$120+ Cheap flights from Wisconsin to Costa Rica
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 9/27. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 23 — Aug 301
Round-trip
1 adult, Economy
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Find cheap flights from Wisconsin to Costa Rica with Cheapflights
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Cheapest flights from Wisconsin to Costa RicaExplore the most affordable flight options available from Wisconsin to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
Explore the most affordable flight options available from Wisconsin to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 24, 2026.
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/128:50 pm
ORD
- LIR
1 stop17h 20m
Air Canada
Thu 11/193:20 pm
LIR
- ORD
1 stop19h 47m
Air Canada
Deal found 7/20![Air Canada logo]()
$407
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Wed 11/41:55 pm
ORD
- LIR
1 stop24h 25m
Air Canada
Mon 11/93:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 7/23![Air Canada logo]()
$410
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:30 pm
ORD
- LIR
1 stop21h 40m
Air Canada
Thu 10/292:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 7/20![Air Canada logo]()
$412
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/314:30 pm
ORD
- LIR
1 stop22h 40m
Air Canada
Wed 11/43:10 pm
LIR
- ORD
2 stops19h 57m
Air Canada
Deal found 7/20![Air Canada logo]()
$415
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/313:45 pm
ORD
- LIR
2 stops23h 25m
Air Canada
Sat 11/73:10 pm
LIR
- ORD
2 stops19h 57m
Air Canada
Deal found 7/24![Air Canada logo]()
$421
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:50 am
MSP
- LIR
1 stop30h 20m
Air Canada
Sat 10/312:10 pm
LIR
- MSP
1 stop31h 10m
Air Canada
Deal found 7/19![Air Canada logo]()
$424
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/113:45 pm
ORD
- LIR
1 stop22h 35m
Air Canada
Wed 11/183:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 7/24![Air Canada logo]()
$427
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Sat 11/284:30 pm
ORD
- LIR
1 stop21h 40m
Air Canada
Sat 12/53:10 pm
LIR
- ORD
1 stop17h 58m
Air Canada
Deal found 7/23![Air Canada logo]()
$432
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/238:40 pm
ORD
- LIR
1 stop16h 10m
Air Canada
Wed 10/282:10 pm
LIR
- ORD
1 stop18h 13m
Air Canada
Deal found 7/24![Air Canada logo]()
$437
This Air Canada deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/264:30 pm
MSP
- LIR
1 stop21h 40m
Air Canada
Thu 10/292:10 pm
LIR
- MSP
1 stop24h 40m
Air Canada
Deal found 7/20![Air Canada logo]()
$444
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/94:30 pm
MSP
- LIR
2 stops21h 50m
Air Canada
Sun 11/153:10 pm
LIR
- MSP
1 stop30h 10m
Air Canada
Deal found 7/19![Air Canada logo]()
$447
This Air Canada deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Sun 11/112:00 pm
MSP
- LIR
1 stop26h 10m
Air Canada
Sat 11/73:10 pm
LIR
- MSP
1 stop24h 40m
Air Canada
Deal found 7/23![Air Canada logo]()
$449
Best flights from Wisconsin to Costa RicaDiscover carefully curated flight deals from Wisconsin to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
Discover carefully curated flight deals from Wisconsin to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 24, 2026.
This Copa Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:13 pm
ORD
- SJO
1 stop18h 54m
Copa Airlines
Wed 11/112:45 pm
SJO
- ORD
1 stop9h 26m
Copa Airlines
Deal found 7/20![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/59:25 am
ORD
- SJO
1 stop8h 51m
United Airlines
Fri 1/151:15 am
SJO
- ORD
1 stop8h 10m
United Airlines
Deal found 7/19![United Airlines logo]()
$522
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 1/185:30 am
ORD
- SJO
1 stop7h 15m
Delta
Fri 1/227:05 am
SJO
- ORD
2 stops11h 35m
Delta
Deal found 7/23![Delta logo]()
$527
This American Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/36:14 pm
ATW
- LIR
2 stops18h 10m
American Airlines
Wed 1/133:13 pm
LIR
- ATW
2 stops19h 47m
American Airlines
Deal found 7/20![American Airlines logo]()
$533
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/148:05 am
MSP
- SJO
2 stops12h 35m
Southwest
Wed 10/219:00 am
SJO
- MSP
2 stops12h 45m
Southwest
Deal found 7/24![Southwest logo]()
$550
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/183:55 pm
MSP
- SJO
1 stop31h 05m
Air Canada
Thu 10/297:45 am
SJO
- MSP
1 stop12h 35m
Air Canada
Deal found 7/24![Air Canada logo]()
$650
This FlightHub deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:55 pm
MSP
- LIR
2 stops16h 30m
WestJet
Sun 10/47:15 am
LIR
- MSP
2 stops29h 10m
WestJet
Deal found 7/19![WestJet logo]()
$753
This JetBlue deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure JetBlue is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:00 am
ORD
- LIR
1 stop7h 01m
JetBlue
Sat 8/292:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 7/20![JetBlue logo]()
$760
This Alaska Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:03 pm
MSP
- LIR
3 stops49h 49m
Alaska Airlines
Sun 9/208:32 am
LIR
- MSP
2 stops30h 51m
Alaska Airlines
Deal found 7/23![Alaska Airlines logo]()
$837
This Copa Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/313:13 pm
ORD
- SJO
1 stop20h 46m
Copa Airlines
Sat 11/72:18 pm
SJO
- ORD
1 stop9h 53m
Copa Airlines
Deal found 7/21![Copa Airlines logo]()
$490
This United Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 1/169:25 am
ORD
- SJO
1 stop8h 51m
United Airlines
Fri 1/222:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 7/20![United Airlines logo]()
$531
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/187:55 pm
MSN
- LIR
2 stops18h 25m
Delta
Wed 1/203:25 pm
LIR
- MSN
2 stops21h 31m
Delta
Deal found 7/19![Delta logo]()
$533
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/118:01 am
ORD
- SJO
1 stop24h 09m
Copa Airlines
Wed 9/168:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$492
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/2510:00 am
MKE
- SJO
2 stops9h 40m
Southwest
Wed 9/29:00 am
SJO
- MKE
2 stops10h 55m
Southwest
Deal found 7/20![Southwest logo]()
$567
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:14 pm
ATW
- SJO
2 stops26h 36m
American Airlines
Sun 11/226:20 am
SJO
- ATW
2 stops17h 52m
American Airlines
Deal found 7/19![American Airlines logo]()
$570
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/1711:00 am
MSN
- LIR
2 stops25h 45m
Delta
Wed 1/203:25 pm
LIR
- MSN
2 stops21h 31m
Delta
Deal found 7/19![Delta logo]()
$533
This Copa Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 10/213:20 pm
ORD
- SJO
1 stop17h 59m
Copa Airlines
Tue 10/273:58 am
SJO
- ORD
1 stop20h 07m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$492
This American Airlines deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/175:47 pm
MKE
- SJO
1 stop21h 13m
American Airlines
Sat 10/246:00 am
SJO
- MKE
2 stops16h 14m
American Airlines
Deal found 7/19![American Airlines logo]()
$575
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/217:30 am
MSP
- SJO
2 stops13h 10m
Southwest
Sun 10/259:00 am
SJO
- MSP
2 stops11h 55m
Southwest
Deal found 7/24![Southwest logo]()
$586
This Delta deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:43 am
MSN
- SJO
1 stop7h 06m
Delta
Wed 9/91:19 pm
SJO
- MSN
1 stop8h 22m
Delta
Deal found 7/19![Delta logo]()
$539
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Mon 1/182:13 pm
ORD
- SJO
1 stop26h 37m
Copa Airlines
Fri 1/228:43 am
SJO
- ORD
1 stop15h 24m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$492
This United Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/63:15 pm
MKE
- LIR
2 stops21h 55m
United Airlines
Sun 9/131:20 pm
LIR
- MKE
1 stop8h 19m
United Airlines
Deal found 7/23![United Airlines logo]()
$625
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/46:00 pm
MKE
- SJO
2 stops19h 03m
American Airlines
Fri 9/111:00 pm
SJO
- MKE
2 stops21h 07m
American Airlines
Deal found 7/23![American Airlines logo]()
$590
This Delta deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/23![Delta logo]()
$560
This Southwest deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/206:20 am
MKE
- SJO
2 stops13h 20m
Southwest
Sat 9/269:30 am
SJO
- MKE
1 stop8h 50m
Southwest
Deal found 7/20![Southwest logo]()
$617
This Copa Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Mon 10/193:20 pm
ORD
- SJO
1 stop16h 50m
Copa Airlines
Mon 10/2612:05 pm
SJO
- ORD
1 stop12h 00m
Copa Airlines
Deal found 7/23![Copa Airlines logo]()
$516
This United Airlines deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:00 am
MKE
- SJO
2 stops15h 37m
United Airlines
Sun 9/131:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Deal found 7/22![United Airlines logo]()
$628
This Mytrip deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/152:55 pm
MSP
- LIR
3 stops22h 30m
WestJet
Sat 9/191:15 pm
LIR
- MSP
3 stops28h 15m
WestJet
