$133+ Cheap flights from San Jose, CA to Milwaukee (SJC - MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Dec 4 — Dec 111
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from San Jose to Milwaukee with Cheapflights
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.Cheap flight deals from San Jose to Milwaukee
Cheapest
Best
Last-minute
One-way
Cheapest flights from San Jose to MilwaukeeExplore 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 4, 2026.
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 4, 2026.
This Expedia deal was found by Cheapflights users on 11/3. 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.
Sat 12/127:35 pm -
1 stop17h 52m
Thu 1/73:17 pm -
2 stops23h 24m
Deal found 11/3![Alaska Airlines logo]()
$305
This Southwest deal was found by Cheapflights users on 11/3. 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.
Thu 12/36:35 am -
1 stop5h 30m
Thu 12/1012:45 pm -
1 stop9h 00m
Deal found 11/3![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 11/4. 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.
Fri 12/411:55 am -
2 stops7h 55m
Mon 12/145:45 am -
1 stop12h 45m
Deal found 11/4![Southwest logo]()
$368
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 12/169:54 am -
2 stops12h 05m
Wed 12/306:00 am -
1 stop29h 28m
Deal found 10/30![Alaska Airlines logo]()
$398
This Mytrip deal was found by Cheapflights users on 10/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:15 pm -
2 stops20h 20m
Tue 12/14:25 pm -
2 stops20h 46m
Deal found 10/31![Alaska Airlines logo]()
$399
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:15 am -
1 stop7h 20m
Tue 12/14:25 pm -
1 stop7h 35m
Deal found 11/3![Alaska Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 11/2. 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.
Tue 12/224:45 pm -
1 stop6h 40m
Mon 1/45:50 am -
1 stop8h 15m
Deal found 11/2![Southwest logo]()
$411
Best flights from San Jose to MilwaukeeDiscover carefully curated flight deals from San Jose to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
Discover carefully curated flight deals from San Jose to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated November 4, 2026.
This Southwest deal was found by Cheapflights users on 11/3. 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.
Thu 12/36:30 am -
2 stops8h 45m
Thu 12/1012:45 pm -
2 stops10h 00m
Deal found 11/3![Southwest logo]()
$367
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 12/169:54 am -
2 stops12h 05m
Tue 12/296:00 am -
1 stop29h 28m
Deal found 10/30![Alaska Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 11/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/142:11 pm -
1 stop6h 44m
Tue 12/155:00 am -
2 stops12h 07m
Deal found 11/3![United Airlines logo]()
$545
This Delta deal was found by Cheapflights users on 11/1. 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 12/286:20 am -
1 stop6h 52m
Tue 12/293:52 pm -
1 stop6h 47m
Deal found 11/1![Delta logo]()
$603
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/155:09 pm -
1 stop20h 18m
Tue 12/296:00 am -
1 stop29h 28m
Deal found 10/30![Alaska Airlines logo]()
$523
This Alaska Airlines deal was found by Cheapflights users on 11/2. 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.
Thu 1/147:01 am -
1 stop29h 18m
Sun 1/173:17 pm -
2 stops18h 17m
Deal found 11/2![Alaska Airlines logo]()
$529
This Southwest deal was found by Cheapflights users on 11/1. 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.
Sat 12/261:40 pm -
2 stops9h 40m
Wed 12/305:20 pm -
1 stop8h 10m
Deal found 11/1![Southwest logo]()
$583
This Alaska Airlines deal was found by Cheapflights users on 11/3. 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.
Mon 2/16:05 pm -
3 stops23h 27m
Sun 2/79:49 am -
2 stops11h 58m
Deal found 11/3![Alaska Airlines logo]()
$553
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 12/186:15 am -
1 stop7h 14m
Wed 12/306:00 am -
1 stop29h 28m
Deal found 10/30![Alaska Airlines logo]()
$590
This Alaska Airlines deal was found by Cheapflights users on 11/1. 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.
Thu 12/241:41 pm -
1 stop23h 52m
Wed 12/306:00 am -
1 stop19h 59m
Deal found 11/1![Alaska Airlines logo]()
$613
Last-minute flights from San Jose to MilwaukeeDiscover last-minute flight deals from San Jose to Milwaukee. Data last updated November 4, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Milwaukee. Data last updated November 4, 2026 and is based on user searches.
This Mytrip deal was found by Cheapflights users on 10/31. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/215:15 pm -
2 stops20h 20m
Tue 12/14:25 pm -
2 stops20h 46m
Deal found 10/31![Alaska Airlines logo]()
$399
This Mytrip deal was found by Cheapflights users on 11/3. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/276:15 am -
1 stop7h 20m
Tue 12/14:25 pm -
1 stop7h 35m
Deal found 11/3![Alaska Airlines logo]()
$408
This Southwest deal was found by Cheapflights users on 11/3. 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.
Thu 12/36:35 am -
1 stop5h 30m
Thu 12/1012:45 pm -
1 stop9h 00m
Deal found 11/3![Southwest logo]()
$357
This Southwest deal was found by Cheapflights users on 11/4. 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.
