$258+ 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 7/21. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Mar 11 — Mar 181
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 February 9, 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 February 9, 2026.
This Delta deal was found by Cheapflights users on 2/6. 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.
Sun 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/6![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Tue 3/35:00 am
MKE
- SJO
2 stops15h 33m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/5![American Airlines logo]()
$335
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 4/125:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Thu 4/309:00 am
SJO
- MKE
2 stops13h 10m
Southwest
Deal found 2/6![Southwest logo]()
$340
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Mon 3/26:05 am
MKE
- SJO
2 stops14h 07m
American Airlines
Wed 3/1111:35 pm
SJO
- MKE
1 stop10h 26m
American Airlines
Deal found 2/5![American Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:11 pm
MKE
- SJO
1 stop15h 29m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$366
This Delta deal was found by Cheapflights users on 2/6. 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.
Sat 2/2811:17 am
MKE
- SJO
1 stop10h 45m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 2/285:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Thu 3/58:00 am
SJO
- MKE
2 stops15h 55m
American Airlines
Deal found 2/7![American Airlines logo]()
$373
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 4/911:49 am
MKE
- SJO
1 stop10h 47m
American Airlines
Thu 4/1611:35 pm
SJO
- MKE
1 stop10h 24m
American Airlines
Deal found 2/7![American Airlines logo]()
$379
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Sun 3/18:00 am
MKE
- SJO
1 stop13h 07m
American Airlines
Wed 3/117:00 am
SJO
- MKE
2 stops15h 24m
American Airlines
Deal found 2/5![American Airlines logo]()
$382
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/105:45 am
MKE
- LIR
1 stop7h 05m
Delta
Wed 3/181:05 pm
LIR
- MKE
1 stop9h 53m
Delta
Deal found 2/7![Delta logo]()
$578
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Sun 3/16:37 pm
MKE
- LIR
2 stops17h 40m
American Airlines
Tue 3/312:18 pm
LIR
- MKE
2 stops19h 43m
American Airlines
Deal found 2/6![American Airlines logo]()
$583
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 February 9, 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 February 9, 2026.
This Delta deal was found by Cheapflights users on 2/6. 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 3/310:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/26:05 am
MKE
- SJO
2 stops14h 07m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/6![American Airlines logo]()
$357
This Kiwi.com deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/168:20 pm
MKE
- SJO
1 stop15h 22m
Multiple Airlines
Tue 3/2411:38 am
SJO
- MKE
1 stop29h 12m
Multiple Airlines
Deal found 2/8![Multiple Airlines logo]()
$411
This Southwest deal was found by Cheapflights users on 2/8. Clicking the “Pick Dates” 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 3/29:35 am
MKE
- SJO
2 stops9h 55m
Southwest
Wed 3/118:45 am
SJO
- MKE
2 stops12h 20m
Southwest
Deal found 2/8![Southwest logo]()
$454
This United Airlines deal was found by Cheapflights users on 2/5. 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 3/45:00 am
MKE
- SJO
2 stops15h 39m
United Airlines
Thu 3/121:05 pm
SJO
- MKE
1 stop8h 08m
United Airlines
Deal found 2/5![United Airlines logo]()
$517
This Delta deal was found by Cheapflights users on 2/6. 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.
Sun 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 2/6. 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.
Mon 3/25:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This Delta deal was found by Cheapflights users on 2/5. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 3/510:10 am
MKE
- SJO
1 stop11h 52m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/5![Delta logo]()
$357
This Delta deal was found by Cheapflights users on 2/6. 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.
Sat 2/2811:17 am
MKE
- SJO
1 stop10h 45m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$368
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/106:00 am
MKE
- LIR
2 stops12h 37m
United Airlines
Wed 3/181:01 pm
LIR
- MKE
1 stop7h 49m
United Airlines
Deal found 2/7![United Airlines logo]()
$578
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/104:47 pm
MKE
- LIR
2 stops19h 26m
American Airlines
Wed 3/1812:23 pm
LIR
- MKE
2 stops18h 26m
American Airlines
Deal found 2/7![American Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 3/410:10 am
MKE
- SJO
1 stop11h 52m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$430
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/16:01 am
MKE
- LIR
1 stop8h 12m
American Airlines
Tue 3/312:18 pm
LIR
- MKE
2 stops19h 43m
American Airlines
Deal found 2/7![American Airlines logo]()
$583
This Delta deal was found by Cheapflights users on 2/6. 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.
Sun 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Tue 3/107:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$430
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/236:38 am
MKE
- LIR
1 stop7h 35m
American Airlines
Tue 3/242:13 pm
LIR
- MKE
2 stops19h 48m
American Airlines
Deal found 2/6![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 2/6. 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 2/284:47 pm
MKE
- LIR
1 stop20h 45m
American Airlines
Thu 3/51:23 pm
LIR
- MKE
1 stop10h 32m
American Airlines
Deal found 2/6![American Airlines logo]()
$584
This Delta deal was found by Cheapflights users on 2/6. 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.
Wed 3/410:10 am
MKE
- SJO
1 stop11h 52m
Delta
Thu 3/121:20 pm
SJO
- MKE
1 stop9h 38m
Delta
Deal found 2/6![Delta logo]()
$471
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/126:37 pm
MKE
- LIR
1 stop17h 46m
American Airlines
Fri 3/201:32 pm
LIR
- MKE
1 stop17h 29m
American Airlines
Deal found 2/7![American Airlines logo]()
$598
This Delta deal was found by Cheapflights users on 2/6. 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 3/107:00 am
MKE
- LIR
1 stop6h 50m
Delta
Wed 3/181:05 pm
LIR
- MKE
1 stop9h 53m
Delta
Deal found 2/6![Delta logo]()
$578
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated February 9, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated February 9, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 2/6. 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.
Sat 2/2811:17 am
MKE
- SJO
1 stop10h 45m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop12h 55m
Delta
Deal found 2/6![Delta logo]()
$368
This American Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 2/285:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Thu 3/58:00 am
SJO
- MKE
2 stops15h 55m
American Airlines
Deal found 2/7![American Airlines logo]()
$373
This Delta deal was found by Cheapflights users on 2/6. 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.
Sun 3/15:23 am
MKE
- SJO
1 stop16h 39m
Delta
Wed 3/117:00 am
SJO
- MKE
1 stop15h 58m
Delta
Deal found 2/6![Delta logo]()
$323
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Sun 3/18:00 am
MKE
- SJO
1 stop13h 07m
American Airlines
Wed 3/117:00 am
SJO
- MKE
2 stops15h 24m
American Airlines
Deal found 2/5![American Airlines logo]()
$382
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 3/16:39 pm
MKE
- SJO
1 stop17h 01m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$383
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Sun 3/16:37 pm
MKE
- LIR
2 stops17h 40m
American Airlines
Tue 3/312:18 pm
LIR
- MKE
2 stops19h 43m
American Airlines
Deal found 2/6![American Airlines logo]()
$583
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Mon 3/25:00 am
MKE
- SJO
1 stop15h 12m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/6![American Airlines logo]()
$331
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Mon 3/26:05 am
MKE
- SJO
2 stops14h 07m
American Airlines
Wed 3/1111:35 pm
SJO
- MKE
1 stop10h 26m
American Airlines
Deal found 2/5![American Airlines logo]()
$350
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/28:11 pm
MKE
- SJO
1 stop15h 29m
Multiple Airlines
Mon 3/911:35 am
SJO
- MKE
1 stop29h 15m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$366
This Southwest deal was found by Cheapflights users on 2/5. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 3/25:25 am
MKE
- SJO
2 stops14h 05m
Southwest
Wed 3/118:45 am
SJO
- MKE
2 stops12h 20m
Southwest
Deal found 2/5![Southwest logo]()
$394
This American Airlines deal was found by Cheapflights users on 2/5. 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.
Tue 3/35:00 am
MKE
- SJO
2 stops15h 33m
American Airlines
Tue 3/102:20 pm
SJO
- MKE
1 stop19h 41m
American Airlines
Deal found 2/5![American Airlines logo]()
$335
This Delta deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 3/105:45 am
MKE
- LIR
1 stop7h 05m
Delta
Wed 3/181:05 pm
LIR
- MKE
1 stop9h 53m
Delta
Deal found 2/7![Delta logo]()
$578
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 February 9, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated February 9, 2026.
This American Airlines deal was found by Cheapflights users on 2/6. 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.
Tue 7/216:29 pm
MKE
- SJO
2 stops18h 30m
American Airlines
Deal found 2/6![American Airlines logo]()
$258
This Southwest deal was found by Cheapflights users on 2/6. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/226:00 am
MKE
- SJO
2 stops14h 40m
Southwest
Deal found 2/6![Southwest logo]()
$263
This United Airlines deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” 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 4/247:22 pm
MKE
- LIR
1 stop17h 31m
United Airlines
Deal found 2/7![United Airlines logo]()
$293
This United Airlines deal was found by Cheapflights users on 2/6. 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.
Thu 7/238:30 am
MKE
- SJO
2 stops26h 41m
United Airlines
Deal found 2/6![United Airlines logo]()
$318
This Kiwi.com deal was found by Cheapflights users on 2/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 4/243:09 pm
MKE
- LIR
3 stops46h 16m
Multiple Airlines
Deal found 2/7![Multiple Airlines logo]()
$433
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/216:24 am
MKE
- SJO
3 stops29h 58m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 2/6. 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 Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 7/236:24 am
MKE
- SJO
3 stops27h 21m
Multiple Airlines
Deal found 2/6![Multiple Airlines logo]()
$668
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 February 9, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $323 (Delta) |
One-way from | $258 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $591 |
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 February 9, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.
Fly from
Milwaukee
Fly to
Costa Rica
Route
Depart
Return
Price
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 3/3
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/1
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-11:58 pm
1 stop15h 58m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/2
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-11:58 pm
1 stop15h 58m
$323
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/2
6:05 am-8:12 pm
2 stops14h 07m
San José Juan Santamaria Intl
Tue 3/10
2:20 pm-11:01 am
1 stop19h 41m
$357
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 3/5
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$357
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 2/28
11:17 am-10:02 pm
1 stop10h 45m
San José Juan Santamaria Intl
Wed 3/11
7:00 am-8:55 pm
1 stop12h 55m
$368
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/16
8:20 pm-10:42 am
1 stop15h 22m
San José Juan Santamaria Intl
Tue 3/24
11:38 am-5:50 pm
1 stop29h 12m
$411
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 3/4
10:10 am-10:02 pm
1 stop11h 52m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-11:58 pm
1 stop15h 58m
$430
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 3/1
5:23 am-10:02 pm
1 stop16h 39m
San José Juan Santamaria Intl
Tue 3/10
7:00 am-11:58 pm
1 stop15h 58m
$430
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 3/2
9:35 am-7:30 pm
2 stops9h 55m
San José Juan Santamaria Intl
Wed 3/11
8:45 am-10:05 pm
2 stops12h 20m
$454
Showing 1-10 of 27 results
Best time to book a flight from Milwaukee to Costa Rica
Have a flexible travel schedule? Discover the best time to fly to Costa Rica from Milwaukee with our price prediction graph.
MKE-SJO
MKE-LIR
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to Costa Rica
MKE-CR0
MKE-SJO
MKE-LIR
What is the cheapest month to book a flight from Milwaukee to Costa Rica?
Currently, May is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $216). Flying from Milwaukee to Costa Rica in March is currently the most expensive (average of $346). 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.
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 February 9, 2026.
Read reviews from past customers who have flown Southwest, Delta, and United 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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
2.0
MediocreThomas,Dec 2025
SEA - DEN
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 February 9, 2026.
Popular flight searches
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Top 5 airlines flying from Milwaukee to Costa Rica
Discover the top 5 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 February 9, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$296 | Average$587 | FlexibilityNo cancel fee | On-time65% | |
| Cheapest$323 | Average$671 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$417 | Average$636 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$417 | Average$676 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$475 | Average$624 | FlexibilityNo cancel fee | On-time69% |