Deal found 7/19![WestJet logo]()
$760
This Air Canada deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/171:10 pm
MSP
- SJO
1 stop32h 10m
Air Canada
Tue 10/207:10 am
SJO
- MSP
1 stop11h 39m
Air Canada
Deal found 7/19![Air Canada logo]()
$795
This American Airlines deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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 1/65:00 am
MSN
- LIR
2 stops9h 13m
American Airlines
Wed 1/133:13 pm
LIR
- MSN
2 stops19h 30m
American Airlines
Deal found 7/23![American Airlines logo]()
$604
Last-minute flights from Wisconsin to Costa RicaDiscover last-minute flight deals from Wisconsin to Costa Rica. Data last updated July 24, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Costa Rica. Data last updated July 24, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:30 am
ORD
- SJO
1 stop24h 50m
Multiple Airlines
Mon 8/317:00 am
SJO
- ORD
1 stop27h 00m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$496
This Kiwi.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/131:30 am
ORD
- SJO
1 stop24h 50m
Multiple Airlines
Mon 8/241:20 pm
SJO
- ORD
2 stops25h 39m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$504
This Volaris deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Sat 8/152:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
Sun 8/234:15 pm
SJO
- ORD
1 stop18h 54m
Multiple Airlines
Deal found 7/23![Multiple Airlines logo]()
$481
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/1612:44 am
ORD
- SJO
2 stops22h 04m
Multiple Airlines
Thu 8/271:20 pm
SJO
- ORD
1 stop24h 30m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$489
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/161:30 am
ORD
- SJO
1 stop24h 50m
Multiple Airlines
Thu 8/201:33 pm
SJO
- ORD
2 stops15h 19m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$507
This Copa Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/188:02 am
ORD
- SJO
1 stop11h 57m
Copa Airlines
Tue 8/254:08 am
SJO
- ORD
1 stop19h 54m
Copa Airlines
Deal found 7/21![Copa Airlines logo]()
$510
This Kiwi.com deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:20 pm
ORD
- SJO
1 stop21h 00m
Multiple Airlines
Thu 8/271:33 pm
SJO
- ORD
2 stops15h 19m
Multiple Airlines
Deal found 7/20![Multiple Airlines logo]()
$509
This American Airlines deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Wed 9/21:03 pm
SJO
- MKE
1 stop8h 54m
American Airlines
Deal found 7/20![American Airlines logo]()
$510
This Copa Airlines deal was found by Cheapflights users on 7/24. 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.
Wed 8/263:21 pm
ORD
- SJO
1 stop18h 43m
Copa Airlines
Tue 9/15:55 pm
SJO
- ORD
1 stop19h 04m
Copa Airlines
Deal found 7/24![Copa Airlines logo]()
$492
This Kiwi.com deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/277:44 pm
ORD
- SJO
1 stop20h 27m
Multiple Airlines
Tue 9/17:00 am
SJO
- ORD
1 stop27h 00m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$495
This Justfly.com deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Thu 8/272:35 pm
ORD
- LIR
1 stop23h 26m
JetBlue
Thu 9/32:06 pm
LIR
- ORD
1 stop8h 38m
JetBlue
Deal found 7/23![JetBlue logo]()
$529
This Copa Airlines deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/313:21 pm
ORD
- SJO
1 stop16h 49m
Copa Airlines
Mon 9/78:45 am
SJO
- ORD
1 stop15h 17m
Copa Airlines
Deal found 7/21![Copa Airlines logo]()
$490
One-way flights from Wisconsin to Costa RicaSearch for one-way flight options from Wisconsin to Costa Rica. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
Search for one-way flight options from Wisconsin to Costa Rica. Find affordable one-way fares based on user searches. Data last updated July 24, 2026.
This Viva deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/274:22 pm
ORD
- SJO
1 stop20h 53m
Viva
Deal found 7/20![Viva logo]()
$120
This Viva deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:35 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/21![Viva logo]()
$140
This Viva deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2212:35 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/20![Viva logo]()
$154
This Viva deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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.
Thu 1/1412:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/22![Viva logo]()
$157
This Viva deal was found by Cheapflights users on 7/23. Clicking the “Pick Dates” 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.
Thu 8/61:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/23![Viva logo]()
$162
This Volaris deal was found by Cheapflights users on 7/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Volaris is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/262:53 am
ORD
- SJO
1 stop22h 06m
Multiple Airlines
Deal found 7/19![Multiple Airlines logo]()
$181
This Justfly.com deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/96:21 am
ORD
- SJO
1 stop18h 38m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$186
This FlightHub deal was found by Cheapflights users on 7/22. Clicking the “Pick Dates” 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 8/125:13 pm
ORD
- SJO
1 stop16h 07m
Frontier
Deal found 7/22![Frontier logo]()
$199
This oojo deal was found by Cheapflights users on 7/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/41:49 pm
ORD
- SJO
1 stop11h 10m
Multiple Airlines
Deal found 7/21![Multiple Airlines logo]()
$200
This Viva deal was found by Cheapflights users on 7/20. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Viva is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/91:30 am
ORD
- SJO
1 stop24h 50m
Viva
Deal found 7/20![Viva logo]()
$202
This Air Canada deal was found by Cheapflights users on 7/24. 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 Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/156:21 pm
ORD
- LIR
2 stops42h 29m
Air Canada
Deal found 7/24![Air Canada logo]()
$214
This Southwest deal was found by Cheapflights users on 7/24. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/259:05 am
MSP
- SJO
2 stops10h 35m
Southwest
Deal found 7/24![Southwest logo]()
$223
Find flight deals from Wisconsin to Costa Rica
Keep the following information in mind while searching for Wisconsin to Costa Rica flight deals. Data was last updated July 24, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $382 (Air Canada) |
One-way from | $120 (Viva) |
Popular in | December |
Cheapest in | May |
Average price | $681 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to Costa Rica 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 July 24, 2026.
Use the filters below to find and compare flights from Wisconsin to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 11/5
2:13 pm-9:07 am
1 stop18h 54m
San José Juan Santamaria Intl
Wed 11/11
2:45 pm-12:11 am
1 stop9h 26m
$490
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 10/31
3:13 pm-10:59 am
1 stop20h 46m
San José Juan Santamaria Intl
Sat 11/7
2:18 pm-12:11 am
1 stop9h 53m
$490
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Fri 9/11
8:01 am-7:10 am
1 stop24h 09m
San José Juan Santamaria Intl
Wed 9/16
8:45 am-1:02 am
1 stop15h 17m
$492
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Wed 10/21
3:20 pm-8:19 am
1 stop17h 59m
San José Juan Santamaria Intl
Tue 10/27
3:58 am-1:05 am
1 stop20h 07m
$492
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 1/18
2:13 pm-4:50 pm
1 stop26h 37m
San José Juan Santamaria Intl
Fri 1/22
8:43 am-12:07 am
1 stop15h 24m
$492
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 10/19
3:20 pm-7:10 am
1 stop16h 50m
San José Juan Santamaria Intl
Mon 10/26
12:05 pm-1:05 am
1 stop12h 00m
$516
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 1/5
9:25 am-6:16 pm
1 stop8h 51m
San José Juan Santamaria Intl
Fri 1/15
1:15 am-9:25 am
1 stop8h 10m
$522
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 1/18
5:30 am-12:45 pm
1 stop7h 15m
San José Juan Santamaria Intl
Fri 1/22
7:05 am-6:40 pm
2 stops11h 35m
$527
Quickest round-trip
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sat 1/16
9:25 am-6:16 pm
1 stop8h 51m
San José Juan Santamaria Intl
Fri 1/22
2:05 pm-7:35 pm
Nonstop5h 30m
$531
AppletonLiberia
ATW - LIR
ATWLIR
Appleton Intl
Sun 1/3
6:14 pm-12:24 pm
2 stops18h 10m
Liberia
Wed 1/13
3:13 pm-11:00 am
2 stops19h 47m
$533
Showing 1-10 of 60 resultsSorted by cheapest first
Best time to book a flight from Wisconsin to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Wisconsin with our price prediction graph.
ORD-SJO
ORD-LIR
MSP-SJO
MSN-LIR
MKE-LIR
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 Costa Rica
USWI-CR0
ORD-SJO
ORD-LIR
MSP-SJO
MSN-LIR
What is the cheapest month to book a flight from Wisconsin to Costa Rica?
Currently, September is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $536). Flying from Wisconsin to Costa Rica in December is currently the most expensive (average of $807). 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 far ahead should I book a flight from Wisconsin to Costa Rica?
Booking 31 days in advance of your planned departure date is, on average, the best time to get cheap flights from Wisconsin to Costa Rica. 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 Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
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Alternative routes for Wisconsin to Costa Rica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Wisconsin to Costa Rica by cabin class
Find flights from Wisconsin to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Wisconsin and Costa Rica flights
Browse other Wisconsin and Costa Rica flight options. Last updated on July 24, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Find a return flight route from Costa Rica
Find the right flight back to Wisconsin after your stay in Costa Rica
Wisconsin to Costa Rica flights
Consider these flights traveling from Wisconsin to Costa Rica.
Top 4 airlines flying from Wisconsin to Costa Rica
Discover the top 4 airlines that operate flights from Wisconsin to Costa Rica. 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 July 24, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$641 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$288 | Average$748 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$378 | Average$672 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |