$189+ 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 9/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Sep 19 — Sep 261
Round-trip
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
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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
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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 August 20, 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 August 20, 2026.
This Delta deal was found by Cheapflights users on 8/17. 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 9/166:40 am -
1 stop8h 51m
Tue 10/62:59 pm -
1 stop8h 26m
Deal found 8/17![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1610:55 am -
2 stops8h 30m
Tue 10/65:55 am -
1 stop6h 30m
Deal found 8/17![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/233:10 pm -
1 stop7h 00m
Mon 10/267:35 pm -
1 stop6h 20m
Deal found 8/16![Southwest logo]()
$395
This Southwest deal was found by Cheapflights users on 8/18. 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 10/69:10 am -
2 stops10h 15m
Fri 10/910:25 am -
1 stop7h 30m
Deal found 8/18![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 8/17. 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 10/82:05 pm -
2 stops8h 05m
Tue 10/137:30 am -
2 stops9h 45m
Deal found 8/17![Southwest logo]()
$405
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1810:30 pm -
1 stop11h 40m
Mon 9/286:00 am -
2 stops10h 10m
Deal found 8/17![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 8/15. 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 9/2312:51 pm -
1 stop8h 57m
Sun 9/275:30 am -
1 stop8h 06m
Deal found 8/15![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 8/19. 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 9/246:30 am -
1 stop8h 30m
Sun 9/275:45 am -
2 stops9h 30m
Deal found 8/19![Southwest logo]()
$433
This Southwest deal was found by Cheapflights users on 8/15. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/152:05 pm -
2 stops8h 00m
Sun 10/185:20 am -
1 stop6h 50m
Deal found 8/15![Southwest logo]()
$437
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 August 20, 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 August 20, 2026.
This United Airlines deal was found by Cheapflights users on 8/17. 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 9/126:30 am -
1 stop9h 00m
Tue 10/66:15 am -
1 stop7h 46m
Deal found 8/17![United Airlines logo]()
$377
This Delta deal was found by Cheapflights users on 8/17. 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 9/166:40 am -
1 stop8h 51m
Tue 10/62:59 pm -
1 stop8h 26m
Deal found 8/17![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 8/19. 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 9/161:25 pm -
1 stop6h 00m
Wed 9/235:30 pm -
1 stop6h 50m
Deal found 8/19![Southwest logo]()
$377
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1210:45 am -
2 stops8h 20m
Tue 10/67:10 am -
1 stop9h 15m
Deal found 8/17![Southwest logo]()
$382
This Southwest deal was found by Cheapflights users on 8/18. 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 12/126:00 am -
1 stop8h 30m
Mon 12/143:40 pm -
2 stops8h 35m
Deal found 8/18![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 8/15. 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 9/2312:51 pm -
1 stop8h 57m
Sun 9/275:30 am -
1 stop8h 06m
Deal found 8/15![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 8/17. 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 10/83:10 pm -
1 stop7h 00m
Tue 10/137:30 am -
2 stops11h 20m
Deal found 8/17![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 8/19. 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 9/1810:50 pm -
1 stop8h 16m
Sun 9/206:30 am -
1 stop7h 57m
Deal found 8/19![Delta logo]()
$450
This Southwest deal was found by Cheapflights users on 8/19. 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 9/2311:30 am -
2 stops7h 55m
Wed 9/306:50 am -
2 stops8h 15m
Deal found 8/19![Southwest logo]()
$387
This Southwest deal was found by Cheapflights users on 8/16. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/232:00 pm -
2 stops8h 05m
Mon 10/2612:45 pm -
1 stop9h 05m
Deal found 8/16![Southwest logo]()
$400
This Southwest deal was found by Cheapflights users on 8/19. 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 10/223:35 pm -
1 stop6h 30m
Sun 10/2510:05 am -
1 stop6h 35m
Deal found 8/19![Southwest logo]()
$432
This Southwest deal was found by Cheapflights users on 8/19. 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 9/246:30 am -
1 stop8h 30m
Sun 9/275:45 am -
2 stops9h 30m
Deal found 8/19![Southwest logo]()
$433
Last-minute flights from San Jose to MilwaukeeDiscover last-minute flight deals from San Jose to Milwaukee. Data last updated August 20, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Milwaukee. Data last updated August 20, 2026 and is based on user searches.
This Southwest deal was found by Cheapflights users on 8/17. 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 9/108:15 am -
1 stop6h 45m
Sun 9/1312:50 pm -
1 stop7h 45m
Deal found 8/17![Southwest logo]()
$462
This Delta deal was found by Cheapflights users on 8/17. 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 9/166:40 am -
1 stop8h 51m
Tue 10/62:59 pm -
1 stop8h 26m
Deal found 8/17![Delta logo]()
$377
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1610:55 am -
2 stops8h 30m
Tue 10/65:55 am -
1 stop6h 30m
Deal found 8/17![Southwest logo]()
$382
This Delta deal was found by Cheapflights users on 8/17. 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 9/1810:50 pm -
1 stop8h 16m
Mon 9/282:55 pm -
1 stop8h 27m
Deal found 8/17![Delta logo]()
$395
This Southwest deal was found by Cheapflights users on 8/17. 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 9/1810:30 pm -
1 stop11h 40m
Mon 9/286:00 am -
2 stops10h 10m
Deal found 8/17![Southwest logo]()
$406
This Delta deal was found by Cheapflights users on 8/18. 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 9/1810:50 pm -
1 stop8h 16m
Sun 9/206:30 am -
1 stop7h 57m
Deal found 8/18![Delta logo]()
$450
This United Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 9/222:10 pm -
1 stop6h 26m
Wed 9/232:40 pm -
1 stop8h 17m
Deal found 8/19![United Airlines logo]()
$477
This Delta deal was found by Cheapflights users on 8/15. 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 9/2312:51 pm -
1 stop8h 57m
Sun 9/275:30 am -
1 stop8h 06m
Deal found 8/15![Delta logo]()
$432
This Southwest deal was found by Cheapflights users on 8/19. 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 9/246:30 am -
1 stop8h 30m
Sun 9/275:45 am -
2 stops9h 30m
Deal found 8/19![Southwest logo]()
$433
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 August 20, 2026.
Search for one-way flight options from San Jose to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 20, 2026.
This United Airlines deal was found by Cheapflights users on 8/18. 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 11/232:14 pm -
1 stop6h 01m
Deal found 8/18![United Airlines logo]()
$189
This Southwest deal was found by Cheapflights users on 8/18. 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.
Mon 11/236:05 am -
2 stops7h 20m
Deal found 8/18![Southwest logo]()
$194
This Delta deal was found by Cheapflights users on 8/18. 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 10/2310:45 pm -
1 stop8h 26m
Deal found 8/18![Delta logo]()
$207
This Southwest deal was found by Cheapflights users on 8/19. 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 10/21:00 pm -
2 stops7h 45m
Deal found 8/19![Southwest logo]()
$212
This Delta deal was found by Cheapflights users on 8/18. 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 10/2210:45 pm -
1 stop8h 26m
Deal found 8/18![Delta logo]()
$240
This Delta deal was found by Cheapflights users on 8/17. 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.
Sun 9/201:43 pm -
1 stop5h 28m
Deal found 8/17![Delta logo]()
$244
This American Airlines deal was found by Cheapflights users on 8/16. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/207:08 pm -
2 stops10h 53m
Deal found 8/16![American Airlines logo]()
$249
This Alaska Airlines deal was found by Cheapflights users on 8/15. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:44 pm -
2 stops9h 23m
Deal found 8/15![Alaska Airlines logo]()
$262
This United Airlines deal was found by Cheapflights users on 8/18. 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.
Wed 9/96:30 am -
3 stops15h 07m
Deal found 8/18![United Airlines logo]()
$274
This Delta deal was found by Cheapflights users on 8/17. 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 9/310:20 pm -
1 stop8h 56m
Deal found 8/17![Delta logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/19. 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.
Tue 9/86:00 am -
2 stops10h 30m
Deal found 8/19![American Airlines logo]()
$309
This KAYAK deal was found by Cheapflights users on 8/18. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/2812:03 pm -
1 stop8h 54m
Deal found 8/18![American Airlines logo]()
$398
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 August 20, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $377 (Delta) |
One-way from | $189 (United Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $436 |
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 August 20, 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
Sat 9/12
6:30 am-5:30 pm
1 stop9h 00m
Milwaukee-Mitchell
Tue 10/6
6:15 am-12:01 pm
1 stop7h 46m
$377
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Wed 9/16
6:40 am-5:31 pm
1 stop8h 51m
Milwaukee-Mitchell
Tue 10/6
2:59 pm-9:25 pm
1 stop8h 26m
$377
Quickest round-trip
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Wed 9/16
1:25 pm-9:25 pm
1 stop6h 00m
Milwaukee-Mitchell
Wed 9/23
5:30 pm-10:20 pm
1 stop6h 50m
$377
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Sat 9/12
10:45 am-9:05 pm
2 stops8h 20m
Milwaukee-Mitchell
Tue 10/6
7:10 am-2:25 pm
1 stop9h 15m
$382
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Sat 12/12
6:00 am-4:30 pm
1 stop8h 30m
Milwaukee-Mitchell
Mon 12/14
3:40 pm-10:15 pm
2 stops8h 35m
$382
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Thu 10/8
3:10 pm-12:10 am
1 stop7h 00m
Milwaukee-Mitchell
Tue 10/13
7:30 am-4:50 pm
2 stops11h 20m
$382
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Wed 9/23
11:30 am-9:25 pm
2 stops7h 55m
Milwaukee-Mitchell
Wed 9/30
6:50 am-1:05 pm
2 stops8h 15m
$387
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Fri 10/23
2:00 pm-12:05 am
2 stops8h 05m
Milwaukee-Mitchell
Mon 10/26
12:45 pm-7:50 pm
1 stop9h 05m
$400
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Wed 9/23
12:51 pm-11:48 pm
1 stop8h 57m
Milwaukee-Mitchell
Sun 9/27
5:30 am-11:36 am
1 stop8h 06m
$432
San JoseMilwaukee
SJC San Jose - MKE Milwaukee-Mitchell
SJCMKE
San Jose
Thu 10/22
3:35 pm-12:05 am
1 stop6h 30m
Milwaukee-Mitchell
Sun 10/25
10:05 am-2:40 pm
1 stop6h 35m
$432
Showing 1-10 of 21 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 August.
| 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
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 December is currently the most expensive (average of $657). 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 typical for this route at the moment.
San Jose, California to Milwaukee flights typically cost between $374 and $451 in September.The cheapest round-trip price found within the last 5 days was $377 on Delta (Sep 16-Oct 6).
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 August 20, 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.
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Entertainment
7.5
Comfort
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 locationsSheboygan
Port Washington
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 August 20, 2026.
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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 August 20, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$322 | Average$435 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$336 | Average$441 | FlexibilityNo cancel fee | On-timeN/A |