$313+ 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 6/24. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Jul 4 — Jul 111
Round-trip
1 adult, Economy
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Find cheap flights from San José to Milwaukee with Cheapflights
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Enter your travel information like dates, passengers, trip type (one-way or round trip), and preferred cabin class then click “Find deals”2. Select your favorite providers
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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 San José to Milwaukee
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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 June 4, 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 June 4, 2026.
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/2912:44 pm
SJO
- MKE
1 stop9h 52m
United Airlines
Wed 10/143:52 pm
MKE
- SJO
2 stops28h 45m
United Airlines
Deal found 5/31![United Airlines logo]()
$506
This Southwest deal was found by Cheapflights users on 6/1. 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 Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/229:00 am
SJO
- MKE
1 stop12h 20m
Southwest
Mon 11/25:10 am
MKE
- SJO
1 stop8h 05m
Southwest
Deal found 6/1![Southwest logo]()
$515
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/227:55 am
SJO
- MKE
2 stops22h 12m
United Airlines
Mon 11/27:00 pm
MKE
- SJO
2 stops16h 25m
United Airlines
Deal found 6/2![United Airlines logo]()
$519
This KAYAK deal was found by Cheapflights users on 6/1. 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 KAYAK is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:25 pm
SJO
- MKE
2 stops21h 05m
Copa Airlines
Mon 11/27:00 pm
MKE
- SJO
2 stops16h 25m
Copa Airlines
Deal found 6/1![Copa Airlines logo]()
$523
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:05 pm
SJO
- MKE
2 stops22h 06m
American Airlines
Mon 11/26:48 pm
MKE
- SJO
2 stops17h 21m
American Airlines
Deal found 6/3![American Airlines logo]()
$540
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/182:56 pm
SJO
- MKE
2 stops20h 27m
American Airlines
Mon 8/316:48 pm
MKE
- SJO
2 stops20h 04m
American Airlines
Deal found 6/3![American Airlines logo]()
$550
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 9/291:25 pm
SJO
- MKE
2 stops21h 05m
United Airlines
Sun 10/118:00 am
MKE
- SJO
1 stop29h 21m
United Airlines
Deal found 5/31![United Airlines logo]()
$552
This Delta deal was found by Cheapflights users on 5/31. 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 Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 10/31:25 pm
SJO
- MKE
1 stop9h 27m
Delta
Sun 10/115:45 am
MKE
- SJO
1 stop7h 13m
Delta
Deal found 5/31![Delta logo]()
$559
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/301:25 pm
SJO
- MKE
1 stop8h 16m
United Airlines
Sat 10/106:36 pm
MKE
- SJO
1 stop18h 02m
United Airlines
Deal found 5/31![United Airlines logo]()
$562
This American Airlines deal was found by Cheapflights users on 5/30. 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 8/212:56 pm
SJO
- MKE
2 stops15h 48m
American Airlines
Mon 8/315:50 pm
MKE
- SJO
2 stops19h 13m
American Airlines
Deal found 5/30![American Airlines logo]()
$586
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 June 4, 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 June 4, 2026.
This Southwest deal was found by Cheapflights users on 5/30. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/219:00 am
SJO
- MKE
2 stops9h 50m
Southwest
Mon 8/315:35 am
MKE
- SJO
1 stop8h 10m
Southwest
Deal found 5/30![Southwest logo]()
$592
This Copa Airlines deal was found by Cheapflights users on 5/30. 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 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
Sat 9/58:30 am
MKE
- SJO
2 stops27h 28m
Copa Airlines
Deal found 5/30![Copa Airlines logo]()
$631
This American Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:53 pm
SJO
- MKE
2 stops19h 09m
American Airlines
Sat 9/54:12 pm
MKE
- SJO
2 stops20h 55m
American Airlines
Deal found 6/3![American Airlines logo]()
$632
This Delta deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 8/211:14 pm
SJO
- MKE
1 stop9h 39m
Delta
Mon 8/315:34 am
MKE
- SJO
1 stop7h 15m
Delta
Deal found 6/1![Delta logo]()
$636
This Copa Airlines deal was found by Cheapflights users on 6/3. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure 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 6/3![Copa Airlines logo]()
$631
Last-minute flights from San José to MilwaukeeDiscover last-minute flight deals from San José to Milwaukee. Data last updated June 4, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Milwaukee. Data last updated June 4, 2026 and is based on user searches.
This United Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/111:13 am
SJO
- MKE
2 stops18h 47m
United Airlines
Sun 7/58:50 am
MKE
- SJO
2 stops26h 21m
United Airlines
Deal found 6/1![United Airlines logo]()
$659
This United Airlines deal was found by Cheapflights users on 5/30. 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 7/67:15 am
SJO
- MKE
1 stop15h 19m
United Airlines
Tue 7/218:00 am
MKE
- SJO
1 stop27h 11m
United Airlines
Deal found 5/30![United Airlines logo]()
$667
This American Airlines deal was found by Cheapflights users on 6/1. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 7/1211:41 pm
SJO
- MKE
1 stop17h 14m
American Airlines
Sat 7/257:21 am
MKE
- SJO
1 stop16h 17m
American Airlines
Deal found 6/1![American Airlines logo]()
$677
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 7/1511:41 pm
SJO
- MKE
1 stop22h 53m
American Airlines
Sun 8/27:21 am
MKE
- SJO
1 stop16h 17m
American Airlines
Deal found 6/2![American Airlines logo]()
$639
This United Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 7/1711:13 am
SJO
- MKE
1 stop10h 32m
United Airlines
Fri 7/247:23 pm
MKE
- SJO
2 stops15h 48m
United Airlines
Deal found 6/2![United Airlines logo]()
$662
This Copa Airlines deal was found by Cheapflights users on 6/1. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 7/181:37 pm
SJO
- MKE
2 stops16h 23m
Copa Airlines
Sat 8/17:23 pm
MKE
- SJO
2 stops16h 35m
Copa Airlines
Deal found 6/1![Copa Airlines logo]()
$631
This United Airlines deal was found by Cheapflights users on 6/1. 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.
Sat 7/186:40 am
SJO
- MKE
1 stop9h 24m
United Airlines
Sat 8/13:11 pm
MKE
- SJO
2 stops20h 00m
United Airlines
Deal found 6/1![United Airlines logo]()
$651
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 June 4, 2026.
Search for one-way flight options from San José to Milwaukee. Find affordable one-way fares based on user searches. Data last updated June 4, 2026.
This United Airlines deal was found by Cheapflights users on 5/31. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 6/247:55 am
SJO
- MKE
1 stop13h 50m
United Airlines
Deal found 5/31![United Airlines logo]()
$313
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 8/241:03 pm
SJO
- MKE
1 stop21h 34m
American Airlines
Deal found 6/2![American Airlines logo]()
$330
This Copa Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/238:45 am
SJO
- MKE
2 stops21h 22m
Copa Airlines
Deal found 6/2![Copa Airlines logo]()
$345
This American Airlines deal was found by Cheapflights users on 6/2. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 8/222:53 pm
SJO
- MKE
2 stops19h 09m
American Airlines
Deal found 6/2![American Airlines logo]()
$380
This United Airlines deal was found by Cheapflights users on 5/30. 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.
Sun 6/76:40 am
SJO
- MKE
1 stop29h 45m
United Airlines
Deal found 5/30![United Airlines logo]()
$395
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 June 4, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $506 (United Airlines) |
One-way from | $313 (United Airlines) |
Popular in | July |
Cheapest in | January |
Average price | $602 |
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 June 4, 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
Fri 8/21
9:00 am-7:50 pm
2 stops9h 50m
Milwaukee-Mitchell
Mon 8/31
5:35 am-12:45 pm
1 stop8h 10m
$592
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
4:08 am-7:07 am
2 stops25h 59m
Milwaukee-Mitchell
Sat 9/5
8:30 am-10:58 am
2 stops27h 28m
$631
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
4:08 am-7:07 am
2 stops25h 59m
Milwaukee-Mitchell
Sun 9/6
10:19 am-10:58 am
2 stops25h 39m
$631
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Sat 8/22
2:53 pm-11:02 am
2 stops19h 09m
Milwaukee-Mitchell
Sat 9/5
4:12 pm-12:07 pm
2 stops20h 55m
$632
Quickest round-trip
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Fri 8/21
1:14 pm-11:53 pm
1 stop9h 39m
Milwaukee-Mitchell
Mon 8/31
5:34 am-11:49 am
1 stop7h 15m
$636
Cheapest one-way
Quickest one-way
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Wed 6/24
7:55 am-10:45 pm
1 stop13h 50m
$313
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Mon 8/24
6:00 am-11:14 pm
2 stops16h 14m
$334
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
10:03 am-7:07 am
2 stops20h 04m
$345
San JoséMilwaukee
SJO - MKE
SJOMKE
San José Juan Santamaria Intl
Tue 8/18
10:03 am-7:07 am
2 stops20h 04m
$345
Sorted 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 June.
| 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, January is the cheapest month in which you can book a flight from San José to Milwaukee (average of $480). Flying from San José to Milwaukee in July is currently the most expensive (average of $656). 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?
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 June 4, 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.
Crew
7.9
Food
6.4
Boarding
7.5
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
Crew
7.9
Food
6.4
Boarding
7.5
Comfort
7.2
Entertainment
6.9
Overall
7.1
Reviews
1 / 20
10.0
ExcellentBeatriz,May 2026
HEL - DFW
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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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 June 4, 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 June 4, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$399 | Average$541 | FlexibilityNo cancel fee | On-time71% |