$190+ 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 8/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 31 — Sep 71
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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
Cheapest
Best
Last-minute
One-way
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 1, 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 1, 2026.
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 9/138:14 pm
MKE
- SJO
2 stops18h 43m
American Airlines
Wed 9/162:57 pm
SJO
- MKE
2 stops20h 51m
American Airlines
Deal found 7/27![American Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/158:14 pm
MKE
- SJO
2 stops17h 45m
American Airlines
Tue 9/222:57 pm
SJO
- MKE
2 stops19h 30m
American Airlines
Deal found 8/1![American Airlines logo]()
$428
This United Airlines deal was found by Cheapflights users on 7/27. 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 9/910:30 am
MKE
- SJO
2 stops10h 07m
United Airlines
Thu 9/247:55 am
SJO
- MKE
1 stop13h 50m
United Airlines
Deal found 7/27![United Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 11/95:30 am
MKE
- SJO
1 stop16h 45m
Delta
Fri 11/137:00 am
SJO
- MKE
1 stop10h 36m
Delta
Deal found 7/30![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/87:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Tue 9/152:57 pm
SJO
- MKE
2 stops19h 10m
American Airlines
Deal found 7/29![American Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/115:00 am
MKE
- SJO
1 stop8h 40m
Southwest
Thu 10/159:00 am
SJO
- MKE
1 stop7h 50m
Southwest
Deal found 7/30![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/247:19 pm
MKE
- SJO
2 stops19h 41m
American Airlines
Tue 10/276:00 am
SJO
- MKE
2 stops14h 49m
American Airlines
Deal found 7/30![American Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 7/27. 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.
Thu 9/105:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/27![Delta logo]()
$516
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Thu 9/106:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Fri 9/251:25 pm
SJO
- MKE
1 stop8h 20m
United Airlines
Deal found 7/27![United Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 7/27. 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 9/98:14 pm
MKE
- SJO
2 stops18h 43m
American Airlines
Thu 9/242:57 pm
SJO
- MKE
2 stops19h 30m
American Airlines
Deal found 7/27![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/247:19 pm
MKE
- LIR
2 stops19h 24m
American Airlines
Tue 10/272:45 pm
LIR
- MKE
2 stops16h 22m
American Airlines
Deal found 7/30![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:24 pm
MKE
- LIR
2 stops18h 26m
American Airlines
Tue 12/83:28 pm
LIR
- MKE
2 stops19h 44m
American Airlines
Deal found 7/28![American Airlines logo]()
$529
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 1, 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 1, 2026.
This United Airlines deal was found by Cheapflights users on 7/27. 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 9/910:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Thu 9/241:25 pm
SJO
- MKE
1 stop8h 20m
United Airlines
Deal found 7/27![United Airlines logo]()
$462
This American Airlines deal was found by Cheapflights users on 7/27. 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.
Thu 9/107:30 am
MKE
- SJO
2 stops13h 37m
American Airlines
Thu 9/241:00 pm
SJO
- MKE
2 stops21h 07m
American Airlines
Deal found 7/27![American Airlines logo]()
$521
This Southwest deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/245:30 am
MKE
- SJO
1 stop7h 30m
Southwest
Tue 10/279:00 am
SJO
- MKE
1 stop12h 55m
Southwest
Deal found 7/30![Southwest logo]()
$562
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Sat 10/247:00 am
MKE
- LIR
1 stop6h 35m
Delta
Wed 10/281:00 pm
LIR
- MKE
1 stop9h 53m
Delta
Deal found 7/30![Delta logo]()
$590
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Thu 9/1010:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Fri 9/251:25 pm
SJO
- MKE
1 stop8h 20m
United Airlines
Deal found 7/27![United Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/225:00 pm
MKE
- LIR
1 stop18h 15m
Delta
Wed 1/273:25 pm
LIR
- MKE
1 stop17h 57m
Delta
Deal found 7/31![Delta logo]()
$607
This United Airlines deal was found by Cheapflights users on 7/27. 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.
