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$154+ 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 10/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Oct 17 — Oct 241
Fri 10/17
Fri 10/24
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 September 17, 2025.

Round-trip from

$262
(Delta)

One-way from

$154
(Delta)

Popular in

December

Cheapest in

September

Average price

$344
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. 5% potential increase in price ($22 potential increase over avg. RT price).
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Cheapest flight prices on average. 2% potential price decrease ($11 potential savings vs. average RT price).
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Average for round-trip flights in September 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 September 17, 2025.

This Delta deal was found by Cheapflights users on 9/16. 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 11/57:15 amSJC - MKE
2 stops12h 15mDelta
Sat 11/87:30 amMKE - SJC
2 stops13h 18mDelta
Deal found 9/16$262
This Delta deal was found by Cheapflights users on 9/16. 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 10/217:35 pmSJC - MKE
2 stops11h 09mDelta
Mon 10/274:46 pmMKE - SJC
1 stop8h 12mDelta
Deal found 9/16$299
This Delta deal was found by Cheapflights users on 9/15. 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.
Wed 11/51:15 pmSJC - MKE
1 stop6h 15mDelta
Wed 11/123:13 pmMKE - SJC
1 stop9h 43mDelta
Deal found 9/15$307
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 12/212:39 pmSJC - MKE
1 stop9h 17mDelta
Fri 12/54:59 pmMKE - SJC
2 stops24h 55mDelta
Deal found 9/15$319
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 11/1010:25 pmSJC - MKE
1 stop8h 46mDelta
Wed 11/122:53 pmMKE - SJC
1 stop7h 42mDelta
Deal found 9/15$322
This Delta deal was found by Cheapflights users on 9/15. 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.
Thu 11/137:15 amSJC - MKE
2 stops12h 28mDelta
Tue 11/182:53 pmMKE - SJC
1 stop7h 42mDelta
Deal found 9/15$327
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 11/116:10 amSJC - MKE
1 stop6h 03mDelta
Thu 11/209:10 amMKE - SJC
2 stops8h 40mDelta
Deal found 9/15$329
This Delta deal was found by Cheapflights users on 9/15. 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.
Mon 11/1010:25 pmSJC - MKE
1 stop8h 46mDelta
Mon 11/172:53 pmMKE - SJC
1 stop7h 42mDelta
Deal found 9/15$337

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 September 17, 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

Fri 11/14

7:30 pm-8:51 am

2 stops11h 21m

Milwaukee-Mitchell

Tue 11/18

11:37 am-8:30 pm

1 stop10h 53m

$284

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Thu 11/13

7:15 am-9:43 pm

2 stops12h 28m

Milwaukee-Mitchell

Tue 11/18

2:53 pm-8:35 pm

1 stop7h 42m

$284

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 11/11

6:25 am-4:17 pm

1 stop7h 52m

Milwaukee-Mitchell

Sat 11/15

3:13 pm-10:56 pm

1 stop9h 43m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sat 11/15

6:25 am-4:15 pm

1 stop7h 50m

Milwaukee-Mitchell

Tue 11/18

3:13 pm-10:56 pm

1 stop9h 43m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 11/11

6:25 am-4:17 pm

1 stop7h 52m

Milwaukee-Mitchell

Wed 11/12

11:37 am-8:30 pm

1 stop10h 53m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 11/11

12:39 pm-11:56 pm

1 stop9h 17m

Milwaukee-Mitchell

Wed 11/19

3:13 pm-10:56 pm

1 stop9h 43m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 11/4

6:35 am-4:18 pm

1 stop7h 43m

Milwaukee-Mitchell

Wed 11/12

2:53 pm-8:35 pm

1 stop7h 42m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Sat 11/15

6:10 am-2:13 pm

1 stop6h 03m

Milwaukee-Mitchell

Wed 11/19

2:53 pm-8:35 pm

1 stop7h 42m

$307

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Wed 11/5

11:06 am-10:09 pm

1 stop9h 03m

Milwaukee-Mitchell

Sat 11/8

9:05 am-6:31 pm

2 stops11h 26m

$312

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 12/2

7:45 pm-10:18 am

2 stops12h 33m

Milwaukee-Mitchell

Sat 12/6

7:20 am-12:34 pm

1 stop7h 14m

$312

Flights are sorted by cheapest round-trip flights first.

Deals found on 9/15

Showing 1-10 of 22 results
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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 September 12, 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 September 17, 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 September 17, 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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,242 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
7,961 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
8,926 reviews
Southwest
8.0
Very good
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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
4,242 reviews

Comfort

8.0

Entertainment

7.5

Food

7.0

Overall

8.0

Crew

8.6

Boarding

8.1

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 to Milwaukee?

    Delta can get you from San Jose to Milwaukee in just under 11h 21m. Your travel time can differ by up to . The distance from San Jose to Milwaukee is about 1824 mi.

  • 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 $202. 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.

  • 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
Sheboygan
Oak Creek
New Berlin
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 September 17, 2025.
AirlineCheapestAverageFlexibilityOn-time
United AirlinesCheapest$202Average$434FlexibilityNo cancel feeOn-time69%
DeltaCheapest$256Average$386FlexibilityNo cancel feeOn-timeN/A
American AirlinesCheapest$300Average$387FlexibilityNo cancel feeOn-time71%
SouthwestCheapest$304Average$451FlexibilityNo cancel feeOn-time63%

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