$120+ Cheap flights from San Jose, CA (SJC) to Wisconsin
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 9/15. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MKE
Jun 21 — Jun 281
Round-trip
1 adult, Economy
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Cheapest flights from San Jose to WisconsinExplore the most affordable flight options available from San Jose to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.
Explore the most affordable flight options available from San Jose to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on May 22, 2026.
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 6/97:00 am
SJC
- ORD
2 stops12h 57m
Delta
Wed 7/16:30 am
ORD
- SJC
1 stop7h 35m
Delta
Deal found 5/17![Delta logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
SJC
- ORD
1 stop19h 00m
Alaska Airlines
Wed 6/106:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$292
This Gotogate deal was found by Cheapflights users on 5/17. 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 Gotogate is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/178:25 pm
SJC
- ORD
1 stop7h 52m
Frontier
Wed 8/199:07 pm
ORD
- SJC
1 stop16h 55m
Frontier
Deal found 5/17![Frontier logo]()
$294
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/12:12 pm
SJC
- ORD
1 stop13h 16m
Frontier
Thu 8/137:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 5/18![Frontier logo]()
$298
This Orbitz deal was found by Cheapflights users on 5/18. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:02 pm
SJC
- ORD
1 stop18h 19m
Multiple Airlines
Fri 8/147:15 am
ORD
- SJC
1 stop8h 02m
Multiple Airlines
Deal found 5/18![Multiple Airlines logo]()
$299
This Frontier deal was found by Cheapflights users on 5/18. 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 Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/38:25 pm
SJC
- ORD
1 stop7h 52m
Frontier
Sat 8/87:15 am
ORD
- SJC
1 stop8h 02m
Frontier
Deal found 5/18![Frontier logo]()
$303
This SmartFares deal was found by Cheapflights users on 5/18. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:59 pm
SJC
- ORD
1 stop8h 56m
Alaska Airlines
Tue 6/166:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$306
This Alaska Airlines deal was found by Cheapflights users on 5/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/112:03 pm
SJC
- ORD
1 stop14h 57m
Alaska Airlines
Wed 7/87:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/43:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Thu 8/138:02 am
ORD
- SJC
1 stop10h 30m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$312
This CheapOair deal was found by Cheapflights users on 5/18. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/152:12 pm
SJC
- ORD
1 stop13h 16m
Frontier
Sun 8/239:07 pm
ORD
- SJC
1 stop16h 55m
Frontier
Deal found 5/18![Frontier logo]()
$314
This United Airlines deal was found by Cheapflights users on 5/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/1912:51 pm
SJC
- ORD
1 stop7h 55m
United Airlines
Wed 8/268:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 5/20![United Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/202:12 pm
SJC
- MSP
1 stop7h 23m
Multiple Airlines
Mon 8/246:05 am
MSP
- SJC
1 stop7h 57m
Multiple Airlines
Deal found 5/17![Multiple Airlines logo]()
$329
Best flights from San Jose to WisconsinDiscover carefully curated flight deals from San Jose to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
Discover carefully curated flight deals from San Jose to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated May 22, 2026.
This Alaska Airlines deal was found by Cheapflights users on 5/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2910:12 am
SJC
- ORD
1 stop6h 51m
Alaska Airlines
Fri 10/26:00 am
ORD
- SJC
1 stop9h 17m
Alaska Airlines
Deal found 5/21![Alaska Airlines logo]()
$327
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 8/1112:40 pm
SJC
- MSN
1 stop7h 52m
Delta
Sun 8/162:40 pm
MSN
- SJC
1 stop7h 44m
Delta
Deal found 5/17![Delta logo]()
$332
This United Airlines deal was found by Cheapflights users on 5/17. 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.
Mon 8/242:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Sat 9/198:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 5/17![United Airlines logo]()
$407
This Southwest deal was found by Cheapflights users on 5/20. 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.
Thu 7/3012:40 pm
SJC
- MKE
1 stop7h 15m
Southwest
Tue 8/47:10 am
MKE
- SJC
1 stop8h 45m
Southwest
Deal found 5/20![Southwest logo]()
$412
This Delta deal was found by Cheapflights users on 5/18. 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.
Sat 7/46:20 am
SJC
- MSN
1 stop7h 14m
Delta
Fri 7/102:45 pm
MSN
- SJC
1 stop7h 50m
Delta
Deal found 5/18![Delta logo]()
$332
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 10/66:30 am
SJC
- MKE
1 stop8h 15m
Delta
Tue 10/133:15 pm
MKE
- SJC
1 stop7h 43m
Delta
Deal found 5/17![Delta logo]()
$347
This Southwest deal was found by Cheapflights users on 5/17. 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 8/219:40 am
SJC
- MKE
1 stop6h 35m
Southwest
Tue 9/15:40 pm
MKE
- SJC
1 stop6h 35m
Southwest
Deal found 5/17![Southwest logo]()
$412
This United Airlines deal was found by Cheapflights users on 5/21. 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 8/296:20 am
SJC
- MSN
1 stop6h 39m
United Airlines
Tue 9/15:00 am
MSN
- SJC
1 stop8h 45m
United Airlines
Deal found 5/21![United Airlines logo]()
$415
This Delta deal was found by Cheapflights users on 5/19. 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.
Wed 6/246:20 am
SJC
- MKE
1 stop6h 48m
Delta
Tue 6/308:00 am
MKE
- SJC
1 stop6h 05m
Delta
Deal found 5/19![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 5/20. 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.
Sat 8/297:02 am
SJC
- MSN
2 stops11h 46m
Alaska Airlines
Tue 9/17:40 am
MSN
- SJC
2 stops13h 05m
Alaska Airlines
Deal found 5/20![Alaska Airlines logo]()
$442
This Southwest deal was found by Cheapflights users on 5/17. 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.
Sun 6/74:10 pm
SJC
- MKE
1 stop6h 50m
Southwest
Wed 6/106:55 pm
MKE
- SJC
1 stop6h 05m
Southwest
Deal found 5/17![Southwest logo]()
$432
This United Airlines deal was found by Cheapflights users on 5/20. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/212:10 pm
SJC
- ORD
Nonstop4h 25m
United Airlines
Tue 9/18:03 pm
ORD
- SJC
Nonstop4h 47m
United Airlines
Deal found 5/20![United Airlines logo]()
$432
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 6/169:54 am
SJC
- ORD
2 stops10h 03m
Delta
Sat 6/208:36 am
ORD
- SJC
2 stops10h 41m
Delta
Deal found 5/17![Delta logo]()
$362
This Alaska Airlines deal was found by Cheapflights users on 5/19. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/108:00 am
SJC
- MSP
1 stop5h 58m
Alaska Airlines
Wed 6/176:17 pm
MSP
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$456
This United Airlines deal was found by Cheapflights users on 5/19. 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 6/94:00 pm
SJC
- ORD
1 stop6h 44m
United Airlines
Thu 7/27:55 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Deal found 5/19![United Airlines logo]()
$442
This Delta deal was found by Cheapflights users on 5/19. 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.
Wed 7/1512:40 pm
SJC
- ATW
1 stop7h 51m
Delta
Sat 8/295:31 am
ATW
- SJC
1 stop7h 57m
Delta
Deal found 5/19![Delta logo]()
$369
This Southwest deal was found by Cheapflights users on 5/17. 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 6/39:05 am
SJC
- MKE
1 stop8h 25m
Southwest
Tue 6/96:55 pm
MKE
- SJC
1 stop6h 05m
Southwest
Deal found 5/17![Southwest logo]()
$472
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Tue 9/226:30 am
SJC
- MKE
1 stop8h 40m
United Airlines
Wed 9/232:40 pm
MKE
- SJC
1 stop8h 17m
United Airlines
Deal found 5/21![United Airlines logo]()
$447
This Delta deal was found by Cheapflights users on 5/19. 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 7/1012:40 pm
SJC
- GRB
1 stop8h 08m
Delta
Thu 7/164:14 pm
GRB
- SJC
2 stops9h 25m
Delta
Deal found 5/19![Delta logo]()
$374
This Southwest deal was found by Cheapflights users on 5/20. 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.
