$180+ 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 3/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Apr 10 — Apr 171
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 March 11, 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 March 11, 2026.
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/35:30 am
MKE
- SJO
1 stop7h 26m
Delta
Fri 5/81:20 pm
SJO
- MKE
1 stop9h 33m
Delta
Deal found 3/8![Delta logo]()
$354
This American Airlines deal was found by Cheapflights users on 3/8. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/46:41 pm
MKE
- SJO
2 stops19h 27m
American Airlines
Mon 5/112:22 pm
SJO
- MKE
2 stops18h 47m
American Airlines
Deal found 3/8![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Sat 5/211:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/10![American Airlines logo]()
$393
This Ovago deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:11 am
MKE
- SJO
2 stops11h 56m
GOL
Thu 4/3012:35 pm
SJO
- MKE
2 stops21h 24m
GOL
Deal found 3/7![GOL logo]()
$413
This Delta deal was found by Cheapflights users on 3/8. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/16:50 pm
MKE
- SJO
1 stop18h 06m
Delta
Tue 5/121:20 pm
SJO
- MKE
1 stop9h 33m
Delta
Deal found 3/8![Delta logo]()
$433
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 5/45:30 am
MKE
- SJO
1 stop7h 40m
Southwest
Thu 5/149:00 am
SJO
- MKE
1 stop12h 50m
Southwest
Deal found 3/10![Southwest logo]()
$454
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/107:37 pm
MKE
- SJO
2 stops17h 13m
American Airlines
Fri 8/142:15 pm
SJO
- MKE
2 stops18h 02m
American Airlines
Deal found 3/10![American Airlines logo]()
$457
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:05 am
MKE
- SJO
1 stop12h 32m
United Airlines
Tue 4/2811:13 am
SJO
- MKE
1 stop10h 46m
United Airlines
Deal found 3/6![United Airlines logo]()
$467
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/88:30 am
MKE
- SJO
2 stops12h 07m
United Airlines
Wed 4/1511:13 am
SJO
- MKE
1 stop10h 46m
United Airlines
Deal found 3/9![United Airlines logo]()
$472
This Orbitz deal was found by Cheapflights users on 3/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:09 pm
MKE
- LIR
2 stops16h 11m
Multiple Airlines
Tue 5/52:00 pm
LIR
- MKE
2 stops24h 39m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$612
This Orbitz deal was found by Cheapflights users on 3/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/14:34 pm
MKE
- LIR
2 stops22h 01m
JetBlue
Tue 5/52:00 pm
LIR
- MKE
2 stops24h 39m
JetBlue
Deal found 3/9![JetBlue logo]()
$613
This United Airlines deal was found by Cheapflights users on 3/8. 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 11/35:00 am
MKE
- LIR
2 stops11h 08m
United Airlines
Tue 11/178:35 am
LIR
- MKE
1 stop14h 11m
United Airlines
Deal found 3/8![United Airlines logo]()
$628
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 March 11, 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 March 11, 2026.
This Southwest deal was found by Cheapflights users on 3/10. 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.
Mon 5/46:10 am
MKE
- SJO
2 stops13h 50m
Southwest
Thu 5/149:00 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 3/10![Southwest logo]()
$458
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:05 am
MKE
- SJO
1 stop12h 32m
United Airlines
Tue 4/2811:13 am
SJO
- MKE
1 stop10h 46m
United Airlines
Deal found 3/6![United Airlines logo]()
$467
This Alaska Airlines deal was found by Cheapflights users on 3/10. 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.
Tue 5/57:00 am
MKE
- LIR
2 stops24h 20m
Alaska Airlines
Fri 5/2211:20 am
LIR
- MKE
2 stops27h 24m
Alaska Airlines
Deal found 3/10![Alaska Airlines logo]()
$728
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/45:10 am
MKE
- SJO
2 stops15h 27m
United Airlines
Wed 5/67:55 am
SJO
- MKE
1 stop14h 04m
United Airlines
Deal found 3/6![United Airlines logo]()
$567
This United Airlines deal was found by Cheapflights users on 3/8. 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 5/412:00 pm
MKE
- SJO
1 stop25h 21m
United Airlines
Fri 5/812:44 pm
SJO
- MKE
2 stops20h 01m
United Airlines
Deal found 3/8![United Airlines logo]()
$578
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Tue 4/1410:51 am
MKE
- SJO
1 stop10h 28m
United Airlines
Wed 4/2211:13 am
SJO
- MKE
2 stops23h 19m
United Airlines
Deal found 3/9![United Airlines logo]()
$587
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/155:10 am
MKE
- SJO
2 stops15h 27m
United Airlines
Wed 4/227:55 am
SJO
- MKE
1 stop14h 04m
United Airlines
Deal found 3/9![United Airlines logo]()
$587
This United Airlines deal was found by Cheapflights users on 3/10. 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.
