How long is the flight from Milwaukee to San José?

For as low as $398, Delta can have you in San José from Milwaukee in 8h 55m. There are 2286 mi between Milwaukee and San José.

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

According to our current data, Spirit Airlines ($279), Delta ($385), and Southwest ($426) offers the cheapest pricing from Milwaukee to San José. You may be able to fly from Milwaukee to San José for 55% less than the average price by searching for these airlines.

In terms of precipitation, rainfall in San José ranges from 0.0 - 11.8 inches per month. September is typically the wettest month, when rainfall can reach 11.8 in. February is typically the driest time to visit San José when rainfall is around 0.0 in.

If weather is an important factor for your trip to San José, use this chart to help with planning. For those seeking warmer temperatures, April is the ideal time of year to visit, when temperatures reach an average of 69.8 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 64.4 F).

What are the most popular airlines that fly from Milwaukee to San José?

Before booking your flight from Milwaukee to San José check out the most popular airlines for this route: American Airlines, Southwest or Delta.

Most accurate provider : When it comes to deals on Milwaukee-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-San José flight searches over the past month and is updated monthly.

Most trusted provider : When it comes to deals on Milwaukee-San José flights, Cheapflights users trust FlightHub the most. FlightHub 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 Milwaukee-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

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.

$164+ Flights from Milwaukee to San José

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1. Tell us where you want to go

Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”

2. Select your favorite providers

We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.

3. Compare prices and book

Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.

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

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 October 24, 2025.

Fri 12/511:02 amMKE - SJO

2 stops25h 23mSpirit Airlines

Wed 12/1012:39 pmSJO - MKE

1 stop21h 18mSpirit Airlines

Deal found 10/22

$380

Thu 12/411:02 amMKE - SJO

2 stops25h 23mSpirit Airlines

Wed 12/1012:39 pmSJO - MKE

1 stop21h 18mSpirit Airlines

Deal found 10/22

$396

Thu 11/137:03 pmMKE - SJO

1 stop16h 36mMultiple Airlines

Tue 11/184:15 pmSJO - MKE

2 stops43h 25mMultiple Airlines

Deal found 10/21

$458

Wed 11/1910:16 amMKE - SJO

1 stop11h 51mDelta

Wed 11/262:31 pmSJO - MKE

1 stop9h 24mDelta

Deal found 10/24

$486

Wed 12/35:30 amMKE - SJO

2 stops15h 00mSouthwest

Wed 12/109:00 amSJO - MKE

2 stops12h 45mSouthwest

Deal found 10/22

$493

Thu 11/1311:37 amMKE - SJO

1 stop10h 30mDelta

Tue 11/187:00 amSJO - MKE

1 stop13h 18mDelta

Deal found 10/21

$506

Fri 11/147:12 amMKE - SJO

2 stops23h 43mDelta

Tue 11/187:00 amSJO - MKE

1 stop9h 17mDelta

Deal found 10/21

$510

Wed 11/196:00 amMKE - SJO

2 stops15h 05mAmerican Airlines

Tue 11/256:22 amSJO - MKE

1 stop10h 43mAmerican Airlines

Deal found 10/24

$520

Thu 11/1311:37 amMKE - SJO

1 stop10h 30mDelta

Mon 11/177:00 amSJO - MKE

1 stop13h 18mDelta

Deal found 10/22

$526

Fri 11/147:12 amMKE - SJO

2 stops23h 43mDelta

Mon 11/177:00 amSJO - MKE

1 stop9h 21mDelta

Deal found 10/21

$530

Thu 11/137:03 pmMKE - SJO

1 stop16h 36mMultiple Airlines

Sun 11/161:55 amSJO - MKE

2 stops37h 05mMultiple Airlines

Deal found 10/21

$531

Best flights from Milwaukee to San José
Discover carefully curated flight deals from Milwaukee to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated October 24, 2025.

Tue 1/201:20 pmMKE - SJO

1 stop8h 55mDelta

Fri 1/307:00 amSJO - MKE

1 stop9h 17mDelta

Deal found 10/22

$398

Wed 1/287:00 amMKE - SJO

1 stop15h 15mDelta

Wed 2/42:20 pmSJO - MKE

1 stop9h 07mDelta

Deal found 10/23

$398

Tue 1/201:20 pmMKE - SJO

1 stop8h 55mDelta

Tue 1/277:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$398

Wed 1/287:00 amMKE - SJO

1 stop15h 15mDelta

Thu 2/57:00 amSJO - MKE

1 stop12h 05mDelta

Deal found 10/23

$398

Wed 1/215:45 amMKE - SJO

1 stop7h 10mDelta

Thu 1/297:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$439

Fri 2/612:20 pmMKE - SJO

1 stop9h 55mDelta

Fri 2/137:00 amSJO - MKE

1 stop9h 17mDelta

Deal found 10/22

$461

Thu 1/2212:20 pmMKE - SJO

1 stop9h 55mDelta

Tue 1/277:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$461

Sat 1/241:20 pmMKE - SJO

1 stop8h 55mDelta

Fri 1/307:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$461

Thu 1/2210:25 amMKE - SJO

1 stop11h 50mDelta

Fri 1/307:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$461

Sat 1/245:45 amMKE - SJO

1 stop16h 30mDelta

Tue 1/277:00 amSJO - MKE

1 stop12h 05mDelta

Deal found 10/22

$461

Fri 1/2312:20 pmMKE - SJO

1 stop9h 55mDelta

Fri 1/307:00 amSJO - MKE

1 stop16h 27mDelta

Deal found 10/22

$461

Fri 1/231:00 pmMKE - SJO

2 stops18h 00mDelta

Tue 1/277:00 amSJO - MKE

1 stop12h 05mDelta

Deal found 10/22

$465

Last-minute flights from Milwaukee to San José
Discover last-minute flight deals from Milwaukee to San José. Data last updated October 24, 2025 and is based on user searches.

Sat 11/87:00 amMKE - SJO

2 stops13h 39mUnited Airlines

Tue 11/118:45 amSJO - MKE

2 stops10h 02mUnited Airlines

Deal found 10/22

$538

Wed 11/128:00 amMKE - SJO

1 stop12h 39mUnited Airlines

Tue 11/1811:28 pmSJO - MKE

1 stop10h 51mUnited Airlines

Deal found 10/21

$596

Thu 11/137:03 pmMKE - SJO

1 stop16h 36mMultiple Airlines

Tue 11/184:15 pmSJO - MKE

2 stops43h 25mMultiple Airlines

Deal found 10/21

$458

Thu 11/1311:37 amMKE - SJO

1 stop10h 30mDelta

Tue 11/187:00 amSJO - MKE

1 stop13h 18mDelta

Deal found 10/21

$506

Thu 11/1310:26 amMKE - SJO

1 stop11h 41mDelta

Sun 11/162:31 pmSJO - MKE

1 stop9h 24mDelta

Deal found 10/21

$526

Thu 11/137:03 pmMKE - SJO

1 stop16h 36mMultiple Airlines

Sun 11/161:55 amSJO - MKE

2 stops37h 05mMultiple Airlines

Deal found 10/21

$531

Thu 11/136:12 amMKE - SJO

1 stop7h 58mAmerican Airlines

Mon 11/176:22 amSJO - MKE

2 stops12h 05mAmerican Airlines

Deal found 10/22

$556

Fri 11/147:12 amMKE - SJO

2 stops23h 43mDelta

Tue 11/187:00 amSJO - MKE

1 stop9h 17mDelta

Deal found 10/21

$510

Fri 11/147:12 amMKE - SJO

2 stops23h 43mDelta

Mon 11/177:00 amSJO - MKE

1 stop9h 21mDelta

Deal found 10/21

$530

Wed 11/1910:16 amMKE - SJO

1 stop11h 51mDelta

Tue 11/257:00 amSJO - MKE

1 stop16h 55mDelta

Deal found 10/24

$486

Wed 11/196:00 amMKE - SJO

2 stops15h 05mAmerican Airlines

Tue 11/256:22 amSJO - MKE

1 stop10h 43mAmerican Airlines

Deal found 10/24

$520

Wed 11/196:00 amMKE - SJO

2 stops15h 05mAmerican Airlines

Wed 11/267:00 amSJO - MKE

2 stops17h 02mAmerican Airlines

Deal found 10/23

$590

One-way flights from Milwaukee to San José
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated October 24, 2025.

Sun 1/117:40 pmMKE - SJO

1 stop19h 40mMultiple Airlines

Deal found 10/22

$164

Sun 1/111:56 pmMKE - SJO

2 stops22h 18mSpirit Airlines

Deal found 10/22

$223

Sun 1/115:00 amMKE - SJO

1 stop7h 56mUnited Airlines

Deal found 10/23

$279

Sun 2/159:44 amMKE - SJO

1 stop27h 12mUnited Airlines

Deal found 10/21

$293

Sat 3/285:45 amMKE - SJO

1 stop8h 25mDelta

Deal found 10/22

$1,188

Sat 3/287:55 amMKE - SJO

2 stops12h 00mMultiple Airlines

Deal found 10/22

$4,672

Cheap flight deals from Milwaukee to San José

Most accurate provider	FlightHub 3 stars
Most trusted provider	FlightHub 3 stars
Round-trip from	$380 (Kiwi.com)
One-way from	$164 (Trip.com)
Popular in	December
Cheapest in	September
Average price	$595

Provider with most accurate pricing for Milwaukee-Mitchell-San José Juan Santamaria Intl flight deals.

Search Deals

Provider most trusted by Cheapflights users for Milwaukee-Mitchell-San José Juan Santamaria Intl flights.

Search Deals

From Milwaukee-Mitchell to San José Juan Santamaria Intl

Search Deals

One-way flight from Milwaukee-Mitchell to San José Juan Santamaria Intl

Search Deals

Highest demand for flights based on searches. 7% potential increase in price ($49 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 2% potential price decrease ($14 potential savings vs. average RT price).

Search Deals

Average for round-trip flights in October 2025

Search Deals

Cheapflights Fare Finder

Use the filters below to find and compare flights from Milwaukee to San José that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 1/20

1:20 pm-10:15 pm

1 stop8h 55m

San José Juan Santamaria Intl

Fri 1/30

7:00 am-4:17 pm

1 stop9h 17m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 1/28

7:00 am-10:15 pm

1 stop15h 15m

San José Juan Santamaria Intl

Wed 2/4

2:20 pm-11:27 pm

1 stop9h 07m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Tue 1/20

1:20 pm-10:15 pm

1 stop8h 55m

San José Juan Santamaria Intl

Tue 1/27

7:00 am-11:27 pm

1 stop16h 27m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 1/28

7:00 am-10:15 pm

1 stop15h 15m

San José Juan Santamaria Intl

Thu 2/5

7:00 am-7:05 pm

1 stop12h 05m

$398

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Wed 1/21

5:45 am-12:55 pm

1 stop7h 10m

San José Juan Santamaria Intl

Thu 1/29

7:00 am-11:27 pm

1 stop16h 27m

$439

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Fri 2/6

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Fri 2/13

7:00 am-4:17 pm

1 stop9h 17m

$461

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 1/22

12:20 pm-10:15 pm

1 stop9h 55m

San José Juan Santamaria Intl

Tue 1/27

7:00 am-11:27 pm

1 stop16h 27m

$461

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 1/24

1:20 pm-10:15 pm

1 stop8h 55m

San José Juan Santamaria Intl

Fri 1/30

7:00 am-11:27 pm

1 stop16h 27m

$461

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Thu 1/22

10:25 am-10:15 pm

1 stop11h 50m

San José Juan Santamaria Intl

Fri 1/30

7:00 am-11:27 pm

1 stop16h 27m

$461

MilwaukeeSan José

MKE - SJO

MKESJO

Milwaukee-Mitchell

Sat 1/24

5:45 am-10:15 pm

1 stop16h 30m

San José Juan Santamaria Intl

Tue 1/27

7:00 am-7:05 pm

1 stop12h 05m

$461

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/22

Showing 1-10 of 18 results

Compare providers for flights from Milwaukee to San José

Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to San José in October.

