$129+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
juli 6 — juli 131
Round-trip
1 adult, Economy
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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 juni 6, 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 juni 6, 2026.
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 6/65:35 pm
ORD
- SJO
2 stops28h 00m
Air Canada
lør. 6/137:15 am
SJO
- ORD
2 stops24h 45m
Air Canada
Deal found 6/1![Air Canada logo]()
$455
This Expedia deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 7/14:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
tor. 7/99:35 am
SJO
- ORD
1 stop12h 35m
Frontier
Deal found 6/3![Frontier logo]()
$458
This Viva deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 7/311:30 am
ORD
- SJO
1 stop24h 45m
Viva
fre. 8/72:20 am
SJO
- ORD
1 stop21h 20m
Viva
Deal found 6/2![Viva logo]()
$461
This eDestinos deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure eDestinos is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 10/122:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
søn. 10/184:15 pm
SJO
- ORD
1 stop18h 54m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$463
This Ovago deal was found by Cheapflights users on 6/5. 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 11/27:00 am
ORD
- SJO
1 stop6h 59m
JetBlue
fre. 11/133:05 pm
SJO
- ORD
1 stop8h 39m
JetBlue
Deal found 6/5![JetBlue logo]()
$469
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
lør. 7/258:02 am
ORD
- SJO
1 stop24h 10m
Copa Airlines
ons. 7/2910:03 am
SJO
- ORD
1 stop16h 57m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$470
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tor. 6/46:04 pm
ORD
- SJO
1 stop27h 31m
Air Canada
tir. 6/97:10 am
SJO
- ORD
1 stop11h 15m
Air Canada
Deal found 6/1![Air Canada logo]()
$473
This Air Canada deal was found by Cheapflights users on 6/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 6/148:20 pm
ORD
- SJO
1 stop26h 40m
Air Canada
lør. 6/207:15 am
SJO
- ORD
2 stops23h 45m
Air Canada
Deal found 6/4![Air Canada logo]()
$474
This Expedia deal was found by Cheapflights users on 6/5. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
lør. 8/15:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
lør. 8/159:45 am
SJO
- ORD
1 stop12h 25m
Frontier
Deal found 6/5![Frontier logo]()
$478
This Gotogate deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 9/52:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
søn. 9/134:15 pm
SJO
- ORD
1 stop18h 54m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$479
This Copa Airlines deal was found by Cheapflights users on 6/4. 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.
ons. 7/228:02 am
ORD
- SJO
1 stop11h 59m
Copa Airlines
søn. 7/265:55 pm
SJO
- ORD
1 stop19h 02m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$480
This Volaris deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
man. 9/142:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
tir. 9/224:15 pm
SJO
- ORD
1 stop18h 54m
Multiple Airlines
Deal found 6/2![Multiple Airlines logo]()
$481
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 juni 6, 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 juni 6, 2026.
This Copa Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 7/41:20 am
ORD
- SJO
1 stop8h 46m
Copa Airlines
fre. 7/106:17 pm
SJO
- ORD
1 stop8h 43m
Copa Airlines
Deal found 6/1![Copa Airlines logo]()
$470
This Volaris deal was found by Cheapflights users on 6/5. 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 Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 9/142:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
tir. 9/224:15 pm
SJO
- ORD
1 stop18h 54m
Multiple Airlines
Deal found 6/5![Multiple Airlines logo]()
$481
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 10/244:16 pm
MSN
- SJO
2 stops19h 49m
American Airlines
ons. 10/282:45 pm
SJO
- MSN
2 stops20h 48m
American Airlines
Deal found 6/1![American Airlines logo]()
$515
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
ons. 10/284:45 pm
MSP
- SJO
2 stops14h 15m
Southwest
tir. 11/109:00 am
SJO
- MSP
2 stops12h 50m
Southwest
Deal found 6/2![Southwest logo]()
$516
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
ons. 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
tor. 9/241:25 pm
SJO
- MKE
1 stop9h 27m
Delta
Deal found 6/2![Delta logo]()
$556
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tir. 10/205:00 am
MSN
- SJO
2 stops15h 37m
United Airlines
tor. 10/221:25 pm
SJO
- MSN
2 stops23h 12m
United Airlines
Deal found 6/1![United Airlines logo]()
$635
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
fre. 7/33:21 pm
ORD
- SJO
1 stop22h 00m
Copa Airlines
fre. 7/105:55 pm
SJO
- ORD
1 stop9h 05m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
ons. 10/73:20 pm
ORD
- SJO
1 stop18h 44m
Copa Airlines
søn. 10/114:08 am
SJO
- ORD
1 stop19h 49m
Copa Airlines
Deal found 6/3![Copa Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
tir. 11/176:16 am
ATW
- SJO
1 stop7h 54m
American Airlines
søn. 11/226:22 am
SJO
- ATW
1 stop14h 57m
American Airlines
Deal found 6/3![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 10/245:50 am
MKE
- SJO
1 stop7h 10m
Southwest
ons. 10/289:00 am
SJO
- MKE
1 stop12h 30m
Southwest
Deal found 6/1![Southwest logo]()
$563
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
fre. 11/279:26 am
MSN
- SJO
2 stops12h 49m
Delta
ons. 12/27:00 am
SJO
- MSN
2 stops15h 55m
Delta
Deal found 6/2![Delta logo]()
$565
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
fre. 7/311:20 am
ORD
- SJO
1 stop18h 39m
Copa Airlines
fre. 8/710:03 am
SJO
- ORD
1 stop13h 59m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
fre. 7/241:20 am
ORD
- SJO
1 stop8h 46m
Copa Airlines
søn. 8/210:03 am
SJO
- ORD
1 stop26h 56m
Copa Airlines
Deal found 6/1![Copa Airlines logo]()
$470
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tir. 10/273:14 pm
DLH
- SJO
2 stops20h 11m
United Airlines
tor. 10/291:20 pm
SJO
- DLH
2 stops20h 24m
United Airlines
Deal found 6/1![United Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tir. 11/175:29 am
ATW
- SJO
1 stop7h 36m
Delta
søn. 11/227:00 am
SJO
- ATW
1 stop14h 58m
Delta
Deal found 6/1![Delta logo]()
$579
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
man. 8/247:55 am
MSP
- SJO
2 stops11h 45m
Southwest
man. 8/319:00 am
SJO
- MSP
2 stops12h 05m
Southwest
Deal found 6/2![Southwest logo]()
$586
This American Airlines deal was found by Cheapflights users on 6/6. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 10/74:18 pm
ATW
- SJO
2 stops21h 42m
American Airlines
lør. 10/1012:57 pm
SJO
- ATW
2 stops19h 06m
American Airlines
Deal found 6/6![American Airlines logo]()
$595
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
ons. 9/308:01 am
ORD
- SJO
1 stop11h 58m
Copa Airlines
søn. 10/45:45 am
SJO
- ORD
1 stop18h 12m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$470
This American Airlines deal was found by Cheapflights users on 6/5. 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.
tir. 11/246:48 pm
MKE
- SJO
2 stops17h 21m
American Airlines
tir. 12/17:00 am
SJO
- MKE
2 stops16h 59m
American Airlines
Deal found 6/5![American Airlines logo]()
$595
This United Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
søn. 11/11:11 pm
GRB
- SJO
2 stops22h 14m
United Airlines
ons. 11/411:28 pm
SJO
- GRB
2 stops24h 51m
United Airlines
Deal found 6/3![United Airlines logo]()
$655
This Southwest deal was found by Cheapflights users on 6/5. 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.
fre. 10/235:00 am
MKE
- SJO
1 stop8h 00m
Southwest
fre. 10/309:00 am
SJO
- MKE
1 stop12h 20m
Southwest
Deal found 6/5![Southwest logo]()
$625
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
tor. 12/312:20 pm
MKE
- SJO
1 stop9h 55m
Delta
søn. 12/137:00 am
SJO
- MKE
1 stop13h 48m
Delta
Deal found 6/2![Delta logo]()
$648
This Copa Airlines deal was found by Cheapflights users on 6/4. 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.
man. 7/278:02 am
ORD
- SJO
1 stop25h 19m
Copa Airlines
tor. 7/306:17 pm
SJO
- ORD
1 stop8h 43m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
tir. 10/205:00 am
MKE
- SJO
2 stops15h 37m
United Airlines
tor. 10/221:25 pm
SJO
- MKE
2 stops19h 35m
United Airlines
Deal found 6/2![United Airlines logo]()
$655
This Delta deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
fre. 9/45:24 am
GRB
- SJO
1 stop7h 25m
Delta
fre. 9/111:25 pm
SJO
- GRB
1 stop7h 33m
Delta
Deal found 6/2![Delta logo]()
$649
This Copa Airlines deal was found by Cheapflights users on 6/4. 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.
tor. 11/192:13 pm
ORD
- SJO
1 stop20h 46m
Copa Airlines
tor. 11/262:18 pm
SJO
- ORD
1 stop9h 53m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$490
This American Airlines deal was found by Cheapflights users on 6/4. 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.
lør. 8/155:46 pm
MSN
- SJO
1 stop21h 06m
American Airlines
lør. 8/222:53 pm
SJO
- MSN
2 stops18h 47m
American Airlines
Deal found 6/4![American Airlines logo]()
$654
This Southwest deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
lør. 8/226:00 am
MSP
- SJO
2 stops13h 00m
Southwest
lør. 8/299:30 am
SJO
- MSP
2 stops9h 35m
Southwest
Deal found 6/2![Southwest logo]()
$655
This United Airlines deal was found by Cheapflights users on 6/4. 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.
man. 9/286:36 pm
MKE
- SJO
1 stop18h 02m
United Airlines
tor. 10/17:55 am
SJO
- MKE
1 stop25h 05m
United Airlines
Deal found 6/4![United Airlines logo]()
$663
This Southwest deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
tor. 9/37:40 am
MSP
- SJO
2 stops12h 00m
Southwest
lør. 9/129:30 am
SJO
- MSP
2 stops9h 35m
Southwest
Deal found 6/3![Southwest logo]()
$675
Last-minute flights from Wisconsin to San JoséDiscover last-minute flight deals from Wisconsin to San José. Data last updated juni 6, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to San José. Data last updated juni 6, 2026 and is based on user searches.
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 6/65:35 pm
ORD
- SJO
2 stops28h 00m
Air Canada
lør. 6/137:15 am
SJO
- ORD
2 stops24h 45m
Air Canada
Deal found 6/1![Air Canada logo]()
$455
This Air Canada deal was found by Cheapflights users on 6/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
fre. 6/126:22 pm
ORD
- SJO
2 stops28h 38m
Air Canada
lør. 6/207:15 am
SJO
- ORD
2 stops23h 45m
Air Canada
Deal found 6/4![Air Canada logo]()
$517
This Air Canada deal was found by Cheapflights users on 6/4. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 6/148:20 pm
ORD
- SJO
1 stop26h 40m
Air Canada
lør. 6/207:15 am
SJO
- ORD
2 stops23h 45m
Air Canada
Deal found 6/4![Air Canada logo]()
$474
This CheapOair deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
ons. 6/174:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
tor. 6/259:35 am
SJO
- ORD
1 stop12h 44m
Frontier
Deal found 6/2![Frontier logo]()
$508
This Expedia deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 7/14:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
tor. 7/99:35 am
SJO
- ORD
1 stop12h 35m
Frontier
Deal found 6/3![Frontier logo]()
$458
This Expedia deal was found by Cheapflights users on 6/4. 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 Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
ons. 7/14:59 pm
ORD
- SJO
1 stop16h 21m
Multiple Airlines
man. 7/131:50 pm
SJO
- ORD
1 stop18h 00m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 6/4. 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.
tor. 7/25:30 am
ORD
- SJO
1 stop7h 51m
United Airlines
man. 7/612:30 am
SJO
- ORD
1 stop8h 50m
United Airlines
Deal found 6/4![United Airlines logo]()
$520
This Kiwi.com deal was found by Cheapflights users on 6/4. 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.
fre. 7/312:00 pm
MSP
- SJO
1 stop21h 20m
Multiple Airlines
søn. 7/269:35 am
SJO
- MSP
1 stop10h 56m
Multiple Airlines
Deal found 6/4![Multiple Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 7/45:30 am
ORD
- SJO
1 stop7h 51m
United Airlines
lør. 7/111:00 pm
SJO
- ORD
Nonstop5h 35m
United Airlines
Deal found 6/1![United Airlines logo]()
$507
This Copa Airlines deal was found by Cheapflights users on 6/4. 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.
ons. 7/228:02 am
ORD
- SJO
1 stop11h 59m
Copa Airlines
søn. 7/265:55 pm
SJO
- ORD
1 stop19h 02m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$480
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” 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.
fre. 7/241:20 am
ORD
- SJO
1 stop8h 46m
Copa Airlines
søn. 8/24:08 am
SJO
- ORD
1 stop19h 54m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$470
This Copa Airlines deal was found by Cheapflights users on 6/4. 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.
lør. 7/258:02 am
ORD
- SJO
1 stop24h 10m
Copa Airlines
ons. 7/2910:03 am
SJO
- ORD
1 stop16h 57m
Copa Airlines
Deal found 6/4![Copa Airlines logo]()
$490
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 juni 6, 2026.
Search for one-way flight options from Wisconsin to San José. Find affordable one-way fares based on user searches. Data last updated juni 6, 2026.
This Cheapflightsfares deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tir. 9/87:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 6/1![JetBlue logo]()
$129
This Justfly.com deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 9/171:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Deal found 6/1![Multiple Airlines logo]()
$148
This Viva deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 6/111:30 am
ORD
- SJO
1 stop24h 45m
Viva
Deal found 6/1![Viva logo]()
$154
This Viva deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 11/1212:30 am
ORD
- SJO
1 stop24h 45m
Viva
Deal found 6/1![Viva logo]()
$155
This Super.com deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Super.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 8/307:00 am
ORD
- SJO
1 stop6h 57m
JetBlue
Deal found 6/3![JetBlue logo]()
$173
This Viva deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
søn. 11/1512:30 am
ORD
- SJO
1 stop24h 45m
Viva
Deal found 6/3![Viva logo]()
$174
This Viva deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
tor. 11/2612:30 am
ORD
- SJO
1 stop24h 45m
Viva
Deal found 6/1![Viva logo]()
$182
This Priceline deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
ons. 7/14:59 pm
ORD
- SJO
1 stop16h 21m
Frontier
Deal found 6/3![Frontier logo]()
$198
This Air Canada deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
lør. 6/133:40 pm
ORD
- SJO
1 stop29h 55m
Air Canada
Deal found 6/1![Air Canada logo]()
$202
This CheapOair deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” 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.
ons. 8/125:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 6/3![Frontier logo]()
$203
This Air Canada deal was found by Cheapflights users on 6/5. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
man. 6/156:22 pm
ORD
- SJO
2 stops28h 38m
Air Canada
Deal found 6/5![Air Canada logo]()
$205
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” 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.
tir. 8/187:05 am
MSN
- SJO
2 stops13h 47m
American Airlines
Deal found 6/1![American Airlines logo]()
$234
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 juni 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $458 (Expedia) |
One-way from | $129 (Cheapflightsfares) |
Popular in | December |
Cheapest in | May |
Average price | $677 |
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 juni 6, 2026.
Use the filters below to find and compare flights from Wisconsin to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
lør. 7/4
1:20 am-9:06 am
1 stop8h 46m
San José Juan Santamaria Intl
fre. 7/10
6:17 pm-4:00 am
1 stop8h 43m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
fre. 7/3
3:21 pm-12:21 pm
1 stop22h 00m
San José Juan Santamaria Intl
fre. 7/10
5:55 pm-4:00 am
1 stop9h 05m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
ons. 10/7
3:20 pm-9:04 am
1 stop18h 44m
San José Juan Santamaria Intl
søn. 10/11
4:08 am-12:57 am
1 stop19h 49m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
fre. 7/31
1:20 am-6:59 pm
1 stop18h 39m
San José Juan Santamaria Intl
fre. 8/7
10:03 am-1:02 am
1 stop13h 59m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
fre. 7/24
1:20 am-9:06 am
1 stop8h 46m
San José Juan Santamaria Intl
søn. 8/2
10:03 am-1:59 pm
1 stop26h 56m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
ons. 9/30
8:01 am-6:59 pm
1 stop11h 58m
San José Juan Santamaria Intl
søn. 10/4
5:45 am-12:57 am
1 stop18h 12m
$470
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
man. 9/14
2:53 am-11:59 pm
1 stop22h 06m
San José Juan Santamaria Intl
tir. 9/22
4:15 pm-12:09 pm
1 stop18h 54m
$481
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
man. 7/27
8:02 am-8:21 am
1 stop25h 19m
San José Juan Santamaria Intl
tor. 7/30
6:17 pm-4:00 am
1 stop8h 43m
$490
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
tor. 11/19
2:13 pm-10:59 am
1 stop20h 46m
San José Juan Santamaria Intl
tor. 11/26
2:18 pm-12:11 am
1 stop9h 53m
$490
MadisonSan José
MSN - SJO
MSNSJO
Madison Truax Field
lør. 10/24
4:16 pm-11:05 am
2 stops19h 49m
San José Juan Santamaria Intl
ons. 10/28
2:45 pm-12:33 pm
2 stops20h 48m
$515
Showing 1-10 of 60 resultsSorted by cheapest first
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
MSN-SJO
MKE-SJO
MSP-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
MSN-SJO
MKE-SJO
MSP-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 $179). Flying from Wisconsin to San José in July is currently the most expensive (average of $538). 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?
How far ahead should I book a flight from Wisconsin to San José?
Booking 32 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to San José. The general trend is that the closer you book to the departure date, the more expensive your flight will be.
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
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Wisconsin and San José flights
Browse other Wisconsin and San José flight options. Last updated on juni 6, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
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 juni 6, 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 juni 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$179 | Average$723 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$660 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$505 | Average$708 | FlexibilityNo cancel fee | On-time69% |