Mon 7/62:35 pm
SJC
- MSP
1 stop5h 30m
Southwest
Fri 7/105:50 am
MSP
- SJC
1 stop5h 35m
Southwest
Deal found 5/20![Southwest logo]()
$477
This Delta deal was found by Cheapflights users on 5/18. 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 6/511:41 am
SJC
- ATW
2 stops9h 13m
Delta
Tue 6/92:07 pm
ATW
- SJC
2 stops10h 09m
Delta
Deal found 5/18![Delta logo]()
$394
This Southwest deal was found by Cheapflights users on 5/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/36:00 am
SJC
- MSP
1 stop7h 35m
Southwest
Sat 7/115:55 am
MSP
- SJC
1 stop5h 30m
Southwest
Deal found 5/21![Southwest logo]()
$477
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Sun 7/192:32 pm
SJC
- ORD
1 stop8h 12m
United Airlines
Fri 7/317:58 pm
ORD
- SJC
Nonstop4h 45m
United Airlines
Deal found 5/21![United Airlines logo]()
$485
This Delta deal was found by Cheapflights users on 5/21. 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.
Wed 8/52:59 pm
SJC
- ORD
1 stop6h 49m
Delta
Sun 8/96:25 am
ORD
- SJC
1 stop7h 44m
Delta
Deal found 5/21![Delta logo]()
$398
This Southwest deal was found by Cheapflights users on 5/20. 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 7/71:15 pm
SJC
- MSP
2 stops7h 00m
Southwest
Sun 7/125:55 am
MSP
- SJC
2 stops8h 15m
Southwest
Deal found 5/20![Southwest logo]()
$484
This United Airlines deal was found by Cheapflights users on 5/21. 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.
Tue 9/296:30 am
SJC
- ATW
1 stop8h 20m
United Airlines
Sat 10/32:43 pm
ATW
- SJC
1 stop9h 59m
United Airlines
Deal found 5/21![United Airlines logo]()
$498
This Southwest deal was found by Cheapflights users on 5/21. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/46:30 am
SJC
- MKE
2 stops12h 00m
Southwest
Mon 9/76:00 am
MKE
- SJC
2 stops10h 10m
Southwest
Deal found 5/21![Southwest logo]()
$486
This Delta deal was found by Cheapflights users on 5/19. 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.
Thu 7/91:10 pm
SJC
- MSN
1 stop7h 50m
Delta
Tue 7/142:45 pm
MSN
- SJC
1 stop7h 50m
Delta
Deal found 5/19![Delta logo]()
$409
This United Airlines deal was found by Cheapflights users on 5/17. 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 11/146:40 am
SJC
- GRB
1 stop6h 38m
United Airlines
Mon 11/165:18 pm
GRB
- SJC
1 stop7h 18m
United Airlines
Deal found 5/17![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 5/21. 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 7/146:20 am
SJC
- MKE
1 stop6h 49m
Delta
Mon 7/203:59 pm
MKE
- SJC
1 stop6h 36m
Delta
Deal found 5/21![Delta logo]()
$412
Last-minute flights from San Jose to WisconsinDiscover last-minute flight deals from San Jose to Wisconsin. Data last updated May 22, 2026 and is based on user searches.
Discover last-minute flight deals from San Jose to Wisconsin. Data last updated May 22, 2026 and is based on user searches.
This SmartFares deal was found by Cheapflights users on 5/18. 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 SmartFares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/812:59 pm
SJC
- ORD
1 stop8h 56m
Alaska Airlines
Tue 6/166:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$306
This Delta deal was found by Cheapflights users on 5/17. 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.
Tue 6/97:00 am
SJC
- ORD
2 stops12h 57m
Delta
Wed 7/16:30 am
ORD
- SJC
1 stop7h 35m
Delta
Deal found 5/17![Delta logo]()
$282
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
SJC
- ORD
1 stop19h 00m
Alaska Airlines
Wed 6/106:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$292
This CheapOair deal was found by Cheapflights users on 5/19. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
SJC
- ORD
1 stop19h 00m
Alaska Airlines
Mon 6/157:59 pm
ORD
- SJC
1 stop15h 27m
Alaska Airlines
Deal found 5/19![Alaska Airlines logo]()
$312
This CheapOair deal was found by Cheapflights users on 5/17. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/98:00 am
SJC
- ORD
1 stop19h 00m
Alaska Airlines
Sat 6/275:59 pm
ORD
- SJC
1 stop7h 55m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$337
This Delta deal was found by Cheapflights users on 5/21. 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.
Wed 6/179:54 am
SJC
- ORD
2 stops12h 05m
Delta
Tue 6/236:30 pm
ORD
- SJC
1 stop16h 44m
Delta
Deal found 5/21![Delta logo]()
$332
This Alaska Airlines deal was found by Cheapflights users on 5/17. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/223:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Wed 6/247:20 am
ORD
- SJC
1 stop8h 03m
Alaska Airlines
Deal found 5/17![Alaska Airlines logo]()
$342
This Alaska Airlines deal was found by Cheapflights users on 5/21. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/233:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Wed 6/247:20 am
ORD
- SJC
1 stop8h 03m
Alaska Airlines
Deal found 5/21![Alaska Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 5/21. 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 6/2312:46 pm
SJC
- ORD
1 stop9h 13m
Delta
Wed 6/242:09 pm
ORD
- SJC
1 stop6h 21m
Delta
Deal found 5/21![Delta logo]()
$338
This Delta deal was found by Cheapflights users on 5/19. 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.
Wed 6/246:20 am
SJC
- MKE
1 stop6h 48m
Delta
Tue 6/308:00 am
MKE
- SJC
1 stop6h 05m
Delta
Deal found 5/19![Delta logo]()
$347
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Wed 7/156:20 am
ORD
- SJC
1 stop7h 04m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$307
This Alaska Airlines deal was found by Cheapflights users on 5/18. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/303:15 pm
SJC
- ORD
1 stop6h 21m
Alaska Airlines
Sat 7/185:59 pm
ORD
- SJC
1 stop7h 56m
Alaska Airlines
Deal found 5/18![Alaska Airlines logo]()
$327
One-way flights from San Jose to WisconsinSearch for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
Search for one-way flight options from San Jose to Wisconsin. Find affordable one-way fares based on user searches. Data last updated May 22, 2026.
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/159:03 pm
SJC
- MSP
2 stops34h 55m
Frontier
Deal found 5/20![Frontier logo]()
$120
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/229:03 pm
SJC
- MSP
2 stops22h 32m
Frontier
Deal found 5/20![Frontier logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 9/149:03 pm
SJC
- MSP
2 stops34h 55m
Frontier
Deal found 5/20![Frontier logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:03 pm
SJC
- MSP
2 stops34h 55m
Frontier
Deal found 5/20![Frontier logo]()
$133
This Kiwi.com deal was found by Cheapflights users on 5/19. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:03 pm
SJC
- MSP
2 stops23h 14m
Multiple Airlines
Deal found 5/19![Multiple Airlines logo]()
$137
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/292:22 pm
SJC
- MSP
2 stops17h 36m
Frontier
Deal found 5/20![Frontier logo]()
$139
This Kiwi.com deal was found by Cheapflights users on 5/17. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/69:03 pm
SJC
- MSP
2 stops22h 32m
Frontier
Deal found 5/17![Frontier logo]()
$140
This Delta deal was found by Cheapflights users on 5/18. 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.
Tue 6/97:00 am
SJC
- ORD
2 stops12h 57m
Delta
Deal found 5/18![Delta logo]()
$144
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/59:03 pm
SJC
- MSP
2 stops22h 32m
Frontier
Deal found 5/20![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/18. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/18:25 pm
SJC
- ORD
1 stop7h 52m
Frontier
Deal found 5/18![Frontier logo]()
$147
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/139:03 pm
SJC
- MSP
2 stops37h 09m
Frontier
Deal found 5/20![Frontier logo]()
$148
This Kiwi.com deal was found by Cheapflights users on 5/20. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/138:23 pm
SJC
- MSP
2 stops37h 58m
Frontier
Deal found 5/20![Frontier logo]()
$149
Find flight deals from San Jose to Wisconsin
Keep the following information in mind while searching for San Jose to Wisconsin flight deals. Data was last updated May 22, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $282 (Delta) |
One-way from | $120 (Kiwi.com) |
Popular in | March |
Cheapest in | September |
Average price | $372 |
Cheapflights Fare Finder
Customize your flight search to find flights from San Jose to Wisconsin 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 May 22, 2026.
