$119+ 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 4/8. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Mar 9 — Mar 161
1 adult, Economy
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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
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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 February 7, 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 February 7, 2026.
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Fri 4/247:41 pm
SJC
- MKE
2 stops17h 02m
Alaska Airlines
Wed 4/297:00 am
MKE
- SJC
1 stop8h 50m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$295
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Sat 4/255:48 pm
SJC
- MKE
2 stops28h 10m
Alaska Airlines
Wed 4/297:00 am
MKE
- SJC
1 stop8h 50m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$306
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Thu 3/58:00 am
SJC
- MKE
1 stop28h 51m
Alaska Airlines
Wed 3/113:47 pm
MKE
- SJC
1 stop19h 35m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$360
This Delta deal was found by Cheapflights users on 2/5. 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 5/1110:55 pm
SJC
- MKE
1 stop7h 54m
Delta
Thu 5/145:01 pm
MKE
- SJC
1 stop6h 39m
Delta
Deal found 2/5![Delta logo]()
$363
This Delta deal was found by Cheapflights users on 2/5. 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 4/108:35 pm
SJC
- MKE
2 stops11h 36m
Delta
Mon 4/137:20 am
MKE
- SJC
1 stop7h 03m
Delta
Deal found 2/5![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/5. 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 5/278:30 pm
SJC
- MKE
2 stops10h 01m
Delta
Wed 6/312:41 pm
MKE
- SJC
1 stop8h 21m
Delta
Deal found 2/5![Delta logo]()
$375
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:00 am
SJC
- MKE
1 stop29h 46m
Alaska Airlines
Tue 6/94:42 pm
MKE
- SJC
1 stop8h 44m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$377
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 February 7, 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 February 7, 2026.
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Fri 4/247:41 pm
SJC
- MKE
2 stops17h 02m
Alaska Airlines
Wed 4/297:00 am
MKE
- SJC
1 stop8h 50m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$295
This Delta deal was found by Cheapflights users on 2/5. 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 5/116:11 pm
SJC
- MKE
2 stops12h 38m
Delta
Thu 5/1412:41 pm
MKE
- SJC
1 stop8h 21m
Delta
Deal found 2/5![Delta logo]()
$368
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Sat 4/255:48 pm
SJC
- MKE
2 stops28h 10m
Alaska Airlines
Wed 4/297:00 am
MKE
- SJC
1 stop8h 50m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 2/5. 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 4/108:35 pm
SJC
- MKE
2 stops11h 36m
Delta
Mon 4/137:20 am
MKE
- SJC
1 stop7h 03m
Delta
Deal found 2/5![Delta logo]()
$368
This Delta deal was found by Cheapflights users on 2/5. 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 5/278:30 pm
SJC
- MKE
2 stops10h 01m
Delta
Wed 6/312:41 pm
MKE
- SJC
1 stop8h 21m
Delta
Deal found 2/5![Delta logo]()
$375
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/268:00 am
SJC
- MKE
1 stop29h 46m
Alaska Airlines
Tue 6/94:42 pm
MKE
- SJC
1 stop8h 44m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$377
This CheapOair deal was found by Cheapflights users on 2/7. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:15 am
SJC
- MKE
1 stop29h 59m
Alaska Airlines
Mon 4/133:10 pm
MKE
- SJC
2 stops20h 52m
Alaska Airlines
Deal found 2/7![Alaska Airlines logo]()
$388
This Delta deal was found by Cheapflights users on 2/5. 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 5/2810:55 pm
SJC
- MKE
1 stop7h 54m
Delta
Wed 6/32:55 pm
MKE
- SJC
1 stop10h 00m
Delta
Deal found 2/5![Delta logo]()
$407
Last-minute flights from San Jose to MilwaukeeDiscover last-minute flight deals from San Jose to Milwaukee. Data last updated February 7, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Milwaukee. Data last updated February 7, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Thu 3/58:00 am
SJC
- MKE
1 stop28h 51m
Alaska Airlines
Wed 3/113:47 pm
MKE
- SJC
1 stop19h 35m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$360
This CheapOair deal was found by Cheapflights users on 2/6. 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.
Fri 3/67:10 pm
SJC
- MKE
2 stops21h 51m
Alaska Airlines
Fri 3/133:47 pm
MKE
- SJC
1 stop9h 12m
Alaska Airlines
Deal found 2/6![Alaska Airlines logo]()
$468
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Mon 3/97:40 am
SJC
- MKE
2 stops12h 14m
Alaska Airlines
Wed 3/113:47 pm
MKE
- SJC
1 stop19h 35m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$415
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Tue 3/104:59 pm
SJC
- MKE
1 stop19h 52m
Alaska Airlines
Sun 3/153:47 pm
MKE
- SJC
1 stop30h 13m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$395
This Alaska Airlines deal was found by Cheapflights users on 2/4. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/1210:16 am
SJC
- MKE
1 stop26h 35m
Alaska Airlines
Sun 3/153:47 pm
MKE
- SJC
1 stop30h 13m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$463
This CheapOair deal was found by Cheapflights users on 2/5. 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.
