$174+ Cheap flights from Costa Rica to Wisconsin
This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 7/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Mai 29 — Jun 51
Round-trip
1 adult, Economy
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Cheapest flights from Costa Rica to WisconsinExplore the most affordable flight options available from Costa Rica to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.
Explore the most affordable flight options available from Costa Rica to Wisconsin. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Fr 7/171:21 pm
SJO
- ORD
1 stop22h 04m
Multiple Airlines
Fr 7/315:10 am
ORD
- SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$357
This CheapOair deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 8/279:35 am
SJO
- ORD
1 stop12h 39m
Multiple Airlines
So 8/305:10 am
ORD
- SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$360
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Sa 7/181:21 pm
SJO
- ORD
1 stop9h 38m
Spirit Airlines
Sa 7/257:07 pm
ORD
- SJO
1 stop18h 08m
Spirit Airlines
Deal found 4/24![Spirit Airlines logo]()
$361
This Kiwi.com deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Fr 7/311:21 pm
SJO
- ORD
1 stop9h 38m
Multiple Airlines
Mi 8/197:55 am
ORD
- SJO
1 stop29h 20m
Multiple Airlines
Deal found 4/26![Multiple Airlines logo]()
$363
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mi 12/232:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
So 1/39:25 am
ORD
- SJO
1 stop13h 07m
United Airlines
Deal found 4/27![United Airlines logo]()
$365
This Copa Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Mo 10/1910:03 am
SJO
- ORD
1 stop13h 54m
Copa Airlines
Mi 10/283:13 pm
ORD
- SJO
1 stop18h 08m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Mi 12/232:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Mi 1/69:25 am
ORD
- SJO
1 stop11h 14m
United Airlines
Deal found 4/28![United Airlines logo]()
$369
This Travelocity deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Do 7/169:35 am
SJO
- ORD
1 stop22h 36m
Frontier
Mi 7/225:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 4/25![Frontier logo]()
$370
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Do 9/37:55 am
SJO
- ORD
1 stop15h 53m
United Airlines
Mo 9/149:30 pm
ORD
- SJO
1 stop15h 51m
United Airlines
Deal found 4/28![United Airlines logo]()
$371
This CheapOair deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Do 8/279:35 am
SJO
- ORD
1 stop12h 39m
Multiple Airlines
Sa 8/295:10 am
ORD
- SJO
1 stop8h 05m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$372
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop18h 22m
Spirit Airlines
So 5/245:05 am
ORD
- SJO
1 stop7h 40m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$377
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop9h 15m
Spirit Airlines
Do 6/47:33 pm
ORD
- SJO
1 stop17h 12m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$378
Best flights from Costa Rica to WisconsinDiscover carefully curated flight deals from Costa Rica to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2026.
Discover carefully curated flight deals from Costa Rica to Wisconsin that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2026.
This Copa Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Mi 7/154:08 am
SJO
- ORD
1 stop8h 49m
Copa Airlines
Fr 7/313:21 pm
ORD
- SJO
1 stop16h 49m
Copa Airlines
Deal found 4/24![Copa Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Di 5/2611:13 am
SJO
- ORD
1 stop12h 32m
United Airlines
Mi 6/38:51 am
ORD
- SJO
1 stop14h 48m
United Airlines
Deal found 4/24![United Airlines logo]()
$371
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Di 8/251:21 pm
SJO
- ORD
1 stop9h 36m
Delta
So 8/305:30 am
ORD
- SJO
1 stop7h 26m
Delta
Deal found 4/28![Delta logo]()
$453
This Kiwi.com deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Fr 8/289:35 am
SJO
- MSP
2 stops36h 41m
Multiple Airlines
Fr 9/46:25 am
MSP
- SJO
1 stop9h 46m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$567
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mi 5/209:00 am
SJO
- MKE
1 stop12h 50m
Southwest
So 8/165:55 am
MKE
- SJO
1 stop13h 45m
Southwest
Deal found 4/27![Southwest logo]()
$569
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 8/2712:35 pm
LIR
- ORD
1 stop10h 56m
American Airlines
So 9/66:59 am
ORD
- LIR
1 stop7h 39m
American Airlines
Deal found 4/26![American Airlines logo]()
$658
This FlightHub deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Mi 6/32:00 pm
LIR
- ORD
1 stop18h 54m
JetBlue
Mo 6/88:30 pm
ORD
- LIR
2 stops17h 10m
JetBlue
Deal found 4/29![JetBlue logo]()
$725
This Copa Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Fr 7/2410:03 am
SJO
- ORD
1 stop16h 57m
Copa Airlines
Mo 7/273:21 pm
ORD
- SJO
1 stop18h 00m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$368
This Copa Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Di 7/2110:03 am
SJO
- ORD
1 stop16h 57m
Copa Airlines
So 7/263:21 pm
ORD
- SJO
1 stop17h 05m
Copa Airlines
Deal found 4/26![Copa Airlines logo]()
$368
This Delta deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Sa 8/151:21 pm
SJO
- ORD
1 stop9h 36m
Delta
Mi 8/195:30 am
ORD
- SJO
1 stop7h 26m
Delta
Deal found 4/28![Delta logo]()
$453
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Do 9/171:20 pm
LIR
- ATW
2 stops30h 53m
United Airlines
Mo 9/218:30 pm
ATW
- LIR
2 stops16h 40m
United Airlines
Deal found 4/27![United Airlines logo]()
$458
This Copa Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Sa 5/308:47 am
SJO
- ORD
1 stop15h 28m
Copa Airlines
Mo 6/83:21 pm
ORD
- SJO
1 stop18h 45m
Copa Airlines
Deal found 4/28![Copa Airlines logo]()
$420
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Do 10/221:25 pm
SJO
- MKE
2 stops19h 24m
United Airlines
Mo 11/28:45 pm
MKE
- SJO
2 stops16h 30m
United Airlines
Deal found 4/28![United Airlines logo]()
$471
This Copa Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Mi 7/156:17 pm
SJO
- ORD
1 stop18h 40m
Copa Airlines
Di 7/213:21 pm
ORD
- SJO
1 stop16h 51m
Copa Airlines
Deal found 4/25![Copa Airlines logo]()
$420
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Sa 5/231:20 pm
SJO
- MKE
1 stop9h 39m
Delta
Do 8/275:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 4/29![Delta logo]()
$520
This United Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Sa 5/236:40 am
SJO
- MKE
2 stops14h 54m
United Airlines
Mi 5/271:30 pm
MKE
- SJO
2 stops10h 09m
United Airlines
Deal found 4/24![United Airlines logo]()
$502
This Copa Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Fr 9/2511:00 am
SJO
- ORD
1 stop13h 02m
Copa Airlines
Sa 10/33:20 pm
ORD
- SJO
1 stop16h 50m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$420
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Mo 10/59:00 am
SJO
- MSP
2 stops13h 25m
Southwest
Mo 10/121:35 pm
MSP
- SJO
2 stops17h 25m
Southwest
Deal found 4/28![Southwest logo]()
$638
This American Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Fr 7/103:40 pm
LIR
- ORD
1 stop15h 59m
American Airlines
Mo 8/315:15 am
ORD
- LIR
2 stops8h 56m
American Airlines
Deal found 4/26![American Airlines logo]()
$689
This Copa Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Do 5/2110:05 am
SJO
- ORD
1 stop14h 10m
Copa Airlines
Mo 6/13:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Deal found 4/29![Copa Airlines logo]()
$431
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Fr 5/2912:30 am
SJO
- MKE
2 stops11h 18m
United Airlines
Sa 6/67:00 pm
MKE
- SJO
2 stops17h 38m
United Airlines
Deal found 4/26![United Airlines logo]()
$534
This Delta deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Di 8/181:21 pm
SJO
- MKE
1 stop9h 04m
Delta
Mo 8/315:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 4/26![Delta logo]()
$591
This Southwest deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Sa 8/18:45 am
SJO
- MSP
1 stop11h 45m
Southwest
So 8/97:35 am
MSP
- SJO
2 stops12h 05m
Southwest
Deal found 4/27![Southwest logo]()
$659
This Copa Airlines deal was found by Cheapflights users on 4/24. Clicking the “Pick Dates” 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.
Mo 7/205:55 pm
SJO
- ORD
1 stop19h 02m
Copa Airlines
So 7/263:21 pm
ORD
- SJO
1 stop18h 00m
Copa Airlines
Deal found 4/24![Copa Airlines logo]()
$452
This Delta deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Mi 7/151:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Sa 7/185:45 am
MKE
- SJO
1 stop7h 06m
Delta
Deal found 4/29![Delta logo]()
$612
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 5/141:25 pm
SJO
- MKE
2 stops22h 46m
United Airlines
Mo 6/151:30 pm
MKE
- SJO
2 stops23h 08m
United Airlines
Deal found 4/26![United Airlines logo]()
$562
This Southwest deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Mo 6/19:00 am
SJO
- MSP
2 stops14h 20m
Southwest
Di 7/146:00 am
MSP
- SJO
2 stops14h 40m
Southwest
Deal found 4/26![Southwest logo]()
$717
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mo 8/312:30 am
SJO
- MKE
1 stop21h 15m
United Airlines
Mo 8/315:56 pm
MKE
- SJO
1 stop26h 41m
United Airlines
Deal found 4/27![United Airlines logo]()
$570
This Southwest deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Di 7/78:45 am
SJO
- MSP
2 stops13h 00m
Southwest
Mo 7/277:05 am
MSP
- SJO
2 stops13h 35m
Southwest
Deal found 4/28![Southwest logo]()
$770
This United Airlines deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Sa 5/2311:49 am
LIR
- MSP
1 stop11h 10m
United Airlines
Mo 5/2512:05 pm
MSP
- LIR
1 stop22h 45m
United Airlines
Deal found 4/25![United Airlines logo]()
$602
Last-minute flights from Costa Rica to WisconsinDiscover last-minute flight deals from Costa Rica to Wisconsin. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Costa Rica to Wisconsin. Data last updated April 29, 2026 and is based on user searches.
This eDestinos deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 5/71:00 pm
SJO
- ORD
1 stop9h 15m
Spirit Airlines
Do 6/47:33 pm
ORD
- SJO
1 stop17h 12m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Mi 5/201:25 pm
SJO
- ORD
1 stop8h 50m
United Airlines
So 5/249:36 pm
ORD
- SJO
1 stop13h 35m
United Airlines
Deal found 4/29![United Airlines logo]()
$371
This United Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mi 5/201:25 pm
SJO
- MKE
2 stops25h 21m
United Airlines
So 8/168:45 pm
MKE
- SJO
2 stops16h 36m
United Airlines
Deal found 4/27![United Airlines logo]()
$457
This Copa Airlines deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Do 5/2110:05 am
SJO
- ORD
1 stop14h 10m
Copa Airlines
Mo 5/253:21 pm
ORD
- SJO
1 stop16h 48m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$368
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop18h 22m
Spirit Airlines
So 5/245:05 am
ORD
- SJO
1 stop7h 40m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$377
This Cheapflightsfares deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop9h 15m
Spirit Airlines
Do 6/47:33 pm
ORD
- SJO
1 stop17h 12m
Spirit Airlines
Deal found 4/26![Spirit Airlines logo]()
$378
This Kiwi.com deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop9h 15m
Multiple Airlines
Mi 5/278:05 am
ORD
- SJO
1 stop28h 40m
Multiple Airlines
Deal found 4/29![Multiple Airlines logo]()
$381
This Cheapflightsfares deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Do 5/211:00 pm
SJO
- ORD
1 stop18h 22m
Spirit Airlines
Do 5/285:05 am
ORD
- SJO
1 stop7h 40m
Spirit Airlines
Deal found 4/29![Spirit Airlines logo]()
$383
This United Airlines deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” 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.
Sa 5/231:00 pm
SJO
- ORD
Nonstop5h 35m
United Airlines
Mi 5/275:30 am
ORD
- SJO
1 stop7h 51m
United Airlines
Deal found 4/29![United Airlines logo]()
$397
This Frontier deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
So 5/249:35 am
SJO
- MSP
2 stops22h 44m
Frontier
So 6/74:57 pm
MSP
- SJO
2 stops16h 22m
Frontier
Deal found 4/26![Frontier logo]()
$388
This United Airlines deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Mi 5/277:55 am
SJO
- ORD
1 stop8h 38m
United Airlines
So 5/317:30 am
ORD
- SJO
1 stop16h 09m
United Airlines
Deal found 4/28![United Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 4/26. Clicking the “Pick Dates” 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.
Mi 5/2712:30 am
SJO
- MKE
2 stops16h 23m
United Airlines
Mo 6/110:38 am
MKE
- SJO
2 stops24h 33m
United Airlines
Deal found 4/26![United Airlines logo]()
$471
One-way flights from Costa Rica to WisconsinSearch for one-way flight options from Costa Rica to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
Search for one-way flight options from Costa Rica to Wisconsin. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Fr 7/241:21 pm
SJO
- ORD
1 stop9h 38m
Spirit Airlines
Deal found 4/25![Spirit Airlines logo]()
$174
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Do 5/281:00 pm
SJO
- ORD
1 stop22h 37m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$183
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Mo 7/201:21 pm
SJO
- ORD
1 stop22h 04m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$187
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
So 5/249:35 am
SJO
- ORD
2 stops19h 49m
Frontier
Deal found 4/27![Frontier logo]()
$191
This Orbitz deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
So 7/129:35 am
SJO
- ORD
1 stop12h 30m
Frontier
Deal found 4/27![Frontier logo]()
$204
This Frontier deal was found by Cheapflights users on 4/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Frontier is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sa 7/259:35 am
SJO
- ORD
1 stop12h 30m
Frontier
Deal found 4/29![Frontier logo]()
$207
This Mytrip deal was found by Cheapflights users on 4/28. Clicking the “Pick Dates” 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.
Mi 5/207:00 am
SJO
- ORD
1 stop14h 14m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$208
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mo 5/181:00 pm
SJO
- ORD
2 stops33h 13m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$210
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Mo 5/251:50 am
SJO
- ORD
2 stops33h 47m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$212
This Kiwi.com deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Fr 5/221:00 pm
SJO
- ORD
1 stop22h 37m
Multiple Airlines
Deal found 4/27![Multiple Airlines logo]()
$214
This Kiwi.com deal was found by Cheapflights users on 4/25. Clicking the “Pick Dates” 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.
Mo 5/111:00 pm
SJO
- MKE
2 stops19h 01m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$243
This KAYAK deal was found by Cheapflights users on 4/27. Clicking the “Pick Dates” 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.
Sa 10/241:00 pm
LIR
- ORD
1 stop19h 00m
Copa Airlines
Deal found 4/27![Copa Airlines logo]()
$247
Find flight deals from Costa Rica to Wisconsin
Keep the following information in mind while searching for Costa Rica to Wisconsin flight deals. Data was last updated April 29, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $357 (Kiwi.com) |
One-way from | $174 (Kiwi.com) |
Popular in | July |
Cheapest in | January |
Average price | $525 |
Cheapflights Fare Finder
Customize your flight search to find flights from Costa Rica to Wisconsin that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
Use the filters below to find and compare flights from Costa Rica to Wisconsin that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mi 7/15
4:08 am-1:57 pm
1 stop8h 49m
Chicago O'Hare Intl
Fr 7/31
3:21 pm-7:10 am
1 stop16h 49m
$368
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fr 7/24
10:03 am-4:00 am
1 stop16h 57m
Chicago O'Hare Intl
Mo 7/27
3:21 pm-8:21 am
1 stop18h 00m
$368
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Di 7/21
10:03 am-4:00 am
1 stop16h 57m
Chicago O'Hare Intl
So 7/26
3:21 pm-7:26 am
1 stop17h 05m
$368
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Di 5/26
11:13 am-12:45 am
1 stop12h 32m
Chicago O'Hare Intl
Mi 6/3
8:51 am-10:39 pm
1 stop14h 48m
$371
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Sa 5/30
8:47 am-1:15 am
1 stop15h 28m
Chicago O'Hare Intl
Mo 6/8
3:21 pm-9:06 am
1 stop18h 45m
$420
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mi 7/15
6:17 pm-1:57 pm
1 stop18h 40m
Chicago O'Hare Intl
Di 7/21
3:21 pm-7:12 am
1 stop16h 51m
$420
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Fr 9/25
11:00 am-1:02 am
1 stop13h 02m
Chicago O'Hare Intl
Sa 10/3
3:20 pm-7:10 am
1 stop16h 50m
$420
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Do 5/21
10:05 am-1:15 am
1 stop14h 10m
Chicago O'Hare Intl
Mo 6/1
3:21 pm-7:09 am
1 stop16h 48m
$431
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Mo 7/20
5:55 pm-1:57 pm
1 stop19h 02m
Chicago O'Hare Intl
So 7/26
3:21 pm-8:21 am
1 stop18h 00m
$452
San JoséChicago
SJO - ORD
SJOORD
San José Juan Santamaria Intl
Di 8/25
1:21 pm-11:57 pm
1 stop9h 36m
Chicago O'Hare Intl
So 8/30
5:30 am-11:56 am
1 stop7h 26m
$453
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Costa Rica to Wisconsin
Have a flexible travel schedule? Discover the best time to fly to Wisconsin from Costa Rica with our price prediction graph.
SJO-ORD
SJO-MSP
SJO-MKE
LIR-ORD
LIR-ATW
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Costa Rica to Wisconsin
CR0-USWI
SJO-ORD
SJO-MSP
SJO-MKE
LIR-ORD
What is the cheapest month to book a flight from Costa Rica to Wisconsin?
Currently, May is the cheapest month in which you can book a flight from Costa Rica to Wisconsin (average of $256). Flying from Costa Rica to Wisconsin in October is currently the most expensive (average of $520). 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.
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 April 29, 2026.
See what other customers who have flown with United Airlines and American Airlines from Costa Rica to Wisconsin have to say. Users can see the overall rating for each airline as well as how each is rated in terms of entertainment options, comfort, food, crew/service, and boarding process.
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Food
6.6
Boarding
7.7
Comfort
7.3
Crew
8.1
Entertainment
7.1
Overall
7.4
Reviews
1 / 20
8.0
ExcellentAnonymous,Apr 2026
DFW - EWR
Related info for your journey
Find useful and relevant information for your journey from Costa Rica 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 Costa Rica to Wisconsin
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Wisconsin by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Costa Rica to Wisconsin by cabin class
Find flights from Costa Rica to Wisconsin, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Costa Rica and Wisconsin flights
Browse other Costa Rica and Wisconsin flight options. Last updated on April 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Wisconsin
Find the right flight back to Costa Rica after your stay in Wisconsin
Costa Rica to Wisconsin flights
Consider these flights traveling from Costa Rica to Wisconsin.
Top 2 airlines flying from Costa Rica to Wisconsin
Discover the top 2 airlines that operate flights from Costa Rica to Wisconsin. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$399 | Average$554 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$458 | Average$537 | FlexibilityNo cancel fee | On-time69% |