$189+ Cheap flights from San José (SJO) to Wisconsin
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 10/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Oct 9 — Oct 161
Round-trip
1 adult, Economy
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Cheapest flights from San José to WisconsinExplore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
Explore the most affordable flight options available from San José to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on September 9, 2026.
This Orbitz deal was found by Cheapflights users on 9/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:45 am -
1 stop20h 46m
Fri 10/168:11 pm -
1 stop13h 19m
Deal found 9/5![Frontier logo]()
$365
This Delta deal was found by Cheapflights users on 9/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/112:37 pm -
2 stops20h 02m
Mon 11/168:29 am -
2 stops13h 46m
Deal found 9/6![Delta logo]()
$366
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 12/118:45 am -
1 stop11h 10m
Wed 1/67:02 am -
Nonstop5h 13m
Deal found 9/9![United Airlines logo]()
$371
This Copa Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/126:05 pm -
1 stop18h 41m
Wed 1/132:13 pm -
1 stop16h 49m
Deal found 9/4![Copa Airlines logo]()
$374
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/193:01 pm -
1 stop17h 29m
Mon 10/267:29 pm -
1 stop17h 31m
Deal found 9/4![American Airlines logo]()
$375
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 12/231:25 pm -
Nonstop5h 32m
Wed 12/309:43 pm -
1 stop24h 49m
Deal found 9/9![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/193:01 pm -
1 stop15h 46m
Tue 10/2710:08 am -
2 stops11h 13m
Deal found 9/9![American Airlines logo]()
$380
This Copa Airlines deal was found by Cheapflights users on 9/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:45 am -
1 stop15h 12m
Tue 10/208:01 am -
1 stop26h 03m
Deal found 9/7![Copa Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/141:55 pm -
Nonstop5h 33m
Sun 11/159:35 pm -
1 stop15h 47m
Deal found 9/6![United Airlines logo]()
$382
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 am -
1 stop14h 30m
Sat 10/316:00 am -
1 stop9h 00m
Deal found 9/4![American Airlines logo]()
$383
This Copa Airlines deal was found by Cheapflights users on 9/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:03 am -
1 stop13h 54m
Fri 10/233:20 pm -
1 stop16h 50m
Deal found 9/5![Copa Airlines logo]()
$384
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:00 am -
1 stop17h 38m
Thu 10/298:29 am -
2 stops12h 52m
Deal found 9/4![American Airlines logo]()
$385
Best flights from San José to WisconsinDiscover carefully curated flight deals from San José to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
Discover carefully curated flight deals from San José to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated September 9, 2026.
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Fri 10/237:55 am -
1 stop15h 28m
Sun 11/19:35 pm -
1 stop13h 50m
Deal found 9/9![United Airlines logo]()
$375
This Copa Airlines deal was found by Cheapflights users on 9/7. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/145:52 pm -
1 stop18h 54m
Mon 1/252:13 pm -
1 stop18h 04m
Deal found 9/7![Copa Airlines logo]()
$402
This Air Canada deal was found by Cheapflights users on 9/8. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/67:10 am -
1 stop31h 01m
Tue 10/137:50 am -
1 stop15h 10m
Deal found 9/8![Air Canada logo]()
$598
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/19:00 am -
2 stops13h 20m
Sat 10/177:50 am -
2 stops12h 50m
Deal found 9/5![Southwest logo]()
$664
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/151:15 am -
1 stop21h 44m
Fri 1/2210:30 am -
1 stop10h 09m
Deal found 9/6![United Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 1/151:15 am -
1 stop17h 15m
Sun 1/247:29 am -
1 stop10h 47m
Deal found 9/7![United Airlines logo]()
$387
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/11:33 pm -
1 stop27h 49m
Thu 10/2210:51 am -
1 stop29h 20m
Deal found 9/8![Multiple Airlines logo]()
$854
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/21:25 pm -
1 stop9h 01m
Sun 10/49:45 pm -
1 stop15h 36m
Deal found 9/6![United Airlines logo]()
$396
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/221:15 am -
1 stop20h 20m
Sun 1/315:45 pm -
1 stop24h 31m
Deal found 9/8![United Airlines logo]()
$405
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Mon 12/211:15 am -
1 stop8h 55m
Wed 12/309:43 pm -
1 stop24h 49m
Deal found 9/7![United Airlines logo]()
$414
This deal was found by Cheapflights users on 9/8. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/307:45 am -
1 stop12h 25m
Fri 11/1312:00 pm -
1 stop10h 30m
Deal found 9/8![Air Canada logo]()
$661
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/192:15 pm -
1 stop9h 46m
Sat 1/99:41 pm -
1 stop15h 19m
Deal found 9/8![United Airlines logo]()
$452
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/191:25 pm -
Nonstop5h 32m
Fri 1/19:43 pm -
1 stop24h 49m
Deal found 9/8![United Airlines logo]()
$452
This Southwest deal was found by Cheapflights users on 9/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/299:00 am -
2 stops12h 05m
Wed 10/77:30 am -
2 stops13h 10m
Deal found 9/5![Southwest logo]()
$807
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/172:25 pm -
1 stop8h 59m
Sun 1/35:30 am -
1 stop17h 02m
Deal found 9/4![United Airlines logo]()
$469
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Fri 2/1211:28 pm -
1 stop18h 40m
Tue 2/238:00 am -
1 stop10h 16m
Deal found 9/7![United Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 9/7. 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 12/911:28 pm -
2 stops22h 27m
Tue 3/166:00 am -
2 stops12h 16m
Deal found 9/7![United Airlines logo]()
$512
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/2512:35 pm -
2 stops19h 31m
Mon 3/17:20 pm -
2 stops22h 56m
Deal found 9/4![United Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 9/5. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/236:00 am -
2 stops12h 56m
Wed 9/305:43 am -
3 stops15h 24m
Deal found 9/5![American Airlines logo]()
$2,738
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/111:28 pm -
2 stops14h 04m
Tue 12/85:00 am -
2 stops15h 39m
Deal found 9/8![United Airlines logo]()
$565
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/411:28 pm -
2 stops22h 04m
Tue 12/85:54 am -
2 stops14h 45m
Deal found 9/6![United Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 9/8. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/511:28 pm -
2 stops19h 42m
Mon 11/95:55 pm -
2 stops25h 58m
Deal found 9/8![United Airlines logo]()
$721
This United Airlines deal was found by Cheapflights users on 9/7. 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.