Use the filters below to find and compare flights from San Jose to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 9/29
10:12 am-7:03 pm
1 stop6h 51m
Chicago O'Hare Intl
Fri 10/2
6:00 am-1:17 pm
1 stop9h 17m
$327
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Tue 8/11
12:40 pm-10:32 pm
1 stop7h 52m
Madison Truax Field
Sun 8/16
2:40 pm-8:24 pm
1 stop7h 44m
$332
San JoseMadison
SJC - MSN
SJCMSN
San Jose
Sat 7/4
6:20 am-3:34 pm
1 stop7h 14m
Madison Truax Field
Fri 7/10
2:45 pm-8:35 pm
1 stop7h 50m
$332
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Tue 10/6
6:30 am-4:45 pm
1 stop8h 15m
Milwaukee-Mitchell
Tue 10/13
3:15 pm-8:58 pm
1 stop7h 43m
$347
San JoseMilwaukee
SJC - MKE
SJCMKE
San Jose
Wed 6/24
6:20 am-3:08 pm
1 stop6h 48m
Milwaukee-Mitchell
Tue 6/30
8:00 am-12:05 pm
1 stop6h 05m
$347
San JoseChicago
SJC - ORD
SJCORD
San Jose
Tue 6/16
9:54 am-9:57 pm
2 stops10h 03m
Chicago O'Hare Intl
Sat 6/20
8:36 am-5:17 pm
2 stops10h 41m
$362
San JoseAppleton
SJC - ATW
SJCATW
San Jose
Wed 7/15
12:40 pm-10:31 pm
1 stop7h 51m
Appleton Intl
Sat 8/29
5:31 am-11:28 am
1 stop7h 57m
$369
San JoseGreen Bay
SJC - GRB
SJCGRB
San Jose
Fri 7/10
12:40 pm-10:48 pm
1 stop8h 08m
Green Bay Austin-Straubel
Thu 7/16
4:14 pm-11:39 pm
2 stops9h 25m
$374
San JoseAppleton
SJC - ATW
SJCATW
San Jose
Fri 6/5
11:41 am-10:54 pm
2 stops9h 13m
Appleton Intl
Tue 6/9
2:07 pm-10:16 pm
2 stops10h 09m
$394
San JoseChicago
SJC - ORD
SJCORD
San Jose
Wed 8/5
2:59 pm-11:48 pm
1 stop6h 49m
Chicago O'Hare Intl
Sun 8/9
6:25 am-12:09 pm
1 stop7h 44m
$398
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from San Jose to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San Jose with our price prediction graph.
SJC-ORD
SJC-MSN
SJC-MKE
SJC-MSP
SJC-ATW
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 Wisconsin
SJC-USWI
SJC-ORD
SJC-MSN
SJC-MKE
SJC-MSP
What is the cheapest month to book a flight from San Jose, California to Wisconsin?
Currently, July is the cheapest month in which you can book a flight from San Jose, California to Wisconsin (average of $171). Flying from San Jose, California to Wisconsin in February is currently the most expensive (average of $429). 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 Wisconsin?
Reviews of airlines servicing Wisconsin
Get insights into the airlines that provide service to Wisconsin. 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 Wisconsin. Reviews last updated May 22, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from San Jose to Wisconsin. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Overall
7.9
Comfort
8.0
Reviews
1 / 20
10.0
ExcellentWilliam Drew,Nov 2025
SJC - HNL
Food
7.0
Entertainment
7.5
Crew
8.6
Boarding
8.1
Overall
7.9
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 Wisconsin. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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San Jose and Wisconsin flights
Browse other San Jose and Wisconsin flight options. Last updated on May 22, 2026.
Popular flight searches
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San Jose to Wisconsin flights
Consider these flights traveling from San Jose to Wisconsin.
Top 4 airlines flying from San Jose to Wisconsin
Discover the top 4 airlines that operate flights from San Jose to Wisconsin. 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 May 22, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$227 | Average$476 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$256 | Average$426 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$288 | Average$432 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$377 | Average$590 | FlexibilityNo cancel fee | On-time69% |