$233+ 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 11/7. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 5 — Aug 121
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 July 6, 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 July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sun 10/117:14 am
MKE
- SJO
1 stop7h 46m
American Airlines
Fri 10/163:01 pm
SJO
- MKE
2 stops18h 13m
American Airlines
Deal found 7/1![American Airlines logo]()
$515
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 10/2412:22 pm
MKE
- SJO
1 stop26h 38m
American Airlines
Thu 10/296:00 am
SJO
- MKE
2 stops14h 49m
American Airlines
Deal found 7/1![American Airlines logo]()
$525
This American Airlines deal was found by Cheapflights users on 7/1. 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 9/95:53 pm
MKE
- SJO
2 stops19h 06m
American Airlines
Thu 9/242:57 pm
SJO
- MKE
2 stops20h 51m
American Airlines
Deal found 7/1![American Airlines logo]()
$555
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/2![Delta logo]()
$562
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/245:17 pm
MKE
- LIR
2 stops19h 53m
United Airlines
Mon 9/141:20 pm
LIR
- MKE
2 stops19h 40m
United Airlines
Deal found 7/2![United Airlines logo]()
$572
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 12/86:45 pm
MKE
- LIR
1 stop16h 59m
United Airlines
Tue 12/155:15 pm
LIR
- MKE
1 stop16h 31m
United Airlines
Deal found 7/6![United Airlines logo]()
$574
This Delta deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:40 am
MKE
- SJO
1 stop7h 18m
Delta
Fri 10/161:23 pm
SJO
- MKE
1 stop9h 30m
Delta
Deal found 7/4![Delta logo]()
$594
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 10/177:14 am
MKE
- SJO
1 stop7h 46m
American Airlines
Sat 10/246:00 am
SJO
- MKE
2 stops16h 14m
American Airlines
Deal found 7/3![American Airlines logo]()
$595
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 12/46:50 pm
MKE
- SJO
1 stop19h 12m
American Airlines
Sat 12/123:06 pm
SJO
- MKE
2 stops18h 39m
American Airlines
Deal found 7/5![American Airlines logo]()
$605
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/275:34 am
MKE
- LIR
1 stop7h 26m
Delta
Thu 9/31:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 7/3![Delta logo]()
$605
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/137:00 am
MKE
- LIR
1 stop7h 38m
American Airlines
Thu 8/202:45 pm
LIR
- MKE
2 stops21h 02m
American Airlines
Deal found 7/3![American Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 12/85:45 am
MKE
- LIR
1 stop7h 00m
Delta
Wed 12/162:00 pm
LIR
- MKE
1 stop9h 49m
Delta
Deal found 7/6![Delta logo]()
$614
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 July 6, 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 July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Sat 10/2412:22 pm
MKE
- SJO
1 stop26h 38m
American Airlines
Thu 10/296:00 am
SJO
- MKE
2 stops14h 49m
American Airlines
Deal found 7/1![American Airlines logo]()
$525
This Delta deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/2![Delta logo]()
$562
This United Airlines deal was found by Cheapflights users on 7/4. Clicking the “Pick Dates” 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 12/85:50 pm
MKE
- LIR
2 stops17h 54m
United Airlines
Tue 12/155:15 pm
LIR
- MKE
1 stop16h 31m
United Airlines
Deal found 7/4![United Airlines logo]()
$579
This Avianca deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/238:00 am
MKE
- SJO
2 stops11h 50m
Multiple Airlines
Sat 8/19:40 am
SJO
- MKE
2 stops12h 05m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$749
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/275:34 am
MKE
- LIR
1 stop7h 26m
Delta
Thu 9/31:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 7/3![Delta logo]()
$605
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 12/43:03 pm
MKE
- SJO
1 stop22h 59m
American Airlines
Sat 12/122:40 pm
SJO
- MKE
1 stop20h 27m
American Airlines
Deal found 7/3![American Airlines logo]()
$611
This United Airlines deal was found by Cheapflights users on 7/1. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/26:18 pm
MKE
- LIR
2 stops18h 52m
United Airlines
Thu 11/512:50 pm
LIR
- MKE
2 stops21h 11m
United Airlines
Deal found 7/1![United Airlines logo]()
$623
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/257:40 am
MKE
- SJO
2 stops15h 58m
American Airlines
Thu 7/306:00 am
SJO
- MKE
2 stops10h 37m
American Airlines
Deal found 7/6![American Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 7/1. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:40 am
MKE
- SJO
1 stop7h 18m
Delta
Fri 10/161:23 pm
SJO
- MKE
1 stop9h 30m
Delta
Deal found 7/1![Delta logo]()
$663
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/316:00 pm
MKE
- LIR
1 stop19h 10m
United Airlines
Fri 9/41:20 pm
LIR
- MKE
2 stops28h 35m
United Airlines
Deal found 7/5![United Airlines logo]()
$712
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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
Thu 10/297:45 am
SJO
- MKE
2 stops14h 00m
United Airlines
Deal found 7/5![United Airlines logo]()
$715
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 11/46:18 pm
MKE
- LIR
2 stops21h 52m
United Airlines
Mon 11/98:45 am
LIR
- MKE
1 stop14h 05m
United Airlines
Deal found 7/5![United Airlines logo]()
$730
This American Airlines deal was found by Cheapflights users on 7/1. 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.
