$129+ 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 3/3. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Feb 20 — Feb 271
1 adult, Economy
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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
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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 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 January 21, 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 January 21, 2026.
This Delta deal was found by Cheapflights users on 1/20. 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.
Sat 3/710:35 pm
SJC
- MKE
1 stop7h 29m
Delta
Sat 3/147:35 am
MKE
- SJC
1 stop6h 56m
Delta
Deal found 1/20![Delta logo]()
$257
This Delta deal was found by Cheapflights users on 1/20. 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.
Sat 3/71:57 pm
SJC
- MKE
1 stop7h 50m
Delta
Tue 3/177:35 am
MKE
- SJC
2 stops11h 50m
Delta
Deal found 1/20![Delta logo]()
$262
This Delta deal was found by Cheapflights users on 1/20. 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 3/51:20 pm
SJC
- MKE
1 stop6h 12m
Delta
Tue 3/173:59 pm
MKE
- SJC
1 stop6h 25m
Delta
Deal found 1/20![Delta logo]()
$321
This Alaska Airlines deal was found by Cheapflights users on 1/20. 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 3/57:10 pm
SJC
- MKE
1 stop17h 41m
Alaska Airlines
Fri 3/133:47 pm
MKE
- SJC
1 stop20h 41m
Alaska Airlines
Deal found 1/20![Alaska Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 1/20. 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 3/51:20 pm
SJC
- MKE
1 stop6h 12m
Delta
Tue 3/109:35 am
MKE
- SJC
2 stops9h 55m
Delta
Deal found 1/20![Delta logo]()
$324
This Delta deal was found by Cheapflights users on 1/20. 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 3/510:35 pm
SJC
- MKE
1 stop8h 34m
Delta
Sat 3/147:35 am
MKE
- SJC
2 stops9h 21m
Delta
Deal found 1/20![Delta logo]()
$326
This Delta deal was found by Cheapflights users on 1/20. 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 3/610:35 pm
SJC
- MKE
1 stop9h 46m
Delta
Sat 3/147:35 am
MKE
- SJC
2 stops9h 21m
Delta
Deal found 1/20![Delta logo]()
$331
This Southwest deal was found by Cheapflights users on 1/20. 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 2/177:00 am
SJC
- MKE
1 stop7h 35m
Southwest
Sat 2/213:15 pm
MKE
- SJC
1 stop7h 25m
Southwest
Deal found 1/20![Southwest logo]()
$332
This Delta deal was found by Cheapflights users on 1/21. 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 2/246:30 pm
SJC
- MKE
2 stops12h 39m
Delta
Fri 2/2712:20 pm
MKE
- SJC
2 stops11h 45m
Delta
Deal found 1/21![Delta logo]()
$337
This CheapOair deal was found by Cheapflights users on 1/21. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/208:00 am
SJC
- MKE
1 stop13h 57m
Alaska Airlines
Wed 5/274:42 pm
MKE
- SJC
1 stop8h 44m
Alaska Airlines
Deal found 1/21![Alaska Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 1/21. 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.
Sat 3/710:55 pm
SJC
- MKE
1 stop8h 35m
United Airlines
Sat 3/142:54 pm
MKE
- SJC
1 stop10h 05m
United Airlines
Deal found 1/21![United Airlines logo]()
$347
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 January 21, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | Expedia 3 stars |
Round-trip from | $257 (Delta) |
One-way from | $129 (American Airlines) |
Popular in | March |
Cheapest in | September |
Average price | $377 |
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 January 21, 2026.
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
Sat 3/7
6:20 am-2:30 pm
1 stop6h 10m
Milwaukee-Mitchell
Sat 3/14
7:35 am-2:56 pm
2 stops9h 21m
$262
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Thu 3/5
6:00 am-2:08 pm
1 stop6h 08m
Milwaukee-Mitchell
Tue 3/10
3:05 pm-9:21 pm
1 stop8h 16m
$321
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Thu 3/5
10:35 pm-9:09 am
1 stop8h 34m
Milwaukee-Mitchell
Sat 3/14
7:35 am-12:31 pm
1 stop6h 56m
$321
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 2/24
6:00 am-4:59 pm
1 stop8h 59m
Milwaukee-Mitchell
Fri 2/27
5:44 pm-10:31 pm
1 stop6h 47m
$326
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Fri 3/6
10:35 pm-10:21 am
1 stop9h 46m
Milwaukee-Mitchell
Sat 3/14
1:40 pm-9:33 pm
1 stop9h 53m
$326
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sat 3/7
10:35 pm-10:03 am
1 stop9h 28m
Milwaukee-Mitchell
Fri 3/13
3:59 pm-8:24 pm
1 stop6h 25m
$326
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sun 3/8
10:50 pm-11:03 am
1 stop10h 13m
Milwaukee-Mitchell
Sat 3/14
7:35 am-12:31 pm
1 stop6h 56m
$326
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 2/24
6:30 am-2:00 pm
1 stop5h 30m
Milwaukee-Mitchell
Fri 2/27
10:45 am-6:20 pm
2 stops9h 35m
$331
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sun 3/8
1:35 pm-9:15 pm
1 stop5h 40m
Milwaukee-Mitchell
Tue 3/17
7:35 am-2:39 pm
2 stops9h 04m
$331
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Fri 3/6
1:57 pm-11:47 pm
1 stop7h 50m
Milwaukee-Mitchell
Tue 3/17
7:35 am-2:39 pm
2 stops9h 04m
$331
Showing 1-10 of 20 results
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 January.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*1 star |
- 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 Expedia the most. Expedia 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 January 16, 2026.
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, October is the cheapest month in which you can book a flight from San Jose, California to Milwaukee (average of $125). Flying from San Jose, California to Milwaukee in December is currently the most expensive (average of $233). 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.
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 January 21, 2026.
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.
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
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 locationsSheboygan
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Oak Creek
Wauwatosa
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Alternative routes for San Jose to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
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 January 21, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$506 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$256 | Average$390 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$267 | Average$456 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$300 | Average$400 | FlexibilityNo cancel fee | On-time71% |