$196+ Cheap flights from Milwaukee (MKE) to San José (SJO)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 4/20. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Dec 12 — Dec 191
Round-trip
1 adult, Economy
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Find cheap flights from Milwaukee to San José with Cheapflights
1. Tell us where you want to go
Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 San José
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One-way
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 November 12, 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 November 12, 2026.
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/293:19 pm -
1 stop6h 56m
Wed 12/27:00 am -
1 stop10h 38m
Deal found 11/9![Delta logo]()
$708
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop13h 57m
Fri 12/186:22 am -
1 stop17h 37m
Deal found 11/9![American Airlines logo]()
$719
This Delta deal was found by Cheapflights users on 11/9. 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 11/275:20 am -
1 stop16h 55m
Tue 12/87:00 am -
1 stop16h 59m
Deal found 11/9![Delta logo]()
$727
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:42 pm -
1 stop9h 33m
Sun 12/207:00 am -
1 stop13h 48m
Deal found 11/9![Delta logo]()
$733
This Delta deal was found by Cheapflights users on 11/9. 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 11/277:00 am -
1 stop15h 15m
Sun 12/207:00 am -
1 stop13h 48m
Deal found 11/9![Delta logo]()
$752
This Delta deal was found by Cheapflights users on 11/9. 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 11/3010:20 am -
1 stop11h 55m
Wed 12/167:00 am -
1 stop13h 57m
Deal found 11/9![Delta logo]()
$757
This Delta deal was found by Cheapflights users on 11/10. 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 11/1012:42 pm -
1 stop9h 33m
Thu 11/197:00 am -
1 stop10h 36m
Deal found 11/10![Delta logo]()
$767
This American Airlines deal was found by Cheapflights users on 11/9. 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 11/286:45 am -
2 stops14h 12m
Sat 12/56:07 am -
2 stops16h 02m
Deal found 11/9![American Airlines logo]()
$772
This Delta deal was found by Cheapflights users on 11/9. 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 12/13:12 pm -
1 stop7h 05m
Sat 12/57:00 am -
1 stop8h 01m
Deal found 11/9![Delta logo]()
$779
This Delta deal was found by Cheapflights users on 11/9. 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 11/3010:20 am -
1 stop11h 55m
Sat 12/193:55 pm -
1 stop8h 04m
Deal found 11/9![Delta logo]()
$782
This United Airlines deal was found by Cheapflights users on 11/10. 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 12/89:15 am -
2 stops11h 24m
Tue 12/1511:28 pm -
2 stops12h 00m
Deal found 11/10![United Airlines logo]()
$797
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 November 12, 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 November 12, 2026.
This Southwest deal was found by Cheapflights users on 11/12. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 2/185:00 am -
1 stop7h 50m
Thu 2/251:50 pm -
1 stop9h 45m
Deal found 11/12![Southwest logo]()
$624
This Copa Airlines deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/217:39 am -
2 stops24h 38m
Sat 1/305:52 pm -
2 stops22h 54m
Deal found 11/7![Copa Airlines logo]()
$675
This Delta deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/2112:08 pm -
1 stop9h 41m
Sat 1/303:55 pm -
1 stop8h 04m
Deal found 11/7![Delta logo]()
$693
This United Airlines deal was found by Cheapflights users on 11/10. 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 2/245:00 am -
1 stop7h 15m
Sat 3/137:30 am -
1 stop13h 53m
Deal found 11/10![United Airlines logo]()
$781
This Southwest deal was found by Cheapflights users on 11/11. 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.
Fri 2/56:10 pm -
2 stops17h 55m
Wed 2/101:50 pm -
1 stop8h 15m
Deal found 11/11![Southwest logo]()
$628
This Delta deal was found by Cheapflights users on 11/12. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/47:00 am -
1 stop14h 49m
Fri 2/57:00 am -
1 stop16h 59m
Deal found 11/12![Delta logo]()
$708
This Southwest deal was found by Cheapflights users on 11/11. 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.
Tue 2/26:35 pm -
2 stops19h 10m
Wed 4/289:00 am -
2 stops11h 05m
Deal found 11/11![Southwest logo]()
$682
This United Airlines deal was found by Cheapflights users on 11/12. 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.
Thu 12/37:17 pm -
2 stops25h 22m
Tue 12/811:28 pm -
1 stop10h 46m
Deal found 11/12![United Airlines logo]()
$808
This Southwest deal was found by Cheapflights users on 11/7. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 1/216:35 pm -
2 stops19h 10m
Sat 1/301:05 pm -
1 stop8h 45m
Deal found 11/7![Southwest logo]()
$706
This Delta deal was found by Cheapflights users on 11/9. 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 11/3010:20 am -
1 stop11h 55m
Sat 12/193:55 pm -
1 stop8h 04m
Deal found 11/9![Delta logo]()
$782
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated November 12, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated November 12, 2026 and is based on user searches.
This Delta deal was found by Cheapflights users on 11/9. 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 11/275:20 am -
1 stop16h 55m
Tue 12/87:00 am -
1 stop16h 59m
Deal found 11/9![Delta logo]()
$727
This Delta deal was found by Cheapflights users on 11/9. 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 11/277:00 am -
1 stop15h 15m
Sun 12/207:00 am -
1 stop13h 48m
Deal found 11/9![Delta logo]()
$752
This United Airlines deal was found by Cheapflights users on 11/9. 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 11/286:48 am -
2 stops13h 51m
Sat 12/52:25 pm -
1 stop8h 27m
Deal found 11/9![United Airlines logo]()
$767
This American Airlines deal was found by Cheapflights users on 11/9. 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 11/286:45 am -
2 stops14h 12m
Sat 12/56:07 am -
2 stops16h 02m
Deal found 11/9![American Airlines logo]()
$772
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/293:19 pm -
1 stop6h 56m
Wed 12/27:00 am -
1 stop10h 38m
Deal found 11/9![Delta logo]()
$708
This Delta deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/2912:42 pm -
1 stop9h 33m
Sun 12/207:00 am -
1 stop13h 48m
Deal found 11/9![Delta logo]()
$733
This American Airlines deal was found by Cheapflights users on 11/9. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/307:00 am -
1 stop13h 57m
Fri 12/186:22 am -
1 stop17h 37m
Deal found 11/9![American Airlines logo]()
$719
This Delta deal was found by Cheapflights users on 11/9. 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 11/3010:20 am -
1 stop11h 55m
Wed 12/167:00 am -
1 stop13h 57m
Deal found 11/9![Delta logo]()
$757
This Delta deal was found by Cheapflights users on 11/9. 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 11/3010:20 am -
1 stop11h 55m
Mon 12/217:00 am -
1 stop16h 59m
Deal found 11/9![Delta logo]()
$782
This Delta deal was found by Cheapflights users on 11/9. 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 12/13:12 pm -
1 stop7h 05m
Sat 12/57:00 am -
1 stop8h 01m
Deal found 11/9![Delta logo]()
$779
This United Airlines deal was found by Cheapflights users on 11/10. 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 12/89:15 am -
2 stops11h 24m
Tue 12/1511:28 pm -
2 stops12h 00m
Deal found 11/10![United Airlines logo]()
$797
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 November 12, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated November 12, 2026.
This American Airlines deal was found by Cheapflights users on 11/11. 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 4/206:41 pm -
1 stop17h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/11![American Airlines logo]()
$196
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:10 pm -
1 stop17h 32m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![United Airlines logo]()
$320
This Copa Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/179:33 am -
2 stops28h 18m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Copa Airlines logo]()
$353
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/176:00 am -
1 stop13h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![United Airlines logo]()
$362
This Southwest deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/17:20 pm -
2 stops17h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Southwest logo]()
$383
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 11/217:03 pm -
1 stop17h 39m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![United Airlines logo]()
$411
This United Airlines deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/223:33 pm -
2 stops21h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![United Airlines logo]()
$427
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/226:30 pm -
3 stops38h 25m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$530
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 12/112:53 pm -
3 stops33h 16m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Aeromexico logo]()
$539
This Kiwi.com deal was found by Cheapflights users on 11/8. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/1710:20 am -
3 stops27h 31m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/8![Multiple Airlines logo]()
$590
This Kiwi.com deal was found by Cheapflights users on 11/11. 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 4/205:00 pm -
3 stops44h 05m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 11/11![Multiple Airlines logo]()
$609
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 November 12, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $439 (American Airlines) |
One-way from | $196 (American Airlines) |
Popular in | December |
Cheapest in | September |
Average price | $659 |
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 7,457,451 searches. Data last updated November 12, 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
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 4/20
5:06 am-7:07 pm
2 stops15h 01m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$196
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/1
7:10 pm-12:42 pm
1 stop17h 32m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$320
Quickest round-trip
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 11/17
6:00 am-7:53 pm
1 stop13h 53m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$362
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 12/1
7:20 pm-12:20 pm
2 stops17h 00m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$383
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Sat 11/21
7:03 pm-12:42 pm
1 stop17h 39m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$411
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 4/20
5:00 pm-12:05 pm
3 stops44h 05m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$609
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 2/18
5:00 am-12:50 pm
1 stop7h 50m
San José Juan Santamaria Intl
Thu 2/25
1:50 pm-11:35 pm
1 stop9h 45m
$624
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Fri 2/5
6:10 pm-12:05 pm
2 stops17h 55m
San José Juan Santamaria Intl
Wed 2/10
1:50 pm-10:05 pm
1 stop8h 15m
$628
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Tue 4/20
5:00 pm-10:57 pm
2 stops30h 57m
San José Juan Santamaria Intl
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$629
MilwaukeeSan José
MKE Milwaukee-Mitchell - SJO San José Juan Santamaria Intl
MKESJO
Milwaukee-Mitchell
Thu 1/21
7:39 am-8:17 am
2 stops24h 38m
San José Juan Santamaria Intl
Sat 1/30
5:52 pm-4:46 pm
2 stops22h 54m
$675
Showing 1-10 of 17 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 November.
| 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 Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy- | Trust Score*1 star |
- Most accurate provider: When it comes to deals on Milwaukee-San José flights, users find the pricing of Ovago to be most consistent on Cheapflights vs. Ovago Users can find the same prices on Milwaukee-San José flight deals on Cheapflights vs. Ovago >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 Ovago the most. Ovago 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?
The best time to book flights from Milwaukee to San José is 40 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 $384). Flying from Milwaukee to San José in December is currently the most expensive (average of $910). 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?
Airfare is below average for this route at the moment.
Milwaukee to San José flights typically cost between $639 and $793 in February.The cheapest round-trip price found within the last 5 days was $439 on American Airlines (Feb 9-Feb 18).
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 November 12, 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.
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
Boarding
8.1
Overall
8.0
Comfort
8.0
Entertainment
7.5
Crew
8.6
Food
7.0
Reviews
1 / 20
8.0
ExcellentPatricia,Oct 2026
DAL - TPA
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
Heredia
Dominical
Manuel Antonio
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Milwaukee and San José flights
Browse other Milwaukee and San José flight options. Last updated on November 12, 2026.
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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 7,457,451 searches. Data last updated November 12, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$393 | Average$662 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$433 | Average$646 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$520 | Average$769 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$522 | Average$720 | FlexibilityNo cancel fee | On-time69% |