Fri 8/141:17 pm
MKE
- LIR
2 stops22h 47m
American Airlines
Fri 8/212:45 pm
LIR
- MKE
2 stops16h 04m
American Airlines
Deal found 7/1![American Airlines logo]()
$831
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/238:00 am
MKE
- SJO
1 stop15h 39m
United Airlines
Sat 8/17:15 am
SJO
- MKE
1 stop15h 19m
United Airlines
Deal found 7/5![United Airlines logo]()
$747
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 7/258:00 am
MKE
- SJO
1 stop27h 11m
United Airlines
Wed 7/2912:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 7/2![United Airlines logo]()
$793
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated July 6, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated July 6, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/257:40 am
MKE
- SJO
2 stops15h 58m
American Airlines
Thu 7/306:00 am
SJO
- MKE
2 stops10h 37m
American Airlines
Deal found 7/6![American Airlines logo]()
$632
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/112:49 pm
MKE
- LIR
2 stops21h 40m
American Airlines
Thu 8/202:45 pm
LIR
- MKE
2 stops21h 02m
American Airlines
Deal found 7/3![American Airlines logo]()
$625
This Avianca deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MKE
- SJO
2 stops11h 50m
Multiple Airlines
Tue 8/189:40 am
SJO
- MKE
2 stops11h 59m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$641
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/137:00 am
MKE
- LIR
1 stop7h 38m
American Airlines
Thu 8/202:45 pm
LIR
- MKE
2 stops21h 02m
American Airlines
Deal found 7/3![American Airlines logo]()
$610
This American Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/196:00 pm
MKE
- SJO
2 stops19h 26m
American Airlines
Wed 8/266:00 am
SJO
- MKE
2 stops15h 59m
American Airlines
Deal found 7/5![American Airlines logo]()
$620
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/235:17 pm
MKE
- LIR
2 stops19h 53m
United Airlines
Fri 9/111:20 pm
LIR
- MKE
2 stops27h 10m
United Airlines
Deal found 7/2![United Airlines logo]()
$623
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/245:17 pm
MKE
- LIR
2 stops19h 53m
United Airlines
Mon 9/141:20 pm
LIR
- MKE
2 stops19h 40m
United Airlines
Deal found 7/2![United Airlines logo]()
$572
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/247:00 am
MKE
- LIR
1 stop7h 38m
American Airlines
Mon 9/142:18 pm
LIR
- MKE
1 stop20h 09m
American Airlines
Deal found 7/2![American Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/2410:43 am
MKE
- LIR
1 stop26h 27m
United Airlines
Thu 9/171:20 pm
LIR
- MKE
1 stop8h 19m
United Airlines
Deal found 7/2![United Airlines logo]()
$631
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/256:00 pm
MKE
- LIR
1 stop19h 10m
United Airlines
Wed 9/161:20 pm
LIR
- MKE
2 stops19h 40m
United Airlines
Deal found 7/2![United Airlines logo]()
$635
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 8/265:17 pm
MKE
- LIR
2 stops43h 53m
United Airlines
Thu 9/171:20 pm
LIR
- MKE
1 stop8h 19m
United Airlines
Deal found 7/2![United Airlines logo]()
$641
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 8/275:34 am
MKE
- LIR
1 stop7h 26m
Delta
Thu 9/31:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 7/3![Delta logo]()
$605
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 July 6, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated July 6, 2026.