Fri 12/411:55 am -
2 stops7h 55m
Mon 12/145:45 am -
1 stop12h 45m
Deal found 11/4![Southwest logo]()
$368
This Expedia deal was found by Cheapflights users on 11/3. 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.
Sat 12/127:35 pm -
1 stop17h 52m
Thu 1/73:17 pm -
2 stops23h 24m
Deal found 11/3![Alaska Airlines logo]()
$305
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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 12/169:54 am -
2 stops12h 05m
Thu 12/316:00 am -
1 stop16h 46m
Deal found 10/30![Alaska Airlines logo]()
$398
This Southwest deal was found by Cheapflights users on 11/2. 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.
Tue 12/224:45 pm -
1 stop6h 40m
Mon 1/45:50 am -
1 stop8h 15m
Deal found 11/2![Southwest logo]()
$411
One-way flights from San Jose to MilwaukeeSearch for one-way flight options from San Jose to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
Search for one-way flight options from San Jose to Milwaukee. Find affordable one-way fares based on user searches. Data last updated November 4, 2026.
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Tue 12/156:28 pm -
2 stops27h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Alaska Airlines logo]()
$133
This Delta deal was found by Cheapflights users on 10/30. 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 12/141:05 pm -
1 stop8h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Delta logo]()
$179
This American Airlines deal was found by Cheapflights users on 10/31. 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.
Mon 11/236:00 am -
2 stops12h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![American Airlines logo]()
$184
This Kiwi.com deal was found by Cheapflights users on 10/31. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 12/142:40 pm -
3 stops50h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/31![Multiple Airlines logo]()
$200
This Delta deal was found by Cheapflights users on 11/2. 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 11/237:25 pm -
2 stops12h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/2![Delta logo]()
$202
This Southwest deal was found by Cheapflights users on 11/1. 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.
Sun 11/224:45 pm -
1 stop6h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![Southwest logo]()
$219
This American Airlines deal was found by Cheapflights users on 11/1. 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.
Sun 11/227:26 pm -
2 stops10h 30m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/1![American Airlines logo]()
$224
This Alaska Airlines deal was found by Cheapflights users on 10/30. 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.
Thu 12/177:20 am -
2 stops13h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/30![Alaska Airlines logo]()
$234
Find 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 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $305 (Expedia) |
One-way from | $133 (Alaska Airlines) |
Popular in | November |
Cheapest in | September |
Average price | $811 |
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 7,457,451 searches. Data last updated November 4, 2026.
Use the filters below to find and compare flights from San Jose to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Tue 12/15
6:28 pm-11:59 pm
2 stops27h 31m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$133
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Tue 12/15
1:05 pm-11:59 pm
1 stop8h 54m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Wed 12/16
11:55 am-9:50 pm
1 stop7h 55m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Mon 12/14
1:05 pm-11:59 pm
1 stop8h 54m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Mon 12/7
1:40 pm-9:50 pm
1 stop6h 10m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$179
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Mon 11/23
7:25 pm-10:12 am
2 stops12h 47m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$202
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Mon 12/7
7:20 am-9:52 pm
2 stops12h 32m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$202
Quickest round-trip
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Sun 11/22
4:45 pm-12:45 am
1 stop6h 00m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$219
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Sun 11/22
7:26 pm-7:56 am
2 stops10h 30m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$224
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Thu 12/17
7:20 am-10:22 pm
2 stops13h 02m
Milwaukee-Mitchell
Wed 12/31
12:00 am-10:00 pm
Nonstop0h 00m
$234
Showing 1-10 of 20 resultsSorted by cheapest first
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.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San Jose, California-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San Jose, California-Milwaukee flight deals on Cheapflights vs. FlightHub >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 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 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.
SJC-MKE
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
What is the cheapest month to book a flight from San Jose, California to Milwaukee?
Currently, September is the cheapest month in which you can book a flight from San Jose, California to Milwaukee (average of $372). Flying from San Jose, California to Milwaukee in November is currently the most expensive (average of $811). 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.
How much does it cost to fly round-trip from San Jose, California to Milwaukee?
Airfare is below average for this route at the moment.
San Jose, California to Milwaukee flights typically cost between $777 and $1,071 in December.The cheapest round-trip price found within the last 5 days was $305 on Alaska Airlines (Dec 12-Jan 7).
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 4, 2026.
Get a feel of what it's like to fly with Southwest and Delta 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.
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Entertainment
7.5
Comfort
8.0
Crew
8.6
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
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.
Traveling to a place near Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Milwaukee flight routes
Other flight options
Other flights from San Jose
Popular flights
Alternative routes for San Jose to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San Jose to Milwaukee by cabin class
Find flights from San Jose to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on November 4, 2026.
San Jose and Milwaukee flights
Browse other San Jose and Milwaukee flight options. Last updated on November 4, 2026.
Other flights from San Jose
Browse through other flights departing from San Jose. Flights are based on user searches made on Cheapflights and were last updated on November 4, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 2 airlines flying from San Jose to Milwaukee
Discover the top 2 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 7,457,451 searches. Data last updated November 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$326 | Average$450 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$346 | Average$451 | FlexibilityNo cancel fee | On-timeN/A |