Fri 3/206:15 am
SJC
- MKE
1 stop29h 59m
Alaska Airlines
Mon 3/233:10 pm
MKE
- SJC
1 stop9h 21m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$469
This Southwest deal was found by Cheapflights users on 2/4. 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 3/279:10 pm
SJC
- MKE
1 stop11h 15m
Southwest
Thu 4/306:10 am
MKE
- SJC
2 stops7h 35m
Southwest
Deal found 2/4![Southwest logo]()
$427
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 February 7, 2026.
Search for one-way flight options from San Jose to Milwaukee. Find affordable one-way fares based on user searches. Data last updated February 7, 2026.
This Delta deal was found by Cheapflights users on 2/4. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:20 am
SJC
- MKE
1 stop5h 57m
Delta
Deal found 2/4![Delta logo]()
$119
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/102:36 pm
SJC
- MKE
1 stop22h 15m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$134
This CheapOair deal was found by Cheapflights users on 2/4. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/32:48 pm
SJC
- MKE
2 stops22h 03m
Alaska Airlines
Deal found 2/4![Alaska Airlines logo]()
$168
This Delta deal was found by Cheapflights users on 2/6. 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 3/67:15 am
SJC
- MKE
2 stops12h 17m
Delta
Deal found 2/6![Delta logo]()
$172
This Delta deal was found by Cheapflights users on 2/6. 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 3/1310:50 pm
SJC
- MKE
1 stop8h 19m
Delta
Deal found 2/6![Delta logo]()
$182
This Southwest deal was found by Cheapflights users on 2/5. 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 4/87:00 am
SJC
- MKE
2 stops8h 25m
Southwest
Deal found 2/5![Southwest logo]()
$184
This CheapOair deal was found by Cheapflights users on 2/5. 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 6/101:19 pm
SJC
- MKE
1 stop8h 40m
Alaska Airlines
Deal found 2/5![Alaska Airlines logo]()
$189
This Delta deal was found by Cheapflights users on 2/5. 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 8/45:00 pm
SJC
- MKE
2 stops13h 41m
Delta
Deal found 2/5![Delta logo]()
$194
This CheapOair deal was found by Cheapflights users on 2/3. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2610:24 am
SJC
- MKE
2 stops26h 27m
Alaska Airlines
Deal found 2/3![Alaska Airlines logo]()
$198
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 February 7, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $295 (CheapOair) |
One-way from | $119 (Delta) |
Popular in | March |
Cheapest in | September |
Average price | $453 |
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 February 7, 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
Fri 4/24
7:41 pm-2:43 pm
2 stops17h 02m
Milwaukee-Mitchell
Wed 4/29
7:00 am-1:50 pm
1 stop8h 50m
$295
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sat 4/25
5:48 pm-11:58 pm
2 stops28h 10m
Milwaukee-Mitchell
Wed 4/29
7:00 am-1:50 pm
1 stop8h 50m
$306
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Mon 5/11
6:11 pm-8:49 am
2 stops12h 38m
Milwaukee-Mitchell
Thu 5/14
12:41 pm-7:02 pm
1 stop8h 21m
$368
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Fri 4/10
8:35 pm-10:11 am
2 stops11h 36m
Milwaukee-Mitchell
Mon 4/13
7:20 am-12:23 pm
1 stop7h 03m
$368
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Wed 5/27
8:30 pm-8:31 am
2 stops10h 01m
Milwaukee-Mitchell
Wed 6/3
12:41 pm-7:02 pm
1 stop8h 21m
$375
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 5/26
8:00 am-3:46 pm
1 stop29h 46m
Milwaukee-Mitchell
Tue 6/9
4:42 pm-11:26 pm
1 stop8h 44m
$377
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Thu 4/9
6:15 am-2:14 pm
1 stop29h 59m
Milwaukee-Mitchell
Mon 4/13
3:10 pm-10:02 am
2 stops20h 52m
$388
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Thu 5/28
10:55 pm-8:49 am
1 stop7h 54m
Milwaukee-Mitchell
Wed 6/3
2:55 pm-10:55 pm
1 stop10h 00m
$407
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Wed 4/8
6:20 am-3:16 pm
1 stop6h 56m
$119
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 3/3
6:20 am-2:17 pm
1 stop5h 57m
$119
Showing 1-10 of 16 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 February.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 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
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 30, 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 February 7, 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.
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Comfort
8.0
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Entertainment
7.5
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
New Berlin
Oak Creek
Wauwatosa
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Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 7, 2026.
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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 February 7, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 February 7, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$202 | Average$328 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$267 | Average$447 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$273 | Average$409 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$300 | Average$400 | FlexibilityNo cancel fee | On-time71% |