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 11/73:11 pm
MKE
- LIR
2 stops21h 05m
American Airlines
Deal found 7/2![American Airlines logo]()
$233
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 8/118:43 am
MKE
- SJO
1 stop31h 28m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$268
This Delta deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/6![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 11/247:19 pm
MKE
- LIR
2 stops19h 26m
American Airlines
Deal found 7/2![American Airlines logo]()
$277
This Delta deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/3![Delta logo]()
$278
This United Airlines deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” 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 11/75:00 am
MKE
- LIR
1 stop7h 56m
United Airlines
Deal found 7/2![United Airlines logo]()
$302
This Kiwi.com deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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.
Mon 11/28:03 pm
MKE
- SJO
3 stops38h 35m
Multiple Airlines
Deal found 7/5![Multiple Airlines logo]()
$329
This Justfly.com deal was found by Cheapflights users on 7/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:32 pm
MKE
- SJO
3 stops38h 58m
Avianca
Deal found 7/2![Avianca logo]()
$364
This Copa Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/155:00 am
MKE
- SJO
2 stops27h 12m
Copa Airlines
Deal found 7/3![Copa Airlines logo]()
$370
This United Airlines deal was found by Cheapflights users on 7/6. Clicking the “Pick Dates” 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 7/158:00 am
MKE
- SJO
1 stop15h 39m
United Airlines
Deal found 7/6![United Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 7/3. Clicking the “Pick Dates” 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 7/156:00 am
MKE
- SJO
2 stops14h 35m
American Airlines
Deal found 7/3![American Airlines logo]()
$398
This United Airlines deal was found by Cheapflights users on 7/5. Clicking the “Pick Dates” 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 7/227:23 pm
MKE
- SJO
2 stops28h 16m
United Airlines
Deal found 7/5![United Airlines logo]()
$408
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 July 6, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $515 (American Airlines) |
One-way from | $233 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $681 |
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 July 6, 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
Sat 10/24
12:22 pm-2:00 pm
1 stop26h 38m
San José Juan Santamaria Intl
Thu 10/29
6:00 am-9:49 pm
2 stops14h 49m
$525
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
5:30 am-11:54 am
1 stop7h 24m
San José Juan Santamaria Intl
Thu 9/24
1:19 pm-11:48 pm
1 stop9h 29m
$562
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Tue 12/8
5:50 pm-11:44 am
2 stops17h 54m
Liberia
Tue 12/15
5:15 pm-9:46 am
1 stop16h 31m
$579
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Thu 8/27
5:34 am-12:00 pm
1 stop7h 26m
Liberia
Thu 9/3
1:25 pm-11:53 pm
1 stop9h 28m
$605
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 12/4
3:03 pm-2:02 pm
1 stop22h 59m
San José Juan Santamaria Intl
Sat 12/12
2:40 pm-11:07 am
1 stop20h 27m
$611
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Mon 11/2
6:18 pm-1:10 pm
2 stops18h 52m
Liberia
Thu 11/5
12:50 pm-10:01 am
2 stops21h 11m
$623
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 7/25
7:40 am-10:38 pm
2 stops15h 58m
San José Juan Santamaria Intl
Thu 7/30
6:00 am-5:37 pm
2 stops10h 37m
$632
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 10/11
5:40 am-11:58 am
1 stop7h 18m
San José Juan Santamaria Intl
Fri 10/16
1:23 pm-11:53 pm
1 stop9h 30m
$663
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Mon 8/31
6:00 pm-12:10 pm
1 stop19h 10m
Liberia
Fri 9/4
1:20 pm-6:55 pm
2 stops28h 35m
$712
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/27
8:00 am-7:39 pm
1 stop12h 39m
San José Juan Santamaria Intl
Thu 10/29
7:45 am-10:45 pm
2 stops14h 00m
$715
Showing 1-10 of 24 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 $193). Flying from Milwaukee to Costa Rica in December is currently the most expensive (average of $546). 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 July 6, 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.
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Food
7.0
Overall
7.9
Boarding
8.1
Crew
8.6
Entertainment
7.5
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to Costa Rica. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
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Complete your trip
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Milwaukee and Costa Rica flights
Browse other Milwaukee and Costa Rica flight options. Last updated on July 6, 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 2,558,603 searches. Data last updated July 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$641 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$385 | Average$713 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$402 | Average$678 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |