$190+ 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 9/30. Fares are subject to change and may not be available on all flights or dates of travel.
MKE — SJO
Aug 28 — Sep 41
Round-trip
1 adult, Economy
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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 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 July 29, 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 July 29, 2026.
This American Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 9/138:14 pm
MKE
- SJO
2 stops18h 43m
American Airlines
Wed 9/162:57 pm
SJO
- MKE
2 stops20h 51m
American Airlines
Deal found 7/27![American Airlines logo]()
$427
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/910:30 am
MKE
- SJO
2 stops10h 07m
United Airlines
Thu 9/247:55 am
SJO
- MKE
1 stop13h 50m
United Airlines
Deal found 7/27![United Airlines logo]()
$462
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/175:30 am
MKE
- SJO
1 stop7h 35m
Delta
Wed 11/182:30 pm
SJO
- MKE
1 stop9h 24m
Delta
Deal found 7/26![Delta logo]()
$510
This American Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/86:28 am
MKE
- SJO
2 stops14h 24m
American Airlines
Tue 9/152:57 pm
SJO
- MKE
2 stops19h 10m
American Airlines
Deal found 7/29![American Airlines logo]()
$511
This Southwest deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/95:10 am
MKE
- SJO
1 stop8h 05m
Southwest
Tue 11/243:20 pm
SJO
- MKE
1 stop8h 55m
Southwest
Deal found 7/26![Southwest logo]()
$512
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/96:19 pm
MKE
- SJO
2 stops18h 46m
American Airlines
Mon 11/2312:30 am
SJO
- MKE
1 stop10h 59m
American Airlines
Deal found 7/26![American Airlines logo]()
$515
This Delta deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/26![Delta logo]()
$516
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/106:00 am
MKE
- SJO
2 stops14h 37m
United Airlines
Fri 9/251:25 pm
SJO
- MKE
1 stop8h 20m
United Airlines
Deal found 7/27![United Airlines logo]()
$517
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/107:01 am
MKE
- SJO
1 stop7h 56m
American Airlines
Thu 9/171:00 pm
SJO
- MKE
2 stops21h 07m
American Airlines
Deal found 7/26![American Airlines logo]()
$521
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/98:14 pm
MKE
- SJO
2 stops18h 43m
American Airlines
Thu 9/241:00 pm
SJO
- MKE
1 stop21h 27m
American Airlines
Deal found 7/25![American Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Wed 9/21:03 pm
SJO
- MKE
1 stop8h 54m
American Airlines
Deal found 7/26![American Airlines logo]()
$531
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 July 29, 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 July 29, 2026.
This Delta deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/95:30 am
MKE
- SJO
1 stop7h 24m
Delta
Thu 9/241:19 pm
SJO
- MKE
1 stop9h 29m
Delta
Deal found 7/24![Delta logo]()
$516
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:48 pm
MKE
- SJO
2 stops20h 04m
American Airlines
Tue 9/11:03 pm
SJO
- MKE
2 stops22h 44m
American Airlines
Deal found 7/24![American Airlines logo]()
$642
This United Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 11/12:23 pm
MKE
- SJO
2 stops21h 02m
United Airlines
Thu 11/58:45 am
SJO
- MKE
2 stops13h 30m
United Airlines
Deal found 7/24![United Airlines logo]()
$645
This Southwest deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 12/97:20 pm
MKE
- SJO
2 stops17h 00m
Southwest
Sun 12/131:20 pm
SJO
- MKE
2 stops10h 35m
Southwest
Deal found 7/27![Southwest logo]()
$658
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/255:55 am
MKE
- SJO
1 stop6h 50m
Delta
Sat 2/68:25 am
SJO
- MKE
2 stops24h 57m
Delta
Deal found 7/25![Delta logo]()
$636
This United Airlines deal was found by Cheapflights users on 7/29. 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 1/106:00 am
MKE
- SJO
2 stops14h 39m
United Airlines
Sat 1/161:15 am
SJO
- MKE
2 stops10h 19m
United Airlines
Deal found 7/29![United Airlines logo]()
$685
This United Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 1/197:00 pm
MKE
- SJO
1 stop17h 35m
United Airlines
Mon 1/252:05 pm
SJO
- MKE
1 stop8h 34m
United Airlines
Deal found 7/25![United Airlines logo]()
$690
This Delta deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:30 am
MKE
- SJO
1 stop7h 24m
Delta
Sat 9/191:19 pm
SJO
- MKE
1 stop18h 47m
Delta
Deal found 7/25![Delta logo]()
$861
This United Airlines deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/117:05 pm
MKE
- SJO
1 stop17h 33m
United Airlines
Thu 8/201:25 pm
SJO
- MKE
2 stops30h 35m
United Airlines
Deal found 7/27![United Airlines logo]()
$916
This Delta deal was found by Cheapflights users on 7/28. 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 8/86:00 am
MKE
- SJO
1 stop6h 49m
Delta
Wed 8/191:14 pm
SJO
- MKE
1 stop9h 39m
Delta
Deal found 7/28![Delta logo]()
$924
Last-minute flights from Milwaukee to San JoséDiscover last-minute flight deals from Milwaukee to San José. Data last updated July 29, 2026 and is based on user searches.
Discover last-minute flight deals from Milwaukee to San José. Data last updated July 29, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 7/24. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 8/126:48 pm
MKE
- SJO
2 stops20h 04m
American Airlines
Tue 9/11:03 pm
SJO
- MKE
2 stops22h 44m
American Airlines
Deal found 7/24![American Airlines logo]()
$642
This Avianca deal was found by Cheapflights users on 7/29. 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 Avianca is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/1811:48 am
MKE
- SJO
2 stops12h 52m
Multiple Airlines
Fri 8/285:05 am
SJO
- MKE
2 stops11h 04m
Multiple Airlines
Deal found 7/29![Multiple Airlines logo]()
$757
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/195:17 pm
MKE
- SJO
2 stops20h 04m
United Airlines
Wed 8/261:25 pm
SJO
- MKE
2 stops24h 08m
United Airlines
Deal found 7/29![United Airlines logo]()
$678
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/1910:43 am
MKE
- SJO
1 stop9h 54m
United Airlines
Thu 8/271:25 pm
SJO
- MKE
1 stop26h 44m
United Airlines
Deal found 7/29![United Airlines logo]()
$688
This United Airlines deal was found by Cheapflights users on 7/29. 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 8/196:15 am
MKE
- SJO
2 stops14h 22m
United Airlines
Tue 8/251:25 pm
SJO
- MKE
2 stops16h 42m
United Airlines
Deal found 7/29![United Airlines logo]()
$753
This Copa Airlines deal was found by Cheapflights users on 7/28. 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.
Fri 8/2110:19 am
MKE
- SJO
2 stops23h 45m
Copa Airlines
Mon 8/244:08 am
SJO
- MKE
2 stops25h 59m
Copa Airlines
Deal found 7/28![Copa Airlines logo]()
$733
This American Airlines deal was found by Cheapflights users on 7/25. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/227:00 pm
MKE
- SJO
2 stops19h 52m
American Airlines
Sat 8/291:03 pm
SJO
- MKE
1 stop8h 54m
American Airlines
Deal found 7/25![American Airlines logo]()
$633
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/257:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Wed 9/21:03 pm
SJO
- MKE
1 stop8h 54m
American Airlines
Deal found 7/26![American Airlines logo]()
$531
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 July 29, 2026.
Search for one-way flight options from Milwaukee to San José. Find affordable one-way fares based on user searches. Data last updated July 29, 2026.
This Delta deal was found by Cheapflights users on 7/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/305:30 am
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/28![Delta logo]()
$190
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/306:48 pm
MKE
- SJO
2 stops20h 04m
American Airlines
Deal found 7/26![American Airlines logo]()
$195
This United Airlines deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/306:32 pm
MKE
- SJO
2 stops26h 05m
United Airlines
Deal found 7/29![United Airlines logo]()
$255
This Delta deal was found by Cheapflights users on 7/29. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:30 am
MKE
- SJO
1 stop7h 24m
Delta
Deal found 7/29![Delta logo]()
$274
This American Airlines deal was found by Cheapflights users on 7/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/85:01 am
MKE
- SJO
2 stops9h 51m
American Airlines
Deal found 7/26![American Airlines logo]()
$284
This United Airlines deal was found by Cheapflights users on 7/28. 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 8/46:14 am
MKE
- SJO
1 stop15h 05m
United Airlines
Deal found 7/28![United Airlines logo]()
$322
This Kiwi.com deal was found by Cheapflights users on 7/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/110:10 am
MKE
- SJO
3 stops46h 45m
Multiple Airlines
Deal found 7/27![Multiple Airlines logo]()
$330
This Kiwi.com deal was found by Cheapflights users on 7/28. 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 9/1710:10 am
MKE
- SJO
3 stops23h 54m
Multiple Airlines
Deal found 7/28![Multiple Airlines logo]()
$365
This United Airlines deal was found by Cheapflights users on 7/28. 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 8/37:50 am
MKE
- SJO
2 stops12h 47m
United Airlines
Deal found 7/28![United Airlines logo]()
$368
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 July 29, 2026.
Most accurate provider | Ovago 3 stars |
|---|---|
Most trusted provider | Ovago 3 stars |
Round-trip from | $427 (American Airlines) |
One-way from | $190 (Delta) |
Popular in | December |
Cheapest in | May |
Average price | $681 |
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 July 29, 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 - SJO
MKESJO
Milwaukee-Mitchell
Wed 9/9
5:30 am-11:54 am
1 stop7h 24m
San José Juan Santamaria Intl
Thu 9/24
1:19 pm-11:48 pm
1 stop9h 29m
$516
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Mon 1/25
5:55 am-12:45 pm
1 stop6h 50m
San José Juan Santamaria Intl
Sat 2/6
8:25 am-9:22 am
2 stops24h 57m
$636
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 8/12
6:48 pm-1:52 pm
2 stops20h 04m
San José Juan Santamaria Intl
Tue 9/1
1:03 pm-12:47 pm
2 stops22h 44m
$642
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 11/1
2:23 pm-11:25 am
2 stops21h 02m
San José Juan Santamaria Intl
Thu 11/5
8:45 am-10:15 pm
2 stops13h 30m
$645
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Wed 12/9
7:20 pm-12:20 pm
2 stops17h 00m
San José Juan Santamaria Intl
Sun 12/13
1:20 pm-11:55 pm
2 stops10h 35m
$658
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sun 1/10
6:00 am-8:39 pm
2 stops14h 39m
San José Juan Santamaria Intl
Sat 1/16
1:15 am-11:34 am
2 stops10h 19m
$685
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 1/19
7:00 pm-12:35 pm
1 stop17h 35m
San José Juan Santamaria Intl
Mon 1/25
2:05 pm-10:39 pm
1 stop8h 34m
$690
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 9/8
5:30 am-11:54 am
1 stop7h 24m
San José Juan Santamaria Intl
Sat 9/19
1:19 pm-9:06 am
1 stop18h 47m
$861
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Tue 8/11
7:05 pm-11:38 am
1 stop17h 33m
San José Juan Santamaria Intl
Thu 8/20
1:25 pm-9:00 pm
2 stops30h 35m
$916
Quickest round-trip
MilwaukeeSan José
MKE - SJO
MKESJO
Milwaukee-Mitchell
Sat 8/8
6:00 am-11:49 am
1 stop6h 49m
San José Juan Santamaria Intl
Wed 8/19
1:14 pm-11:53 pm
1 stop9h 39m
$924
Showing 1-10 of 13 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 July.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars | |
| Price Accuracy3 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, May is the cheapest month in which you can book a flight from Milwaukee to San José (average of $561). 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 $567 and $786 in September.The cheapest round-trip price found within the last 5 days was $427 on American Airlines (Sep 13-Sep 16).
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 July 29, 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
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Comfort
8.0
Entertainment
7.5
Food
7.0
Overall
8.0
Crew
8.6
Boarding
8.1
Reviews
1 / 20
8.0
ExcellentLibby,Jun 2026
TUS - LAS
Related info for your journey
Find useful and relevant information for your journey from Milwaukee to 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
Jacó
Heredia
Dominical
Manuel Antonio
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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 2,558,603 searches. Data last updated July 29, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$385 | Average$656 | FlexibilityNo cancel fee | On-timeN/A | |
| Cheapest$402 | Average$646 | FlexibilityNo cancel fee | On-time71% | |
| Cheapest$426 | Average$707 | FlexibilityNo cancel fee | On-time63% | |
| Cheapest$505 | Average$710 | FlexibilityNo cancel fee | On-time69% |