$221+ 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
Sep 17 — Sep 241
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Costa Rica with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Costa Rica
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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 August 18, 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 August 18, 2026.
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/98:30 am -
2 stops12h 07m
Wed 9/301:25 pm -
1 stop8h 20m
Deal found 8/13![United Airlines logo]()
$488
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 9/95:30 am -
1 stop7h 24m
Thu 9/241:19 pm -
1 stop9h 29m
Deal found 8/13![Delta logo]()
$515
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/296:05 am -
1 stop7h 40m
Tue 10/69:00 am -
1 stop7h 35m
Deal found 8/15![Southwest logo]()
$534
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/92:48 pm -
2 stops24h 09m
Thu 9/242:57 pm -
2 stops19h 30m
Deal found 8/12![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/125:43 pm -
2 stops19h 16m
Sun 9/202:57 pm -
2 stops16h 04m
Deal found 8/13![American Airlines logo]()
$551
This Southwest deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/75:45 am -
1 stop7h 20m
Tue 10/139:00 am -
1 stop12h 55m
Deal found 8/16![Southwest logo]()
$556
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/95:53 pm -
2 stops21h 04m
Wed 9/302:57 pm -
2 stops20h 51m
Deal found 8/13![American Airlines logo]()
$563
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 12/315:45 am -
1 stop7h 00m
Thu 1/143:25 pm -
1 stop8h 24m
Deal found 8/13![Delta logo]()
$569
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 12/315:00 pm -
2 stops21h 00m
Wed 1/133:25 pm -
1 stop17h 57m
Deal found 8/13![Delta logo]()
$574
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Thu 12/316:49 pm -
2 stops19h 26m
Tue 1/123:13 pm -
2 stops19h 59m
Deal found 8/13![American Airlines logo]()
$581
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 10/48:14 pm -
2 stops18h 04m
Sun 10/112:44 pm -
2 stops19h 47m
Deal found 8/13![American Airlines logo]()
$586
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 12/127:19 pm -
2 stops18h 58m
Sat 12/193:15 pm -
1 stop18h 09m
Deal found 8/16![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 August 18, 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 August 18, 2026.
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 10/317:40 am -
2 stops13h 00m
Fri 11/131:20 pm -
2 stops10h 35m
Deal found 8/15![Southwest logo]()
$597
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 10/46:32 pm -
2 stops18h 38m
Sun 10/111:20 pm -
1 stop19h 45m
Deal found 8/13![United Airlines logo]()
$609
This Delta deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 12/412:42 pm -
1 stop9h 33m
Sat 12/127:00 am -
1 stop10h 36m
Deal found 8/16![Delta logo]()
$612
This Copa Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/318:50 am -
2 stops23h 12m
Fri 11/63:59 am -
2 stops14h 59m
Deal found 8/15![Copa Airlines logo]()
$633
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/225:47 pm -
2 stops20h 31m
Mon 10/262:44 pm -
2 stops19h 28m
Deal found 8/17![American Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 8/13. 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 2/95:00 am -
2 stops11h 08m
Wed 2/105:15 pm -
2 stops23h 58m
Deal found 8/13![United Airlines logo]()
$619
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:20 am -
2 stops13h 20m
Sun 10/49:00 am -
1 stop13h 55m
Deal found 8/13![Southwest logo]()
$667
This Delta deal was found by Cheapflights users on 8/13. 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.
Thu 12/315:00 pm -
2 stops21h 00m
Sun 1/103:25 pm -
1 stop17h 57m
Deal found 8/13![Delta logo]()
$669
This American Airlines deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/76:02 pm -
2 stops20h 16m
Mon 10/122:44 pm -
2 stops16h 23m
Deal found 8/17![American Airlines logo]()
$704
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 10/1510:46 am -
1 stop9h 51m
Mon 10/191:25 pm -
1 stop8h 20m
Deal found 8/14![United Airlines logo]()
$648
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 12/315:45 am -
1 stop7h 00m
Mon 1/113:25 pm -
1 stop8h 24m
Deal found 8/14![Delta logo]()
$678
This Southwest deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/128:35 am -
2 stops10h 30m
Sat 9/199:30 am -
1 stop8h 55m
Deal found 8/14![Southwest logo]()
$725
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Sun 1/106:00 am -
2 stops38h 39m
Sat 1/161:15 am -
2 stops15h 58m
Deal found 8/13![United Airlines logo]()
$711
This Delta deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 10/75:30 am -
1 stop7h 05m
Mon 10/121:00 pm -
1 stop9h 53m
Deal found 8/17![Delta logo]()
$736
This Southwest deal was found by Cheapflights users on 8/13. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/255:00 am -
1 stop8h 15m
Mon 11/303:25 pm -
1 stop8h 50m
Deal found 8/13![Southwest logo]()
$784
This United Airlines deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/276:32 pm -
2 stops26h 05m
Wed 9/307:55 am -
2 stops22h 12m
Deal found 8/15![United Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:38 pm -
1 stop17h 06m
Sat 10/34:30 pm -
2 stops21h 41m
Deal found 8/16![United Airlines logo]()
$803
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 12/43:00 pm -
1 stop31h 00m
Sat 12/122:30 pm -
2 stops21h 04m
Deal found 8/16![United Airlines logo]()
$822
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 18, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 18, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 -
1 stop7h 38m
Sun 11/223:35 pm -
1 stop8h 16m
Deal found 8/14![American Airlines logo]()
$726
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/22:49 pm -
2 stops21h 40m
Wed 9/92:47 pm -
2 stops20h 15m
Deal found 8/14![American Airlines logo]()
$806
This United Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/98:30 am -
2 stops12h 07m
Wed 9/301:25 pm -
1 stop8h 20m
Deal found 8/13![United Airlines logo]()
$488
This Delta deal was found by Cheapflights users on 8/13. 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.
Wed 9/95:30 am -
1 stop7h 24m
Thu 9/241:19 pm -
1 stop9h 29m
Deal found 8/13![Delta logo]()
$515
This American Airlines deal was found by Cheapflights users on 8/12. 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 9/92:48 pm -
2 stops24h 09m
Thu 9/242:57 pm -
2 stops19h 30m
Deal found 8/12![American Airlines logo]()
$546
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/95:53 pm -
2 stops21h 04m
Wed 9/302:57 pm -
2 stops20h 51m
Deal found 8/13![American Airlines logo]()
$563
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Sat 9/125:43 pm -
2 stops19h 16m
Sun 9/202:57 pm -
2 stops16h 04m
Deal found 8/13![American Airlines logo]()
$551
This United Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/246:32 pm -
2 stops18h 38m
Mon 11/238:45 am -
1 stop14h 01m
Deal found 8/14![United Airlines logo]()
$678
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/2412:22 pm -
1 stop26h 25m
Mon 11/233:35 pm -
1 stop8h 16m
Deal found 8/14![American Airlines logo]()
$690
This American Airlines deal was found by Cheapflights users on 8/13. 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 9/255:53 pm -
2 stops20h 54m
Sat 10/32:47 pm -
2 stops21h 04m
Deal found 8/13![American Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/256:38 pm -
1 stop17h 06m
Sat 10/34:30 pm -
1 stop17h 18m
Deal found 8/16![United Airlines logo]()
$798
This Southwest deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/296:05 am -
1 stop7h 40m
Tue 10/69:00 am -
1 stop7h 35m
Deal found 8/15![Southwest logo]()
$534
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 August 18, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 18, 2026.
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/85:30 am -
1 stop7h 24m
Deal found 8/14![Delta logo]()
$221
This Southwest deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/297:40 am -
2 stops12h 05m
Deal found 8/17![Southwest logo]()
$245
This Faresmojo deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Mon 10/195:30 am -
1 stop7h 05m
Deal found 8/16![JetBlue logo]()
$252
This Delta deal was found by Cheapflights users on 8/15. Clicking the “Pick Dates” 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 9/305:30 am -
1 stop7h 24m
Deal found 8/15![Delta logo]()
$260
This Faresmojo deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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.
Sat 10/175:30 am -
1 stop7h 05m
Deal found 8/16![JetBlue logo]()
$274
This Delta deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/225:30 am -
1 stop7h 30m
Deal found 8/14![Delta logo]()
$301
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Wed 9/305:11 pm -
2 stops19h 48m
Deal found 8/13![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/13. 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.
Tue 9/86:28 am -
2 stops14h 24m
Deal found 8/13![American Airlines logo]()
$304
This American Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/176:27 pm -
2 stops19h 51m
Deal found 8/16![American Airlines logo]()
$308
This Kiwi.com deal was found by Cheapflights users on 8/17. Clicking the “Pick Dates” 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 9/293:03 pm -
3 stops46h 12m
Deal found 8/17![Multiple Airlines logo]()
$319
This United Airlines deal was found by Cheapflights users on 8/16. Clicking the “Pick Dates” 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 11/223:33 pm -
2 stops21h 09m
Deal found 8/16![United Airlines logo]()
$338
This American Airlines deal was found by Cheapflights users on 8/14. Clicking the “Pick Dates” 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 9/305:43 pm -
2 stops20h 35m
Deal found 8/14![American Airlines logo]()
$339
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 August 18, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $477 (American Airlines) |
One-way from | $221 (Delta) |
Popular in | December |
Cheapest in | May |
Average price | $748 |
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 August 18, 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
Sat 10/31
7:40 am-7:40 pm
2 stops13h 00m
San José Juan Santamaria Intl
Fri 11/13
1:20 pm-11:55 pm
2 stops10h 35m
$597
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Sun 10/4
6:32 pm-12:10 pm
2 stops18h 38m
Liberia
Sun 10/11
1:20 pm-10:05 am
1 stop19h 45m
$609
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Fri 12/4
12:42 pm-10:15 pm
1 stop9h 33m
San José Juan Santamaria Intl
Sat 12/12
7:00 am-5:36 pm
1 stop10h 36m
$612
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 2/9
5:00 am-4:08 pm
2 stops11h 08m
Liberia
Wed 2/10
5:15 pm-5:13 pm
2 stops23h 58m
$619
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sat 10/31
8:50 am-7:02 am
2 stops23h 12m
San José Juan Santamaria Intl
Fri 11/6
3:59 am-6:58 pm
2 stops14h 59m
$633
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 10/15
10:46 am-7:37 pm
1 stop9h 51m
San José Juan Santamaria Intl
Mon 10/19
1:25 pm-10:45 pm
1 stop8h 20m
$648
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sun 9/27
6:20 am-6:40 pm
2 stops13h 20m
San José Juan Santamaria Intl
Sun 10/4
9:00 am-11:55 pm
1 stop13h 55m
$667
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Thu 12/31
5:00 pm-2:00 pm
2 stops21h 00m
Liberia
Sun 1/10
3:25 pm-9:22 am
1 stop17h 57m
$669
Quickest round-trip
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Thu 12/31
5:45 am-12:45 pm
1 stop7h 00m
Liberia
Mon 1/11
3:25 pm-11:49 pm
1 stop8h 24m
$678
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Thu 10/22
5:47 pm-1:18 pm
2 stops20h 31m
Liberia
Mon 10/26
2:44 pm-11:12 am
2 stops19h 28m
$683
Showing 1-10 of 33 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 $545). Flying from Milwaukee to Costa Rica in December is currently the most expensive (average of $828). 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 August 18, 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.
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
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 August 18, 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 August 18, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$642 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$385 | Average$720 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$691 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |