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$154+ Cheap flights from San Jose, CA 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 1/10. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Dec 9 — Dec 161
Tue 12/9
Tue 12/16
1 adult, Economy
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Cheapflights Tip: The best prices from San Jose to Milwaukee-Mitchell are usually found in September or August, booked 51 days in advance, depart on a Tuesday or Sunday and return on a Wednesday

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 November 9, 2025.

This Delta deal was found by Cheapflights users on 11/7. 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 12/312:55 pmSJC - MKE
1 stop8h 59mDelta
Sat 12/63:07 pmMKE - SJC
1 stop7h 29mDelta
Deal found 11/7$307
This Delta deal was found by Cheapflights users on 11/7. 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 12/21:35 pmSJC - MKE
1 stop6h 11mDelta
Wed 12/33:17 pmMKE - SJC
1 stop9h 38mDelta
Deal found 11/7$343
This Delta deal was found by Cheapflights users on 11/9. 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 12/57:45 pmSJC - MKE
2 stops13h 02mDelta
Sun 12/73:17 pmMKE - SJC
1 stop9h 38mDelta
Deal found 11/9$366
This Delta deal was found by Cheapflights users on 11/7. 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.
Mon 12/16:15 amSJC - MKE
1 stop5h 47mDelta
Wed 12/33:17 pmMKE - SJC
1 stop9h 38mDelta
Deal found 11/7$402
This Alaska Airlines deal was found by Cheapflights users on 11/9. 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.
Fri 12/58:00 amSJC - MKE
1 stop28h 55mAlaska Airlines
Sun 12/73:51 pmMKE - SJC
1 stop9h 08mAlaska Airlines
Deal found 11/9$411
This Southwest deal was found by Cheapflights users on 11/8. 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.
Wed 12/172:30 pmSJC - MKE
1 stop5h 30mSouthwest
Sat 1/34:35 pmMKE - SJC
2 stops8h 20mSouthwest
Deal found 11/8$464
This Delta deal was found by Cheapflights users on 11/8. 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 12/56:35 amSJC - MKE
1 stop7h 38mDelta
Mon 12/83:17 pmMKE - SJC
1 stop9h 38mDelta
Deal found 11/8$500

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 November 9, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$307
(Delta)

One-way from

$154
(Delta)

Popular in

December

Cheapest in

September

Average price

$512
Provider with most accurate pricing for San Jose-Milwaukee-Mitchell flight deals.
Search Deals
Provider most trusted by Cheapflights users for San Jose-Milwaukee-Mitchell flights.
Search Deals
From San Jose to Milwaukee-Mitchell
Search Deals
One-way flight from San Jose to Milwaukee-Mitchell
Search Deals
Highest demand for flights based on searches. 7% potential increase in price ($37 potential increase over avg. RT price).
Search Deals
Cheapest flight prices on average. 2% potential price decrease ($10 potential savings vs. average RT price).
Search Deals
Average for round-trip flights in November 2025
Search Deals

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 November 9, 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 12/3

12:55 pm-11:54 pm

1 stop8h 59m

Milwaukee-Mitchell

Sat 12/6

3:07 pm-8:36 pm

1 stop7h 29m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 12/2

1:35 pm-9:46 pm

1 stop6h 11m

Milwaukee-Mitchell

Wed 12/3

3:17 pm-10:55 pm

1 stop9h 38m

$343

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 3/10

6:30 am-2:13 pm

1 stop5h 43m

Milwaukee-Mitchell

Wed 3/11

5:45 am-12:09 pm

1 stop8h 24m

$359

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Fri 12/5

7:45 pm-10:47 am

2 stops13h 02m

Milwaukee-Mitchell

Sun 12/7

3:17 pm-10:55 pm

1 stop9h 38m

$366

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Fri 12/5

8:00 am-2:55 pm

1 stop28h 55m

Milwaukee-Mitchell

Sun 12/7

3:51 pm-10:59 pm

1 stop9h 08m

$411

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 12/17

2:30 pm-10:00 pm

1 stop5h 30m

Milwaukee-Mitchell

Sat 1/3

4:35 pm-10:55 pm

2 stops8h 20m

$464

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sat 1/10

6:15 am-3:19 pm

1 stop7h 04m

$154

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sun 1/11

6:20 pm-3:19 pm

2 stops18h 59m

$162

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 12/2

1:35 pm-9:46 pm

1 stop6h 11m

$190

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sun 1/11

11:00 am-2:57 pm

1 stop25h 57m

$196

Flights are sorted by cheapest round-trip flights first.

Deals found on 11/6

Compare providers for flights from San Jose 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 Jose to Milwaukee in November.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust 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 San Jose, California-Milwaukee flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Jose, California-Milwaukee flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Jose, California-Milwaukee flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Milwaukee flights, Cheapflights users trust eDreams the most. eDreams 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 Jose, California-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 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, California 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 November 7, 2025.

To ensure you get the cheapest price possible for a flight from San Jose, California to Milwaukee, you should look to book at least 51 days in advance of your intended travel date. The price of your flight may increase if you delay and leave booking until a week or so before departure.

What is the cheapest month to book a flight from San Jose, California to Milwaukee?

Currently, December is the cheapest month in which you can book a flight from San Jose, California to Milwaukee (average of $111). Flying from San Jose, California to Milwaukee in March is currently the most expensive (average of $194). 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 November 9, 2025.

It’s optimal to fly from San Jose, California to Milwaukee at noon. By choosing this option you can save up to 6% 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 November 9, 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
4,238 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

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
4,238 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

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
7.9
Good
8,004 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

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
9,012 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

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
11,047 reviews
Southwest
8.0
Very good
4,238 reviews

Food

7.0

Overall

8.0

Entertainment

7.5

Crew

8.6

Boarding

8.1

Comfort

8.0

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.

  • How long is the flight from San Jose, California to Milwaukee?

    Departing from San Jose, California to Milwaukee will take you 8h 59m. There are 1824 mi between San Jose, California and Milwaukee.

  • What are the cheapest airlines flying from San Jose, California to Milwaukee round-trip?

    Our cheapest airline available from San Jose, California to Milwaukee is United Airlines. Our recent data shows that you can find tickets from as low as $202 on this airline. Additional options worth looking into are Delta and Southwest, starting at $256 and $294 round-trip. You may be able to fly from San Jose, California to Milwaukee for 54% less than the average price by searching for these airlines.

  • 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, California to Milwaukee?

    Currently, December is the cheapest month in which you can book a flight from San Jose, California to Milwaukee (average of $111). Flying from San Jose, California to Milwaukee in March is currently the most expensive (average of $194). 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
Sheboygan
New Berlin
Oak Creek
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 November 9, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$506FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$390FlexibilityNo cancel feeOn-timeN/A
SouthwestCheapest$294Average$465FlexibilityNo cancel feeOn-time63%
American AirlinesCheapest$300Average$400FlexibilityNo cancel feeOn-time71%

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