$260+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Sep 26 — Oct 31
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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
Review each provider’s pricing and select the best option for you! Book through your favorite provider’s website for a seamless experience.Cheap flight deals from Milwaukee to Costa Rica
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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 August 27, 2026.
Explore the most affordable flight options available from Milwaukee to Costa Rica. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 27, 2026.
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:19 pm -
2 stops18h 59m
Wed 10/282:44 pm -
2 stops19h 28m
Deal found 8/24![American Airlines logo]()
$429
This American Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:19 pm -
2 stops19h 41m
Wed 10/286:00 am -
2 stops12h 58m
Deal found 8/24![American Airlines logo]()
$439
This Delta deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:30 am -
1 stop7h 30m
Thu 10/291:25 pm -
1 stop9h 28m
Deal found 8/26![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 8/26. 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 11/105:55 am -
1 stop7h 20m
Thu 11/191:20 pm -
1 stop7h 40m
Deal found 8/26![Southwest logo]()
$479
This Delta deal was found by Cheapflights users on 8/24. 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 12/27:01 am -
1 stop15h 16m
Tue 12/87:00 am -
1 stop16h 59m
Deal found 8/24![Delta logo]()
$514
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop15h 15m
Wed 12/92:37 pm -
1 stop9h 22m
Deal found 8/24![Delta logo]()
$532
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 12/412:52 pm -
1 stop9h 25m
Tue 12/87:00 am -
1 stop16h 59m
Deal found 8/24![Delta logo]()
$539
This Delta deal was found by Cheapflights users on 8/24. 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 12/210:18 am -
1 stop11h 59m
Mon 12/77:00 am -
1 stop14h 02m
Deal found 8/24![Delta logo]()
$544
This American Airlines deal was found by Cheapflights users on 8/26. 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 10/87:45 am -
2 stops13h 36m
Tue 10/136:00 am -
2 stops16h 18m
Deal found 8/26![American Airlines logo]()
$546
This Delta deal was found by Cheapflights users on 8/24. 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 12/35:10 am -
1 stop17h 07m
Wed 12/97:00 am -
1 stop14h 02m
Deal found 8/24![Delta logo]()
$554
This American Airlines deal was found by Cheapflights users on 8/24. 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 10/175:47 pm -
1 stop21h 13m
Sat 10/313:01 pm -
2 stops16h 47m
Deal found 8/24![American Airlines logo]()
$555
This United Airlines deal was found by Cheapflights users on 8/24. 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 10/246:47 pm -
2 stops16h 57m
Wed 10/284:20 pm -
1 stop17h 03m
Deal found 8/24![United Airlines logo]()
$646
Best flights from Milwaukee to Costa RicaDiscover carefully curated flight deals from Milwaukee to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
Discover carefully curated flight deals from Milwaukee to Costa Rica that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 27, 2026.
This Delta deal was found by Cheapflights users on 8/24. 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 12/35:10 am -
1 stop17h 07m
Wed 12/97:00 am -
1 stop14h 02m
Deal found 8/24![Delta logo]()
$554
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:30 pm -
1 stop27h 09m
Thu 11/1211:28 pm -
2 stops22h 47m
Deal found 8/27![United Airlines logo]()
$603
This Southwest deal was found by Cheapflights users on 8/23. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/27:20 pm -
2 stops17h 00m
Sun 12/131:20 pm -
2 stops10h 35m
Deal found 8/23![Southwest logo]()
$675
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/226:27 pm -
2 stops19h 51m
Mon 10/262:18 pm -
2 stops19h 54m
Deal found 8/27![American Airlines logo]()
$683
This Delta deal was found by Cheapflights users on 8/25. 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 12/212:52 pm -
1 stop9h 25m
Sun 12/137:00 am -
1 stop14h 02m
Deal found 8/25![Delta logo]()
$587
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/105:30 pm -
1 stop27h 09m
Thu 11/1911:28 pm -
2 stops18h 15m
Deal found 8/27![United Airlines logo]()
$603
This Delta deal was found by Cheapflights users on 8/26. 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 1/55:55 am -
1 stop6h 50m
Wed 1/132:00 pm -
1 stop9h 49m
Deal found 8/26![Delta logo]()
$614
This United Airlines deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/16:18 pm -
2 stops25h 35m
Mon 12/711:28 pm -
2 stops12h 00m
Deal found 8/24![United Airlines logo]()
$651
This Delta deal was found by Cheapflights users on 8/23. 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 2/235:55 am -
1 stop6h 50m
Tue 3/23:25 pm -
1 stop17h 57m
Deal found 8/23![Delta logo]()
$614
This United Airlines deal was found by Cheapflights users on 8/26. 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 1/94:00 pm -
1 stop28h 39m
Sun 1/171:15 am -
2 stops19h 39m
Deal found 8/26![United Airlines logo]()
$664
This Delta deal was found by Cheapflights users on 8/23. 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.
Mon 2/225:55 am -
1 stop8h 15m
Thu 3/43:25 pm -
1 stop17h 57m
Deal found 8/23![Delta logo]()
$614
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:03 am -
1 stop6h 32m
Wed 10/281:00 pm -
1 stop9h 53m
Deal found 8/24![Delta logo]()
$646
This United Airlines deal was found by Cheapflights users on 8/24. 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 12/45:00 am -
2 stops15h 39m
Sat 12/122:15 pm -
2 stops19h 41m
Deal found 8/24![United Airlines logo]()
$734
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 2/217:00 pm -
1 stop17h 55m
Wed 3/38:35 am -
1 stop14h 11m
Deal found 8/27![United Airlines logo]()
$734
This Delta deal was found by Cheapflights users on 8/25. 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 1/215:55 am -
1 stop6h 50m
Sun 1/242:00 pm -
1 stop9h 49m
Deal found 8/25![Delta logo]()
$678
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 2/226:45 pm -
1 stop16h 59m
Wed 3/38:35 am -
1 stop14h 11m
Deal found 8/23![United Airlines logo]()
$734
This Delta deal was found by Cheapflights users on 8/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/247:03 am -
1 stop6h 32m
Tue 10/271:00 pm -
1 stop9h 53m
Deal found 8/24![Delta logo]()
$683
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/2312:14 pm -
2 stops24h 56m
Tue 3/28:35 am -
1 stop14h 11m
Deal found 8/23![United Airlines logo]()
$739
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 2/238:49 am -
2 stops9h 48m
Wed 3/38:35 am -
2 stops25h 14m
Deal found 8/27![United Airlines logo]()
$739
This United Airlines deal was found by Cheapflights users on 8/25. 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 10/267:03 pm -
1 stop16h 41m
Thu 10/291:20 pm -
1 stop8h 26m
Deal found 8/25![United Airlines logo]()
$754
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 27, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated August 27, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 8/24. 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 9/812:10 pm -
1 stop28h 01m
Tue 9/226:17 pm -
2 stops22h 13m
Deal found 8/24![Multiple Airlines logo]()
$689
This Delta deal was found by Cheapflights users on 8/23. 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.
Wed 9/95:30 am -
1 stop7h 24m
Thu 9/241:19 pm -
1 stop9h 29m
Deal found 8/23![Delta logo]()
$652
This American Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:14 pm -
2 stops18h 43m
Thu 9/241:00 pm -
2 stops18h 01m
Deal found 8/26![American Airlines logo]()
$692
This American Airlines deal was found by Cheapflights users on 8/24. 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 9/115:53 pm -
2 stops19h 06m
Sat 9/191:00 pm -
2 stops18h 01m
Deal found 8/24![American Airlines logo]()
$691
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/1110:43 am -
1 stop9h 54m
Sat 9/191:25 pm -
1 stop8h 14m
Deal found 8/24![United Airlines logo]()
$697
This United Airlines deal was found by Cheapflights users on 8/24. 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 9/147:05 pm -
1 stop17h 33m
Thu 9/177:55 am -
2 stops26h 35m
Deal found 8/24![United Airlines logo]()
$651
This American Airlines deal was found by Cheapflights users on 8/23. 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 9/225:11 pm -
2 stops21h 07m
Tue 9/292:47 pm -
2 stops19h 20m
Deal found 8/23![American Airlines logo]()
$730
This Delta deal was found by Cheapflights users on 8/23. 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 9/225:30 am -
1 stop7h 30m
Tue 9/291:25 pm -
1 stop9h 23m
Deal found 8/23![Delta logo]()
$732
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/235:53 pm -
2 stops19h 06m
Wed 9/306:00 am -
2 stops13h 03m
Deal found 8/25![American Airlines logo]()
$654
This Southwest deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/248:00 am -
2 stops11h 45m
Thu 10/19:00 am -
1 stop7h 50m
Deal found 8/27![Southwest logo]()
$642
This American Airlines deal was found by Cheapflights users on 8/26. 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 -
1 stop7h 46m
Fri 10/22:47 pm -
2 stops22h 29m
Deal found 8/26![American Airlines logo]()
$651
This American Airlines deal was found by Cheapflights users on 8/26. 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 -
1 stop7h 46m
Sat 10/32:18 pm -
2 stops19h 49m
Deal found 8/26![American Airlines logo]()
$683
One-way flights from Milwaukee to Costa RicaSearch for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated August 27, 2026.
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 am -
1 stop7h 24m
Deal found 8/27![Delta logo]()
$260
This Copa Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/238:35 am -
2 stops24h 32m
Deal found 8/27![Copa Airlines logo]()
$279
This United Airlines deal was found by Cheapflights users on 8/23. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 1/297:00 am -
2 stops11h 16m
Deal found 8/23![United Airlines logo]()
$285
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:11 pm -
2 stops19h 48m
Deal found 8/27![American Airlines logo]()
$303
This Kiwi.com deal was found by Cheapflights users on 8/24. 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.
Sat 9/1210:30 am -
2 stops12h 18m
Deal found 8/24![Copa Airlines logo]()
$317
This Delta deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected ” under the list of providers to see comparable flight deals.
Tue 9/85:30 am -
1 stop7h 24m
Deal found 8/27![Delta logo]()
$332
This American Airlines deal was found by Cheapflights users on 8/25. 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 9/85:01 am -
2 stops15h 51m
Deal found 8/25![American Airlines logo]()
$341
This American Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 9/115:03 am -
2 stops9h 54m
Deal found 8/27![American Airlines logo]()
$347
This United Airlines deal was found by Cheapflights users on 8/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/292:31 pm -
2 stops30h 08m
Deal found 8/26![United Airlines logo]()
$368
This United Airlines deal was found by Cheapflights users on 8/26. 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 9/25:17 pm -
2 stops19h 53m
Deal found 8/26![United Airlines logo]()
$391
This United Airlines deal was found by Cheapflights users on 8/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:00 am -
2 stops15h 37m
Deal found 8/27![United Airlines logo]()
$392
This United Airlines deal was found by Cheapflights users on 8/26. 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 12/287:00 pm -
2 stops23h 16m
Deal found 8/26![United Airlines logo]()
$397
Find flight deals from Milwaukee to Costa Rica
Keep the following information in mind while searching for Milwaukee to Costa Rica flight deals. Data was last updated August 27, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $429 (American Airlines) |
One-way from | $260 (Delta) |
Popular in | December |
Cheapest in | May |
Average price | $786 |
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 7,457,451 searches. Data last updated August 27, 2026.
Use the filters below to find and compare flights from Milwaukee to Costa Rica that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 12/3
5:10 am-10:17 pm
1 stop17h 07m
San José Juan Santamaria Intl
Wed 12/9
7:00 am-9:02 pm
1 stop14h 02m
$554
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Wed 12/2
12:52 pm-10:17 pm
1 stop9h 25m
San José Juan Santamaria Intl
Sun 12/13
7:00 am-9:02 pm
1 stop14h 02m
$587
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 11/10
5:30 pm-8:39 pm
1 stop27h 09m
San José Juan Santamaria Intl
Thu 11/12
11:28 pm-10:15 pm
2 stops22h 47m
$603
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 11/10
5:30 pm-8:39 pm
1 stop27h 09m
San José Juan Santamaria Intl
Thu 11/19
11:28 pm-5:43 pm
2 stops18h 15m
$603
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 1/5
5:55 am-12:45 pm
1 stop6h 50m
Liberia
Wed 1/13
2:00 pm-11:49 pm
1 stop9h 49m
$614
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Tue 2/23
5:55 am-12:45 pm
1 stop6h 50m
Liberia
Tue 3/2
3:25 pm-9:22 am
1 stop17h 57m
$614
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Mon 2/22
5:55 am-2:10 pm
1 stop8h 15m
Liberia
Thu 3/4
3:25 pm-9:22 am
1 stop17h 57m
$614
Quickest round-trip
MilwaukeeLiberia
MKE Milwaukee-Mitchell - LIR Liberia
MKELIR
Milwaukee-Mitchell
Sat 10/24
7:03 am-12:35 pm
1 stop6h 32m
Liberia
Wed 10/28
1:00 pm-11:53 pm
1 stop9h 53m
$646
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/1
6:18 pm-7:53 pm
2 stops25h 35m
San José Juan Santamaria Intl
Mon 12/7
11:28 pm-11:28 am
2 stops12h 00m
$651
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sat 1/9
4:00 pm-8:39 pm
1 stop28h 39m
San José Juan Santamaria Intl
Sun 1/17
1:15 am-8:54 pm
2 stops19h 39m
$664
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, May is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $545). Flying from Milwaukee to Costa Rica in December is currently the most expensive (average of $828). 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 32 days before your desired departure date. The cost of your flight will likely increase significantly if you book two weeks in advance of your flight.
Reviews of airlines servicing Costa Rica
Get insights into the airlines that provide service to Costa Rica. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Costa Rica. Reviews last updated August 27, 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.
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Crew
8.6
Boarding
8.1
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
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
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Costa Rica by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from Milwaukee to Costa Rica by cabin class
Find flights from Milwaukee to Costa Rica, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Milwaukee and Costa Rica flights
Browse other Milwaukee and Costa Rica flight options. Last updated on August 27, 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 7,457,451 searches. Data last updated August 27, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$642 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$385 | Average$716 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$408 | Average$691 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |