$303+ 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
Sep 5 — Sep 121
Round-trip
1 adult, Economy
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Find cheap flights from San José to Milwaukee 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
We find the providers serving your travel needs. Choose up to four travel providers to compare side-by-side for flights, hotels, or car rentals.3. Compare prices and book
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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Best
Last-minute
One-way
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 6, 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 6, 2026.
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm -
1 stop9h 39m
Mon 8/315:34 am -
1 stop7h 15m
Deal found 8/1![JetBlue logo]()
$472
This Copa Airlines deal was found by Cheapflights users on 8/4. 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 10/2012:05 pm -
2 stops18h 02m
Wed 10/2810:48 am -
2 stops21h 16m
Deal found 8/4![Copa Airlines logo]()
$502
This United Airlines deal was found by Cheapflights users on 8/4. 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 10/207:55 am -
1 stop8h 24m
Wed 10/2812:03 pm -
2 stops23h 22m
Deal found 8/4![United Airlines logo]()
$506
This American Airlines deal was found by Cheapflights users on 8/4. 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 -
1 stop21h 31m
Sun 11/110:46 am -
1 stop26h 19m
Deal found 8/4![American Airlines logo]()
$511
This United Airlines deal was found by Cheapflights users on 8/5. 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 11/1212:35 pm -
1 stop10h 11m
Mon 11/1610:48 am -
2 stops26h 34m
Deal found 8/5![United Airlines logo]()
$527
This Copa Airlines deal was found by Cheapflights users on 8/5. 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 11/23:59 am -
2 stops14h 59m
Sat 11/148:35 am -
2 stops22h 27m
Deal found 8/5![Copa Airlines logo]()
$529
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/102:57 pm -
2 stops20h 44m
Mon 9/215:53 pm -
2 stops20h 06m
Deal found 8/5![American Airlines logo]()
$540
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 6, 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 6, 2026.
This American 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 American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/221:00 pm -
1 stop21h 31m
Sun 11/17:24 pm -
2 stops17h 37m
Deal found 8/1![American Airlines logo]()
$513
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.
Wed 9/231:25 pm -
1 stop8h 14m
Sun 9/2712:05 pm -
2 stops25h 16m
Deal found 8/1![United Airlines logo]()
$542
This Copa Airlines deal was found by Cheapflights users on 8/5. 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 -
2 stops21h 55m
Sun 9/611:18 am -
2 stops30h 31m
Deal found 8/5![Copa Airlines logo]()
$619
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:55 am -
2 stops25h 05m
Sat 9/267:18 am -
2 stops13h 19m
Deal found 8/3![United Airlines logo]()
$553
This Copa 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/234:08 am -
2 stops25h 59m
Mon 8/3110:19 am -
2 stops28h 33m
Deal found 8/1![Copa Airlines logo]()
$619
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.
Thu 10/221:25 pm -
1 stop19h 40m
Sun 11/18:00 am -
1 stop27h 25m
Deal found 8/1![United Airlines logo]()
$617
This Copa Airlines deal was found by Cheapflights users on 8/5. 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 -
2 stops21h 55m
Sat 9/511:18 am -
2 stops20h 52m
Deal found 8/5![Copa Airlines logo]()
$619
This Copa Airlines deal was found by Cheapflights users on 8/4. 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 -
2 stops25h 59m
Mon 9/78:30 am -
2 stops25h 34m
Deal found 8/4![Copa Airlines logo]()
$646
Last-minute flights from San José to MilwaukeeDiscover last-minute flight deals from San José to Milwaukee. Data last updated August 6, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Milwaukee. Data last updated August 6, 2026 and is based on user searches.
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 8/181:14 pm -
1 stop9h 39m
Mon 8/315:34 am -
1 stop7h 15m
Deal found 8/1![JetBlue logo]()
$472
This Faresmojo 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 Faresmojo is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sun 8/231:14 pm -
1 stop9h 39m
Mon 8/315:34 am -
1 stop7h 15m
Deal found 8/1![JetBlue logo]()
$571
This United Airlines deal was found by Cheapflights users on 8/2. 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 9/37:55 am -
1 stop8h 14m
Mon 9/75:17 pm -
2 stops27h 20m
Deal found 8/2![United Airlines logo]()
$590
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Thu 9/31:29 pm -
2 stops17h 20m
Mon 9/77:00 pm -
2 stops19h 52m
Deal found 8/2![American Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/102:57 pm -
2 stops20h 44m
Mon 9/215:53 pm -
2 stops20h 06m
Deal found 8/5![American Airlines logo]()
$540
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 9/167:55 am -
2 stops25h 05m
Sat 9/267:18 am -
2 stops13h 19m
Deal found 8/3![United Airlines logo]()
$553
This American Airlines deal was found by Cheapflights users on 8/5. 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 9/191:00 pm -
2 stops18h 01m
Sat 9/265:53 pm -
2 stops19h 06m
Deal found 8/5![American Airlines logo]()
$593
This United Airlines deal was found by Cheapflights users on 8/4. 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 9/227:55 am -
2 stops29h 38m
Wed 9/303:52 pm -
2 stops28h 45m
Deal found 8/4![United Airlines logo]()
$506
This United Airlines deal was found by Cheapflights users on 8/2. 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.
