$174+ Cheap flights from Milwaukee (MKE) 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
May 29 — Jun 51
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Costa Rica with Cheapflights
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Cheapest flights from Milwaukee to Costa RicaExplore the most affordable flight options available from Milwaukee to Costa Rica. 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 Milwaukee to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 29, 2026.
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.
Wed 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/28![Delta logo]()
$390
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/97:24 am
MKE
- SJO
2 stops12h 06m
American Airlines
Thu 9/241:05 pm
SJO
- MKE
2 stops19h 56m
American Airlines
Deal found 4/27![American Airlines logo]()
$395
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.
Tue 5/129:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/181:00 pm
SJO
- MKE
2 stops19h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$451
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/312:09 pm
MKE
- SJO
2 stops28h 02m
Multiple Airlines
Mon 6/89:35 am
SJO
- MKE
1 stop21h 23m
Multiple Airlines
Deal found 4/28![Multiple Airlines logo]()
$463
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/286:17 pm
MKE
- SJO
2 stops18h 39m
American Airlines
Tue 8/43:19 pm
SJO
- MKE
2 stops19h 18m
American Airlines
Deal found 4/24![American Airlines logo]()
$469
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.
Sun 5/109:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/187:00 am
SJO
- MKE
1 stop25h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$471
This Justfly.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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:29 pm
MKE
- SJO
2 stops20h 50m
Frontier
Sat 6/139:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/25![Frontier logo]()
$474
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/16:40 pm
MKE
- SJO
1 stop20h 57m
American Airlines
Fri 8/71:29 pm
SJO
- MKE
2 stops17h 20m
American Airlines
Deal found 4/27![American Airlines logo]()
$478
This Kiwi.com 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:29 pm
MKE
- SJO
2 stops20h 50m
Frontier
Mon 6/89:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/28![Frontier logo]()
$483
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.
Tue 9/225:55 am
MKE
- LIR
1 stop7h 05m
Delta
Mon 9/281:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 4/29![Delta logo]()
$559
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.
Wed 9/167:00 pm
MKE
- LIR
2 stops42h 10m
United Airlines
Wed 9/231:20 pm
LIR
- MKE
2 stops24h 44m
United Airlines
Deal found 4/28![United Airlines logo]()
$596
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/237:00 am
MKE
- LIR
1 stop7h 38m
American Airlines
Sun 8/302:45 pm
LIR
- MKE
2 stops19h 52m
American Airlines
Deal found 4/28![American Airlines logo]()
$601
Best flights from Milwaukee to Costa RicaDiscover carefully curated flight deals from Milwaukee to Costa Rica 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 Milwaukee to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 29, 2026.
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.
Tue 5/126:49 am
MKE
- SJO
2 stops13h 48m
United Airlines
Tue 5/191:25 pm
SJO
- MKE
1 stop8h 34m
United Airlines
Deal found 4/25![United Airlines logo]()
$539
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/287:00 am
MKE
- SJO
1 stop7h 00m
American Airlines
Tue 8/42:11 pm
SJO
- MKE
1 stop8h 23m
American Airlines
Deal found 4/28![American Airlines logo]()
$552
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.
Tue 9/225:55 am
MKE
- LIR
1 stop7h 05m
Delta
Mon 9/281:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 4/29![Delta logo]()
$559
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.
Wed 6/1010:46 am
MKE
- SJO
1 stop12h 53m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 4/26![United Airlines logo]()
$572
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.
Wed 6/106:17 pm
MKE
- SJO
2 stops18h 32m
American Airlines
Wed 6/177:00 am
SJO
- MKE
2 stops15h 59m
American Airlines
Deal found 4/26![American Airlines logo]()
$587
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.
Sat 5/2310:46 am
MKE
- SJO
1 stop9h 51m
United Airlines
Fri 5/2912:30 am
SJO
- MKE
2 stops11h 18m
United Airlines
Deal found 4/25![United Airlines logo]()
$577
This Delta 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:45 am
MKE
- SJO
1 stop7h 06m
Delta
Tue 7/281:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Deal found 4/27![Delta logo]()
$640
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.
Wed 9/167:00 pm
MKE
- LIR
2 stops42h 10m
United Airlines
Wed 9/231:20 pm
LIR
- MKE
2 stops24h 44m
United Airlines
Deal found 4/28![United Airlines logo]()
$596
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.
Wed 9/165:55 am
MKE
- LIR
1 stop7h 05m
Delta
Wed 9/231:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 4/28![Delta logo]()
$688
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/67:27 pm
MKE
- LIR
2 stops17h 08m
American Airlines
Fri 6/123:37 pm
LIR
- MKE
1 stop18h 43m
American Airlines
Deal found 4/29![American Airlines logo]()
$693
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.
Sun 6/72:50 pm
MKE
- SJO
2 stops20h 21m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
2 stops18h 21m
United Airlines
Deal found 4/25![United Airlines logo]()
$619
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.
Sun 9/205:55 am
MKE
- LIR
1 stop7h 05m
Delta
Fri 9/251:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 4/26![Delta logo]()
$688
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.
Wed 6/242:50 pm
MKE
- SJO
2 stops20h 21m
United Airlines
Sat 7/41:25 pm
SJO
- MKE
2 stops20h 49m
United Airlines
Deal found 4/24![United Airlines logo]()
$619
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.
Mon 9/215:55 am
MKE
- LIR
1 stop7h 05m
Delta
Wed 9/301:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 4/26![Delta logo]()
$688
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:00 pm
MKE
- LIR
2 stops19h 28m
American Airlines
Thu 5/2112:22 pm
LIR
- MKE
2 stops18h 20m
American Airlines
Deal found 4/29![American Airlines logo]()
$801
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.
Sun 5/175:23 am
MKE
- LIR
1 stop7h 37m
Delta
Thu 5/211:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 4/29![Delta logo]()
$796
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.
Sun 6/145:40 am
MKE
- LIR
1 stop7h 20m
Delta
Tue 6/231:25 pm
LIR
- MKE
1 stop9h 34m
Delta
Deal found 4/28![Delta logo]()
$850
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated April 29, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated April 29, 2026 and is based on user searches.
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.
Sun 5/109:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/181:00 pm
SJO
- MKE
2 stops19h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$463
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.
Sun 5/109:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/257:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$515
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.
Mon 5/1112:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 5/187:00 am
SJO
- MKE
1 stop25h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$520
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/117:08 am
MKE
- LIR
1 stop7h 32m
American Airlines
Mon 5/253:37 pm
LIR
- MKE
1 stop18h 39m
American Airlines
Deal found 4/27![American Airlines logo]()
$841
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.
Tue 5/129:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/181:00 pm
SJO
- MKE
2 stops19h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$451
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.
Tue 5/129:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 5/257:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/24![Multiple Airlines logo]()
$503
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.
Tue 5/128:15 am
MKE
- SJO
1 stop12h 22m
United Airlines
Tue 5/191:25 pm
SJO
- MKE
1 stop8h 34m
United Airlines
Deal found 4/24![United Airlines logo]()
$534
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/176:42 pm
MKE
- LIR
1 stop17h 46m
American Airlines
Thu 5/212:19 pm
LIR
- MKE
1 stop8h 15m
American Airlines
Deal found 4/25![American Airlines logo]()
$688
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.
Sun 5/175:23 am
MKE
- LIR
1 stop7h 37m
Delta
Thu 5/211:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 4/29![Delta logo]()
$796
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/215:53 pm
MKE
- LIR
2 stops18h 29m
American Airlines
Sun 5/243:37 pm
LIR
- MKE
1 stop18h 39m
American Airlines
Deal found 4/28![American Airlines logo]()
$788
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.
Sat 5/238:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Fri 5/2912:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 4/25![United Airlines logo]()
$524
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:13 am
MKE
- SJO
1 stop16h 29m
American Airlines
Mon 6/82:00 pm
SJO
- MKE
1 stop8h 59m
American Airlines
Deal found 4/28![American Airlines logo]()
$494
One-way flights from Milwaukee to Costa RicaSearch for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated April 29, 2026.
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.
Tue 9/85:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 4/29![Delta logo]()
$174
This Justfly.com 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 Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:43 am
MKE
- SJO
1 stop24h 37m
Frontier
Deal found 4/28![Frontier logo]()
$198
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:05 am
MKE
- SJO
2 stops15h 47m
American Airlines
Deal found 4/25![American Airlines logo]()
$212
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/317:13 am
MKE
- SJO
1 stop16h 29m
American Airlines
Deal found 4/25![American Airlines logo]()
$215
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/16:17 pm
MKE
- SJO
2 stops18h 33m
American Airlines
Deal found 4/27![American Airlines logo]()
$216
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/124:52 pm
MKE
- LIR
2 stops19h 08m
American Airlines
Deal found 4/27![American Airlines logo]()
$216
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/224:12 pm
MKE
- SJO
2 stops20h 22m
American Airlines
Deal found 4/28![American Airlines logo]()
$217
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:21 pm
MKE
- SJO
2 stops18h 28m
American Airlines
Deal found 4/27![American Airlines logo]()
$221
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.
