$124+ 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 5/6. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 14 — Mar 211
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
Find cheap flights from Wisconsin to Costa Rica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Wisconsin to Costa Rica
Cheapest
Best
Last-minute
One-way
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 February 12, 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 February 12, 2026.
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Sun 3/1511:38 am
SJO
- ORD
1 stop28h 18m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$316
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$317
This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 3/1812:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Wed 3/1112:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$320
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/61:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Fri 5/1512:31 pm
SJO
- ORD
1 stop9h 26m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$321
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Wed 5/1312:20 pm
SJO
- ORD
1 stop10h 54m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$322
This Copa Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This Travelocity deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Mytrip deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:59 am
ORD
- SJO
2 stops26h 41m
Spirit Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$325
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/289:18 am
ORD
- SJO
3 stops14h 12m
Multiple Airlines
Sat 3/71:31 pm
SJO
- ORD
1 stop7h 42m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$326
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Mon 3/21:31 pm
SJO
- ORD
2 stops28h 15m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$327
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 February 12, 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 February 12, 2026.
This Copa Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/233:21 pm
ORD
- SJO
3 stops26h 27m
Copa Airlines
Tue 4/284:09 am
SJO
- ORD
1 stop8h 49m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Thu 2/262:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/9![United Airlines logo]()
$329
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/85:30 am
ORD
- SJO
1 stop16h 45m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops25h 10m
Delta
Deal found 2/9![Delta logo]()
$353
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/95:24 pm
GRB
- SJO
2 stops19h 01m
American Airlines
Thu 4/166:30 am
SJO
- GRB
2 stops16h 01m
American Airlines
Deal found 2/9![American Airlines logo]()
$384
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/810:05 am
MSP
- SJO
2 stops9h 55m
Southwest
Wed 4/159:00 am
SJO
- MSP
2 stops13h 05m
Southwest
Deal found 2/11![Southwest logo]()
$452
This Sun Country Air deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Sun Country Air is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/29:18 am
MSP
- LIR
Nonstop5h 42m
Sun Country Air
Sat 3/74:30 pm
LIR
- MSP
Nonstop5h 42m
Sun Country Air
Deal found 2/11![Sun Country Air logo]()
$457
This Gurufare deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Gurufare is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/13:44 pm
GRB
- SJO
2 stops19h 46m
Multiple Airlines
Sat 3/72:20 pm
SJO
- GRB
2 stops18h 39m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$581
This KAYAK deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/26:32 pm
GRB
- SJO
2 stops19h 23m
GOL
Sun 3/86:00 am
SJO
- GRB
1 stop16h 32m
GOL
Deal found 2/9![GOL logo]()
$602
This Alaska Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/53:47 pm
MKE
- LIR
2 stops26h 11m
Alaska Airlines
Wed 3/1111:45 am
LIR
- MKE
2 stops26h 06m
Alaska Airlines
Deal found 2/10![Alaska Airlines logo]()
$604
This Copa Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/52:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Thu 3/1211:01 am
SJO
- ORD
1 stop13h 03m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$319
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
ORD
- SJO
2 stops15h 32m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops12h 17m
Delta
Deal found 2/9![Delta logo]()
$353
This Copa Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/153:22 pm
ORD
- SJO
1 stop16h 43m
Copa Airlines
Thu 3/198:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$336
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/237:39 am
ORD
- SJO
Nonstop5h 17m
United Airlines
Fri 2/272:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/8![United Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/65:25 am
ORD
- SJO
1 stop16h 37m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops12h 17m
Delta
Deal found 2/9![Delta logo]()
$364
This United Airlines deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/248:53 am
ORD
- SJO
1 stop11h 46m
United Airlines
Fri 2/272:05 pm
SJO
- ORD
Nonstop5h 30m
United Airlines
Deal found 2/8![United Airlines logo]()
$377
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:22 pm
MSN
- SJO
2 stops16h 24m
American Airlines
Wed 3/412:35 am
SJO
- MSN
1 stop10h 01m
American Airlines
Deal found 2/9![American Airlines logo]()
$435
This Delta deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:30 am
ORD
- SJO
2 stops15h 32m
Delta
Wed 3/117:00 am
SJO
- ORD
2 stops12h 17m
Delta
Deal found 2/9![Delta logo]()
$369
This Copa Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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 4/73:05 pm
ORD
- SJO
1 stop17h 03m
Copa Airlines
Sun 4/125:56 pm
SJO
- ORD
1 stop18h 54m
Copa Airlines
Deal found 2/11![Copa Airlines logo]()
$383
This Southwest deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/98:05 am
MSP
- SJO
2 stops11h 55m
Southwest
Thu 4/169:00 am
SJO
- MSP
2 stops13h 20m
Southwest
Deal found 2/9![Southwest logo]()
$500
This American Airlines deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” 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 2/2810:00 am
MKE
- SJO
2 stops12h 56m
American Airlines
Wed 3/412:35 am
SJO
- MKE
1 stop10h 26m
American Airlines
Deal found 2/12![American Airlines logo]()
$458
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/119:50 am
ORD
- SJO
2 stops12h 25m
Delta
Wed 3/187:00 am
SJO
- ORD
2 stops12h 17m
Delta
Deal found 2/10![Delta logo]()
$380
This Southwest deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/116:30 am
MSP
- SJO
2 stops13h 30m
Southwest
Fri 5/159:00 am
SJO
- MSP
2 stops14h 05m
Southwest
Deal found 2/11![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/259:41 am
MSN
- SJO
1 stop10h 31m
American Airlines
Mon 3/911:35 pm
SJO
- MSN
1 stop10h 04m
American Airlines
Deal found 2/9![American Airlines logo]()
$475
This Mytrip deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Sat 4/116:54 am
MSP
- SJO
1 stop9h 32m
Multiple Airlines
Fri 4/177:00 am
SJO
- MSP
1 stop14h 32m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$587
This United Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/47:20 am
MSP
- LIR
1 stop11h 17m
United Airlines
Thu 3/121:01 pm
LIR
- MSP
1 stop18h 44m
United Airlines
Deal found 2/9![United Airlines logo]()
$491
This Delta deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/67:05 am
MKE
- SJO
1 stop14h 57m
Delta
Mon 3/97:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/10![Delta logo]()
$423
This Southwest deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/36:15 pm
MSP
- SJO
2 stops18h 35m
Southwest
Tue 3/108:45 am
SJO
- MSP
2 stops13h 10m
Southwest
Deal found 2/10![Southwest logo]()
$513
This United Airlines deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/46:00 am
MSP
- LIR
2 stops12h 37m
United Airlines
Wed 3/111:20 pm
LIR
- MSP
1 stop8h 39m
United Airlines
Deal found 2/10![United Airlines logo]()
$501
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/137:35 pm
ORD
- LIR
2 stops18h 40m
Southwest
Sun 5/172:05 pm
LIR
- ORD
2 stops18h 40m
Southwest
Deal found 2/8![Southwest logo]()
$523
This American Airlines deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/75:24 pm
GRB
- SJO
2 stops18h 43m
American Airlines
Mon 5/1112:35 pm
SJO
- GRB
2 stops19h 37m
American Airlines
Deal found 2/11![American Airlines logo]()
$546
Last-minute flights from Wisconsin to Costa RicaDiscover last-minute flight deals from Wisconsin to Costa Rica. Data last updated February 12, 2026 and is based on user searches.
Discover last-minute flight deals from Wisconsin to Costa Rica. Data last updated February 12, 2026 and is based on user searches.
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/185:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Wed 2/251:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$321
This Travelocity deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Travelocity is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/215:05 am
ORD
- SJO
1 stop8h 10m
Multiple Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop10h 16m
Multiple Airlines
Deal found 2/10![Multiple Airlines logo]()
$324
This Mytrip deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Mytrip is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/218:59 am
ORD
- SJO
2 stops26h 41m
Spirit Airlines
Thu 2/261:31 pm
SJO
- ORD
1 stop7h 42m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$325
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/258:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Wed 3/412:35 pm
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$317
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/252:22 pm
ORD
- SJO
1 stop19h 38m
Copa Airlines
Tue 3/32:54 pm
SJO
- ORD
1 stop9h 10m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$322
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/278:16 pm
ORD
- SJO
1 stop16h 06m
Spirit Airlines
Mon 3/21:31 pm
SJO
- ORD
2 stops28h 15m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$327
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/2812:06 pm
ORD
- SJO
1 stop24h 16m
Multiple Airlines
Wed 3/47:45 am
SJO
- ORD
1 stop25h 54m
Multiple Airlines
Deal found 2/12![Multiple Airlines logo]()
$320
This CheapOair deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 2/288:16 pm
ORD
- SJO
2 stops15h 24m
Spirit Airlines
Fri 3/612:35 pm
SJO
- ORD
2 stops22h 47m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$326
This Copa Airlines deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/12:22 pm
ORD
- SJO
3 stops26h 24m
Copa Airlines
Sun 3/88:48 am
SJO
- ORD
1 stop15h 16m
Copa Airlines
Deal found 2/9![Copa Airlines logo]()
$323
This FlightHub deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/44:43 pm
ORD
- SJO
2 stops18h 57m
Spirit Airlines
Mon 3/911:35 am
SJO
- ORD
2 stops11h 12m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$318
This CheapOair deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Sun 3/1511:38 am
SJO
- ORD
1 stop28h 18m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$316
This CheapOair deal was found by Cheapflights users on 2/10. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure CheapOair is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 3/115:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Mon 3/1612:19 pm
SJO
- ORD
2 stops30h 44m
Spirit Airlines
Deal found 2/10![Spirit Airlines logo]()
$319
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 February 12, 2026.
Search for one-way flight options from Wisconsin to Costa Rica. Find affordable one-way fares based on user searches. Data last updated February 12, 2026.
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 3/78:16 pm
ORD
- SJO
1 stop15h 06m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$124
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/115:25 am
ORD
- SJO
2 stops30h 57m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$125
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/107:41 pm
ORD
- SJO
2 stops15h 59m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$127
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/95:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$128
This Kiwi.com deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/135:05 am
ORD
- SJO
1 stop7h 10m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$129
This Kiwi.com deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/148:25 am
ORD
- SJO
2 stops27h 50m
Multiple Airlines
Deal found 2/11![Multiple Airlines logo]()
$130
This Kiwi.com deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/51:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Deal found 2/9![Multiple Airlines logo]()
$132
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/101:27 pm
ORD
- SJO
1 stop22h 55m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$133
This Cheapflightsfares deal was found by Cheapflights users on 2/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Cheapflightsfares is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/95:15 am
ORD
- SJO
1 stop7h 07m
Spirit Airlines
Deal found 2/12![Spirit Airlines logo]()
$134
This Expedia deal was found by Cheapflights users on 2/11. Clicking the “Pick Dates” 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.
Sat 4/115:05 am
ORD
- SJO
1 stop7h 09m
Spirit Airlines
Deal found 2/11![Spirit Airlines logo]()
$135
This FlightHub deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/84:36 pm
ORD
- SJO
2 stops19h 06m
Spirit Airlines
Deal found 2/9![Spirit Airlines logo]()
$136
This Air Canada deal was found by Cheapflights users on 2/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Air Canada is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/812:50 pm
ORD
- LIR
1 stop24h 40m
Air Canada
Deal found 2/9![Air Canada logo]()
$137
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 February 12, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $316 (CheapOair) |
One-way from | $124 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $591 |
Cheapflights Fare Finder
Customize your flight search to find flights from Wisconsin to 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 February 12, 2026.
Use the filters below to find and compare flights from Wisconsin to Costa Rica that are best for you.
Fly from
Wisconsin
Fly to
Costa Rica
Route
Depart
Return
Price
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 4/23
3:21 pm-4:48 pm
3 stops26h 27m
San José Juan Santamaria Intl
Tue 4/28
4:09 am-1:58 pm
1 stop8h 49m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Thu 3/5
2:22 pm-4:46 pm
3 stops26h 24m
San José Juan Santamaria Intl
Thu 3/12
11:01 am-1:04 am
1 stop13h 03m
$319
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 2/23
7:39 am-12:56 pm
Nonstop5h 17m
San José Juan Santamaria Intl
Thu 2/26
2:05 pm-7:35 pm
Nonstop5h 30m
$329
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/15
3:22 pm-7:05 am
1 stop16h 43m
San José Juan Santamaria Intl
Thu 3/19
8:48 am-1:04 am
1 stop15h 16m
$336
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Sun 3/8
5:30 am-9:15 pm
1 stop16h 45m
San José Juan Santamaria Intl
Wed 3/18
7:00 am-9:10 am
2 stops25h 10m
$353
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 3/3
6:30 am-10:02 pm
2 stops15h 32m
San José Juan Santamaria Intl
Wed 3/18
7:00 am-8:17 pm
2 stops12h 17m
$353
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Fri 3/6
5:25 am-10:02 pm
1 stop16h 37m
San José Juan Santamaria Intl
Wed 3/18
7:00 am-8:17 pm
2 stops12h 17m
$364
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 3/3
6:30 am-10:02 pm
2 stops15h 32m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:17 pm
2 stops12h 17m
$369
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Mon 2/23
7:39 am-12:56 pm
Nonstop5h 17m
San José Juan Santamaria Intl
Fri 2/27
2:05 pm-7:35 pm
Nonstop5h 30m
$373
ChicagoSan José
ORD - SJO
ORDSJO
Chicago O'Hare Intl
Tue 2/24
8:53 am-8:39 pm
1 stop11h 46m
San José Juan Santamaria Intl
Fri 2/27
2:05 pm-7:35 pm
Nonstop5h 30m
$377
Showing 1-10 of 60 results
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
GRB-SJO
MSP-SJO
MSP-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
GRB-SJO
MSP-SJO
MSP-LIR
What is the cheapest month to book a flight from Wisconsin to Costa Rica?
Currently, August is the cheapest month in which you can book a flight from Wisconsin to Costa Rica (average of $194). Flying from Wisconsin to Costa Rica in July is currently the most expensive (average of $485). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
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.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
Return Flight Options
Top destinations
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 February 12, 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 February 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$221 | Average$750 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$668 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$623 | FlexibilityNo cancel fee | On-time69% |