$317+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Oct 15 — Oct 221
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 September 15, 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 September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/13. 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 10/285:45 am -
1 stop7h 20m
Thu 11/51:20 pm -
1 stop10h 30m
Deal found 9/13![Southwest logo]()
$528
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/297:14 am -
1 stop7h 46m
Thu 11/52:07 pm -
1 stop9h 49m
Deal found 9/14![American Airlines logo]()
$541
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/298:15 am -
2 stops12h 25m
Thu 11/51:20 pm -
2 stops10h 35m
Deal found 9/14![Southwest logo]()
$558
This Delta deal was found by Cheapflights users on 9/14. 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 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 9/14![Delta logo]()
$618
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/105:30 pm -
1 stop27h 09m
Thu 11/1211:28 pm -
2 stops17h 35m
Deal found 9/10![United Airlines logo]()
$625
This Delta deal was found by Cheapflights users on 9/12. 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.
Tue 10/275:30 am -
1 stop7h 15m
Tue 11/32:00 pm -
1 stop9h 53m
Deal found 9/12![Delta logo]()
$634
This American Airlines deal was found by Cheapflights users on 9/11. 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 11/307:33 pm -
2 stops17h 26m
Fri 12/42:07 pm -
2 stops17h 41m
Deal found 9/11![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 9/14. 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.
Tue 11/177:29 pm -
2 stops19h 06m
Tue 5/412:28 pm -
1 stop9h 19m
Deal found 9/14![American Airlines logo]()
$639
This American Airlines deal was found by Cheapflights users on 9/12. 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 12/25:04 am -
2 stops9h 31m
Fri 12/111:33 pm -
2 stops10h 23m
Deal found 9/12![American Airlines logo]()
$644
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/177:19 pm -
2 stops19h 41m
Sat 10/246:00 am -
2 stops12h 13m
Deal found 9/10![American Airlines logo]()
$649
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Fri 12/45:53 pm -
2 stops19h 17m
Tue 12/85:20 pm -
2 stops16h 43m
Deal found 9/14![United Airlines logo]()
$671
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/286:41 pm -
2 stops17h 50m
Sat 4/1712:29 pm -
2 stops21h 14m
Deal found 9/13![American Airlines logo]()
$676
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 September 15, 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 September 15, 2026.
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/295:00 am -
1 stop8h 35m
Thu 11/51:20 pm -
1 stop10h 30m
Deal found 9/14![Southwest logo]()
$573
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 1/245:00 am -
1 stop7h 15m
Tue 2/21:15 am -
2 stops17h 55m
Deal found 9/10![United Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 9/15. 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.
Tue 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 9/15![Delta logo]()
$618
This Copa Airlines deal was found by Cheapflights users on 9/13. 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.
Tue 1/198:29 am -
2 stops23h 48m
Wed 1/273:59 am -
2 stops12h 47m
Deal found 9/13![Copa Airlines logo]()
$621
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Sun 1/245:00 am -
1 stop7h 15m
Fri 2/59:05 am -
2 stops14h 06m
Deal found 9/10![United Airlines logo]()
$613
This Delta deal was found by Cheapflights users on 9/12. 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.
Tue 10/275:30 am -
1 stop7h 15m
Tue 11/32:00 pm -
1 stop9h 53m
Deal found 9/12![Delta logo]()
$634
This Copa Airlines deal was found by Cheapflights users on 9/12. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 1/107:10 am -
2 stops24h 12m
Sun 1/1710:01 am -
2 stops21h 10m
Deal found 9/12![Copa Airlines logo]()
$641
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/105:30 pm -
1 stop27h 09m
Thu 11/1211:28 pm -
1 stop23h 22m
Deal found 9/10![United Airlines logo]()
$630
This Delta deal was found by Cheapflights users on 9/12. 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
Sat 12/127:00 am -
1 stop8h 01m
Deal found 9/12![Delta logo]()
$706
This United Airlines deal was found by Cheapflights users on 9/13. 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.
Fri 12/45:53 pm -
2 stops19h 17m
Tue 12/85:20 pm -
2 stops16h 43m
Deal found 9/13![United Airlines logo]()
$671
This United Airlines deal was found by Cheapflights users on 9/11. 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.
Sun 1/103:42 pm -
2 stops20h 02m
Thu 1/142:20 pm -
2 stops17h 47m
Deal found 9/11![United Airlines logo]()
$779
This Delta deal was found by Cheapflights users on 9/14. 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.
Mon 1/115:50 pm -
1 stop18h 45m
Fri 1/151:50 pm -
1 stop24h 23m
Deal found 9/14![Delta logo]()
$863
This United Airlines deal was found by Cheapflights users on 9/12. 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.
Mon 10/266:18 pm -
2 stops17h 26m
Thu 10/294:20 pm -
2 stops23h 42m
Deal found 9/12![United Airlines logo]()
$779
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sat 1/96:45 pm -
1 stop16h 59m
Thu 1/142:01 pm -
1 stop9h 10m
Deal found 9/14![United Airlines logo]()
$786
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Sun 3/72:23 pm -
2 stops21h 01m
Mon 3/157:35 am -
2 stops26h 59m
Deal found 9/14![United Airlines logo]()
$791
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/221:25 pm -
2 stops21h 59m
Thu 12/243:50 pm -
2 stops20h 25m
Deal found 9/10![United Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/2210:38 am -
2 stops24h 46m
Fri 12/258:45 am -
2 stops12h 11m
Deal found 9/10![United Airlines logo]()
$792
This United Airlines deal was found by Cheapflights users on 9/10. 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 12/222:31 pm -
2 stops20h 53m
Sat 12/268:45 am -
1 stop14h 14m
Deal found 9/10![United Airlines logo]()
$819
This United Airlines deal was found by Cheapflights users on 9/14. 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.
Wed 12/165:53 pm -
2 stops17h 51m
Wed 12/238:45 am -
2 stops12h 11m
Deal found 9/14![United Airlines logo]()
$829
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated September 15, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated September 15, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/25:53 pm -
2 stops19h 06m
Sun 10/42:57 pm -
2 stops19h 15m
Deal found 9/10![American Airlines logo]()
$680
This American Airlines deal was found by Cheapflights users on 9/13. 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 10/116:27 pm -
2 stops18h 33m
Sun 10/183:01 pm -
2 stops19h 11m
Deal found 9/13![American Airlines logo]()
$674
This American Airlines deal was found by Cheapflights users on 9/10. 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.
Sat 10/177:19 pm -
2 stops19h 41m
Sat 10/246:00 am -
2 stops12h 13m
Deal found 9/10![American Airlines logo]()
$649
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/226:27 pm -
2 stops19h 51m
Mon 10/262:18 pm -
2 stops19h 54m
Deal found 9/14![American Airlines logo]()
$703
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Mon 10/267:03 pm -
1 stop16h 41m
Thu 10/291:20 pm -
1 stop8h 26m
Deal found 9/10![United Airlines logo]()
$774
This Delta deal was found by Cheapflights users on 9/12. 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.
Tue 10/275:30 am -
1 stop7h 15m
Tue 11/32:00 pm -
1 stop9h 53m
Deal found 9/12![Delta logo]()
$634
This American Airlines deal was found by Cheapflights users on 9/12. 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 10/275:47 pm -
2 stops20h 31m
Tue 11/31:33 pm -
2 stops22h 15m
Deal found 9/12![American Airlines logo]()
$639
This Southwest deal was found by Cheapflights users on 9/13. 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 10/285:45 am -
1 stop7h 20m
Thu 11/51:20 pm -
1 stop10h 30m
Deal found 9/13![Southwest logo]()
$528
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/297:14 am -
1 stop7h 46m
Thu 11/52:07 pm -
1 stop9h 49m
Deal found 9/14![American Airlines logo]()
$541
This Southwest deal was found by Cheapflights users on 9/14. 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.
Thu 10/298:15 am -
2 stops12h 25m
Thu 11/51:20 pm -
2 stops10h 35m
Deal found 9/14![Southwest logo]()
$558
This Delta deal was found by Cheapflights users on 9/10. 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.
Fri 10/305:30 am -
1 stop7h 15m
Tue 11/172:00 pm -
1 stop9h 54m
Deal found 9/10![Delta logo]()
$736
This United Airlines deal was found by Cheapflights users on 9/10. 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.
Fri 10/307:03 pm -
1 stop16h 41m
Tue 11/175:20 pm -
2 stops20h 12m
Deal found 9/10![United Airlines logo]()
$771
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 September 15, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated September 15, 2026.
This American Airlines deal was found by Cheapflights users on 9/11. 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.
Tue 11/246:21 pm -
2 stops19h 59m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![American Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 9/11. 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 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
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/11![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 9/15. 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:01 am -
2 stops15h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![American Airlines logo]()
$351
This United Airlines deal was found by Cheapflights users on 9/10. 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 11/2410:48 am -
2 stops29h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![United Airlines logo]()
$400
This Delta deal was found by Cheapflights users on 9/13. 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.
Sun 11/226:41 pm -
1 stop18h 04m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Delta logo]()
$411
This FlightHub deal was found by Cheapflights users on 9/15. 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 FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:32 pm -
3 stops38h 58m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/15![Avianca logo]()
$461
This American Airlines deal was found by Cheapflights users on 9/13. 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 11/226:25 pm -
2 stops20h 06m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![American Airlines logo]()
$471
This Kiwi.com deal was found by Cheapflights users on 9/10. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/228:00 am -
2 stops28h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/10![Multiple Airlines logo]()
$491
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/216:45 pm -
2 stops19h 35m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![WestJet logo]()
$513
This Kiwi.com deal was found by Cheapflights users on 9/14. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 11/2011:38 am -
2 stops50h 42m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Multiple Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 9/13. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:00 am -
2 stops31h 08m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Multiple Airlines logo]()
$534
This Southwest deal was found by Cheapflights users on 9/13. 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 12/165:55 am -
1 stop7h 20m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/13![Southwest logo]()
$543
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 September 15, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $434 (American Airlines) |
One-way from | $317 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $647 |
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 September 15, 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
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
$317
Quickest round-trip
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 9/30
5:30 am-11:54 am
1 stop7h 24m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$332
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 9/30
6:01 am-8:07 pm
2 stops15h 06m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$351
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 11/24
10:48 am-4:10 pm
2 stops29h 22m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$400
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 9/30
6:32 pm-8:30 am
3 stops38h 58m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$461
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Sat 11/21
6:45 pm-2:20 pm
2 stops19h 35m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$513
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Fri 11/20
11:38 am-2:20 pm
2 stops50h 42m
Liberia
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$530
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 10/29
5:00 am-12:35 pm
1 stop8h 35m
San José Juan Santamaria Intl
Thu 11/5
1:20 pm-11:50 pm
1 stop10h 30m
$573
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sun 1/24
5:00 am-12:15 pm
1 stop7h 15m
San José Juan Santamaria Intl
Tue 2/2
1:15 am-7:10 pm
2 stops17h 55m
$613
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sun 1/24
5:00 am-12:15 pm
1 stop7h 15m
San José Juan Santamaria Intl
Fri 2/5
9:05 am-11:11 pm
2 stops14h 06m
$613
Showing 1-10 of 27 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 $561). 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 September 15, 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
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Boarding
8.1
Overall
8.0
Crew
8.6
Entertainment
7.5
Food
7.0
Comfort
8.0
Reviews
1 / 20
4.0
OkaySteven,Sep 2026
OGG - HNL
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Alternative routes for Milwaukee to Costa Rica
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Costa Rica by cabin class
Find flights from Milwaukee to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Costa Rica flights
Browse other Milwaukee and Costa Rica flight options. Last updated on September 15, 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 September 15, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$642 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$402 | Average$693 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$433 | Average$706 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$520 | Average$707 | FlexibilityNo cancel fee | On-time63% |