$124+ Cheap flights from Wisconsin to San José (SJO)
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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 13 — Mar 201
1 adult, Economy
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1. Tell us where you want to go
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Cheapest flights from Wisconsin to San JoséExplore the most affordable flight options available from Wisconsin to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
Explore the most affordable flight options available from Wisconsin to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/221:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Tue 4/2812:31 pm
SJO
- ORD
2 stops25h 46m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$316
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/165:05 am
ORD
- SJO
1 stop7h 17m
Spirit Airlines
Wed 5/2712:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$317
This FlightHub deal was found by Cheapflights users on 2/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Mon 3/1612:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
1 stop29h 11m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$320
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 2/251:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:22 pm
ORD
- SJO
1 stop19h 38m
Copa Airlines
Tue 3/32:54 pm
SJO
- ORD
1 stop9h 10m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$322
This Delta deal was found by Cheapflights users on 2/8. 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 3/27:05 am
MKE
- SJO
1 stop14h 57m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop9h 40m
Delta
Deal found 2/8![Delta logo]()
$323
This Copa Airlines deal was found by Cheapflights users on 2/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This Travelocity deal was found by Cheapflights users on 2/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 3/315:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Sat 5/212:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Sat 3/71:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$326
Best flights from Wisconsin to San JoséDiscover carefully curated flight deals from Wisconsin to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
Discover carefully curated flight deals from Wisconsin to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated February 11, 2026.
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/93:21 pm
ORD
- SJO
3 stops26h 27m
Copa Airlines
Thu 4/165:56 pm
SJO
- ORD
1 stop19h 02m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 2/9. 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.
Mon 2/237:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Thu 2/262:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/9![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/9. 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.
Sun 3/85:30 am
ORD
- SJO
1 stop16h 45m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops25h 10m
Delta
Deal found 2/9![Delta logo]()
$353
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Thu 4/95:24 pm
GRB
- SJO
2 stops19h 01m
American Airlines
Thu 4/166:30 am
SJO
- GRB
2 stops16h 01m
American Airlines
Deal found 2/9![American Airlines logo]()
$384
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:39 pm
MKE
- SJO
1 stop19h 01m
Multiple Airlines
Mon 3/912:31 pm
SJO
- MKE
2 stops28h 19m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$405
This Gurufare deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/245:25 am
ATW
- SJO
1 stop16h 37m
LATAM Airlines
Fri 3/67:00 am
SJO
- ATW
1 stop14h 50m
LATAM Airlines
Deal found 2/7![LATAM Airlines logo]()
$430
This Southwest deal was found by Cheapflights users on 2/8. 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.
Mon 3/29:35 am
MKE
- SJO
2 stops9h 55m
Southwest
Wed 3/118:45 am
SJO
- MKE
2 stops12h 20m
Southwest
Deal found 2/8![Southwest logo]()
$454
This KAYAK deal was found by Cheapflights users on 2/10. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 4/116:30 pm
MKE
- SJO
2 stops17h 55m
GOL
Mon 4/2012:35 pm
SJO
- MKE
2 stops21h 24m
GOL
Deal found 2/10![GOL logo]()
$508
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:21 pm
ORD
- SJO
3 stops26h 26m
Copa Airlines
Mon 5/46:19 pm
SJO
- ORD
1 stop18h 47m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/1010:50 am
ORD
- SJO
1 stop9h 03m
United Airlines
Tue 3/171:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/8![United Airlines logo]()
$338
This Copa Airlines deal was found by Cheapflights users on 2/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Thu 3/1211:01 am
SJO
- ORD
1 stop13h 03m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 2/9. 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 3/36:30 am
ORD
- SJO
2 stops15h 32m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops12h 17m
Delta
Deal found 2/9![Delta logo]()
$353
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/96:31 pm
ATW
- SJO
2 stops19h 51m
American Airlines
Thu 4/166:30 am
SJO
- ATW
2 stops16h 10m
American Airlines
Deal found 2/8![American Airlines logo]()
$384
This United Airlines deal was found by Cheapflights users on 2/10. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/27:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Thu 3/512:35 pm
SJO
- ORD
1 stop10h 33m
United Airlines
Deal found 2/10![United Airlines logo]()
$354
This American Airlines deal was found by Cheapflights users on 2/9. 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.
