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$125+ Cheap flights from San Jose to Milwaukee (SJC - 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Aug 19 — Aug 261
Tue 8/19
Tue 8/26
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Milwaukee-Mitchell are usually found in September or October, booked 47 days in advance, depart on a Tuesday or Sunday and return on a Wednesday

Cheap flight deals from San Jose to Milwaukee

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) 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 August 14, 2025.

Round-trip from

$247
(Expedia)

One-way from

$125
(Alaska Airlines)

Popular in

December

Cheapest in

September

Average price

$486
From San Jose to Milwaukee-Mitchell
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One-way flight from San Jose to Milwaukee-Mitchell
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Highest demand for flights based on searches. 1% potential increase in price ($7 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($8 potential savings vs. average RT price).
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Average for round-trip flights in August 2025
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Find flight deals from San Jose to Milwaukee

Cheapest flights from San Jose to Milwaukee
Explore the most affordable flight options available from San Jose to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 14, 2025.

This Alaska Airlines deal was found by Cheapflights users on 8/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/1012:52 pmSJC - MKE
1 stop9h 10mAlaska Airlines
Tue 9/166:27 amMKE - SJC
1 stop9h 54mAlaska Airlines
Deal found 8/12$250
This Delta deal was found by Cheapflights users on 8/12. 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.
Wed 9/31:35 pmSJC - MKE
1 stop6h 00mDelta
Tue 9/92:54 pmMKE - SJC
1 stop9h 29mDelta
Deal found 8/12$257
This Expedia deal was found by Cheapflights users on 8/13. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/33:15 pmSJC - MKE
1 stop6h 47mMultiple Airlines
Sun 9/79:50 pmMKE - SJC
1 stop14h 55mMultiple Airlines
Deal found 8/13$265
This Alaska Airlines deal was found by Cheapflights users on 8/12. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/1312:10 pmSJC - MKE
1 stop9h 52mAlaska Airlines
Wed 9/176:27 amMKE - SJC
1 stop7h 31mAlaska Airlines
Deal found 8/12$268
This Delta deal was found by Cheapflights users on 8/14. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/510:56 pmSJC - MKE
1 stop7h 37mDelta
Tue 9/237:30 amMKE - SJC
1 stop6h 53mDelta
Deal found 8/14$272
This FlightHub deal was found by Cheapflights users on 8/11. 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.
Thu 9/1811:40 amSJC - MKE
1 stop7h 15mSpirit Airlines
Sun 9/219:50 pmMKE - SJC
1 stop14h 55mSpirit Airlines
Deal found 8/11$273
This American Airlines deal was found by Cheapflights users on 8/12. 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.
Fri 9/56:00 amSJC - MKE
2 stops10h 46mAmerican Airlines
Tue 9/236:14 amMKE - SJC
1 stop8h 25mAmerican Airlines
Deal found 8/12$274
This Delta deal was found by Cheapflights users on 8/12. 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.
Thu 9/411:14 amSJC - MKE
2 stops8h 21mDelta
Tue 9/96:30 amMKE - SJC
2 stops10h 07mDelta
Deal found 8/12$282

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose 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 August 14, 2025.
Use the filters below to find and compare flights from San Jose to Milwaukee that are best for you.

Fly from

San Jose

Fly to

Milwaukee

Route

Depart

Return

Price

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/10

12:52 pm-12:02 am

1 stop9h 10m

Milwaukee-Mitchell

Tue 9/16

6:27 am-2:21 pm

1 stop9h 54m

$250

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/10

12:52 pm-12:02 am

1 stop9h 10m

Milwaukee-Mitchell

Wed 9/17

6:27 am-2:21 pm

1 stop9h 54m

$250

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 10/1

6:35 am-4:23 pm

1 stop7h 48m

Milwaukee-Mitchell

Wed 10/8

2:04 pm-10:58 pm

1 stop10h 54m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/24

12:35 pm-11:48 pm

1 stop9h 13m

Milwaukee-Mitchell

Wed 10/1

12:14 pm-7:49 pm

1 stop9h 35m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/17

6:20 am-4:44 pm

1 stop8h 24m

Milwaukee-Mitchell

Tue 9/23

5:40 am-11:17 am

1 stop7h 37m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/24

6:20 am-4:44 pm

1 stop8h 24m

Milwaukee-Mitchell

Tue 9/30

7:30 am-12:23 pm

1 stop6h 53m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 10/8

10:25 pm-9:26 am

1 stop9h 01m

Milwaukee-Mitchell

Tue 10/14

2:04 pm-10:58 pm

1 stop10h 54m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/3

10:56 pm-8:43 am

1 stop7h 47m

Milwaukee-Mitchell

Wed 9/10

4:00 pm-8:37 pm

1 stop6h 37m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 10/1

6:20 am-4:44 pm

1 stop8h 24m

Milwaukee-Mitchell

Tue 10/7

2:04 pm-7:59 pm

1 stop7h 55m

$257

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 9/3

1:35 pm-9:35 pm

1 stop6h 00m

Milwaukee-Mitchell

Tue 9/9

2:54 pm-10:23 pm

1 stop9h 29m

$257

Flights are sorted by cheapest round-trip flights first.

Deals found on 8/14

Showing 1-10 of 20 results
1
2

Best time to book a flight from San Jose to Milwaukee

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

How far ahead should I book a flight from San Jose to Milwaukee?

Use this chart to determine the optimal time to book a round-trip flight from San Jose to Milwaukee. Price data was last updated on August 8, 2025.

The price you pay for your flight from San Jose to Milwaukee may vary depending on when you book. For the best chance of a lower fare, look to book 47 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 Jose to Milwaukee?

Currently, February is the cheapest month in which you can book a flight from San Jose to Milwaukee (average of $280). Flying from San Jose 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 SJC to MKE?

Find hourly flight availability from San Jose 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 August 14, 2025.

It’s optimal to fly from San Jose to Milwaukee at noon. By choosing this option you can save up to 7% on the cost of your flight, compared to a flight in the afternoon.

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 August 14, 2025.
Get a feel of what it's like to fly with Southwest, Delta, and United Airlines from San Jose to Milwaukee by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Southwest
8.0
Very good
4,244 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
Delta
8.0
Very good
7,980 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
United Airlines
7.4
Good
8,916 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.
American Airlines
7.2
Good
10,000 reviews
Southwest
8.0
Very good
4,244 reviews

Boarding

8.1

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Reviews

1 / 20
8.0
Excellent

Walter,Aug 2025

OAK - SAN

Dozens of flights and I've never seen a row's beverages forgotten. I even went back and asked the attendant to check on them and nothing. I really hope it didn't have something to do with the Black mother with her kid in the row. Otherwise it was a typical Southwest flight, rapid boarding, tolerable leg room.

Related info for your journey

Find useful and relevant information for your journey from San Jose 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 Jose to Milwaukee round-trip?

    Cheapflights users have booked flights from San Jose to Milwaukee round-trip from $207. Other airlines that can offer you cheap pricing are Delta, from $256, and American Airlines, from $300. United Airlines is currently priced 52% below the average price you’ll pay for this route.

  • What are the cheapest airlines to fly from San Jose to Milwaukee one-way?

    The cheapest airlines for a one-way flight from San Jose to Milwaukee are Alaska Airlines ($125), American Airlines ($126), and Delta ($134).

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

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

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

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

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

    Yes. Cheapflights offers flight deals from San Jose 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 Jose to Milwaukee?

    Currently, February is the cheapest month in which you can book a flight from San Jose to Milwaukee (average of $280). Flying from San Jose 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 Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Mequon
Oak Creek
Sheboygan
Wauwatosa

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Top 4 airlines flying from San Jose to Milwaukee

Discover the top 4 airlines that operate flights from San Jose 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 August 14, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$207Average$434FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$406FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$400FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$304Average$468FlexibilityNo cancel feeOn-time63%

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