$234+ 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 9/8. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 16 — Aug 231
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to Costa Rica with Cheapflights
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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 17, 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 17, 2026.
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/14![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/96:05 am
MKE
- SJO
1 stop7h 40m
Southwest
Thu 9/249:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 7/15![Southwest logo]()
$512
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/205:45 am
MKE
- SJO
1 stop7h 20m
Southwest
Sun 11/19:00 am
SJO
- MKE
1 stop10h 10m
Southwest
Deal found 7/13![Southwest logo]()
$552
This Delta deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 11/155:45 am
MKE
- SJO
1 stop16h 30m
Delta
Mon 11/232:30 pm
SJO
- MKE
1 stop9h 19m
Delta
Deal found 7/16![Delta logo]()
$560
This American Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/177:19 pm
MKE
- SJO
2 stops19h 41m
American Airlines
Sat 10/246:00 am
SJO
- MKE
2 stops14h 49m
American Airlines
Deal found 7/17![American Airlines logo]()
$565
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/187:55 am
MKE
- SJO
2 stops12h 45m
Southwest
Sat 10/249:00 am
SJO
- MKE
2 stops11h 45m
Southwest
Deal found 7/17![Southwest logo]()
$567
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/302:53 pm
MKE
- LIR
2 stops21h 23m
American Airlines
Mon 12/73:28 pm
LIR
- MKE
2 stops16h 39m
American Airlines
Deal found 7/14![American Airlines logo]()
$630
This American Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/22:49 pm
MKE
- LIR
2 stops21h 40m
American Airlines
Wed 9/92:47 pm
LIR
- MKE
2 stops19h 20m
American Airlines
Deal found 7/15![American Airlines logo]()
$635
This American Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/257:01 am
MKE
- LIR
1 stop7h 46m
American Airlines
Sat 10/32:47 pm
LIR
- MKE
2 stops19h 20m
American Airlines
Deal found 7/14![American Airlines logo]()
$661
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 10/245:00 am
MKE
- LIR
1 stop7h 53m
United Airlines
Tue 10/274:20 pm
LIR
- MKE
1 stop17h 23m
United Airlines
Deal found 7/16![United Airlines logo]()
$712
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:19 am
MKE
- LIR
2 stops26h 51m
United Airlines
Fri 9/41:20 pm
LIR
- MKE
2 stops30h 40m
United Airlines
Deal found 7/13![United Airlines logo]()
$719
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:25 pm
MKE
- LIR
2 stops22h 13m
American Airlines
Sun 8/302:15 pm
LIR
- MKE
2 stops19h 42m
American Airlines
Deal found 7/13![American Airlines logo]()
$727
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 17, 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 17, 2026.
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/14![Delta logo]()
$510
This Southwest deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/187:55 am
MKE
- SJO
2 stops12h 45m
Southwest
Sat 10/249:00 am
SJO
- MKE
2 stops11h 45m
Southwest
Deal found 7/17![Southwest logo]()
$567
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 11/163:48 pm
MKE
- SJO
2 stops20h 54m
United Airlines
Tue 11/2411:28 pm
SJO
- MKE
1 stop23h 59m
United Airlines
Deal found 7/17![United Airlines logo]()
$645
This Alaska Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:02 am
MKE
- LIR
3 stops25h 35m
Alaska Airlines
Tue 8/116:39 pm
LIR
- MKE
3 stops28h 20m
Alaska Airlines
Deal found 7/13![Alaska Airlines logo]()
$1,196
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/37:20 pm
MKE
- SJO
2 stops17h 00m
Southwest
Tue 12/89:00 am
SJO
- MKE
2 stops12h 30m
Southwest
Deal found 7/14![Southwest logo]()
$628
This Delta deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/35:30 am
MKE
- SJO
1 stop7h 24m
Delta
Mon 10/121:23 pm
SJO
- MKE
1 stop9h 30m
Delta
Deal found 7/15![Delta logo]()
$661
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
MKE
- SJO
2 stops13h 00m
Southwest
Sat 9/59:30 am
SJO
- MKE
2 stops10h 05m
Southwest
Deal found 7/14![Southwest logo]()
$636
This United Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/206:40 pm
MKE
- SJO
1 stop17h 58m
United Airlines
Thu 10/2212:44 pm
SJO
- MKE
1 stop9h 53m
United Airlines
Deal found 7/12![United Airlines logo]()
$710
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:19 am
MKE
- LIR
2 stops26h 51m
United Airlines
Fri 9/41:20 pm
LIR
- MKE
1 stop8h 19m
United Airlines
Deal found 7/14![United Airlines logo]()
$719
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/45:50 am
MKE
- SJO
1 stop7h 25m
Southwest
Sun 12/139:00 am
SJO
- MKE
1 stop10h 10m
Southwest
Deal found 7/14![Southwest logo]()
$663
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 10/245:00 am
MKE
- LIR
1 stop7h 53m
United Airlines
Tue 10/274:20 pm
LIR
- MKE
1 stop17h 23m
United Airlines
Deal found 7/17![United Airlines logo]()
$745
This Alaska Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/46:02 am
MKE
- LIR
2 stops25h 35m
Alaska Airlines
Tue 8/116:39 pm
LIR
- MKE
3 stops28h 20m
Alaska Airlines
Deal found 7/13![Alaska Airlines logo]()
$1,201
This United Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/2410:37 am
MKE
- LIR
2 stops25h 07m
United Airlines
Mon 11/308:45 am
LIR
- MKE
2 stops26h 49m
United Airlines
Deal found 7/15![United Airlines logo]()
$1,028
This Alaska Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Alaska Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/242:50 pm
MKE
- LIR
3 stops27h 35m
Alaska Airlines
Mon 11/307:35 pm
LIR
- MKE
2 stops42h 17m
Alaska Airlines
Deal found 7/16![Alaska Airlines logo]()
$1,369
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated July 17, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated July 17, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:17 pm
MKE
- LIR
1 stop18h 13m
American Airlines
Thu 7/302:15 pm
LIR
- MKE
2 stops16h 47m
American Airlines
Deal found 7/13![American Airlines logo]()
$782
This American Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/266:00 am
MKE
- SJO
2 stops14h 35m
American Airlines
Mon 2/16:00 am
SJO
- MKE
2 stops13h 58m
American Airlines
Deal found 7/12![American Airlines logo]()
$678
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:17 pm
MKE
- SJO
1 stop19h 43m
American Airlines
Tue 1/122:54 pm
SJO
- MKE
1 stop20h 23m
American Airlines
Deal found 7/13![American Airlines logo]()
$629
This American Airlines deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 7/276:17 pm
MKE
- SJO
1 stop19h 43m
American Airlines
Mon 3/17:45 am
SJO
- MKE
1 stop16h 14m
American Airlines
Deal found 7/12![American Airlines logo]()
$673
This Copa Airlines deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/1511:18 am
MKE
- SJO
2 stops20h 52m
Copa Airlines
Tue 8/2512:05 pm
SJO
- MKE
2 stops18h 02m
Copa Airlines
Deal found 7/15![Copa Airlines logo]()
$667
This Southwest deal was found by Cheapflights users on 7/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/157:00 am
MKE
- SJO
2 stops12h 00m
Southwest
Tue 8/259:00 am
SJO
- MKE
1 stop11h 05m
Southwest
Deal found 7/15![Southwest logo]()
$721
This Southwest deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” 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 8/226:00 am
MKE
- SJO
1 stop7h 15m
Southwest
Thu 8/279:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 7/16![Southwest logo]()
$652
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:25 pm
MKE
- LIR
2 stops22h 13m
American Airlines
Sun 8/302:15 pm
LIR
- MKE
2 stops19h 42m
American Airlines
Deal found 7/13![American Airlines logo]()
$727
This United Airlines deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/2910:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Sat 9/51:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Deal found 7/14![United Airlines logo]()
$610
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
MKE
- SJO
2 stops13h 00m
Southwest
Sat 9/59:30 am
SJO
- MKE
2 stops10h 05m
Southwest
Deal found 7/14![Southwest logo]()
$636
This Southwest deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/296:00 am
MKE
- SJO
1 stop7h 15m
Southwest
Sun 9/69:00 am
SJO
- MKE
1 stop7h 45m
Southwest
Deal found 7/14![Southwest logo]()
$682
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/3110:19 am
MKE
- LIR
2 stops26h 51m
United Airlines
Fri 9/41:20 pm
LIR
- MKE
2 stops30h 40m
United Airlines
Deal found 7/13![United Airlines logo]()
$719
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 17, 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 17, 2026.
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:30 am
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/13![Delta logo]()
$234
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/165:34 am
MKE
- SJO
1 stop7h 15m
Delta
Deal found 7/13![Delta logo]()
$244
This Southwest deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/166:20 am
MKE
- SJO
2 stops13h 20m
Southwest
Deal found 7/13![Southwest logo]()
$256
This Delta deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 am
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/13![Delta logo]()
$260
This United Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/118:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Deal found 7/13![United Airlines logo]()
$274
This United Airlines deal was found by Cheapflights users on 7/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 10/126:32 pm
MKE
- LIR
2 stops18h 38m
United Airlines
Deal found 7/16![United Airlines logo]()
$281
This Delta deal was found by Cheapflights users on 7/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/86:00 am
MKE
- SJO
1 stop8h 03m
Delta
Deal found 7/14![Delta logo]()
$284
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:00 am
MKE
- SJO
2 stops14h 52m
American Airlines
Deal found 7/13![American Airlines logo]()
$289
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/25:00 am
MKE
- SJO
1 stop7h 00m
Southwest
Deal found 7/12![Southwest logo]()
$293
This United Airlines deal was found by Cheapflights users on 7/17. Clicking the “Pick Dates” 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 11/156:18 pm
MKE
- SJO
2 stops19h 04m
United Airlines
Deal found 7/17![United Airlines logo]()
$294
This American Airlines deal was found by Cheapflights users on 7/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/175:53 pm
MKE
- LIR
2 stops20h 25m
American Airlines
Deal found 7/13![American Airlines logo]()
$302
This Southwest deal was found by Cheapflights users on 7/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/56:40 am
MKE
- SJO
2 stops13h 00m
Southwest
Deal found 7/12![Southwest logo]()
$303
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 17, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $510 (Delta) |
One-way from | $234 (Delta) |
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 17, 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
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
$510
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 10/18
7:55 am-7:40 pm
2 stops12h 45m
San José Juan Santamaria Intl
Sat 10/24
9:00 am-9:45 pm
2 stops11h 45m
$567
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 12/3
7:20 pm-12:20 pm
2 stops17h 00m
San José Juan Santamaria Intl
Tue 12/8
9:00 am-9:30 pm
2 stops12h 30m
$628
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 8/29
6:00 am-6:00 pm
2 stops13h 00m
San José Juan Santamaria Intl
Sat 9/5
9:30 am-8:35 pm
2 stops10h 05m
$636
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 11/16
3:48 pm-12:42 pm
2 stops20h 54m
San José Juan Santamaria Intl
Tue 11/24
11:28 pm-11:27 pm
1 stop23h 59m
$645
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 10/3
5:30 am-11:54 am
1 stop7h 24m
San José Juan Santamaria Intl
Mon 10/12
1:23 pm-11:53 pm
1 stop9h 30m
$661
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Fri 12/4
5:50 am-1:15 pm
1 stop7h 25m
San José Juan Santamaria Intl
Sun 12/13
9:00 am-7:10 pm
1 stop10h 10m
$663
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/20
6:40 pm-11:38 am
1 stop17h 58m
San José Juan Santamaria Intl
Thu 10/22
12:44 pm-11:37 pm
1 stop9h 53m
$710
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Mon 8/31
10:19 am-12:10 pm
2 stops26h 51m
Liberia
Fri 9/4
1:20 pm-10:39 pm
1 stop8h 19m
$719
MilwaukeeLiberia
MKE - LIR
MKELIR
Milwaukee-Mitchell
Sat 10/24
5:00 am-11:53 am
1 stop7h 53m
Liberia
Tue 10/27
4:20 pm-10:43 am
1 stop17h 23m
$745
Showing 1-10 of 29 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 July 17, 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.
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
Food
7.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Overall
8.0
Entertainment
7.5
Crew
8.6
Comfort
8.0
Boarding
8.1
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.
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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 July 17, 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 17, 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% |