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Cheap flights from San Jose, California to Milwaukee from $164

This is the cheapest one-way flight price found by a momondo user in the last 72 hours by searching for a flight from San Jose, California to Milwaukee departing on 5/26. Fares may change, and may not be available for all flights or travel dates. Click the price to refresh the search for this deal.
1 adult
0 bags

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Find the cheapest flights from San Jose, California to Milwaukee

Cheap round-trip flights

Enter your travel dates to find the best prices.
Delta Logo
6:30 am - 4:42 pm
SJC
-
MKE
8h 12m
1 stop
Delta Logo
3:15 pm - 8:53 pm
MKE
-
SJC
7h 38m
1 stop
$327Delta
Tue, Sep 8 - Tue, Sep 15
Southwest Logo
3:30 pm - 1:55 am
SJC
-
MKE
8h 25m
1 stop
Southwest Logo
6:55 pm - 11:00 pm
MKE
-
SJC
6h 05m
1 stop
$351Southwest
Mon, Jun 8 - Tue, Jun 16
Southwest Logo
10:55 pm - 10:55 am
SJC
-
MKE
10h 00m
1 stop
Southwest Logo
6:30 pm - 10:25 pm
MKE
-
SJC
5h 55m
1 stop
$352Southwest
Tue, May 26 - Thu, May 28
Delta Logo
6:20 am - 4:51 pm
SJC
-
MKE
8h 31m
1 stop
Delta Logo
6:30 am - 12:18 pm
MKE
-
SJC
7h 48m
1 stop
$355Delta
Mon, May 25 - Thu, May 28
American Airlines Logo
12:40 pm - 9:37 pm
SJC
-
MKE
6h 57m
1 stop
American Airlines Logo
1:43 pm - 10:43 pm
MKE
-
SJC
11h 00m
2 stops
$356American Airlines
Tue, May 26 - Thu, May 28
American Airlines Logo
6:00 am - 5:00 pm
SJC
-
MKE
9h 00m
1 stop
American Airlines Logo
12:22 pm - 10:15 pm
MKE
-
SJC
11h 53m
2 stops
$368American Airlines
Tue, Sep 8 - Tue, Sep 15
American Airlines Logo
12:40 pm - 9:37 pm
SJC
-
MKE
6h 57m
1 stop
American Airlines Logo
7:18 am - 1:42 pm
MKE
-
SJC
8h 24m
1 stop
$382American Airlines
Tue, May 26 - Fri, May 29
Alaska Airlines Logo
1:14 pm - 11:59 pm
SJC
-
MKE
8h 45m
1 stop
Alaska Airlines Logo
4:40 pm - 11:31 pm
MKE
-
SJC
8h 51m
1 stop
$386Alaska Airlines
Thu, May 28 - Fri, May 29
American Airlines Logo
12:40 pm - 9:37 pm
SJC
-
MKE
6h 57m
1 stop
American Airlines Logo
1:43 pm - 10:43 pm
MKE
-
SJC
11h 00m
2 stops
$387American Airlines
Tue, May 26 - Fri, May 29
Southwest Logo
11:30 am - 9:25 pm
SJC
-
MKE
7h 55m
2 stops
Southwest Logo
3:05 pm - 7:35 pm
MKE
-
SJC
6h 30m
1 stop
$388Southwest
Tue, Aug 25 - Thu, Sep 3

Southwest flights from San Jose, California to Milwaukee

Our best Southwest deals on San Jose, California to Milwaukee flight tickets
Southwest
Jun 8
SJC3:30 pmSan Jose
8h 25m
1 stop
MKE1:55 amMilwaukee-Mitchell
Jun 16
MKE6:55 pmMilwaukee-Mitchell
6h 05m
1 stop
SJC11:00 pmSan Jose
$351
Southwest
May 26
SJC10:55 pmSan Jose
10h 00m
1 stop
MKE10:55 amMilwaukee-Mitchell
May 28
MKE6:30 pmMilwaukee-Mitchell
5h 55m
1 stop
SJC10:25 pmSan Jose
$352
Southwest
Jun 1
SJC2:00 pmSan Jose
8h 55m
2 stops
MKE12:55 amMilwaukee-Mitchell
Jun 4
MKE2:30 pmMilwaukee-Mitchell
7h 05m
1 stop
SJC7:35 pmSan Jose
$360

Alaska Airlines flights from San Jose, California to Milwaukee

Our best Alaska Airlines deals on San Jose, California to Milwaukee flight tickets
Alaska Airlines
Jun 6
SJC1:14 pmSan Jose
8h 45m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jun 10
MKE6:02 amMilwaukee-Mitchell
9h 18m
1 stop
SJC1:20 pmSan Jose
$406
Alaska Airlines
May 28
SJC1:14 pmSan Jose
8h 45m
1 stop
MKE11:59 pmMilwaukee-Mitchell
May 29
MKE4:40 pmMilwaukee-Mitchell
19h 05m
2 stops
SJC9:45 amSan Jose
$438
Alaska Airlines
Jun 1
SJC8:00 amSan Jose
13h 59m
1 stop
MKE11:59 pmMilwaukee-Mitchell
Jun 8
MKE7:00 amMilwaukee-Mitchell
8h 40m
1 stop
SJC1:40 pmSan Jose
$453

momondo Fare Finder

 
Customize your flight search to find flights from San Jose, California 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, momondo users made 832,500 searches. Data last updated May 7, 2026.
Use the filters below to find and compare flights from San Jose, California to Milwaukee that are best for you.

Fly from

Fly to

Route

Depart

Return

Price

Cheapest round-trip

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 9/8

6:30 am-4:42 pm

1 stop8h 12m

Milwaukee-Mitchell

Tue 9/15

3:15 pm-8:53 pm

1 stop7h 38m

$327

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Mon 6/8

3:30 pm-1:55 am

1 stop8h 25m

Milwaukee-Mitchell

Tue 6/16

6:55 pm-11:00 pm

1 stop6h 05m

$351

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 5/26

10:55 pm-10:55 am

1 stop10h 00m

Milwaukee-Mitchell

Thu 5/28

6:30 pm-10:25 pm

1 stop5h 55m

$352

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Mon 5/25

6:20 am-4:51 pm

1 stop8h 31m

Milwaukee-Mitchell

Thu 5/28

6:30 am-12:18 pm

1 stop7h 48m

$355

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 5/26

12:40 pm-9:37 pm

1 stop6h 57m

Milwaukee-Mitchell

Thu 5/28

1:43 pm-10:43 pm

2 stops11h 00m

$356

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 9/8

6:00 am-5:00 pm

1 stop9h 00m

Milwaukee-Mitchell

Tue 9/15

12:22 pm-10:15 pm

2 stops11h 53m

$368

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 5/26

12:40 pm-9:37 pm

1 stop6h 57m

Milwaukee-Mitchell

Fri 5/29

7:18 am-1:42 pm

1 stop8h 24m

$382

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Thu 5/28

1:14 pm-11:59 pm

1 stop8h 45m

Milwaukee-Mitchell

Fri 5/29

4:40 pm-11:31 pm

1 stop8h 51m

$386

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 5/26

12:40 pm-9:37 pm

1 stop6h 57m

Milwaukee-Mitchell

Fri 5/29

1:43 pm-10:43 pm

2 stops11h 00m

$387
Quickest round-trip

San JoseMilwaukee

SJC - MKE

SJCMKE

San Jose

Tue 8/25

11:30 am-9:25 pm

2 stops7h 55m

Milwaukee-Mitchell

Thu 9/3

3:05 pm-7:35 pm

1 stop6h 30m

$388

Flights are sorted by cheapest round-trip flights first.

Showing 1-10 of 20 resultsSorted by cheapest first
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See travel insights to Milwaukee from

How to get the cheapest flight ticket from San Jose, California to Milwaukee

Look no further. We've gone through all the searches for this route on momondo so you have the important information and insights to find the cheapest flight ticket for your trip

What is the typical price of a round-trip flight between San Jose, California and Milwaukee?

What is the cheapest month to fly to Milwaukee?

The cheapest month to fly to Milwaukee from San Jose, California is in September. Flight prices, which tend to average around $338, are often lower during this time because this is during the off-season. The month of January is another great option to travel to Milwaukee, with average flight prices from San Jose, California averaging around $378.