Wed 9/231:25 pm -
1 stop8h 14m
Sun 9/2712:05 pm -
2 stops25h 16m
Deal found 8/2![United Airlines logo]()
$542
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 6, 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 6, 2026.
This American Airlines deal was found by Cheapflights users on 8/2. 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.
Fri 9/181:00 pm -
1 stop26h 53m
Deal found 8/2![American Airlines logo]()
$303
This American Airlines deal was found by Cheapflights users on 8/3. 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 9/52:53 pm -
2 stops20h 52m
Deal found 8/3![American Airlines logo]()
$344
This United Airlines deal was found by Cheapflights users on 8/2. 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 9/111:25 pm -
1 stop26h 44m
Deal found 8/2![United Airlines logo]()
$357
This Delta deal was found by Cheapflights users on 8/4. 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 9/51:14 pm -
1 stop9h 39m
Deal found 8/4![Delta logo]()
$374
This United Airlines deal was found by Cheapflights users on 8/3. 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 United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 9/51:25 pm -
1 stop8h 14m
Deal found 8/3![United Airlines logo]()
$379
This Copa Airlines deal was found by Cheapflights users on 8/6. 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 -
2 stops21h 55m
Deal found 8/6![Copa Airlines logo]()
$381
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 6, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $472 (Faresmojo) |
One-way from | $303 (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 6, 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 San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 10/22
1:00 pm-11:31 am
1 stop21h 31m
Milwaukee-Mitchell
Sun 11/1
7:24 pm-1:01 pm
2 stops17h 37m
$513
Quickest round-trip
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Wed 9/23
1:25 pm-10:39 pm
1 stop8h 14m
Milwaukee-Mitchell
Sun 9/27
12:05 pm-12:21 pm
2 stops25h 16m
$542
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Wed 9/16
7:55 am-10:00 am
2 stops25h 05m
Milwaukee-Mitchell
Sat 9/26
7:18 am-7:37 pm
2 stops13h 19m
$553
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
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
$617
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
8:12 am-7:07 am
2 stops21h 55m
Milwaukee-Mitchell
Sun 9/6
11:18 am-4:49 pm
2 stops30h 31m
$619
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
4:08 am-7:07 am
2 stops25h 59m
Milwaukee-Mitchell
Mon 8/31
10:19 am-1:52 pm
2 stops28h 33m
$619
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
8:12 am-7:07 am
2 stops21h 55m
Milwaukee-Mitchell
Sat 9/5
11:18 am-7:10 am
2 stops20h 52m
$619
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 8/23
4:08 am-7:07 am
2 stops25h 59m
Milwaukee-Mitchell
Mon 9/7
8:30 am-9:04 am
2 stops25h 34m
$646
Cheapest one-way
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Fri 9/18
1:00 pm-4:53 pm
1 stop26h 53m
$308
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sat 9/5
1:14 pm-11:53 pm
1 stop9h 39m
$374
Showing 1-10 of 15 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 October.The cheapest round-trip price found within the last 5 days was $502 on Copa Airlines (Oct 20-Oct 28).
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 6, 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.
Entertainment
6.8
Overall
7.1
Boarding
7.5
Comfort
7.2
Crew
7.9
Food
6.4
Reviews
1 / 20
10.0
ExcellentRon,Aug 2026
LHR - LAX
Entertainment
6.8
Overall
7.1
Boarding
7.5
Comfort
7.2
Crew
7.9
Food
6.4
Reviews
1 / 20
10.0
ExcellentRon,Aug 2026
LHR - LAX
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 to Milwaukee
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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 August 6, 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 6, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$557 | FlexibilityNo cancel fee | On-time71% |