$196+ 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 1/12. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Nov 26 — Dec 31
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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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 27, 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 27, 2026.
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/27![Delta logo]()
$633
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/185:20 am -
1 stop7h 52m
Thu 11/267:00 am -
1 stop7h 59m
Deal found 10/23![Delta logo]()
$659
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/1011:07 am -
1 stop8h 46m
Tue 11/1711:28 pm -
1 stop10h 55m
Deal found 10/23![United Airlines logo]()
$703
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/48:12 pm -
2 stops16h 18m
Sat 12/123:54 pm -
2 stops18h 11m
Deal found 10/27![American Airlines logo]()
$715
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/66:08 pm -
1 stop18h 29m
Sun 12/136:07 am -
2 stops16h 02m
Deal found 10/22![American Airlines logo]()
$734
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:04 am -
2 stops9h 45m
Thu 11/192:07 pm -
1 stop9h 45m
Deal found 10/27![American Airlines logo]()
$746
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/2811:06 am -
1 stop8h 47m
Wed 11/411:28 pm -
1 stop10h 55m
Deal found 10/27![United Airlines logo]()
$747
This Copa Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:50 am -
2 stops25h 14m
Tue 11/33:59 am -
2 stops13h 44m
Deal found 10/27![Copa Airlines logo]()
$749
This American Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/257:19 pm -
2 stops18h 59m
Fri 10/302:44 pm -
2 stops19h 47m
Deal found 10/24![American Airlines logo]()
$769
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:18 pm -
2 stops17h 36m
Tue 12/15:20 pm -
1 stop16h 54m
Deal found 10/25![United Airlines logo]()
$777
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/212:30 pm -
2 stops24h 05m
Sun 12/63:35 pm -
2 stops19h 42m
Deal found 10/27![American Airlines logo]()
$839
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:21 pm -
2 stops19h 59m
Mon 11/303:32 pm -
2 stops18h 32m
Deal found 10/27![American Airlines logo]()
$843
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 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/185:50 pm -
2 stops18h 49m
Fri 1/221:24 pm -
2 stops10h 35m
Deal found 10/24![American Airlines logo]()
$619
This Southwest deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/195:15 am -
1 stop7h 35m
Thu 1/281:50 pm -
1 stop8h 10m
Deal found 10/25![Southwest logo]()
$626
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/26![Delta logo]()
$633
This Copa Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/207:39 am -
2 stops24h 38m
Thu 1/282:51 pm -
2 stops28h 05m
Deal found 10/24![Copa Airlines logo]()
$641
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/175:00 am -
1 stop7h 15m
Fri 1/228:45 am -
1 stop14h 00m
Deal found 10/24![United Airlines logo]()
$659
This Copa Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/187:39 am -
2 stops27h 21m
Fri 2/53:59 am -
2 stops14h 57m
Deal found 10/26![Copa Airlines logo]()
$645
This Southwest deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/187:55 pm -
2 stops17h 50m
Fri 2/51:50 pm -
1 stop10h 05m
Deal found 10/23![Southwest logo]()
$645
This Delta deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/183:22 pm -
1 stop6h 27m
Fri 1/227:00 am -
1 stop16h 59m
Deal found 10/24![Delta logo]()
$659
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/187:39 am -
2 stops10h 37m
Thu 1/211:15 am -
2 stops10h 50m
Deal found 10/24![United Airlines logo]()
$663
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1812:20 pm -
1 stop9h 45m
Fri 2/57:05 am -
1 stop7h 49m
Deal found 10/23![Delta logo]()
$659
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 1/65:00 am -
1 stop7h 15m
Fri 1/151:15 am -
1 stop11h 52m
Deal found 10/22![United Airlines logo]()
$664
This American Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/115:43 pm -
2 stops18h 48m
Mon 2/153:15 pm -
1 stop20h 39m
Deal found 10/24![American Airlines logo]()
$761
This United Airlines deal was found by Cheapflights users on 10/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/63:51 pm -
2 stops21h 19m
Sat 1/162:06 pm -
1 stop8h 25m
Deal found 10/24![United Airlines logo]()
$707
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/105:30 am -
1 stop8h 40m
Sat 1/165:40 pm -
2 stops20h 07m
Deal found 10/26![Delta logo]()
$726
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/156:40 am -
1 stop8h 02m
Mon 1/183:16 pm -
1 stop24h 15m
Deal found 10/23![American Airlines logo]()
$827
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/93:51 pm -
2 stops21h 19m
Sun 2/148:45 am -
2 stops12h 12m
Deal found 10/27![United Airlines logo]()
$711
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 10/26![Southwest logo]()
$910
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 1/75:00 am -
1 stop7h 56m
Sat 1/162:06 pm -
1 stop18h 01m
Deal found 10/22![United Airlines logo]()
$719
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 1/155:00 am -
1 stop7h 56m
Mon 1/188:45 am -
2 stops12h 14m
Deal found 10/23![United Airlines logo]()
$723
This United Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/1212:45 pm -
2 stops23h 09m
Tue 1/191:00 pm -
2 stops23h 05m
Deal found 10/26![United Airlines logo]()
$809
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 2/117:45 am -
1 stop10h 52m
Mon 2/152:20 pm -
1 stop22h 44m
Deal found 10/23![United Airlines logo]()
$865
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 12/202:31 pm -
2 stops28h 06m
Wed 12/304:30 pm -
2 stops25h 21m
Deal found 10/23![United Airlines logo]()
$955
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated October 27, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated October 27, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:00 am -
2 stops12h 39m
Wed 11/411:28 pm -
1 stop10h 55m
Deal found 10/27![United Airlines logo]()
$747
This Copa Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/288:50 am -
2 stops25h 14m
Tue 11/33:59 am -
2 stops13h 44m
Deal found 10/27![Copa Airlines logo]()
$749
This United Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 11/38:00 am -
2 stops11h 53m
Sun 11/812:35 pm -
1 stop10h 11m
Deal found 10/22![United Airlines logo]()
$776
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 10/27![Delta logo]()
$633
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/1011:07 am -
1 stop8h 46m
Tue 11/1711:28 pm -
1 stop10h 55m
Deal found 10/23![United Airlines logo]()
$703
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:04 am -
2 stops9h 45m
Thu 11/192:07 pm -
1 stop9h 45m
Deal found 10/27![American Airlines logo]()
$746
This American Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/105:04 am -
2 stops9h 45m
Tue 11/172:01 pm -
2 stops17h 47m
Deal found 10/23![American Airlines logo]()
$766
This Delta deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/185:20 am -
1 stop7h 52m
Thu 11/267:00 am -
1 stop7h 59m
Deal found 10/23![Delta logo]()
$659
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/189:17 am -
2 stops27h 25m
Thu 11/2611:28 pm -
1 stop10h 55m
Deal found 10/23![United Airlines logo]()
$773
This United Airlines deal was found by Cheapflights users on 10/23. Clicking the “Pick Dates” 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 11/227:03 pm -
1 stop17h 39m
Thu 11/2611:28 pm -
1 stop10h 55m
Deal found 10/23![United Airlines logo]()
$769
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:18 pm -
2 stops17h 36m
Tue 12/15:20 pm -
1 stop16h 54m
Deal found 10/25![United Airlines logo]()
$777
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:21 pm -
2 stops19h 59m
Mon 11/303:32 pm -
2 stops18h 32m
Deal found 10/27![American Airlines logo]()
$843
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 27, 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 27, 2026.
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/123:34 pm -
2 stops20h 56m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/126:40 am -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$196
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 1/136:40 am -
1 stop8h 02m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$201
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/28:00 am -
1 stop12h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![United Airlines logo]()
$308
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/295:40 pm -
2 stops20h 36m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![American Airlines logo]()
$337
This American Airlines deal was found by Cheapflights users on 10/22. Clicking the “Pick Dates” 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 12/306:49 pm -
2 stops18h 13m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/22![American Airlines logo]()
$343
This United Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/22:38 pm -
2 stops21h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![United Airlines logo]()
$347
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/308:00 pm -
2 stops17h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Southwest logo]()
$386
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/296:45 pm -
1 stop16h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![United Airlines logo]()
$396
This American Airlines deal was found by Cheapflights users on 10/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/236:50 am -
2 stops27h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/25![American Airlines logo]()
$409
This United Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2412:03 pm -
2 stops23h 51m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/27![United Airlines logo]()
$412
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 2/125:46 pm -
2 stops20h 40m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![American Airlines logo]()
$421
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 27, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $429 (American Airlines) |
One-way from | $196 (American Airlines) |
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 27, 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
Tue 1/12
12:10 pm-12:30 pm
1 stop24h 20m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$209
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 12/2
8:00 am-8:39 pm
1 stop12h 39m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$308
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 12/30
6:46 am-11:01 pm
1 stop16h 15m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$348
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Mon 11/30
8:00 pm-1:50 pm
2 stops17h 50m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$386
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Mon 3/29
6:45 pm-10:44 am
1 stop16h 59m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$396
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 11/24
6:18 pm-11:54 am
2 stops17h 36m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$406
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 12/23
6:50 am-10:24 am
2 stops27h 34m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$409
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Fri 2/12
5:46 pm-2:26 pm
2 stops20h 40m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$421
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 11/24
6:25 pm-2:20 pm
2 stops19h 55m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$423
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Fri 12/25
10:47 am-10:35 am
2 stops23h 48m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$540
Showing 1-10 of 34 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, February is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $636). Flying from Milwaukee to Costa Rica in August is currently the most expensive (average of $786). 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 27, 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
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Entertainment
7.4
Crew
8.6
Food
7.0
Comfort
8.0
Overall
7.9
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Related info for your journey
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Alternative routes for Milwaukee to Costa Rica
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Complete your trip
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Milwaukee and Costa Rica flights
Browse other Milwaukee and Costa Rica flight options. Last updated on October 27, 2026.
Popular flight searches
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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 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$645 | 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% |