How have San Jose, California to Milwaukee flight prices changed over time?

As of May 2026, prices for San Jose, California to Milwaukee flights are approximately 16% cheaper when compared to flights at the same time last year.

When to book flights from San Jose, California to Milwaukee

Are you open to changing your travel dates? Check out the ideal times to fly from San Jose, California to Milwaukee according to our flight data. Find out which month and days have the cheapest flights.
Estimated round-trip price

Cheap San Jose, California to Milwaukee (SJC to MKE) flight deals and tips

Find info about flight duration, direct flights, and airports for your flight from San Jose, California to Milwaukee

Fastest flight time

5h 43m

Direct flights

None
The fastest flight from San Jose, California to Milwaukee takes 5h 43m
There are no direct flights from San Jose, California to Milwaukee. There are no popular flight routes from San Jose, California to Milwaukee.
Search flight deals

Frequently asked questions about flying from San Jose, California to Milwaukee

  • How far is San Jose to Milwaukee-Mitchell by plane?

    San Jose and Milwaukee-Mitchell are 1821.9 mi apart from one another. By plane, this route typically takes 5h 43m.

  • When did momondo last update prices for flights from San Jose Airport to Milwaukee-Mitchell Airport?

    Prices for flights from San Jose Airport to Milwaukee-Mitchell Airport are refreshed on a daily basis.

  • How many operators does momondo search for flights from San Jose Airport to Milwaukee-Mitchell Airport?

  • How old do you have to be to fly from San Jose Airport to Milwaukee-Mitchell Airport?

    The minimum age a child must be to fly alone is five but airlines that offer an unaccompanied minor (UNMR) service will have their own age restrictions, including rules around flight length, timings, and stopovers. We always recommend checking with the individual airline you are booking with to travel from San Jose Airport to Milwaukee-Mitchell Airport.

  • What documentation or ID do you need to fly to Milwaukee-Mitchell Airport?

    The travel and health documents you'll need for your trip to Milwaukee-Mitchell Airport may differ based on your itinerary and personal situation. Typically, you should have several documents on hand, such as a national ID card or driver's license and a passport that is valid for six months after your intended arrival at Milwaukee-Mitchell Airport. It is always advisable to seek advice from your airline or a trusted third party, such as IATA.

  • What is the most popular airline from San Jose, California to Milwaukee?

Best airlines flying from San Jose, California to Milwaukee

Compare and see reviews for airlines that fly from San Jose, California to Milwaukee with momondo
Airline
Rating
Free Cancellation
Price
SouthwestPriceFrom $267Free CancellationRating
7.9
4,301 reviews
Search Southwest flights
DeltaPriceFrom $282Free CancellationRating
7.9
8,459 reviews
Search Delta flights
American AirlinesPriceFrom $300Free CancellationRating
7.1
11,669 reviews
Search American Airlines flights

Traveling to a place near Milwaukee?

Book flights to Milwaukee if you plan to visit one of these locations
Sheboygan
Waukesha
Wauwatosa
Oak Creek
Mequon
Glendale
Pewaukee
West Bend
Port Washington
Kohler
New Berlin
Grafton

Why use momondo?

Why should I use momondo to find a flight deal from San Jose to Milwaukee?

momondo collates all your flight options in one place and lets you filter them to find the perfect flight from San Jose to Milwaukee. momondo saves you time and could save you money on your trip.

Can I find flights from San Jose to Milwaukee with flexible booking policies on momondo?

All flight searches from San Jose to Milwaukee on momondo can be filtered to show those which offer flexible booking policies.

How can momondo help me find flights from San Jose to Milwaukee?

Once all potential San Jose to Milwaukee flight options are in front of you, momondo lets you sort and filter flights based on preferences such as airline, price and flight times amongst many other options.

I’m not ready to book a flight from San Jose to Milwaukee right now. Can momondo alert me if prices change?

Yes momondo offers price alerts on flights to Milwaukee from San Jose. After performing a search on this page you should be able to see the price alert set up feature. Simply provide a valid email address and momondo will instantly alert you when prices change.

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