Provider	Price Accuracy	Trust Score*
Expedia	Price Accuracy2 stars	Trust Score*3 stars
FlightHub	Price Accuracy3 stars	Trust Score*3 stars
eDreams	Price Accuracy3 stars	Trust Score*3 stars
AranGrant	Price Accuracy3 stars	Trust Score*3 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 Milwaukee-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-San José flight searches over the past month and is updated monthly.
Most trusted provider: When it comes to deals on Milwaukee-San José flights, Cheapflights users trust FlightHub the most. FlightHub 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 Milwaukee-San José 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 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?

The best time to book flights from Milwaukee to San José is 40 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.

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

Currently, October is the cheapest month in which you can book a flight from Milwaukee to San José (average of $246). Flying from Milwaukee to San José in December is currently the most expensive (average of $395). 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?

Unlike in the evening, when flights are generally more expensive, you can save up to 65% on flights from Milwaukee to San José by exploring options for tickets in the afternoon.

Reviews of airlines servicing San José

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

4,236 reviews

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

4,236 reviews

Southwest

8.0

Very good

4,236 reviews

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

7.9

Good

7,982 reviews

Southwest

8.0

Very good

4,236 reviews

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

8,995 reviews

Southwest

8.0

Very good

4,236 reviews

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

11,033 reviews

Southwest

8.0

Very good

4,236 reviews

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

8,104 reviews

Southwest

8.0

Very good

4,236 reviews

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

How long is the flight from Milwaukee to San José?
For as low as $398, Delta can have you in San José from Milwaukee in 8h 55m. There are 2286 mi between Milwaukee and San José.
What are the cheapest airlines flying from Milwaukee to San José round-trip?
According to our current data, Spirit Airlines ($279), Delta ($385), and Southwest ($426) offers the cheapest pricing from Milwaukee to San José. You may be able to fly from Milwaukee to San José for 55% less than the average price by searching for these airlines.
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?
Currently, October is the cheapest month in which you can book a flight from Milwaukee to San José (average of $246). Flying from Milwaukee to San José in December is currently the most expensive (average of $395). 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

Heredia

Manuel Antonio

Alajuela

Monteverde

Jacó

Dominical

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Top 5 airlines flying from Milwaukee to San José

Airline	Cheapest	Average	Flexibility	On-time
Spirit Airlines	Cheapest$279	Average$472	FlexibilityNo cancel fee	On-time65%
Delta	Cheapest$385	Average$656	FlexibilityNo cancel fee	On-timeN/A
Southwest	Cheapest$426	Average$682	FlexibilityNo cancel fee	On-time63%
United Airlines	Cheapest$475	Average$800	FlexibilityNo cancel fee	On-time69%
American Airlines	Cheapest$477	Average$638	FlexibilityNo cancel fee	On-time71%

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$164+ 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 1/11. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Milwaukee to San José with Cheapflights

1. Tell us where you want to go

2. Select your favorite providers

3. Compare prices and book

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

Find flight deals from Milwaukee to San José

Cheapest flights from Milwaukee to San JoséExplore 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 October 24, 2025.

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 October 24, 2025.

Cheap flight deals from Milwaukee to San José

Most accurate provider

Most trusted provider

Round-trip from

One-way from

Popular in

Cheapest in

Average price

Cheapflights Fare Finder

Use the filters below to find and compare flights from Milwaukee to San José that are best for you.

Compare providers for flights from Milwaukee to San José

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 Milwaukee to San José in October.

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.

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?

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

What is the cheapest time of day to fly from MKE to SJO?

Reviews of airlines servicing San José

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.

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?

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

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

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

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

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

Traveling to a place near San José?

Browse thousands of different options on Cheapflights for your next trip

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Alternative routes for Milwaukee to San José

See prices for flight routes from nearby airports that may be better suited for you.

Top 5 airlines flying from Milwaukee to San José

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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 October 24, 2025.