Fri 8/215:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 4/28![Delta logo]()
$241
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.
Tue 6/28:46 am
MKE
- SJO
1 stop31h 25m
Multiple Airlines
Deal found 4/25![Multiple Airlines logo]()
$242
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:00 am
MKE
- SJO
2 stops14h 24m
American Airlines
Deal found 4/25![American Airlines logo]()
$246
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.
Fri 9/114:35 pm
MKE
- LIR
2 stops21h 10m
Southwest
Deal found 4/28![Southwest logo]()
$308
Find flight deals from Milwaukee to Costa Rica
Keep the following information in mind while searching for Milwaukee to Costa Rica flight deals. Data was last updated April 29, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $390 (Delta) |
One-way from | $174 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $642 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee 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 April 29, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 5/12
6:49 am-7:37 pm
2 stops13h 48m
San José Juan Santamaria Intl
Tue 5/19
1:25 pm-10:59 pm
1 stop8h 34m
$539
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/28
7:00 am-1:00 pm
1 stop7h 00m
San José Juan Santamaria Intl
Tue 8/4
2:11 pm-11:34 pm
1 stop8h 23m
$552
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Tue 9/22
5:55 am-12:00 pm
1 stop7h 05m
Liberia
Mon 9/28
1:25 pm-11:25 pm
1 stop9h 00m
$559
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/10
10:46 am-10:39 pm
1 stop12h 53m
San José Juan Santamaria Intl
Tue 6/16
12:30 am-10:05 am
1 stop8h 35m
$572
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 5/23
10:46 am-7:37 pm
1 stop9h 51m
San José Juan Santamaria Intl
Fri 5/29
12:30 am-12:48 pm
2 stops11h 18m
$577
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/10
6:17 pm-11:49 am
2 stops18h 32m
San José Juan Santamaria Intl
Wed 6/17
7:00 am-11:59 pm
2 stops15h 59m
$587
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Wed 9/16
7:00 pm-12:10 pm
2 stops42h 10m
Liberia
Wed 9/23
1:20 pm-3:04 pm
2 stops24h 44m
$596
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 6/7
2:50 pm-10:11 am
2 stops20h 21m
San José Juan Santamaria Intl
Tue 6/16
12:30 am-7:51 pm
2 stops18h 21m
$619
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/24
2:50 pm-10:11 am
2 stops20h 21m
San José Juan Santamaria Intl
Sat 7/4
1:25 pm-11:14 am
2 stops20h 49m
$619
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/21
5:45 am-11:51 am
1 stop7h 06m
San José Juan Santamaria Intl
Tue 7/28
1:16 pm-11:56 pm
1 stop9h 40m
$640
Showing 1-10 of 30 resultsSorted by cheapest first
Best time to book a flight from Milwaukee to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Milwaukee with our price prediction graph.
MKE-SJO
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 Milwaukee to Costa Rica
MKE-CR0
MKE-SJO
MKE-LIR
How far ahead should I book a flight from Milwaukee to Costa Rica?
The best time to book flights from Milwaukee to Costa Rica is 35 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
What is the cheapest month to book a flight from Milwaukee to Costa Rica?
Currently, February is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $193). Flying from Milwaukee to Costa Rica in October is currently the most expensive (average of $592). 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 Costa Rica
Get insights into the airlines that provide service to Costa Rica. 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 Costa Rica. Reviews last updated April 29, 2026.
Read reviews from past customers who have flown Southwest,Delta, andUnited Airlines from Milwaukee to Costa Rica. 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.
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Boarding
8.1
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Costa Rica. 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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Complete your trip
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Find flights from Milwaukee to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Costa Rica flights
Browse other Milwaukee and Costa Rica flight options. Last updated on April 29, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Milwaukee to Costa Rica
Discover the top 4 airlines that operate flights from Milwaukee 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 April 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$640 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$709 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$659 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |