$212+ Cheap flights from Milwaukee (MKE) to San José (SJO)
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
May 16 — May 231
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to San José with Cheapflights
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Cheapest flights from Milwaukee to San JoséExplore the most affordable flight options available from Milwaukee to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 16, 2026.
Explore the most affordable flight options available from Milwaukee to San José. Find the lowest fares from popular airlines and budget airlines, with prices last updated on April 16, 2026.
This Expedia deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Expedia is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/308:43 am
MKE
- SJO
1 stop24h 37m
Frontier
Sat 9/59:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/13![Frontier logo]()
$404
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$420
This FlightHub deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 6/78:46 am
MKE
- SJO
1 stop24h 33m
Frontier
Sat 6/139:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/15![Frontier logo]()
$428
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/248:46 am
MKE
- SJO
2 stops27h 59m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Wed 6/37:07 am
SJO
- MKE
1 stop23h 54m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/218:46 am
MKE
- SJO
2 stops27h 59m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Sat 5/307:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$462
This Justfly.com deal was found by Cheapflights users on 4/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Justfly.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 6/612:29 pm
MKE
- SJO
2 stops20h 50m
Frontier
Sat 6/139:35 am
SJO
- MKE
1 stop21h 23m
Frontier
Deal found 4/16![Frontier logo]()
$464
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- SJO
1 stop27h 57m
Multiple Airlines
Sat 5/307:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$465
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/265:55 am
MKE
- SJO
1 stop7h 01m
Delta
Fri 9/41:21 pm
SJO
- MKE
1 stop9h 04m
Delta
Deal found 4/13![Delta logo]()
$466
This FlightHub deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:09 pm
MKE
- SJO
2 stops21h 10m
Frontier
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Frontier
Deal found 4/11![Frontier logo]()
$468
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:55 am
MKE
- SJO
2 stops14h 42m
United Airlines
Tue 5/121:25 pm
SJO
- MKE
1 stop8h 34m
United Airlines
Deal found 4/12![United Airlines logo]()
$471
Best flights from Milwaukee to San JoséDiscover carefully curated flight deals from Milwaukee to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 16, 2026.
Discover carefully curated flight deals from Milwaukee to San José that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated April 16, 2026.
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/241:25 pm
SJO
- MKE
1 stop9h 00m
Delta
Deal found 4/15![Delta logo]()
$466
This Southwest deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 9/205:55 am
MKE
- SJO
1 stop13h 45m
Southwest
Mon 9/289:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 4/11![Southwest logo]()
$548
This American Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/147:08 am
MKE
- SJO
1 stop15h 28m
American Airlines
Thu 5/212:09 pm
SJO
- MKE
1 stop8h 25m
American Airlines
Deal found 4/11![American Airlines logo]()
$560
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/266:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Wed 9/91:25 pm
SJO
- MKE
2 stops19h 35m
United Airlines
Deal found 4/13![United Airlines logo]()
$631
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/295:55 am
MKE
- SJO
1 stop7h 01m
Delta
Thu 9/31:21 pm
SJO
- MKE
1 stop9h 04m
Delta
Deal found 4/13![Delta logo]()
$544
This Southwest deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/175:35 am
MKE
- SJO
1 stop8h 10m
Southwest
Mon 8/319:00 am
SJO
- MKE
1 stop10h 45m
Southwest
Deal found 4/14![Southwest logo]()
$571
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/115:55 am
MKE
- SJO
1 stop7h 01m
Delta
Mon 8/171:21 pm
SJO
- MKE
1 stop9h 04m
Delta
Deal found 4/15![Delta logo]()
$554
This American Airlines deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 7/76:00 am
MKE
- SJO
2 stops13h 33m
American Airlines
Mon 7/132:12 pm
SJO
- MKE
2 stops16h 27m
American Airlines
Deal found 4/11![American Airlines logo]()
$628
This United Airlines deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/275:05 am
MKE
- SJO
2 stops15h 32m
United Airlines
Thu 9/31:25 pm
SJO
- MKE
2 stops26h 21m
United Airlines
Deal found 4/13![United Airlines logo]()
$638
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/105:55 am
MKE
- SJO
1 stop7h 01m
Delta
Tue 8/181:21 pm
SJO
- MKE
1 stop9h 04m
Delta
Deal found 4/15![Delta logo]()
$592
This Delta deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 7/215:40 am
MKE
- SJO
1 stop7h 11m
Delta
Tue 7/281:16 pm
SJO
- MKE
1 stop9h 40m
Delta
Deal found 4/15![Delta logo]()
$598
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated April 16, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated April 16, 2026 and is based on user searches.
This Kiwi.com deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 5/412:21 pm
MKE
- SJO
1 stop27h 57m
Multiple Airlines
Sat 5/307:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/12![Multiple Airlines logo]()
$465
This United Airlines deal was found by Cheapflights users on 4/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:55 am
MKE
- SJO
2 stops14h 42m
United Airlines
Tue 5/121:25 pm
SJO
- MKE
1 stop8h 34m
United Airlines
Deal found 4/12![United Airlines logo]()
$471
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 5/55:29 pm
MKE
- SJO
1 stop18h 56m
American Airlines
Tue 5/1212:35 pm
SJO
- MKE
1 stop8h 22m
American Airlines
Deal found 4/14![American Airlines logo]()
$475
This American Airlines deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/611:49 am
MKE
- SJO
1 stop10h 47m
American Airlines
Wed 5/1311:35 pm
SJO
- MKE
1 stop16h 26m
American Airlines
Deal found 4/14![American Airlines logo]()
$466
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/1812:09 pm
MKE
- SJO
2 stops28h 09m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$478
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$420
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Wed 6/37:07 am
SJO
- MKE
1 stop23h 54m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$457
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/199:56 am
MKE
- SJO
1 stop30h 22m
Multiple Airlines
Sat 5/307:00 am
SJO
- MKE
1 stop24h 01m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$462
This FlightHub deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 5/2012:09 pm
MKE
- SJO
2 stops21h 10m
Frontier
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Frontier
Deal found 4/11![Frontier logo]()
$468
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/218:46 am
MKE
- SJO
2 stops27h 59m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$458
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/248:46 am
MKE
- SJO
2 stops27h 59m
Multiple Airlines
Mon 6/19:35 am
SJO
- MKE
1 stop21h 26m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$436
This Kiwi.com deal was found by Cheapflights users on 4/11. Clicking the “Pick Dates” 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 5/248:46 am
MKE
- SJO
2 stops27h 59m
Multiple Airlines
Wed 6/37:07 am
SJO
- MKE
1 stop23h 54m
Multiple Airlines
Deal found 4/11![Multiple Airlines logo]()
$473
One-way flights from Milwaukee to San JoséSearch for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated April 16, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated April 16, 2026.
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:55 am
MKE
- SJO
1 stop7h 01m
Delta
Deal found 4/13![Delta logo]()
$212
This Delta deal was found by Cheapflights users on 4/13. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/15:23 am
MKE
- SJO
1 stop7h 29m
Delta
Deal found 4/13![Delta logo]()
$278
This Southwest deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/225:50 am
MKE
- SJO
2 stops14h 10m
Southwest
Deal found 4/15![Southwest logo]()
$298
This FlightHub deal was found by Cheapflights users on 4/14. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure FlightHub is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/307:00 pm
MKE
- SJO
3 stops38h 30m
Avianca
Deal found 4/14![Avianca logo]()
$344
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 4/287:00 am
MKE
- SJO
3 stops33h 55m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$649
This Kiwi.com deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 4/227:00 am
MKE
- SJO
3 stops39h 56m
Multiple Airlines
Deal found 4/15![Multiple Airlines logo]()
$672
This United Airlines deal was found by Cheapflights users on 4/15. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 6/110:38 am
MKE
- SJO
3 stops13h 01m
United Airlines
Deal found 4/15![United Airlines logo]()
$1,643
Find flight deals from Milwaukee to San José
Discover tips and strategies to find the most affordable flight options for your journey from Milwaukee (MKE) to San José (SJO). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated April 16, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $420 (Kiwi.com) |
One-way from | $212 (Delta) |
Popular in | December |
Cheapest in | September |
Average price | $642 |
Cheapflights Fare Finder
Customize your flight search to find flights from Milwaukee to San José 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 April 16, 2026.
Use the filters below to find and compare flights from Milwaukee to San José that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Thu 9/24
1:25 pm-11:25 pm
1 stop9h 00m
$466
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 8/29
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Thu 9/3
1:21 pm-11:25 pm
1 stop9h 04m
$544
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 9/20
5:55 am-6:40 pm
1 stop13h 45m
San José Juan Santamaria Intl
Mon 9/28
9:00 am-8:45 pm
1 stop10h 45m
$548
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 8/11
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Mon 8/17
1:21 pm-11:25 pm
1 stop9h 04m
$554
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Thu 5/14
7:08 am-9:36 pm
1 stop15h 28m
San José Juan Santamaria Intl
Thu 5/21
2:09 pm-11:34 pm
1 stop8h 25m
$560
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 8/17
5:35 am-12:45 pm
1 stop8h 10m
San José Juan Santamaria Intl
Mon 8/31
9:00 am-8:45 pm
1 stop10h 45m
$571
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 8/10
5:55 am-11:56 am
1 stop7h 01m
San José Juan Santamaria Intl
Tue 8/18
1:21 pm-11:25 pm
1 stop9h 04m
$592
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/21
5:40 am-11:51 am
1 stop7h 11m
San José Juan Santamaria Intl
Tue 7/28
1:16 pm-11:56 pm
1 stop9h 40m
$598
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 7/7
6:00 am-6:33 pm
2 stops13h 33m
San José Juan Santamaria Intl
Mon 7/13
2:12 pm-7:39 am
2 stops16h 27m
$628
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 8/26
6:00 am-7:37 pm
2 stops14h 37m
San José Juan Santamaria Intl
Wed 9/9
1:25 pm-10:00 am
2 stops19h 35m
$631
Showing 1-10 of 16 resultsSorted by cheapest first
Compare providers for flights from Milwaukee to San José
Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from Milwaukee to San José in April.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*3 stars | |
| Price Accuracy2 stars | Trust Score*2 stars |
- Most accurate provider: When it comes to deals on Milwaukee-San José flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from Milwaukee-San José flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on Milwaukee-San José flights, Cheapflights users trust FlightHub the most. FlightHub has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for Milwaukee-San José flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.
Best time to book a flight from Milwaukee to San José
Have a flexible travel schedule? Discover the best time to fly to San José from Milwaukee with our price prediction graph.
MKE-SJO
Estimated round-trip price
Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.
Cheapflights Insights
Everything you need to know about your flight from Milwaukee to San José
How far ahead should I book a flight from Milwaukee to San José?
Use this chart to determine the optimal time to book a round-trip flight from Milwaukee to San José. Price data was last updated on April 10, 2026.
The best time to book flights from Milwaukee to San José is 41 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 San José?
Currently, September is the cheapest month in which you can book a flight from Milwaukee to San José (average of $437). Flying from Milwaukee to San José in December is currently the most expensive (average of $949). 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 much does it cost to fly round-trip from Milwaukee to San José?
Reviews of airlines servicing San José
Get insights into the airlines that provide service to San José. 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 San José. Reviews last updated April 16, 2026.
Read through reviews of airlines operating flights from Milwaukee to San José, such as Southwest,Delta, andUnited Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
Reviews
1 / 20
2.0
MediocreDominic,Mar 2026
MCO - SMF
Comfort
8.0
Entertainment
7.5
Boarding
8.1
Food
7.0
Crew
8.6
Overall
8.0
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 San José. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.
Traveling to a place near San José?
Book flights to San José if you plan to visit one of these locationsAlajuela
Monteverde
Jacó
Heredia
Dominical
Manuel Antonio
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Milwaukee and San José flights
Browse other Milwaukee and San José flight options. Last updated on April 16, 2026.
Other flights from Milwaukee
Browse through other flights departing from Milwaukee. Flights are based on user searches made on Cheapflights and were last updated on April 16, 2026.
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Other flights to San José
Explore flights to San José departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on April 16, 2026.
Top 4 airlines flying from Milwaukee to San José
Discover the top 4 airlines that operate flights from Milwaukee to San José. 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 April 16, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$323 | Average$639 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$393 | Average$607 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$475 | Average$708 | FlexibilityNo cancel fee | On-time69% |