$271+ 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 11/24. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Jul 23 — Jul 301
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 June 23, 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 June 23, 2026.
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 9/95:03 am
MKE
- SJO
2 stops16h 04m
American Airlines
Thu 9/242:57 pm
SJO
- MKE
2 stops19h 30m
American Airlines
Deal found 6/18![American Airlines logo]()
$515
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 10/276:30 am
MKE
- SJO
2 stops14h 09m
United Airlines
Tue 11/32:25 pm
SJO
- MKE
1 stop8h 25m
United Airlines
Deal found 6/21![United Airlines logo]()
$520
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 10/115:30 am
MKE
- SJO
1 stop8h 10m
Southwest
Fri 10/169:00 am
SJO
- MKE
1 stop7h 55m
Southwest
Deal found 6/22![Southwest logo]()
$522
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 10/275:50 pm
MKE
- SJO
1 stop21h 08m
American Airlines
Tue 11/31:23 pm
SJO
- MKE
1 stop10h 36m
American Airlines
Deal found 6/19![American Airlines logo]()
$530
This American Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:01 am
MKE
- SJO
2 stops14h 54m
American Airlines
Fri 12/113:06 pm
SJO
- MKE
1 stop26h 58m
American Airlines
Deal found 6/22![American Airlines logo]()
$534
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/176:28 am
MKE
- SJO
1 stop6h 58m
American Airlines
Mon 8/311:29 pm
SJO
- MKE
1 stop8h 30m
American Airlines
Deal found 6/21![American Airlines logo]()
$555
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:35 am
MKE
- SJO
1 stop8h 10m
Southwest
Sat 9/59:30 am
SJO
- MKE
1 stop8h 50m
Southwest
Deal found 6/22![Southwest logo]()
$557
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 8/155:50 pm
MKE
- SJO
2 stops19h 13m
American Airlines
Sat 8/291:29 pm
SJO
- MKE
2 stops19h 22m
American Airlines
Deal found 6/21![American Airlines logo]()
$560
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/110:00 am
MKE
- SJO
2 stops9h 40m
Southwest
Sun 9/69:00 am
SJO
- MKE
2 stops11h 20m
Southwest
Deal found 6/22![Southwest logo]()
$562
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/276:00 pm
MKE
- LIR
2 stops18h 29m
American Airlines
Thu 9/32:15 pm
LIR
- MKE
2 stops19h 42m
American Airlines
Deal found 6/18![American Airlines logo]()
$611
This American Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:00 am
MKE
- LIR
1 stop7h 47m
American Airlines
Sat 10/32:47 pm
LIR
- MKE
2 stops19h 20m
American Airlines
Deal found 6/22![American Airlines logo]()
$641
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 6/22![United Airlines logo]()
$645
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 June 23, 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 June 23, 2026.
This Delta deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/102:45 pm
MKE
- SJO
1 stop7h 30m
Delta
Tue 11/177:00 am
SJO
- MKE
1 stop8h 04m
Delta
Deal found 6/22![Delta logo]()
$520
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/226:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Sat 9/2612:44 pm
SJO
- MKE
1 stop9h 53m
United Airlines
Deal found 6/19![United Airlines logo]()
$555
This Southwest deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/25:10 am
MKE
- SJO
1 stop8h 05m
Southwest
Mon 11/99:00 am
SJO
- MKE
1 stop10h 15m
Southwest
Deal found 6/22![Southwest logo]()
$563
This American Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 8/276:00 pm
MKE
- LIR
2 stops18h 29m
American Airlines
Thu 9/32:15 pm
LIR
- MKE
2 stops19h 42m
American Airlines
Deal found 6/18![American Airlines logo]()
$611
This Ovago deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago 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
GOL
Thu 8/202:45 pm
LIR
- MKE
2 stops19h 52m
GOL
Deal found 6/22![GOL logo]()
$912
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/316:15 am
MKE
- SJO
2 stops14h 22m
United Airlines
Sat 9/51:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Deal found 6/22![United Airlines logo]()
$555
This Southwest deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/256:05 am
MKE
- SJO
1 stop7h 40m
Southwest
Sun 8/309:00 am
SJO
- MKE
1 stop7h 55m
Southwest
Deal found 6/19![Southwest logo]()
$612
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 10/255:45 am
MKE
- SJO
1 stop7h 13m
Delta
Thu 11/52:23 pm
SJO
- MKE
1 stop9h 26m
Delta
Deal found 6/21![Delta logo]()
