$313+ Cheap flights from Milwaukee (MKE) to Costa Rica
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/31. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Nov 12 — Nov 191
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Costa Rica with Cheapflights
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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
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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 October 13, 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 October 13, 2026.
This Delta deal was found by Cheapflights users on 10/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/43:18 pm -
1 stop6h 59m
Wed 12/97:00 am -
1 stop16h 59m
Deal found 10/12![Delta logo]()
$570
This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:05 am -
1 stop7h 10m
Thu 12/31:20 pm -
1 stop7h 45m
Deal found 10/12![Southwest logo]()
$572
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/13![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 10/10. 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.
Tue 11/243:19 pm -
1 stop6h 56m
Thu 11/262:37 pm -
1 stop7h 51m
Deal found 10/10![Delta logo]()
$619
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/57:08 pm -
2 stops17h 34m
Wed 12/91:42 pm -
1 stop9h 27m
Deal found 10/12![American Airlines logo]()
$635
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/1110:20 am -
1 stop11h 55m
Tue 11/172:37 pm -
1 stop9h 17m
Deal found 10/9![Delta logo]()
$637
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:00 am -
2 stops15h 39m
Thu 12/32:25 pm -
1 stop8h 27m
Deal found 10/12![United Airlines logo]()
$644
This American Airlines deal was found by Cheapflights users on 10/10. 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.
Tue 12/155:50 pm -
2 stops18h 47m
Thu 4/811:35 pm -
1 stop10h 25m
Deal found 10/10![American Airlines logo]()
$655
This oojo deal was found by Cheapflights users on 10/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:35 am -
2 stops13h 17m
Thu 11/1212:04 pm -
2 stops29h 39m
Deal found 10/8![Copa Airlines logo]()
$670
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/105:30 pm -
1 stop27h 09m
Thu 11/1911:28 pm -
2 stops18h 15m
Deal found 10/13![United Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:33 pm -
2 stops18h 58m
Fri 12/43:35 pm -
2 stops19h 18m
Deal found 10/13![American Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Sun 10/256:27 pm -
2 stops19h 51m
Fri 10/302:18 pm -
2 stops19h 45m
Deal found 10/8![American Airlines logo]()
$769
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 October 13, 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 October 13, 2026.
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/13![Delta logo]()
$616
This Copa Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 1/107:39 am -
2 stops23h 43m
Sun 1/175:52 pm -
2 stops25h 04m
Deal found 10/13![Copa Airlines logo]()
$641
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:00 am -
2 stops15h 39m
Thu 12/32:25 pm -
1 stop8h 27m
Deal found 10/12![United Airlines logo]()
$644
This American Airlines deal was found by Cheapflights users on 10/8. 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 1/46:49 pm -
2 stops15h 46m
Fri 2/56:30 am -
1 stop10h 40m
Deal found 10/8![American Airlines logo]()
$655
This Southwest deal was found by Cheapflights users on 10/8. 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.
Sat 4/105:40 am -
1 stop8h 35m
Sat 4/171:10 pm -
1 stop8h 50m
Deal found 10/8![Southwest logo]()
$868
This Alaska Airlines deal was found by Cheapflights users on 10/11. 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 Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/252:50 pm -
3 stops27h 35m
Thu 3/410:00 am -
2 stops27h 52m
Deal found 10/11![Alaska Airlines logo]()
$874
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/105:30 pm -
1 stop27h 09m
Thu 11/1911:28 pm -
2 stops18h 15m
Deal found 10/13![United Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 10/8. 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 1/295:55 am -
1 stop6h 50m
Sat 1/305:40 pm -
2 stops18h 47m
Deal found 10/8![Delta logo]()
$733
This United Airlines deal was found by Cheapflights users on 10/10. 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 11/246:18 pm -
2 stops18h 52m
Tue 12/15:20 pm -
1 stop16h 54m
Deal found 10/10![United Airlines logo]()
$782
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/12:38 pm -
2 stops21h 16m
Tue 12/85:20 pm -
1 stop16h 54m
Deal found 10/12![United Airlines logo]()
$789
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/241:25 pm -
2 stops21h 59m
Tue 12/294:30 pm -
2 stops21h 26m
Deal found 10/11![United Airlines logo]()
$896
This United Airlines deal was found by Cheapflights users on 10/8. 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 10/267:03 pm -
1 stop16h 51m
Thu 10/291:20 pm -
1 stop8h 26m
Deal found 10/8![United Airlines logo]()
$905
This United Airlines deal was found by Cheapflights users on 10/11. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2410:38 am -
2 stops24h 46m
Mon 12/288:45 am -
1 stop14h 14m
Deal found 10/11![United Airlines logo]()
$928
This deal was found by Cheapflights users on 10/9. 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 is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 2/245:00 am -
1 stop7h 56m
Sun 2/282:06 pm -
1 stop8h 56m
Deal found 10/9![United Airlines logo]()
$981
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated October 13, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated October 13, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Sun 10/257:14 am -
1 stop7h 29m
Fri 10/302:44 pm -
2 stops16h 23m
Deal found 10/8![American Airlines logo]()
$769
This Delta deal was found by Cheapflights users on 10/8. 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 10/255:30 am -
1 stop7h 15m
Fri 10/301:00 pm -
1 stop9h 53m
Deal found 10/8![Delta logo]()
$775
This oojo deal was found by Cheapflights users on 10/8. 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 oojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/58:35 am -
2 stops13h 17m
Thu 11/1212:04 pm -
2 stops29h 39m
Deal found 10/8![Copa Airlines logo]()
$670
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Thu 11/56:00 am -
2 stops14h 50m
Thu 11/122:07 pm -
1 stop9h 49m
Deal found 10/8![American Airlines logo]()
$689
This Delta deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/13![Delta logo]()
$616
This United Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” 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 11/105:30 pm -
1 stop27h 09m
Thu 11/1911:28 pm -
2 stops18h 15m
Deal found 10/13![United Airlines logo]()
$674
This Delta deal was found by Cheapflights users on 10/9. 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.
Wed 11/1110:20 am -
1 stop11h 55m
Tue 11/172:37 pm -
1 stop9h 17m
Deal found 10/9![Delta logo]()
$637
This American Airlines deal was found by Cheapflights users on 10/11. 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.
Mon 11/237:33 pm -
2 stops17h 26m
Wed 12/2311:35 am -
2 stops12h 24m
Deal found 10/11![American Airlines logo]()
$694
This Delta deal was found by Cheapflights users on 10/10. 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.
Tue 11/243:19 pm -
1 stop6h 56m
Thu 11/262:37 pm -
1 stop7h 51m
Deal found 10/10![Delta logo]()
$619
This Southwest deal was found by Cheapflights users on 10/12. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/266:05 am -
1 stop7h 10m
Thu 12/31:20 pm -
1 stop7h 45m
Deal found 10/12![Southwest logo]()
$572
This United Airlines deal was found by Cheapflights users on 10/12. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/265:00 am -
2 stops15h 39m
Thu 12/32:25 pm -
1 stop8h 27m
Deal found 10/12![United Airlines logo]()
$644
This American Airlines deal was found by Cheapflights users on 10/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/277:33 pm -
2 stops18h 58m
Fri 12/43:35 pm -
2 stops19h 18m
Deal found 10/13![American Airlines logo]()
$691
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 October 13, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated October 13, 2026.
This Delta deal was found by Cheapflights users on 10/8. 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.
Thu 12/317:00 am -
1 stop14h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![Delta logo]()
$313
This United Airlines deal was found by Cheapflights users on 10/10. 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 1/135:00 am -
1 stop7h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![United Airlines logo]()
$321
This United Airlines deal was found by Cheapflights users on 10/8. 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.
Thu 12/317:45 am -
1 stop12h 54m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![United Airlines logo]()
$323
This American Airlines deal was found by Cheapflights users on 10/8. 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.
Thu 12/316:00 am -
2 stops15h 12m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/8![American Airlines logo]()
$324
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Mon 3/297:32 pm -
2 stops18h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$327
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Tue 12/155:50 pm -
2 stops18h 47m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$329
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 12/226:49 pm -
2 stops15h 46m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$374
This United Airlines deal was found by Cheapflights users on 10/10. 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 12/297:00 pm -
2 stops27h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/10![United Airlines logo]()
$378
This American Airlines deal was found by Cheapflights users on 10/9. 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.
Tue 11/246:21 pm -
2 stops19h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![American Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 10/12. 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 12/127:09 am -
2 stops29h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$389
This Southwest deal was found by Cheapflights users on 10/9. 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.
Sat 10/178:55 am -
2 stops11h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/9![Southwest logo]()
$401
This American Airlines deal was found by Cheapflights users on 10/12. 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.
Wed 12/162:51 pm -
2 stops23h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/12![American Airlines logo]()
$413
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 October 13, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $487 (Southwest) |
One-way from | $313 (Delta) |
Popular in | December |
Cheapest in | January |
Average price | $691 |
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 7,457,451 searches. Data last updated October 13, 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 Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 12/31
7:00 am-9:46 pm
1 stop14h 46m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$313
Quickest round-trip
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Wed 1/13
5:00 am-12:56 pm
1 stop7h 56m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$321
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 12/31
7:45 am-8:39 pm
1 stop12h 54m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 12/31
6:00 am-9:12 pm
2 stops15h 12m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$324
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 11/24
6:21 pm-2:20 pm
2 stops19h 59m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$327
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/15
5:50 pm-12:37 pm
2 stops18h 47m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$329
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/22
6:49 pm-12:31 pm
1 stop17h 42m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$374
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/29
7:00 pm-10:32 pm
2 stops27h 32m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$378
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sat 12/12
7:09 am-1:00 pm
2 stops29h 51m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$389
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sun 12/13
7:06 am-12:37 pm
2 stops29h 31m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$389
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
What is the cheapest month to book a flight from Milwaukee to Costa Rica?
Currently, January is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $635). Flying from Milwaukee to Costa Rica in December is currently the most expensive (average of $794). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.
How far ahead should I book a flight from Milwaukee to Costa Rica?
The best time to book flights from Milwaukee to Costa Rica is 32 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.
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 October 13, 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.
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Overall
7.9
Comfort
8.0
Boarding
8.1
Food
7.0
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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 October 13, 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 7,457,451 searches. Data last updated October 13, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$642 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$402 | Average$694 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$433 | Average$713 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$520 | Average$729 | FlexibilityNo cancel fee | On-time63% |