Fri 5/16:31 pm
ATW
- SJO
2 stops17h 59m
American Airlines
Fri 5/812:35 pm
SJO
- ATW
2 stops20h 39m
American Airlines
Deal found 2/9![American Airlines logo]()
$384
This Copa Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/172:22 pm
ORD
- SJO
1 stop17h 59m
Copa Airlines
Thu 2/265:50 am
SJO
- ORD
1 stop18h 14m
Copa Airlines
Deal found 2/7![Copa Airlines logo]()
$359
This Gurufare deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:50 am
ATW
- SJO
2 stops15h 12m
LATAM Airlines
Wed 3/47:00 am
SJO
- ATW
2 stops28h 27m
LATAM Airlines
Deal found 2/7![LATAM Airlines logo]()
$465
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/14:06 pm
MSP
- SJO
3 stops20h 16m
Multiple Airlines
Fri 3/67:22 am
SJO
- MSP
2 stops14h 39m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$468
This American Airlines deal was found by Cheapflights users on 2/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/17:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Fri 5/812:35 pm
SJO
- MKE
1 stop21h 55m
American Airlines
Deal found 2/8![American Airlines logo]()
$387
This Copa Airlines deal was found by Cheapflights users on 2/10. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/202:22 pm
ORD
- SJO
1 stop16h 44m
Copa Airlines
Thu 2/2610:08 am
SJO
- ORD
1 stop13h 56m
Copa Airlines
Deal found 2/10![Copa Airlines logo]()
$359
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/246:50 am
ATW
- SJO
2 stops15h 12m
Delta
Fri 3/67:00 am
SJO
- ATW
1 stop14h 50m
Delta
Deal found 2/7![Delta logo]()
$435
This Southwest deal was found by Cheapflights users on 2/9. 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.
Thu 4/98:05 am
MSP
- SJO
2 stops11h 55m
Southwest
Thu 4/169:00 am
SJO
- MSP
2 stops13h 20m
Southwest
Deal found 2/9![Southwest logo]()
$500
This Ovago deal was found by Cheapflights users on 2/8. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/105:30 am
MSN
- SJO
1 stop16h 45m
LATAM Airlines
Tue 3/177:00 am
SJO
- MSN
1 stop14h 34m
LATAM Airlines
Deal found 2/8![LATAM Airlines logo]()
$471
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/106:30 am
MSN
- SJO
2 stops13h 23m
United Airlines
Tue 3/171:05 pm
SJO
- MSN
1 stop8h 27m
United Airlines
Deal found 2/8![United Airlines logo]()
$441
This Delta deal was found by Cheapflights users on 2/8. 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 3/912:11 pm
MKE
- SJO
1 stop10h 04m
Delta
Tue 3/177:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/8![Delta logo]()
$441
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/612:36 pm
MKE
- SJO
1 stop23h 04m
Multiple Airlines
Mon 3/912:31 pm
SJO
- MKE
2 stops28h 19m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$490
This Southwest deal was found by Cheapflights users on 2/10. 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.
Sat 4/256:30 am
MSP
- SJO
1 stop13h 30m
Southwest
Wed 4/299:00 am
SJO
- MSP
2 stops13h 05m
Southwest
Deal found 2/10![Southwest logo]()
$500
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:38 am
ATW
- SJO
1 stop10h 34m
American Airlines
Wed 3/47:00 am
SJO
- ATW
1 stop16h 24m
American Airlines
Deal found 2/7![American Airlines logo]()
$430
This Delta deal was found by Cheapflights users on 2/10. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/256:50 am
ATW
- SJO
2 stops15h 12m
Delta
Tue 3/37:00 am
SJO
- ATW
1 stop14h 50m
Delta
Deal found 2/10![Delta logo]()
$445
This KAYAK deal was found by Cheapflights users on 2/9. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:32 pm
GRB
- SJO
2 stops19h 23m
GOL
Sun 3/86:00 am
SJO
- GRB
1 stop16h 32m
GOL
Deal found 2/9![GOL logo]()
$602
Last-minute flights from Wisconsin to San JoséDiscover last-minute flight deals from Wisconsin to San José. Data last updated February 11, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San José. Data last updated February 11, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 2/251:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$321
This Travelocity deal was found by Cheapflights users on 2/10. 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 Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:22 pm
ORD
- SJO
1 stop19h 38m
Copa Airlines
Tue 3/32:54 pm
SJO
- ORD
1 stop9h 10m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/285:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
1 stop29h 11m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Sat 3/71:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 2/9. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This Delta deal was found by Cheapflights users on 2/8. 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 3/27:05 am
MKE
- SJO
1 stop14h 57m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop9h 40m
Delta
Deal found 2/8![Delta logo]()
$323
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:18 am
ORD
- SJO
3 stops14h 22m
Multiple Airlines
Fri 3/61:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$328
This United Airlines deal was found by Cheapflights users on 2/8. 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 3/37:35 am
ORD
- SJO
1 stop13h 04m
United Airlines
Tue 3/101:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/8![United Airlines logo]()
$327
This FlightHub deal was found by Cheapflights users on 2/10. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/10. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 3/1812:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 3/315:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Sat 5/212:31 pm
SJO
- ORD
1 stop10h 10m
Spirit Airlines
Deal found 2/8![Spirit Airlines logo]()
$325
One-way flights from Wisconsin to San JoséSearch for one-way flight options from Wisconsin to San José. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
Search for one-way flight options from Wisconsin to San José. Find affordable one-way fares based on user searches. Data last updated February 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/65:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/94:18 pm
ORD
- SJO
1 stop19h 22m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/7![Spirit Airlines logo]()
$126
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:41 pm
ORD
- SJO
2 stops15h 59m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 2/9. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$128
This CheapOair deal was found by Cheapflights users on 2/9. 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 CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/85:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/106:51 pm
ORD
- SJO
2 stops16h 49m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$131
This Kiwi.com deal was found by Cheapflights users on 2/8. 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.
Tue 5/51:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/106:31 am
ORD
- SJO
2 stops27h 14m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 2/10. 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 Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$134
This Mytrip deal was found by Cheapflights users on 2/10. 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 Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/236:01 pm
ORD
- SJO
2 stops22h 05m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$135
This American Airlines deal was found by Cheapflights users on 2/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/157:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Deal found 2/10![American Airlines logo]()
$146
Find flight deals from Wisconsin to San José
Keep the following information in mind while searching for Wisconsin to San José flight deals. Data was last updated February 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $316 (Kiwi.com) |
One-way from | $124 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $591 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to San José that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 11, 2026.
Use the filters below to find and compare flights from Wisconsin to San José that are best for you.
Fly from
Wisconsin
Fly to
San José
Route
Depart
Return
Price
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 4/9
3:21 pm-4:48 pm
3 stops26h 27m
San José Juan Santamaria Intl
Thu 4/16
5:56 pm-1:58 pm
1 stop19h 02m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 4/30
3:21 pm-4:47 pm
3 stops26h 26m
San José Juan Santamaria Intl
Mon 5/4
6:19 pm-2:06 pm
1 stop18h 47m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 3/5
2:22 pm-4:46 pm
3 stops26h 24m
San José Juan Santamaria Intl
Thu 3/12
11:01 am-1:04 am
1 stop13h 03m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 2/23
7:39 am-12:56 pm
Nonstop5h 17m
San José Juan Santamaria Intl
Thu 2/26
2:05 pm-7:35 pm
Nonstop5h 30m
$329
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 3/10
10:50 am-6:53 pm
1 stop9h 03m
San José Juan Santamaria Intl
Tue 3/17
1:05 pm-7:35 pm
Nonstop5h 30m
$338
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/8
5:30 am-9:15 pm
1 stop16h 45m
San José Juan Santamaria Intl
Wed 3/18
7:00 am-9:10 am
2 stops25h 10m
$353
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 3/3
6:30 am-10:02 pm
2 stops15h 32m
San José Juan Santamaria Intl
Wed 3/18
7:00 am-8:17 pm
2 stops12h 17m
$353
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 3/2
7:39 am-12:56 pm
Nonstop5h 17m
San José Juan Santamaria Intl
Thu 3/5
12:35 pm-11:08 pm
1 stop10h 33m
$354
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 2/17
2:22 pm-8:21 am
1 stop17h 59m
San José Juan Santamaria Intl
Thu 2/26
5:50 am-12:04 am
1 stop18h 14m
$359
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Fri 2/20
2:22 pm-7:06 am
1 stop16h 44m
San José Juan Santamaria Intl
Thu 2/26
10:08 am-12:04 am
1 stop13h 56m
$359
Showing 1-10 of 60 results
Best time to book a flight from Wisconsin to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Wisconsin with our price prediction graph.
ORD-SJO
MKE-SJO
MSP-SJO
MSN-SJO
ATW-SJO
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 Wisconsin to San José
USWI-SJO
ORD-SJO
MKE-SJO
MSP-SJO
MSN-SJO
What is the cheapest month to book a flight from Wisconsin to San José?
Currently, August is the cheapest month in which you can book a flight from Wisconsin to San José (average of $194). Flying from Wisconsin to San José in July is currently the most expensive (average of $485). 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 Wisconsin to San José?
Related info for your journey
Find useful and relevant information for your journey from Wisconsin to San José. 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 San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio
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Alternative routes for Wisconsin to San José
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Complete your trip
Complete your trip to San José by adding a car rental and/or hotel reservation to your travel itinerary.
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Find flights from Wisconsin to San José, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and San José flights
Browse other Wisconsin and San José flight options. Last updated on February 11, 2026.
Popular flight searches
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Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on February 11, 2026.
Wisconsin to San José flights
Consider these flights traveling from Wisconsin to San José.
Top 4 airlines flying from Wisconsin to San José
Discover the top 4 airlines that operate flights from Wisconsin to San José. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated February 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$252 | Average$703 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$656 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$670 | FlexibilityNo cancel fee | On-time69% |