Thu 11/511:28 pm -
2 stops14h 59m
Tue 11/106:00 am -
2 stops13h 53m
Deal found 9/7![United Airlines logo]()
$878
This United Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/3010:28 pm -
2 stops18h 11m
Sun 11/84:55 pm -
2 stops18h 30m
Deal found 9/4![United Airlines logo]()
$878
This United Airlines deal was found by Cheapflights users on 9/7. 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 11/251:55 pm -
1 stop19h 31m
Tue 12/13:18 pm -
2 stops21h 24m
Deal found 9/7![United Airlines logo]()
$891
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:25 pm -
2 stops25h 34m
Sun 11/87:30 am -
1 stop13h 09m
Deal found 9/6![United Airlines logo]()
$891
Last-minute flights from San José to WisconsinDiscover last-minute flight deals from San José to Wisconsin. Data last updated September 9, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Wisconsin. Data last updated September 9, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 9/5. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/910:03 am -
1 stop13h 54m
Fri 10/233:20 pm -
1 stop16h 50m
Deal found 9/5![Copa Airlines logo]()
$384
This Orbitz deal was found by Cheapflights users on 9/5. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/109:45 am -
1 stop20h 46m
Fri 10/168:11 pm -
1 stop13h 19m
Deal found 9/5![Frontier logo]()
$365
This Copa Airlines deal was found by Cheapflights users on 9/6. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:45 am -
1 stop15h 12m
Tue 10/208:01 am -
1 stop26h 03m
Deal found 9/6![Copa Airlines logo]()
$381
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Thu 10/157:55 am -
1 stop15h 28m
Tue 10/205:30 am -
1 stop7h 51m
Deal found 9/9![United Airlines logo]()
$375
This Orbitz deal was found by Cheapflights users on 9/7. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/179:45 am -
1 stop20h 46m
Fri 10/238:11 pm -
1 stop13h 19m
Deal found 9/7![Frontier logo]()
$389
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/193:01 pm -
1 stop15h 46m
Tue 10/2710:08 am -
2 stops11h 13m
Deal found 9/9![American Airlines logo]()
$380
This American Airlines deal was found by Cheapflights users on 9/9. 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.
Mon 10/193:01 pm -
1 stop17h 29m
Sun 10/259:29 pm -
1 stop17h 31m
Deal found 9/9![American Airlines logo]()
$388
This United Airlines deal was found by Cheapflights users on 9/9. 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.
Wed 10/211:25 pm -
1 stop19h 51m
Wed 10/285:55 am -
1 stop13h 58m
Deal found 9/9![United Airlines logo]()
$366
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/236:00 am -
1 stop14h 30m
Sat 10/316:00 am -
1 stop9h 00m
Deal found 9/4![American Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/256:00 am -
1 stop17h 38m
Thu 10/298:29 am -
2 stops12h 52m
Deal found 9/4![American Airlines logo]()
$385
This United Airlines deal was found by Cheapflights users on 9/5. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/2610:28 pm -
1 stop17h 51m
Sat 10/317:30 am -
Nonstop5h 18m
Deal found 9/5![United Airlines logo]()
$387
This United Airlines deal was found by Cheapflights users on 9/6. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/311:05 pm -
Nonstop5h 33m
Sat 11/71:00 pm -
1 stop17h 25m
Deal found 9/6![United Airlines logo]()
$386
One-way flights from San José to WisconsinSearch for one-way flight options from San José to Wisconsin. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
Search for one-way flight options from San José to Wisconsin. Find affordable one-way fares based on user searches. Data last updated September 9, 2026.
This Priceline deal was found by Cheapflights users on 9/8. 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 Priceline is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/249:45 am -
1 stop20h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Frontier logo]()
$189
This Orbitz deal was found by Cheapflights users on 9/6. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:40 am -
1 stop20h 15m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/6![Viva logo]()
$223
This Volaris deal was found by Cheapflights users on 9/8. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/194:15 pm -
1 stop18h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$238
This Kiwi.com deal was found by Cheapflights users on 9/5. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:55 am -
2 stops24h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/5![Multiple Airlines logo]()
$252
This Cheapflightsfares deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/162:05 pm -
1 stop8h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![JetBlue logo]()
$256
This Kiwi.com deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:53 pm -
3 stops24h 23m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$257
This Volaris deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/224:15 pm -
1 stop18h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$260
This Volaris deal was found by Cheapflights users on 9/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/244:15 pm -
1 stop18h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/4![Multiple Airlines logo]()
$266
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/27:00 am -
1 stop15h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$270
This Delta deal was found by Cheapflights users on 9/7. 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 10/81:25 pm -
1 stop9h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Delta logo]()
$271
This Volaris deal was found by Cheapflights users on 9/7. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/44:15 pm -
1 stop18h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/7![Multiple Airlines logo]()
$288
This Kiwi.com deal was found by Cheapflights users on 9/8. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/78:55 am -
2 stops29h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/8![Multiple Airlines logo]()
$289
Find flight deals from San José to Wisconsin
Keep the following information in mind while searching for San José to Wisconsin flight deals. Data was last updated September 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $365 (Orbitz) |
One-way from | $189 (Priceline) |
Popular in | June |
Cheapest in | February |
Average price | $610 |
Cheapflights Fare Finder
Customize your flight search to find flights from San José 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 7,457,451 searches. Data last updated September 9, 2026.
Use the filters below to find and compare flights from San José to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Sat 10/24
9:45 am-7:31 am
1 stop20h 46m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$195
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Thu 12/3
4:15 pm-11:13 am
1 stop18h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$223
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Tue 12/22
4:15 pm-11:13 am
1 stop18h 58m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$260
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Sun 10/4
4:15 pm-12:09 pm
1 stop18h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$266
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 10/8
1:25 pm-11:53 pm
1 stop9h 28m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$271
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Thu 9/24
4:15 pm-12:09 pm
1 stop18h 54m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$288
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Wed 10/7
8:55 am-3:30 pm
2 stops29h 35m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$289
San JoséChicago
SJO San José Juan Santamaria Intl - ORD Chicago O'Hare Intl
SJOORD
San José Juan Santamaria Intl
Mon 12/7
9:20 am-2:52 pm
1 stop29h 32m
Chicago O'Hare Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$291
San JoséMinneapolis
SJO San José Juan Santamaria Intl - MSP Minneapolis St Paul
SJOMSP
San José Juan Santamaria Intl
Thu 10/22
9:00 am-12:15 am
2 stops14h 15m
Minneapolis St Paul
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$292
San JoséMinneapolis
SJO San José Juan Santamaria Intl - MSP Minneapolis St Paul
SJOMSP
San José Juan Santamaria Intl
Mon 10/26
7:07 am-2:06 pm
2 stops29h 59m
Minneapolis St Paul
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$297
Showing 1-10 of 55 resultsSorted by cheapest first
Best time to book a flight from San José to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from San José with our price prediction graph.
SJO-ORD
SJO-MKE
SJO-MSP
SJO-GRB
SJO-DLH
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 José to Wisconsin
SJO-USWI
SJO-ORD
SJO-MKE
SJO-MSP
SJO-GRB
What is the cheapest month to book a flight from San José to Wisconsin?
Currently, February is the cheapest month in which you can book a flight from San José to Wisconsin (average of $501). Flying from San José to Wisconsin in June is currently the most expensive (average of $732). 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 José to Wisconsin?
Airfare is below average for this route at the moment.
San José to Wisconsin flights typically cost between $547 and $840 in December.The cheapest round-trip price found within the last 5 days was $512 on United Airlines (Dec 9-Mar 16).
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 September 9, 2026.
Read through reviews of airlines operating flights from San José to Wisconsin, such as American Airlines. You can also see how each airline stacks up in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Food
6.4
Comfort
7.2
Overall
7.1
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Boarding
7.5
Food
6.4
Comfort
7.2
Overall
7.1
Entertainment
6.8
Crew
7.9
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Related info for your journey
Find useful and relevant information for your journey from San José 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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Alternative routes for San José to Wisconsin
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Complete your trip
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San José and Wisconsin flights
Browse other San José and Wisconsin flight options. Last updated on September 9, 2026.
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San José to Wisconsin flights
Consider these flights traveling from San José to Wisconsin.
Top airline flying from San José to Wisconsin
Discover the top airline that operate flights from San José 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 7,457,451 searches. Data last updated September 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$557 | FlexibilityNo cancel fee | On-time71% |