights from San José to Milwaukee that are best for you.

Fly from

San José

Fly to

Milwaukee

Route

Depart

Return

Price

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

mié. 8/20

7:30 am-11:06 pm

1 stop14h 36m

Milwaukee-Mitchell

dom. 8/24

6:00 am-3:13 pm

1 stop10h 13m

$327

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

vie. 8/22

1:55 pm-11:04 pm

1 stop8h 09m

Milwaukee-Mitchell

sáb. 9/6

3:47 pm-11:12 am

2 stops20h 25m

$394

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

dom. 8/24

11:27 am-11:06 pm

1 stop10h 39m

Milwaukee-Mitchell

dom. 9/7

12:53 pm-10:27 am

1 stop22h 34m

$396

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

lun. 9/29

1:35 pm-11:48 pm

1 stop9h 13m

Milwaukee-Mitchell

dom. 10/5

5:40 am-12:08 pm

1 stop7h 28m

$441

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

sáb. 8/23

8:45 am-6:55 pm

1 stop9h 10m

Milwaukee-Mitchell

vie. 9/5

6:10 am-12:45 pm

1 stop7h 35m

$538

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

lun. 8/25

1:30 pm-5:13 pm

1 stop26h 43m

Milwaukee-Mitchell

sáb. 9/6

3:44 pm-12:26 pm

2 stops21h 42m

$579

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

mar. 8/19

7:30 am-11:06 pm

1 stop14h 36m

$168

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

jue. 8/21

11:27 am-11:06 pm

1 stop10h 39m

$186

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

mié. 12/10

7:00 am-7:03 pm

1 stop12h 03m

$214

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

jue. 8/21

7:55 am-10:41 pm

2 stops37h 46m

$220

Flights are sorted by cheapest round-trip flights first.

Deals found on 6/30

Showing 1-10 of 13 results
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Best time to book a flight from San José to Milwaukee

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

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

Use this chart to determine the optimal time to book a round-trip flight from San José to Milwaukee. Price data was last updated on June 27, 2025.

The price you pay for your flight from San José, San José Province to Milwaukee may vary depending on when you book. For the best chance of a lower fare, look to book 43 days in advance of your trip. Fares are likely to increase a fortnight or so before your departure date.

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

Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Milwaukee (average of $280). Flying from San José, San José Province to Milwaukee in June is currently the most expensive (average of $376). 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 SJO to MKE?

Find hourly flight availability from San José to Milwaukee. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated julio 3, 2025.

It’s optimal to fly from San José, San José Province to Milwaukee at noon. By choosing this option you can save up to 15% on the cost of your flight, compared to a flight in the morning.

How much does it cost to fly round-trip from San José, San José Province to Milwaukee?

Reviews of airlines servicing Milwaukee

Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated julio 3, 2025.
Peruse reviews from past customers who have flown with Alaska Airlines, Southwest, and Delta from San José to Milwaukee to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Alaska Airlines
8.0
Very good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Southwest
8.0
Very good
4,266 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Delta
8.0
Very good
7,982 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
United Airlines
7.4
Good
8,861 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
American Airlines
7.2
Good
10,000 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Comfort

7.8

Food

7.1

Overall

8.0

Crew

8.5

Entertainment

7.1

Boarding

8.1

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.

Related info for your journey

Find useful and relevant information for your journey from San José to Milwaukee. 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 San José, San José Province to Milwaukee round-trip?

    Flying on American Airlines is currently your cheapest option to Milwaukee, with prices starting at $394. Additional round-trip tickets that might be worth considering are offered by Spirit Airlines and Delta, with the lowest prices starting at $396 and $441, respectively. You may be able to fly from San José, San José Province to Milwaukee for 26% less than the average price by searching for these airlines.

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

    $186 is the cheapest one-way deal found within the past few days, from Spirit Airlines. You may also be able to find cheap deals on Delta and United Airlines, with prices starting from $214 and $220, respectively.

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

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

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

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

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

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

    Currently, February is the cheapest month in which you can book a flight from San José, San José Province to Milwaukee (average of $280). Flying from San José, San José Province to Milwaukee in June is currently the most expensive (average of $376). 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
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top 5 airlines flying from San José to Milwaukee

Discover the top 5 airlines that operate flights from San José to Milwaukee. 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 julio 3, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$318Average$448FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$350Average$640FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$382Average$597FlexibilityNo cancel feeOn-time63%
DeltaCheapest$450Average$549FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$458Average$537FlexibilityNo cancel feeOn-time69%

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