$174+ 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
Jun 4 — Jun 111
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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/245:55 am
MKE
- SJO
1 stop7h 01m
Delta
Wed 9/231:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/30![Delta logo]()
$390
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:01 pm
MKE
- SJO
2 stops18h 33m
American Airlines
Wed 9/237:00 am
SJO
- MKE
2 stops16h 10m
American Airlines
Deal found 4/30![American Airlines logo]()
$395
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/246:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Wed 9/231:25 pm
SJO
- MKE
1 stop8h 54m
United Airlines
Deal found 4/30![United Airlines logo]()
$427
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:51 pm
MKE
- SJO
2 stops18h 14m
American Airlines
Thu 9/247:00 am
SJO
- MKE
2 stops16h 10m
American Airlines
Deal found 4/30![American Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:45 am
MKE
- SJO
1 stop7h 13m
Delta
Tue 10/131:23 pm
SJO
- MKE
1 stop9h 01m
Delta
Deal found 5/4![Delta logo]()
$464
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/246:48 pm
MKE
- SJO
2 stops17h 21m
American Airlines
Thu 12/37:00 am
SJO
- MKE
2 stops16h 30m
American Airlines
Deal found 5/4![American Airlines logo]()
$469
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/30![Delta logo]()
$476
This American Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/256:40 pm
MKE
- SJO
1 stop20h 57m
American Airlines
Thu 7/306:00 am
SJO
- MKE
2 stops16h 44m
American Airlines
Deal found 5/4![American Airlines logo]()
$478
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/317:13 am
MKE
- SJO
1 stop16h 29m
American Airlines
Mon 6/82:00 pm
SJO
- MKE
1 stop8h 59m
American Airlines
Deal found 4/30![American Airlines logo]()
$494
This Southwest deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/315:35 am
MKE
- SJO
1 stop8h 10m
Southwest
Thu 9/109:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 5/2![Southwest logo]()
$496
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/142:46 pm
MKE
- SJO
1 stop22h 40m
American Airlines
Fri 8/211:29 pm
SJO
- MKE
1 stop8h 30m
American Airlines
Deal found 5/3![American Airlines logo]()
$503
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/25:55 am
MKE
- LIR
1 stop7h 05m
Delta
Wed 9/91:25 pm
LIR
- MKE
1 stop9h 00m
Delta
Deal found 5/4![Delta logo]()
$596
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 May 5, 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 May 5, 2026.
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/245:55 am
MKE
- SJO
1 stop7h 01m
Delta
Wed 9/231:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/30![Delta logo]()
$390
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 8/246:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Wed 9/231:25 pm
SJO
- MKE
1 stop8h 54m
United Airlines
Deal found 4/30![United Airlines logo]()
$427
This Southwest deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/15:30 am
MKE
- SJO
1 stop7h 40m
Southwest
Thu 6/118:45 am
SJO
- MKE
1 stop12h 00m
Southwest
Deal found 4/30![Southwest logo]()
$607
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:45 am
MKE
- SJO
1 stop7h 13m
Delta
Tue 10/131:23 pm
SJO
- MKE
1 stop9h 01m
Delta
Deal found 5/4![Delta logo]()
$464
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:46 am
MKE
- SJO
1 stop12h 53m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 5/3![United Airlines logo]()
$494
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 10/65:45 am
MKE
- SJO
1 stop7h 13m
Delta
Wed 10/141:23 pm
SJO
- MKE
1 stop9h 01m
Delta
Deal found 5/4![Delta logo]()
$464
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/30![Delta logo]()
$476
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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
Sun 8/99:00 am
SJO
- MKE
2 stops11h 50m
Southwest
Deal found 5/3![Southwest logo]()
$613
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/310:38 am
MKE
- SJO
2 stops13h 01m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
2 stops18h 10m
United Airlines
Deal found 5/2![United Airlines logo]()
$589
This Delta deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 10/285:45 am
MKE
- SJO
1 stop7h 13m
Delta
Mon 11/22:23 pm
SJO
- MKE
1 stop9h 01m
Delta
Deal found 5/4![Delta logo]()
$543
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 10/98:45 pm
MKE
- LIR
1 stop16h 08m
United Airlines
Tue 10/131:20 pm
LIR
- MKE
1 stop8h 21m
United Airlines
Deal found 4/30![United Airlines logo]()
$679
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:45 am
MKE
- SJO
1 stop7h 06m
Delta
Tue 7/281:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Deal found 5/3![Delta logo]()
$628
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 10/175:56 pm
MKE
- LIR
1 stop19h 14m
United Airlines
Wed 10/211:20 pm
LIR
- MKE
2 stops19h 29m
United Airlines
Deal found 4/30![United Airlines logo]()
$698
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/155:39 pm
MKE
- LIR
2 stops18h 05m
United Airlines
Mon 6/2211:10 am
LIR
- MKE
1 stop10h 35m
United Airlines
Deal found 4/30![United Airlines logo]()
$725
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/15:45 am
MKE
- LIR
1 stop7h 15m
Delta
Sat 8/82:40 pm
LIR
- MKE
1 stop17h 36m
Delta
Deal found 5/3![Delta logo]()
$711
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 6/161:30 pm
MKE
- LIR
2 stops21h 20m
United Airlines
Tue 6/234:30 pm
LIR
- MKE
2 stops21h 06m
United Airlines
Deal found 5/2![United Airlines logo]()
$761
This United Airlines deal was found by Cheapflights users on 5/4. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/63:12 pm
MKE
- LIR
2 stops20h 32m
United Airlines
Fri 6/124:30 pm
LIR
- MKE
1 stop30h 04m
United Airlines
Deal found 5/4![United Airlines logo]()
$772
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 5/175:23 am
MKE
- LIR
1 stop7h 37m
Delta
Thu 5/211:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 5/1![Delta logo]()
$796
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 6/191:30 pm
MKE
- LIR
2 stops22h 14m
United Airlines
Wed 6/2411:49 am
LIR
- MKE
2 stops30h 37m
United Airlines
Deal found 5/1![United Airlines logo]()
$778
This United Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/187:23 pm
MKE
- LIR
2 stops15h 27m
United Airlines
Sat 7/253:27 pm
LIR
- MKE
2 stops14h 33m
United Airlines
Deal found 5/3![United Airlines logo]()
$807
This United Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/27:23 pm
MKE
- LIR
2 stops20h 02m
United Airlines
Sat 8/83:27 pm
LIR
- MKE
2 stops17h 26m
United Airlines
Deal found 5/2![United Airlines logo]()
$893
Last-minute flights from Milwaukee to Costa RicaDiscover last-minute flight deals from Milwaukee to Costa Rica. Data last updated May 5, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to Costa Rica. Data last updated May 5, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/2512:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 6/87:07 am
SJO
- MKE
1 stop23h 51m
Multiple Airlines
Deal found 5/5![Multiple Airlines logo]()
$552
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 6/87:07 am
SJO
- MKE
1 stop23h 51m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$548
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2712:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Wed 6/37:07 am
SJO
- MKE
1 stop23h 54m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$558
This United Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/288:00 am
MKE
- SJO
1 stop12h 37m
United Airlines
Fri 6/512:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 5/5![United Airlines logo]()
$524
This American Airlines deal was found by Cheapflights users on 5/5. 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.
Thu 5/287:30 am
MKE
- SJO
2 stops16h 12m
American Airlines
Sat 6/66:01 am
SJO
- MKE
2 stops11h 42m
American Airlines
Deal found 5/5![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 5/287:11 am
MKE
- LIR
1 stop8h 26m
American Airlines
Sat 6/63:37 pm
LIR
- MKE
1 stop18h 38m
American Airlines
Deal found 5/3![American Airlines logo]()
$636
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 5/295:23 am
MKE
- LIR
1 stop7h 37m
Delta
Wed 6/31:25 pm
LIR
- MKE
1 stop9h 28m
Delta
Deal found 5/3![Delta logo]()
$616
This Delta deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 5/307:09 am
MKE
- SJO
1 stop7h 06m
Delta
Thu 6/41:20 pm
SJO
- MKE
1 stop9h 33m
Delta
Deal found 5/2![Delta logo]()
$538
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 5/317:13 am
MKE
- SJO
1 stop16h 29m
American Airlines
Mon 6/82:00 pm
SJO
- MKE
1 stop8h 59m
American Airlines
Deal found 4/30![American Airlines logo]()
$494
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/16:00 am
MKE
- SJO
2 stops14h 24m
American Airlines
Thu 6/112:00 pm
SJO
- MKE
1 stop8h 59m
American Airlines
Deal found 4/30![American Airlines logo]()
$469
This Kiwi.com deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/112:09 pm
MKE
- SJO
2 stops28h 02m
Multiple Airlines
Mon 6/87:07 am
SJO
- MKE
1 stop23h 51m
Multiple Airlines
Deal found 5/2![Multiple Airlines logo]()
$527
This United Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/1010:46 am
MKE
- SJO
1 stop12h 53m
United Airlines
Tue 6/1612:30 am
SJO
- MKE
1 stop8h 35m
United Airlines
Deal found 5/1![United Airlines logo]()
$504
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 May 5, 2026.
Search for one-way flight options from Milwaukee to Costa Rica. Find affordable one-way fares based on user searches. Data last updated May 5, 2026.
This Delta deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 5/1![Delta logo]()
$174
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/275:55 am
MKE
- LIR
1 stop7h 05m
Delta
Deal found 4/30![Delta logo]()
$211
This American Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 9/266:26 pm
MKE
- LIR
2 stops20h 19m
American Airlines
Deal found 4/30![American Airlines logo]()
$215
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:53 pm
MKE
- SJO
2 stops18h 57m
American Airlines
Deal found 5/1![American Airlines logo]()
$216
This American Airlines deal was found by Cheapflights users on 5/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 6/46:00 am
MKE
- SJO
2 stops14h 23m
American Airlines
Deal found 5/1![American Airlines logo]()
$241
This American Airlines deal was found by Cheapflights users on 5/5. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/304:33 pm
MKE
- SJO
2 stops19h 32m
American Airlines
Deal found 5/5![American Airlines logo]()
$246
This KAYAK deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/156:17 pm
MKE
- SJO
2 stops18h 32m
GOL
Deal found 4/30![GOL logo]()
$273
This Southwest deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:45 am
MKE
- LIR
2 stops8h 30m
Southwest
Deal found 5/3![Southwest logo]()
$277
This Delta deal was found by Cheapflights users on 5/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/205:55 am
MKE
- LIR
1 stop7h 05m
Delta
Deal found 5/3![Delta logo]()
$282
This American Airlines deal was found by Cheapflights users on 5/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/195:51 pm
MKE
- LIR
2 stops18h 09m
American Airlines
Deal found 5/2![American Airlines logo]()
$283
This United Airlines deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/15:56 pm
MKE
- SJO
1 stop17h 15m
United Airlines
Deal found 4/30![United Airlines logo]()
$301
This Delta deal was found by Cheapflights users on 4/30. Clicking the “Pick Dates” 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 6/15:23 am
MKE
- LIR
1 stop7h 37m
Delta
Deal found 4/30![Delta logo]()
$328
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 May 5, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $390 (Delta) |
One-way from | $174 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $561 |
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 May 5, 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
Mon 8/24
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Wed 9/23
1:25 pm-11:25 pm
1 stop9h 00m
$390
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 8/24
6:00 am-7:37 pm
2 stops14h 37m
San José Juan Santamaria Intl
Wed 9/23
1:25 pm-11:19 pm
1 stop8h 54m
$427
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/6
5:45 am-11:58 am
1 stop7h 13m
San José Juan Santamaria Intl
Tue 10/13
1:23 pm-11:24 pm
1 stop9h 01m
$464
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 10/6
5:45 am-11:58 am
1 stop7h 13m
San José Juan Santamaria Intl
Wed 10/14
1:23 pm-11:24 pm
1 stop9h 01m
$464
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Thu 9/24
1:25 pm-11:25 pm
1 stop9h 00m
$476
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/10
10:46 am-10:39 pm
1 stop12h 53m
San José Juan Santamaria Intl
Tue 6/16
12:30 am-10:05 am
1 stop8h 35m
$494
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 10/28
5:45 am-11:58 am
1 stop7h 13m
San José Juan Santamaria Intl
Mon 11/2
2:23 pm-11:24 pm
1 stop9h 01m
$543
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 6/3
10:38 am-10:39 pm
2 stops13h 01m
San José Juan Santamaria Intl
Tue 6/16
12:30 am-7:40 pm
2 stops18h 10m
$589
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 6/1
5:30 am-12:10 pm
1 stop7h 40m
San José Juan Santamaria Intl
Thu 6/11
8:45 am-9:45 pm
1 stop12h 00m
$607
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 8/2
5:00 am-11:00 am
1 stop7h 00m
San José Juan Santamaria Intl
Sun 8/9
9:00 am-9:50 pm
2 stops11h 50m
$613
Showing 1-10 of 35 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
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 35 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.
What is the cheapest month to book a flight from Milwaukee to Costa Rica?
Currently, February is the cheapest month in which you can book a flight from Milwaukee to Costa Rica (average of $193). Flying from Milwaukee to Costa Rica in October is currently the most expensive (average of $592). 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 May 5, 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.
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Food
7.0
Entertainment
7.5
Overall
7.9
Comfort
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
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
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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 May 5, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top 4 airlines flying from Milwaukee to Costa Rica
Discover the top 4 airlines that operate flights from Milwaukee to Costa Rica. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated May 5, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$206 | Average$640 | FlexibilityNo cancel fee | On-time69% | |
| Cheapest$318 | Average$720 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$386 | Average$662 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% |