Sun 9/1310:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Wed 9/161:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Deal found 7/27![United Airlines logo]()
$565
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/223:55 pm
MKE
- LIR
2 stops23h 30m
Delta
Tue 2/23:25 pm
LIR
- MKE
1 stop8h 24m
Delta
Deal found 7/31![Delta logo]()
$612
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Sat 10/247:00 am
MKE
- LIR
1 stop6h 35m
Delta
Tue 10/271:00 pm
LIR
- MKE
1 stop9h 53m
Delta
Deal found 7/30![Delta logo]()
$625
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 12/15:50 pm
MKE
- LIR
2 stops19h 20m
United Airlines
Tue 12/85:15 pm
LIR
- MKE
1 stop16h 31m
United Airlines
Deal found 7/28![United Airlines logo]()
$634
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 1/47:50 am
MKE
- LIR
1 stop10h 47m
United Airlines
Mon 1/112:01 pm
LIR
- MKE
1 stop8h 38m
United Airlines
Deal found 7/28![United Airlines logo]()
$643
This Delta deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/226:40 pm
MKE
- LIR
1 stop16h 40m
Delta
Sat 1/303:25 pm
LIR
- MKE
1 stop17h 57m
Delta
Deal found 7/31![Delta logo]()
$656
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 11/158:00 am
MKE
- LIR
1 stop10h 37m
United Airlines
Wed 11/182:20 pm
LIR
- MKE
1 stop8h 26m
United Airlines
Deal found 7/31![United Airlines logo]()
$644
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 11/15:30 am
MKE
- LIR
1 stop7h 15m
Delta
Sat 11/73:25 pm
LIR
- MKE
1 stop8h 28m
Delta
Deal found 7/28![Delta logo]()
$656
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 10/278:00 am
MKE
- SJO
1 stop12h 39m
United Airlines
Fri 10/3011:35 am
SJO
- MKE
1 stop10h 11m
United Airlines
Deal found 7/31![United Airlines logo]()
$652
This Delta deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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.
Sat 10/245:30 am
MKE
- SJO
1 stop7h 30m
Delta
Wed 10/281:25 pm
SJO
- MKE
1 stop9h 28m
Delta
Deal found 7/30![Delta logo]()
$672
This United Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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 12/27:00 pm
MKE
- LIR
2 stops21h 08m
United Airlines
Tue 12/85:15 pm
LIR
- MKE
1 stop16h 31m
United Airlines
Deal found 7/28![United Airlines logo]()
$661
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
MKE
- SJO
2 stops14h 39m
United Airlines
Sat 1/161:15 am
SJO
- MKE
2 stops10h 19m
United Airlines
Deal found 7/29![United Airlines logo]()
$685
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 1, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/38:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Tue 8/412:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 7/30![United Airlines logo]()
$686
This United Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 8/410:46 am
MKE
- SJO
1 stop9h 51m
United Airlines
Wed 8/512:30 am
SJO
- MKE
2 stops11h 18m
United Airlines
Deal found 7/31![United Airlines logo]()
$691
This American Airlines deal was found by Cheapflights users on 7/27. 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 8/71:17 pm
MKE
- LIR
2 stops23h 12m
American Airlines
Thu 8/202:45 pm
LIR
- MKE
2 stops19h 52m
American Airlines
Deal found 7/27![American Airlines logo]()
$802
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 8/136:48 pm
MKE
- LIR
2 stops19h 50m
American Airlines
Wed 8/1912:35 pm
LIR
- MKE
2 stops22h 02m
American Airlines
Deal found 7/30![American Airlines logo]()
$804
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/195:17 pm
MKE
- SJO
2 stops20h 04m
United Airlines
Wed 8/261:25 pm
SJO
- MKE
2 stops24h 08m
United Airlines
Deal found 7/29![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/1910:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Thu 8/271:25 pm
SJO
- MKE
1 stop26h 44m
United Airlines
Deal found 7/29![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/196:15 am
MKE
- SJO
2 stops14h 22m
United Airlines
Tue 8/251:25 pm
SJO
- MKE
2 stops16h 42m
United Airlines
Deal found 7/29![United Airlines logo]()
$753
This Copa Airlines deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” 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.
Fri 8/2110:19 am
MKE
- SJO
2 stops23h 45m
Copa Airlines
Mon 8/244:08 am
SJO
- MKE
2 stops25h 59m
Copa Airlines
Deal found 7/28![Copa Airlines logo]()
$733
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/227:00 pm
MKE
- LIR
2 stops19h 38m
American Airlines
Sat 8/2912:10 pm
LIR
- MKE
1 stop9h 49m
American Airlines
Deal found 7/29![American Airlines logo]()
$692
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:28 am
MKE
- SJO
1 stop6h 58m
American Airlines
Fri 8/282:56 pm
SJO
- MKE
2 stops19h 41m
American Airlines
Deal found 8/1![American Airlines logo]()
$578
This FlightHub deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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.
Mon 8/2411:18 am
MKE
- SJO
3 stops46h 12m
Avianca
Fri 8/285:45 am
SJO
- MKE
2 stops12h 10m
Avianca
Deal found 8/1![Avianca logo]()
$750
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 8/257:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Wed 9/21:03 pm
SJO
- MKE
1 stop8h 54m
American Airlines
Deal found 7/29![American Airlines logo]()
$531
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 1, 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 1, 2026.
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:28 am
MKE
- SJO
1 stop6h 58m
American Airlines
Deal found 8/1![American Airlines logo]()
$190
This Southwest deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/146:25 am
MKE
- SJO
2 stops13h 20m
Southwest
Deal found 8/1![Southwest logo]()
$234
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/145:30 am
MKE
- LIR
1 stop7h 05m
Delta
Deal found 7/29![Delta logo]()
$246
This United Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 11/118:00 am
MKE
- SJO
2 stops11h 53m
United Airlines
Deal found 7/30![United Airlines logo]()
$248
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 9/306:32 pm
MKE
- SJO
2 stops26h 05m
United Airlines
Deal found 7/29![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/29![Delta logo]()
$260
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/29![Delta logo]()
$274
This Copa Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” 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 9/3010:42 am
MKE
- SJO
2 stops23h 22m
Copa Airlines
Deal found 7/31![Copa Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” 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 10/126:51 pm
MKE
- LIR
1 stop17h 44m
Delta
Deal found 7/29![Delta logo]()
$281
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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
MKE
- SJO
2 stops14h 24m
American Airlines
Deal found 7/30![American Airlines logo]()
$284
This American Airlines deal was found by Cheapflights users on 8/1. Clicking the “Pick Dates” 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 9/305:10 pm
MKE
- SJO
2 stops19h 49m
American Airlines
Deal found 8/1![American Airlines logo]()
$289
This American Airlines deal was found by Cheapflights users on 7/30. Clicking the “Pick Dates” 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 10/115:00 am
MKE
- LIR
2 stops9h 18m
American Airlines
Deal found 7/30![American Airlines logo]()
$304
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 1, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $427 (American Airlines) |
One-way from | $190 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $683 |
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 1, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
10:43 am-7:37 pm
1 stop9h 54m
San José Juan Santamaria Intl
Thu 9/24
1:25 pm-10:45 pm
1 stop8h 20m
$462
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 9/10
10:43 am-7:37 pm
1 stop9h 54m
San José Juan Santamaria Intl
Fri 9/25
1:25 pm-10:45 pm
1 stop8h 20m
$517
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 9/10
7:30 am-8:07 pm
2 stops13h 37m
San José Juan Santamaria Intl
Thu 9/24
1:00 pm-11:07 am
2 stops21h 07m
$521
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 10/24
5:30 am-12:00 pm
1 stop7h 30m
San José Juan Santamaria Intl
Tue 10/27
9:00 am-10:55 pm
1 stop12h 55m
$562
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 9/13
10:43 am-7:37 pm
1 stop9h 54m
San José Juan Santamaria Intl
Wed 9/16
1:25 pm-10:39 pm
1 stop8h 14m
$565
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Sat 10/24
7:00 am-12:35 pm
1 stop6h 35m
Liberia
Wed 10/28
1:00 pm-11:53 pm
1 stop9h 53m
$590
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Fri 1/22
5:00 pm-11:15 am
1 stop18h 15m
Liberia
Wed 1/27
3:25 pm-9:22 am
1 stop17h 57m
$607
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Fri 1/22
3:55 pm-3:25 pm
2 stops23h 30m
Liberia
Tue 2/2
3:25 pm-11:49 pm
1 stop8h 24m
$612
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Sat 10/24
7:00 am-12:35 pm
1 stop6h 35m
Liberia
Tue 10/27
1:00 pm-11:53 pm
1 stop9h 53m
$625
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Tue 12/1
5:50 pm-1:10 pm
2 stops19h 20m
Liberia
Tue 12/8
5:15 pm-9:46 am
1 stop16h 31m
$634
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, September is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $536). Flying from Milwaukee to Costa Rica in December is currently the most expensive (average of $832). 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 31 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 1, 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
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Boarding
8.1
Crew
8.6
Overall
8.0
Comfort
8.0
Entertainment
7.5
Food
7.0
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.
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Other flight options
Popular flights
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 1, 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 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$641 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$385 | Average$706 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$689 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |