$245+ Cheap flights from San José (SJO) to Milwaukee (MKE)
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 9/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Aug 31 — Sep 71
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 San José to MilwaukeeExplore the most affordable flight options available from San José to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
Explore the most affordable flight options available from San José to Milwaukee. Find the lowest fares from popular airlines and budget airlines, with prices last updated on August 1, 2026.
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.
Thu 9/177:55 am
SJO
- MKE
2 stops25h 05m
United Airlines
Tue 9/296:32 pm
MKE
- SJO
2 stops26h 05m
United Airlines
Deal found 7/29![United Airlines logo]()
$413
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.
Thu 9/171:00 pm
SJO
- MKE
1 stop26h 53m
American Airlines
Tue 9/295:53 pm
MKE
- SJO
2 stops20h 06m
American Airlines
Deal found 7/29![American Airlines logo]()
$435
This Southwest 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 9/179:00 am
SJO
- MKE
1 stop10h 50m
Southwest
Tue 9/296:05 am
MKE
- SJO
1 stop7h 40m
Southwest
Deal found 7/29![Southwest logo]()
$468
This Faresmojo deal was found by Cheapflights users on 7/30. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm
SJO
- MKE
1 stop9h 39m
JetBlue
Mon 8/315:34 am
MKE
- SJO
1 stop7h 15m
JetBlue
Deal found 7/30![JetBlue logo]()
$472
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 9/231:25 pm
SJO
- MKE
2 stops27h 14m
United Airlines
Sun 9/276:32 pm
MKE
- SJO
2 stops18h 49m
United Airlines
Deal found 7/29![United Airlines logo]()
$473
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.
Fri 10/212:44 pm
SJO
- MKE
1 stop28h 10m
United Airlines
Sun 10/46:32 pm
MKE
- SJO
2 stops18h 49m
United Airlines
Deal found 7/28![United Airlines logo]()
$506
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2412:34 am
SJO
- MKE
1 stop21h 20m
American Airlines
Mon 1/183:49 pm
MKE
- SJO
1 stop20h 49m
American Airlines
Deal found 7/28![American Airlines logo]()
$509
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.
Thu 10/221:00 pm
SJO
- MKE
1 stop21h 31m
American Airlines
Sun 11/17:24 pm
MKE
- SJO
2 stops17h 37m
American Airlines
Deal found 7/29![American Airlines logo]()
$513
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.
Fri 10/29:00 am
SJO
- MKE
1 stop7h 50m
Southwest
Sun 10/47:55 am
MKE
- SJO
2 stops12h 45m
Southwest
Deal found 7/27![Southwest logo]()
$519
Best flights from San José to MilwaukeeDiscover carefully curated flight deals from San José to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
Discover carefully curated flight deals from San José to Milwaukee that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated August 1, 2026.
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.
Thu 9/177:55 am
SJO
- MKE
2 stops25h 05m
United Airlines
Tue 9/296:32 pm
MKE
- SJO
2 stops26h 05m
United Airlines
Deal found 7/29![United Airlines logo]()
$413
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.
Fri 10/29:00 am
SJO
- MKE
2 stops12h 30m
Southwest
Sun 10/47:55 am
MKE
- SJO
2 stops12h 45m
Southwest
Deal found 7/27![Southwest logo]()
$519
This Copa Airlines deal was found by Cheapflights users on 7/31. 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.
Sun 8/238:12 am
SJO
- MKE
2 stops21h 55m
Copa Airlines
Mon 8/3110:19 am
MKE
- SJO
2 stops25h 39m
Copa Airlines
Deal found 7/31![Copa Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 7/30. 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.
Wed 9/231:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Sun 9/276:32 pm
MKE
- SJO
2 stops18h 49m
United Airlines
Deal found 7/30![United Airlines logo]()
$473
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.
Fri 10/212:44 pm
SJO
- MKE
1 stop28h 10m
United Airlines
Sun 10/46:32 pm
MKE
- SJO
2 stops18h 49m
United Airlines
Deal found 7/28![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 7/30. 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 11/911:28 pm
SJO
- MKE
2 stops14h 20m
United Airlines
Wed 11/112:23 pm
MKE
- SJO
2 stops21h 02m
United Airlines
Deal found 7/30![United Airlines logo]()
$558
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 10/221:25 pm
SJO
- MKE
1 stop19h 40m
United Airlines
Sun 11/18:00 am
MKE
- SJO
1 stop27h 25m
United Airlines
Deal found 7/27![United Airlines logo]()
$628
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 8/127:55 am
SJO
- MKE
2 stops22h 12m
United Airlines
Mon 8/246:00 pm
MKE
- SJO
1 stop26h 37m
United Airlines
Deal found 7/29![United Airlines logo]()
$631
Last-minute flights from San José to MilwaukeeDiscover last-minute flight deals from San José to Milwaukee. Data last updated August 1, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Milwaukee. Data last updated August 1, 2026 and is based on user searches.
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 8/127:55 am
SJO
- MKE
2 stops22h 12m
United Airlines
Mon 8/246:00 pm
MKE
- SJO
1 stop26h 37m
United Airlines
Deal found 7/29![United Airlines logo]()
$631
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 8/146:00 am
SJO
- MKE
2 stops15h 59m
American Airlines
Tue 8/257:00 am
MKE
- SJO
1 stop7h 52m
American Airlines
Deal found 7/30![American Airlines logo]()
$595
This Faresmojo deal was found by Cheapflights users on 7/30. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm
SJO
- MKE
1 stop9h 39m
JetBlue
Mon 8/315:34 am
MKE
- SJO
1 stop7h 15m
JetBlue
Deal found 7/30![JetBlue logo]()
$472
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 8/182:56 pm
SJO
- MKE
2 stops19h 41m
American Airlines
Mon 8/316:28 am
MKE
- SJO
1 stop6h 58m
American Airlines
Deal found 7/29![American Airlines logo]()
$584
This American Airlines deal was found by Cheapflights users on 7/31. 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 8/202:56 pm
SJO
- MKE
2 stops19h 41m
American Airlines
Tue 9/155:10 pm
MKE
- SJO
2 stops20h 49m
American Airlines
Deal found 7/31![American Airlines logo]()
$632
This Faresmojo deal was found by Cheapflights users on 7/31. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 8/201:14 pm
SJO
- MKE
1 stop9h 39m
JetBlue
Tue 9/155:30 am
MKE
- SJO
1 stop7h 24m
JetBlue
Deal found 7/31![JetBlue logo]()
$640
This Faresmojo deal was found by Cheapflights users on 7/30. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:14 pm
SJO
- MKE
1 stop9h 39m
JetBlue
Mon 8/315:34 am
MKE
- SJO
1 stop7h 15m
JetBlue
Deal found 7/30![JetBlue logo]()
$571
This Copa Airlines deal was found by Cheapflights users on 7/31. 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.
Sun 8/234:08 am
SJO
- MKE
2 stops25h 59m
Copa Airlines
Sun 9/610:19 am
MKE
- SJO
2 stops25h 39m
Copa Airlines
Deal found 7/31![Copa Airlines logo]()
$619
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.
Mon 8/247:55 am
SJO
- MKE
2 stops34h 00m
United Airlines
Wed 9/26:15 am
MKE
- SJO
2 stops14h 22m
United Airlines
Deal found 7/29![United Airlines logo]()
$630
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/282:56 pm
SJO
- MKE
2 stops19h 41m
American Airlines
Sun 8/304:25 pm
MKE
- SJO
2 stops20h 42m
American Airlines
Deal found 7/28![American Airlines logo]()
$548
One-way flights from San José to MilwaukeeSearch for one-way flight options from San José to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
Search for one-way flight options from San José to Milwaukee. Find affordable one-way fares based on user searches. Data last updated August 1, 2026.
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 9/181:00 pm
SJO
- MKE
2 stops21h 07m
American Airlines
Deal found 7/30![American Airlines logo]()
$245
This American Airlines deal was found by Cheapflights users on 7/30. 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.
Fri 9/111:00 pm
SJO
- MKE
2 stops21h 07m
American Airlines
Deal found 7/30![American Airlines logo]()
$251
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.
Tue 10/2712:55 pm
SJO
- MKE
2 stops21h 33m
United Airlines
Deal found 7/29![United Airlines logo]()
$282
This United Airlines deal was found by Cheapflights users on 8/1. 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 9/111:25 pm
SJO
- MKE
1 stop8h 14m
United Airlines
Deal found 8/1![United Airlines logo]()
$299
This Ovago 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 Ovago is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/281:29 pm
SJO
- MKE
2 stops21h 08m
GOL
Deal found 7/28![GOL logo]()
$306
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 8/1112:44 pm
SJO
- MKE
2 stops26h 56m
United Airlines
Deal found 7/28![United Airlines logo]()
$380
This Copa Airlines deal was found by Cheapflights users on 7/31. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/246:05 am
SJO
- MKE
2 stops24h 02m
Copa Airlines
Deal found 7/31![Copa Airlines logo]()
$381
This Faresmojo deal was found by Cheapflights users on 7/30. 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:14 pm
SJO
- MKE
1 stop9h 39m
JetBlue
Deal found 7/30![JetBlue logo]()
$390
Find flight deals from San José to Milwaukee
Discover tips and strategies to find the most affordable flight options for your journey from San José (SJO) to Milwaukee (MKE). 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 August 1, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $413 (United Airlines) |
One-way from | $245 (American Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $571 |
Cheapflights Fare Finder
Customize your flight search to find flights from San José to Milwaukee 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 August 1, 2026.
Use the filters below to find and compare flights from San José to Milwaukee that are best for you.
Fly from
Fly to
Route
Depart
Return
Cheapest round-trip
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Thu 9/17
7:55 am-10:00 am
2 stops25h 05m
Milwaukee-Mitchell
Tue 9/29
6:32 pm-7:37 pm
2 stops26h 05m
$413
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Wed 9/23
1:25 pm-10:39 pm
1 stop8h 14m
Milwaukee-Mitchell
Sun 9/27
6:32 pm-12:21 pm
2 stops18h 49m
$473
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Fri 10/2
12:44 pm-5:54 pm
1 stop28h 10m
Milwaukee-Mitchell
Sun 10/4
6:32 pm-12:21 pm
2 stops18h 49m
$506
Quickest round-trip
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Fri 10/2
9:00 am-10:30 pm
2 stops12h 30m
Milwaukee-Mitchell
Sun 10/4
7:55 am-7:40 pm
2 stops12h 45m
$519
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Mon 11/9
11:28 pm-1:48 pm
2 stops14h 20m
Milwaukee-Mitchell
Wed 11/11
2:23 pm-11:25 am
2 stops21h 02m
$558
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
8:12 am-7:07 am
2 stops21h 55m
Milwaukee-Mitchell
Mon 8/31
10:19 am-10:58 am
2 stops25h 39m
$619
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Thu 10/22
1:25 pm-10:05 am
1 stop19h 40m
Milwaukee-Mitchell
Sun 11/1
8:00 am-11:25 am
1 stop27h 25m
$628
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Wed 8/12
7:55 am-7:07 am
2 stops22h 12m
Milwaukee-Mitchell
Mon 8/24
6:00 pm-7:37 pm
1 stop26h 37m
$631
Cheapest one-way
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Fri 9/18
1:00 pm-11:07 am
2 stops21h 07m
$245
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Tue 10/27
1:25 pm-3:15 pm
1 stop24h 50m
$282
Showing 1-10 of 13 resultsSorted by cheapest first
Compare providers for flights from San José to Milwaukee
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 San José to Milwaukee in August.
| Provider | Price Accuracy | Trust Score* |
|---|---|---|
| Price Accuracy1 star | Trust Score*3 stars | |
| Price Accuracy3 stars | Trust Score*3 stars |
- Most accurate provider: When it comes to deals on San José-Milwaukee flights, users find the pricing of FlightHub to be most consistent on Cheapflights vs. FlightHub Users can find the same prices on San José-Milwaukee flight deals on Cheapflights vs. FlightHub >95% of the time. Price accuracy is based on data collected from San José-Milwaukee flight searches over the past month and is updated monthly.
- Most trusted provider: When it comes to deals on San José-Milwaukee 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 San José-Milwaukee 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 San José to Milwaukee
Have a flexible travel schedule? Discover the best time to fly to Milwaukee from San José with our price prediction graph.
SJO-MKE
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 San José to Milwaukee
What is the cheapest month to book a flight from San José to Milwaukee?
Currently, February is the cheapest month in which you can book a flight from San José to Milwaukee (average of $501). Flying from San José to Milwaukee in June is currently the most expensive (average of $798). 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 San José to Milwaukee?
Airfare is below average for this route at the moment.
San José to Milwaukee flights typically cost between $529 and $628 in September.The cheapest round-trip price found within the last 5 days was $413 on United Airlines (Sep 17-Sep 29).
Reviews of airlines servicing Milwaukee
Get insights into the airlines that provide service to Milwaukee. 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 Milwaukee. Reviews last updated August 1, 2026.
Peruse reviews from past customers who have flown with American Airlines from San José to Milwaukee to help guide your decision. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.
Boarding
7.5
Comfort
7.2
Entertainment
6.8
Overall
7.1
Crew
7.9
Food
6.4
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
Boarding
7.5
Comfort
7.2
Entertainment
6.8
Overall
7.1
Crew
7.9
Food
6.4
Reviews
1 / 20
10.0
ExcellentLinda,Jul 2026
ROA - CLT
Related info for your journey
Find useful and relevant information for your journey from San José to Milwaukee. 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 Milwaukee?
Book flights to Milwaukee if you plan to visit one of these locationsSheboygan
Port Washington
New Berlin
Oak Creek
Wauwatosa
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Find flights from San José to Milwaukee, based on your preferred cabin class, be it economy, premium economy, business, or first class.
Other flights to Milwaukee
Explore flights to Milwaukee departing from other origins. Flights are based on user searches made on Cheapflights and were last updated on August 1, 2026.
San José and Milwaukee flights
Browse other San José and Milwaukee flight options. Last updated on August 1, 2026.
Other flights from San José
Browse through other flights departing from San José. Flights are based on user searches made on Cheapflights and were last updated on August 1, 2026.
Popular flight searches
Check out other popular destinations found by fellow travelers in 2026
Top airline flying from San José to Milwaukee
Discover the top airline that operate flights from San José to Milwaukee. 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 August 1, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$557 | FlexibilityNo cancel fee | On-time71% |