$624
This United Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/186:47 pm
MKE
- LIR
2 stops18h 23m
United Airlines
Fri 9/251:20 pm
LIR
- MKE
1 stop8h 25m
United Airlines
Deal found 6/21![United Airlines logo]()
$611
This Delta deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 10/275:45 am
MKE
- SJO
1 stop7h 13m
Delta
Mon 11/22:23 pm
SJO
- MKE
1 stop9h 26m
Delta
Deal found 6/21![Delta logo]()
$659
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
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 6/22![United Airlines logo]()
$645
This United Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 9/268:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Tue 9/297:55 am
SJO
- MKE
1 stop13h 50m
United Airlines
Deal found 6/20![United Airlines logo]()
$675
This United Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” 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 7/2310:28 am
MKE
- LIR
2 stops28h 57m
United Airlines
Thu 7/3011:49 am
LIR
- MKE
2 stops21h 04m
United Airlines
Deal found 6/18![United Airlines logo]()
$790
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/27:50 am
MKE
- LIR
2 stops27h 00m
United Airlines
Thu 8/611:49 am
LIR
- MKE
2 stops21h 04m
United Airlines
Deal found 6/19![United Airlines logo]()
$921
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 8/41:30 pm
MKE
- LIR
2 stops22h 14m
United Airlines
Thu 8/611:49 am
LIR
- MKE
2 stops18h 11m
United Airlines
Deal found 6/19![United Airlines logo]()
$921
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated June 23, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated June 23, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/36:00 am
MKE
- SJO
2 stops14h 35m
American Airlines
Sun 7/1211:41 pm
SJO
- MKE
1 stop22h 53m
American Airlines
Deal found 6/21![American Airlines logo]()
$703
This Copa Airlines deal was found by Cheapflights users on 6/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/118:50 am
MKE
- SJO
2 stops23h 36m
Copa Airlines
Sat 7/1810:03 am
SJO
- MKE
2 stops19h 57m
Copa Airlines
Deal found 6/18![Copa Airlines logo]()
$694
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/117:23 pm
MKE
- SJO
2 stops15h 48m
United Airlines
Sat 7/186:40 am
SJO
- MKE
2 stops14h 49m
United Airlines
Deal found 6/19![United Airlines logo]()
$715
This United Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/2310:28 am
MKE
- LIR
2 stops28h 57m
United Airlines
Thu 7/303:27 pm
LIR
- MKE
2 stops26h 21m
United Airlines
Deal found 6/22![United Airlines logo]()
$731
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/236:17 pm
MKE
- LIR
1 stop18h 13m
American Airlines
Thu 7/302:47 pm
LIR
- MKE
2 stops20h 47m
American Airlines
Deal found 6/21![American Airlines logo]()
$744
This American Airlines deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/257:21 am
MKE
- SJO
1 stop16h 17m
American Airlines
Thu 7/306:00 am
SJO
- MKE
2 stops16h 09m
American Airlines
Deal found 6/22![American Airlines logo]()
$620
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/3010:46 am
MKE
- SJO
1 stop24h 25m
United Airlines
Tue 8/412:30 am
SJO
- MKE
2 stops29h 30m
United Airlines
Deal found 6/19![United Airlines logo]()
$692
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/306:40 pm
MKE
- LIR
1 stop21h 00m
American Airlines
Fri 8/72:45 pm
LIR
- MKE
2 stops22h 19m
American Airlines
Deal found 6/19![American Airlines logo]()
$818
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/305:56 pm
MKE
- LIR
1 stop16h 54m
United Airlines
Thu 8/611:49 am
LIR
- MKE
2 stops18h 11m
United Airlines
Deal found 6/19![United Airlines logo]()
$953
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/305:56 pm
MKE
- LIR
1 stop16h 54m
United Airlines
Fri 8/73:27 pm
LIR
- MKE
1 stop17h 38m
United Airlines
Deal found 6/19![United Airlines logo]()
$962
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/3112:52 pm
MKE
- LIR
2 stops25h 23m
American Airlines
Fri 8/72:45 pm
LIR
- MKE
2 stops22h 19m
American Airlines
Deal found 6/19![American Airlines logo]()
$822
This American Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 7/317:21 am
MKE
- LIR
1 stop7h 21m
American Airlines
Wed 8/512:35 pm
LIR
- MKE
2 stops22h 02m
American Airlines
Deal found 6/19![American Airlines logo]()
$1,001
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 June 23, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated June 23, 2026.
This American Airlines deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/247:03 pm
MKE
- LIR
2 stops19h 42m
American Airlines
Deal found 6/23![American Airlines logo]()
$271
This Delta deal was found by Cheapflights users on 6/23. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:30 am
MKE
- SJO
1 stop7h 24m
Delta
Deal found 6/23![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 9/308:14 pm
MKE
- SJO
2 stops18h 43m
American Airlines
Deal found 6/21![American Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 6/19. Clicking the “Pick Dates” 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 9/308:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Deal found 6/19![United Airlines logo]()
$299
This Copa Airlines deal was found by Cheapflights users on 6/20. Clicking the “Pick Dates” 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 7/148:50 am
MKE
- SJO
2 stops23h 22m
Copa Airlines
Deal found 6/20![Copa Airlines logo]()
$312
This Southwest deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/56:15 am
MKE
- SJO
2 stops13h 25m
Southwest
Deal found 6/21![Southwest logo]()
$357
This FlightHub deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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
MKE
- SJO
3 stops38h 58m
Avianca
Deal found 6/21![Avianca logo]()
$359
This KAYAK deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/88:00 am
MKE
- SJO
1 stop15h 39m
Azul
Deal found 6/21![Azul logo]()
$368
This Copa Airlines deal was found by Cheapflights users on 6/21. Clicking the “Pick Dates” 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 7/85:00 am
MKE
- SJO
2 stops17h 47m
Copa Airlines
Deal found 6/21![Copa Airlines logo]()
$370
This Ovago deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/102:20 pm
MKE
- LIR
2 stops22h 50m
Copa Airlines
Deal found 6/22![Copa Airlines logo]()
$371
This FlightHub deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/225:29 pm
MKE
- SJO
3 stops40h 01m
Avianca
Deal found 6/22![Avianca logo]()
$382
This Ovago deal was found by Cheapflights users on 6/22. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:00 am
MKE
- LIR
1 stop7h 47m
GOL
Deal found 6/22![GOL logo]()
$382
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 June 23, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $510 (American Airlines) |
One-way from | $271 (American Airlines) |
Popular in | December |
Cheapest in | May |
Average price | $729 |
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 June 23, 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
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 11/10
2:45 pm-10:15 pm
1 stop7h 30m
San José Juan Santamaria Intl
Tue 11/17
7:00 am-3:04 pm
1 stop8h 04m
$520
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 9/22
6:00 am-7:37 pm
2 stops14h 37m
San José Juan Santamaria Intl
Sat 9/26
12:44 pm-11:37 pm
1 stop9h 53m
$555
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 8/31
6:15 am-7:37 pm
2 stops14h 22m
San José Juan Santamaria Intl
Sat 9/5
1:25 pm-10:39 pm
1 stop8h 14m
$555
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 11/2
5:10 am-1:15 pm
1 stop8h 05m
San José Juan Santamaria Intl
Mon 11/9
9:00 am-7:15 pm
1 stop10h 15m
$563
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Thu 8/27
6:00 pm-11:29 am
2 stops18h 29m
Liberia
Thu 9/3
2:15 pm-10:57 am
2 stops19h 42m
$611
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Fri 9/18
6:47 pm-12:10 pm
2 stops18h 23m
Liberia
Fri 9/25
1:20 pm-10:45 pm
1 stop8h 25m
$611
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 8/25
6:05 am-12:45 pm
1 stop7h 40m
San José Juan Santamaria Intl
Sun 8/30
9:00 am-5:55 pm
1 stop7h 55m
$612
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 10/25
5:45 am-11:58 am
1 stop7h 13m
San José Juan Santamaria Intl
Thu 11/5
2:23 pm-11:49 pm
1 stop9h 26m
$624
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
$645
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/27
5:45 am-11:58 am
1 stop7h 13m
San José Juan Santamaria Intl
Mon 11/2
2:23 pm-11:49 pm
1 stop9h 26m
$659
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-LIR
MKE-SJO
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-LIR
MKE-SJO
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 June 23, 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.
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
Entertainment
7.5
Overall
7.9
Crew
8.6
Boarding
8.1
Food
7.0
Comfort
8.0
Reviews
1 / 20
6.0
GoodReza,Jun 2026
TPA - MDW
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
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Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
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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 June 23, 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 June 23, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$642 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$710 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$402 | Average$674 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |