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$251+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
May 20 — May 271
Tue 5/20
Tue 5/27
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 August, 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 May 15, 2025.

Most accurate provider

FlightHub
3 stars

Most trusted provider

Expedia
3 stars

Round-trip from

$474
(United Airlines)

One-way from

$251
(Mytrip)

Popular in

February

Cheapest in

January

Average price

$488
Provider with most accurate pricing for San José Juan Santamaria Intl-Milwaukee-Mitchell flight deals.
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Provider most trusted by Cheapflights users for San José Juan Santamaria Intl-Milwaukee-Mitchell flights.
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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 ($44 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 May 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 May 15, 2025.

This United Airlines deal was found by Cheapflights users on 5/14. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/167:55 amSJO - MKE
1 stop12h 19mUnited Airlines
Sat 9/275:40 pmMKE - SJO
2 stops19h 46mUnited Airlines
Deal found 5/14$474
This Delta deal was found by Cheapflights users on 5/15. 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.
Sat 8/21:21 pmSJO - MKE
1 stop9h 45mDelta
Sat 8/95:35 amMKE - SJO
1 stop7h 21mDelta
Deal found 5/15$489
This American Airlines deal was found by Cheapflights users on 5/14. 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 8/22:20 pmSJO - MKE
1 stop8h 44mAmerican Airlines
Sat 8/911:20 amMKE - SJO
1 stop7h 55mAmerican Airlines
Deal found 5/14$498
This Kiwi.com deal was found by Cheapflights users on 5/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/2811:31 amSJO - MKE
1 stop29h 34mSpirit Airlines
Wed 7/27:14 pmMKE - SJO
1 stop16h 22mSpirit Airlines
Deal found 5/14$717
This Avianca deal was found by Cheapflights users on 5/14. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/151:55 amSJO - MKE
2 stops14h 01mMultiple Airlines
Sat 9/2712:05 pmMKE - SJO
2 stops12h 25mMultiple Airlines
Deal found 5/14$891
This Avianca deal was found by Cheapflights users on 5/14. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/211:40 amSJO - MKE
2 stops16h 16mAvianca
Sat 9/610:50 amMKE - SJO
2 stops13h 40mAvianca
Deal found 5/14$1,095
This KAYAK deal was found by Cheapflights users on 5/14. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/112:50 amSJO - MKE
2 stops22h 09mAlaska Airlines
Sat 8/92:50 pmMKE - SJO
2 stops33h 40mAlaska Airlines
Deal found 5/14$1,129

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 May 15, 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

Tue 9/16

7:55 am-9:14 pm

1 stop12h 19m

Milwaukee-Mitchell

Sat 9/27

5:40 pm-12:26 pm

2 stops19h 46m

$474

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 8/2

1:21 pm-12:06 am

1 stop9h 45m

Milwaukee-Mitchell

Sat 8/9

5:35 am-11:56 am

1 stop7h 21m

$489

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 8/2

2:20 pm-12:04 am

1 stop8h 44m

Milwaukee-Mitchell

Sat 8/9

11:20 am-6:15 pm

1 stop7h 55m

$498

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Sat 6/28

11:31 am-6:05 pm

1 stop29h 34m

Milwaukee-Mitchell

Wed 7/2

7:14 pm-10:36 am

1 stop16h 22m

$717

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 9/15

1:55 am-4:56 pm

2 stops14h 01m

Milwaukee-Mitchell

Sat 9/27

12:05 pm-11:30 pm

2 stops12h 25m

$891

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Thu 8/21

1:40 am-6:56 pm

2 stops16h 16m

Milwaukee-Mitchell

Sat 9/6

10:50 am-11:30 pm

2 stops13h 40m

$1,095

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Fri 8/1

12:50 am-11:59 pm

2 stops22h 09m

Milwaukee-Mitchell

Sat 8/9

2:50 pm-11:30 pm

2 stops33h 40m

$1,129

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 6/24

11:31 am-6:09 pm

1 stop29h 38m

$251

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Tue 8/5

5:30 am-5:09 pm

1 stop10h 39m

$258

San JoséMilwaukee

SJO - MKE

SJOMKE

San José Juan Santamaria Intl

Mon 7/21

11:59 pm-10:23 am

1 stop9h 24m

$273

Flights are sorted by cheapest round-trip flights first.

Deals found on 5/14

Showing 1-10 of 13 results
1
2

Compare providers for flights from San José to Milwaukee

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San José to Milwaukee in May.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy1 starTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*2 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San José, San José Province-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San José, San José Province-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San José, San José Province-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San José, San José Province-Milwaukee flights, Cheapflights users trust Expedia the most. Expedia has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San José, San José Province-Milwaukee flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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 May 9, 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 May 15, 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.

Rainfall in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average rainfall totals by month.

In terms of precipitation, rainfall in Milwaukee ranges from 1.4 - 4.0 inches per month. June is typically the wettest month, when rainfall can reach 4.0 in. January is typically the driest time to visit Milwaukee when rainfall is around 1.4 in.

Temperature in Milwaukee by month

Plan your trip to Milwaukee by taking into account the average temperature totals by month.

If weather is an important factor for your trip to Milwaukee, use this chart to help with planning. For those seeking warmer temperatures, July is the ideal time of year to visit, when temperatures reach an average of 73.4 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 21.2 F).

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 May 15, 2025.
To help decide which airline to fly from San José to Milwaukee, see what other customers have to say about Alaska Airlines, Delta and United Airlines. 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

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

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

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

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
7,946 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

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
8,731 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

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

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

Reviews

1 / 20
10.0
Excellent

James,Apr 2025

LAX - SFO

Good flight except the uncontrollable cold air from the ceiling.
Avianca
6.7
Okay
2,323 reviews
Alaska Airlines
8.0
Very good
10,000 reviews

Entertainment

7.1

Comfort

7.9

Food

7.1

Overall

8.0

Boarding

8.2

Crew

8.5

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 United Airlines is currently your cheapest option to Milwaukee, with prices starting at $474. Additional round-trip tickets that might be worth considering are offered by Delta and American Airlines, with the lowest prices starting at $489 and $498, respectively. You may be able to fly from San José, San José Province to Milwaukee for 10% 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?

    $251 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 United Airlines and American Airlines, with prices starting from $258 and $273, 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
Pewaukee
Sheboygan
Oak Creek
Wauwatosa

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Top 4 airlines flying from San José to Milwaukee

Discover the top 4 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 May 15, 2025.
AirlineCheapestAverageFlexibilityOn-time
Spirit AirlinesCheapest$318Average$451FlexibilityNo cancel feeOn-time65%
American AirlinesCheapest$350Average$640FlexibilityNo cancel feeOn-time71%
United AirlinesCheapest$368Average$551FlexibilityNo cancel feeOn-time69%
DeltaCheapest$450Average$549FlexibilityNo cancel feeOn-timeN/A

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