$134+ 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 8/12. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Aug 9 — Aug 161
Round-trip
1 adult, Economy
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Find cheap flights from San Jose to Milwaukee with Cheapflights
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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 July 10, 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 July 10, 2026.
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:46 pm
SJC
- MKE
1 stop5h 55m
Delta
Tue 9/16:30 am
MKE
- SJC
1 stop7h 57m
Delta
Deal found 7/7![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/912:00 pm
SJC
- MKE
1 stop7h 25m
Southwest
Tue 9/155:40 pm
MKE
- SJC
1 stop6h 35m
Southwest
Deal found 7/7![Southwest logo]()
$270
This Southwest deal was found by Cheapflights users on 7/9. 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 8/2510:55 am
SJC
- MKE
1 stop7h 10m
Southwest
Sat 8/2911:40 am
MKE
- SJC
2 stops8h 35m
Southwest
Deal found 7/9![Southwest logo]()
$272
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:15 am
SJC
- MKE
2 stops7h 50m
Southwest
Tue 9/112:40 pm
MKE
- SJC
2 stops8h 20m
Southwest
Deal found 7/7![Southwest logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/9. 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
SJC
- MKE
2 stops11h 59m
American Airlines
Wed 9/237:01 am
MKE
- SJC
1 stop8h 37m
American Airlines
Deal found 7/9![American Airlines logo]()
$285
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/2310:55 am
SJC
- MKE
1 stop7h 10m
Southwest
Mon 9/286:25 am
MKE
- SJC
1 stop8h 35m
Southwest
Deal found 7/7![Southwest logo]()
$288
This Delta deal was found by Cheapflights users on 7/9. 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 10/11:23 pm
SJC
- MKE
1 stop5h 46m
Delta
Tue 10/67:15 am
MKE
- SJC
1 stop7h 32m
Delta
Deal found 7/9![Delta logo]()
$304
This Southwest deal was found by Cheapflights users on 7/8. 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 8/136:00 am
SJC
- MKE
1 stop13h 00m
Southwest
Mon 8/176:25 am
MKE
- SJC
1 stop8h 35m
Southwest
Deal found 7/8![Southwest logo]()
$311
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 July 10, 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 July 10, 2026.
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/261:24 pm
SJC
- MKE
1 stop5h 58m
Delta
Sat 8/297:30 am
MKE
- SJC
1 stop6h 35m
Delta
Deal found 7/7![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 7/10. 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 10/52:05 pm
SJC
- MKE
2 stops8h 05m
Southwest
Sat 10/1011:05 am
MKE
- SJC
1 stop9h 35m
Southwest
Deal found 7/10![Southwest logo]()
$272
This United Airlines deal was found by Cheapflights users on 7/9. 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 8/256:20 am
SJC
- MKE
1 stop7h 50m
United Airlines
Wed 8/262:35 pm
MKE
- SJC
1 stop8h 22m
United Airlines
Deal found 7/9![United Airlines logo]()
$404
This Alaska Airlines deal was found by Cheapflights users on 7/6. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:44 pm
SJC
- MKE
1 stop8h 15m
Alaska Airlines
Wed 8/267:02 am
MKE
- SJC
1 stop7h 46m
Alaska Airlines
Deal found 7/6![Alaska Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:10 am
SJC
- MKE
1 stop6h 59m
Delta
Mon 8/317:52 am
MKE
- SJC
1 stop6h 35m
Delta
Deal found 7/7![Delta logo]()
$267
This Delta deal was found by Cheapflights users on 7/9. 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 9/86:10 am
SJC
- MKE
1 stop6h 57m
Delta
Wed 9/236:50 am
MKE
- SJC
1 stop7h 37m
Delta
Deal found 7/9![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:40 am