Tue 6/210:46 am
MKE
- SJO
1 stop9h 51m
United Airlines
Mon 6/812:30 am
SJO
- MKE
2 stops11h 18m
United Airlines
Deal found 3/10![United Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 3/9. 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.
Thu 4/238:00 am
MKE
- LIR
1 stop7h 25m
United Airlines
Thu 4/303:27 pm
LIR
- MKE
1 stop18h 15m
United Airlines
Deal found 3/9![United Airlines logo]()
$735
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/278:00 am
MKE
- LIR
1 stop7h 25m
United Airlines
Thu 4/303:27 pm
LIR
- MKE
1 stop18h 15m
United Airlines
Deal found 3/5![United Airlines logo]()
$738
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated March 11, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated March 11, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 3/9. 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 4/88:30 am
MKE
- SJO
2 stops12h 07m
United Airlines
Wed 4/1511:13 am
SJO
- MKE
1 stop10h 46m
United Airlines
Deal found 3/9![United Airlines logo]()
$472
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/96:41 pm
MKE
- SJO
2 stops17h 26m
American Airlines
Thu 4/1611:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 3/9![American Airlines logo]()
$359
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/196:41 pm
MKE
- SJO
1 stop17h 44m
American Airlines
Tue 4/282:08 pm
SJO
- MKE
1 stop19h 51m
American Airlines
Deal found 3/10![American Airlines logo]()
$482
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/206:41 pm
MKE
- SJO
1 stop17h 54m
American Airlines
Tue 4/282:08 pm
SJO
- MKE
2 stops19h 35m
American Airlines
Deal found 3/10![American Airlines logo]()
$477
This United Airlines deal was found by Cheapflights users on 3/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/208:00 am
MKE
- LIR
1 stop7h 25m
United Airlines
Mon 4/273:27 pm
LIR
- MKE
1 stop17h 43m
United Airlines
Deal found 3/5![United Airlines logo]()
$648
This Ovago deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/218:11 am
MKE
- SJO
2 stops11h 56m
GOL
Thu 4/3012:35 pm
SJO
- MKE
2 stops21h 24m
GOL
Deal found 3/7![GOL logo]()
$413
This Faresmojo deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/215:30 am
MKE
- SJO
1 stop7h 26m
JetBlue
Thu 4/301:21 pm
SJO
- MKE
1 stop9h 36m
JetBlue
Deal found 3/7![JetBlue logo]()
$475
This United Airlines deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/248:05 am
MKE
- SJO
1 stop12h 32m
United Airlines
Tue 4/2811:13 am
SJO
- MKE
1 stop10h 46m
United Airlines
Deal found 3/6![United Airlines logo]()
$467
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/267:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Sat 5/211:35 pm
SJO
- MKE
1 stop21h 52m
American Airlines
Deal found 3/10![American Airlines logo]()
$393
This Delta deal was found by Cheapflights users on 3/10. 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.
Sun 4/266:50 pm
MKE
- SJO
1 stop18h 06m
Delta
Fri 5/11:21 pm
SJO
- MKE
1 stop9h 36m
Delta
Deal found 3/10![Delta logo]()
$481
This Orbitz deal was found by Cheapflights users on 3/9. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/303:09 pm
MKE
- LIR
2 stops16h 11m
Multiple Airlines
Tue 5/52:00 pm
LIR
- MKE
2 stops24h 39m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$612
This Orbitz deal was found by Cheapflights users on 3/10. 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 Orbitz is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/304:35 pm
MKE
- LIR
2 stops21h 05m
JetBlue
Tue 5/52:00 pm
LIR
- MKE
2 stops24h 39m
JetBlue
Deal found 3/10![JetBlue logo]()
$637
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 March 11, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated March 11, 2026.
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/246:35 pm
MKE
- SJO
1 stop17h 07m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$180
This Southwest deal was found by Cheapflights users on 3/9. 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.
Tue 5/55:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Deal found 3/9![Southwest logo]()
$205
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 3/176:35 pm
MKE
- SJO
2 stops17h 39m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$217
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/107:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Deal found 3/10![American Airlines logo]()
$218
This American Airlines deal was found by Cheapflights users on 3/9. 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 4/307:01 am
MKE
- SJO
2 stops13h 06m
American Airlines
Deal found 3/9![American Airlines logo]()
$234
This Kiwi.com deal was found by Cheapflights users on 3/6. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/168:20 pm
MKE
- SJO
1 stop15h 22m
Multiple Airlines
Deal found 3/6![Multiple Airlines logo]()
$235
This Avianca deal was found by Cheapflights users on 3/9. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/178:05 am
MKE
- SJO
2 stops11h 45m
Multiple Airlines
Deal found 3/9![Multiple Airlines logo]()
$237
This American Airlines deal was found by Cheapflights users on 3/10. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/76:00 am
MKE
- SJO
2 stops14h 07m
American Airlines
Deal found 3/10![American Airlines logo]()
$238
This Southwest deal was found by Cheapflights users on 3/10. 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.
Thu 4/307:50 pm
MKE
- LIR
2 stops18h 25m
Southwest
Deal found 3/10![Southwest logo]()
$298
This Delta deal was found by Cheapflights users on 3/9. 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.
Thu 4/305:30 am
MKE
- LIR
1 stop7h 30m
Delta
Deal found 3/9![Delta logo]()
$318
This Alaska Airlines deal was found by Cheapflights users on 3/9. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 4/307:00 am
MKE
- LIR
3 stops24h 20m
Alaska Airlines
Deal found 3/9![Alaska Airlines logo]()
$390
This Delta deal was found by Cheapflights users on 3/7. Clicking the “Pick Dates” 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 3/137:00 am
MKE
- LIR
1 stop6h 50m
Delta
Deal found 3/7![Delta logo]()
$466
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 March 11, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $354 (Delta) |
One-way from | $180 (Kiwi.com) |
Popular in | December |
Cheapest in | September |
Average price | $658 |
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 March 11, 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
Mon 5/4
6:10 am-7:00 pm
2 stops13h 50m
San José Juan Santamaria Intl
Thu 5/14
9:00 am-11:10 pm
2 stops13h 10m
$458
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 4/24
8:05 am-7:37 pm
1 stop12h 32m
San José Juan Santamaria Intl
Tue 4/28
11:13 am-10:59 pm
1 stop10h 46m
$467
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/4
5:10 am-7:37 pm
2 stops15h 27m
San José Juan Santamaria Intl
Wed 5/6
7:55 am-10:59 pm
1 stop14h 04m
$567
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 5/4
12:00 pm-12:21 pm
1 stop25h 21m
San José Juan Santamaria Intl
Fri 5/8
12:44 pm-9:45 am
2 stops20h 01m
$578
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 4/14
10:51 am-8:19 pm
1 stop10h 28m
San José Juan Santamaria Intl
Wed 4/22
11:13 am-11:32 am
2 stops23h 19m
$587
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 4/15
5:10 am-7:37 pm
2 stops15h 27m
San José Juan Santamaria Intl
Wed 4/22
7:55 am-10:59 pm
1 stop14h 04m
$587
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 6/2
10:46 am-7:37 pm
1 stop9h 51m
San José Juan Santamaria Intl
Mon 6/8
12:30 am-12:48 pm
2 stops11h 18m
$593
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Tue 5/5
7:00 am-6:20 am
2 stops24h 20m
Liberia
Fri 5/22
11:20 am-3:44 pm
2 stops27h 24m
$728
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Thu 4/23
8:00 am-2:25 pm
1 stop7h 25m
Liberia
Thu 4/30
3:27 pm-10:42 am
1 stop18h 15m
$735
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Mon 4/27
8:00 am-2:25 pm
1 stop7h 25m
Liberia
Thu 4/30
3:27 pm-10:42 am
1 stop18h 15m
$738
Showing 1-10 of 28 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
What is the cheapest month to book a flight from Milwaukee to Costa Rica?
Currently, May is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $206). Flying from Milwaukee to Costa Rica in April is currently the most expensive (average of $347). 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 March 11, 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
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
Comfort
8.0
Entertainment
7.5
Overall
8.0
Food
7.0
Boarding
8.1
Crew
8.6
Reviews
1 / 20
10.0
ExcellentAnonymous,Mar 2026
KOA - HNL
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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Alternative routes for Milwaukee 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 Milwaukee to Costa Rica by cabin class
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 March 11, 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 March 11, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$323 | Average$671 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$402 | Average$660 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$417 | Average$701 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$632 | FlexibilityNo cancel fee | On-time69% |