SJC
- MKE
1 stop6h 00m
Southwest
Tue 8/185:40 pm
MKE
- SJC
1 stop6h 35m
Southwest
Deal found 7/7![Southwest logo]()
$344
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:10 am
SJC
- MKE
1 stop6h 05m
Delta
Tue 9/16:30 am
MKE
- SJC
2 stops12h 42m
Delta
Deal found 7/7![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 7/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:40 am
SJC
- MKE
1 stop8h 00m
Southwest
Wed 9/2312:40 pm
MKE
- SJC
2 stops8h 20m
Southwest
Deal found 7/6![Southwest logo]()
$422
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/276:12 pm
SJC
- MKE
2 stops15h 33m
Delta
Sat 8/297:30 am
MKE
- SJC
1 stop6h 35m
Delta
Deal found 7/7![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/242:59 pm
SJC
- MKE
2 stops15h 41m
Delta
Tue 9/13:59 pm
MKE
- SJC
1 stop6h 25m
Delta
Deal found 7/7![Delta logo]()
$355
Last-minute flights from San Jose to MilwaukeeDiscover last-minute flight deals from San Jose to Milwaukee. Data last updated July 10, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Milwaukee. Data last updated July 10, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 7/8. 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 8/76:10 am
SJC
- MKE
1 stop6h 59m
Delta
Fri 8/143:59 pm
MKE
- SJC
1 stop6h 25m
Delta
Deal found 7/8![Delta logo]()
$353
This Southwest deal was found by Cheapflights users on 7/8. 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 8/136:00 am
SJC
- MKE
1 stop13h 00m
Southwest
Mon 8/176:25 am
MKE
- SJC
1 stop8h 35m
Southwest
Deal found 7/8![Southwest logo]()
$311
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:40 am
SJC
- MKE
1 stop6h 00m
Southwest
Tue 8/185:40 pm
MKE
- SJC
1 stop6h 35m
Southwest
Deal found 7/7![Southwest logo]()
$344
This Southwest deal was found by Cheapflights users on 7/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1910:55 am
SJC
- MKE
1 stop7h 10m
Southwest
Sat 8/225:30 am
MKE
- SJC
1 stop8h 25m
Southwest
Deal found 7/6![Southwest logo]()
$362
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:24 pm
SJC
- MKE
1 stop5h 58m
Delta
Tue 9/16:30 am
MKE
- SJC
1 stop7h 57m
Delta
Deal found 7/7![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/244:30 pm
SJC
- MKE
2 stops14h 25m
Delta
Sat 8/297:30 am
MKE
- SJC
1 stop6h 35m
Delta
Deal found 7/7![Delta logo]()
$355
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/251:24 pm
SJC
- MKE
1 stop5h 58m
Delta
Sat 8/2911:04 am
MKE
- SJC
1 stop8h 30m
Delta
Deal found 7/7![Delta logo]()
$267
This Southwest deal was found by Cheapflights users on 7/9. 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 8/2510:55 am
SJC
- MKE
1 stop7h 10m
Southwest
Sat 8/2911:40 am
MKE
- SJC
2 stops8h 35m
Southwest
Deal found 7/9![Southwest logo]()
$272
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/252:59 pm
SJC
- MKE
2 stops15h 41m
Delta
Mon 8/317:52 am
MKE
- SJC
1 stop6h 35m
Delta
Deal found 7/7![Delta logo]()
$347
This United Airlines deal was found by Cheapflights users on 7/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:20 am
SJC
- MKE
1 stop7h 50m
United Airlines
Fri 9/42:35 pm
MKE
- SJC
1 stop8h 22m
United Airlines
Deal found 7/7![United Airlines logo]()
$367
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/2610:15 am
SJC
- MKE
2 stops7h 50m
Southwest
Tue 9/112:40 pm
MKE
- SJC
2 stops8h 20m
Southwest
Deal found 7/7![Southwest logo]()
$281
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 July 10, 2026.
Search for one-way flight options from San Jose to Milwaukee. Find affordable one-way fares based on user searches. Data last updated July 10, 2026.
This Delta deal was found by Cheapflights users on 7/8. 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 9/286:10 am
SJC
- MKE
1 stop6h 57m
Delta
Deal found 7/8![Delta logo]()
$134
This Delta deal was found by Cheapflights users on 7/7. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:10 am
SJC
- MKE
1 stop6h 59m
Delta
Deal found 7/7![Delta logo]()
$135
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:15 am
SJC
- MKE
2 stops7h 50m
Southwest
Deal found 7/7![Southwest logo]()
$141
This Southwest deal was found by Cheapflights users on 7/7. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/112:50 pm
SJC
- MKE
2 stops7h 55m
Southwest
Deal found 7/7![Southwest logo]()
$159
This United Airlines deal was found by Cheapflights users on 7/7. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/122:10 pm
SJC
- MKE
1 stop6h 26m
United Airlines
Deal found 7/7![United Airlines logo]()
$171
This deal was found by Cheapflights users on 7/7. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/292:08 pm
SJC
- MKE
1 stop6h 51m
United Airlines
Deal found 7/7![United Airlines logo]()
$185
This American Airlines deal was found by Cheapflights users on 7/7. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/116:00 am
SJC
- MKE
2 stops10h 18m
American Airlines
Deal found 7/7![American Airlines logo]()
$186
This Alaska Airlines deal was found by Cheapflights users on 7/8. 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 9/287:45 pm
SJC
- MKE
2 stops13h 22m
Alaska Airlines
Deal found 7/8![Alaska Airlines logo]()
$208
This Delta deal was found by Cheapflights users on 7/5. 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 8/121:24 pm
SJC
- MKE
1 stop5h 58m
Delta
Deal found 7/5![Delta logo]()
$209
This Southwest deal was found by Cheapflights users on 7/8. 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 8/128:00 am
SJC
- MKE
2 stops8h 30m
Southwest
Deal found 7/8![Southwest logo]()
$214
This Delta deal was found by Cheapflights users on 7/8. 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 8/71:24 pm
SJC
- MKE
1 stop5h 58m
Delta
Deal found 7/8![Delta logo]()
$220
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 July 10, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $267 (Delta) |
One-way from | $134 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $480 |
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 July 10, 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
Quickest round-trip
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Wed 8/26
1:24 pm-9:22 pm
1 stop5h 58m
Milwaukee-Mitchell
Sat 8/29
7:30 am-12:05 pm
1 stop6h 35m
$267
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 8/25
6:10 am-3:09 pm
1 stop6h 59m
Milwaukee-Mitchell
Mon 8/31
7:52 am-12:27 pm
1 stop6h 35m
$267
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 9/8
6:10 am-3:07 pm
1 stop6h 57m
Milwaukee-Mitchell
Wed 9/23
6:50 am-12:27 pm
1 stop7h 37m
$267
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Mon 10/5
2:05 pm-12:10 am
2 stops8h 05m
Milwaukee-Mitchell
Sat 10/10
11:05 am-6:40 pm
1 stop9h 35m
$272
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 8/18
8:40 am-4:40 pm
1 stop6h 00m
Milwaukee-Mitchell
Tue 8/18
5:40 pm-10:15 pm
1 stop6h 35m
$344
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Sat 8/29
6:10 am-2:15 pm
1 stop6h 05m
Milwaukee-Mitchell
Tue 9/1
6:30 am-5:12 pm
2 stops12h 42m
$347
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Thu 8/27
6:12 pm-11:45 am
2 stops15h 33m
Milwaukee-Mitchell
Sat 8/29
7:30 am-12:05 pm
1 stop6h 35m
$355
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Mon 8/24
2:59 pm-8:40 am
2 stops15h 41m
Milwaukee-Mitchell
Tue 9/1
3:59 pm-8:24 pm
1 stop6h 25m
$355
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 8/25
6:20 am-4:10 pm
1 stop7h 50m
Milwaukee-Mitchell
Wed 8/26
2:35 pm-8:57 pm
1 stop8h 22m
$404
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 9/8
6:40 am-4:40 pm
1 stop8h 00m
Milwaukee-Mitchell
Wed 9/23
12:40 pm-7:00 pm
2 stops8h 20m
$422
Showing 1-10 of 18 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 July.
| 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 $376). 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?
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 July 10, 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.
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
Reviews
1 / 20
8.0
ExcellentLa Tracimeldamarcos,Jun 2026
LAX - SLC
Crew
8.6
Overall
7.9
Entertainment
7.5
Boarding
8.1
Comfort
8.0
Food
7.0
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
Browse thousands of different options on Cheapflights for your next trip
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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 July 10, 2026.
San Jose and Milwaukee flights
Browse other San Jose and Milwaukee flight options. Last updated on July 10, 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 July 10, 2026.
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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 2,558,603 searches. Data last updated July 10, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$227 | Average$506 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$336 | Average$441 | FlexibilityNo cancel fee | On-timeN/A |