$323+ Cheap flights from San José (SJO) to Milwaukee (MKE)
This is the cheapest round-trip flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 12/23. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Oct 19 — Oct 261
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
Cheapest
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 September 19, 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 September 19, 2026.
This Delta deal was found by Cheapflights users on 9/18. 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 10/301:25 pm -
1 stop9h 28m
Wed 11/113:19 pm -
1 stop6h 56m
Deal found 9/18![Delta logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/18. 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 -
2 stops21h 12m
Sun 11/17:29 pm -
2 stops17h 38m
Deal found 9/18![American Airlines logo]()
$522
This American Airlines deal was found by Cheapflights users on 9/19. 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 10/303:01 pm -
2 stops21h 26m
Wed 11/115:10 am -
2 stops15h 40m
Deal found 9/19![American Airlines logo]()
$531
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/248:45 am -
2 stops14h 26m
Sun 1/318:00 am -
1 stop12h 39m
Deal found 9/18![United Airlines logo]()
$533
This Delta deal was found by Cheapflights users on 9/19. 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 12/27:00 am -
1 stop13h 57m
Fri 12/43:18 pm -
1 stop6h 59m
Deal found 9/19![Delta logo]()
$585
This United Airlines deal was found by Cheapflights users on 9/15. 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 12/211:28 pm -
1 stop18h 35m
Tue 12/812:15 pm -
2 stops24h 27m
Deal found 9/15![United Airlines logo]()
$586
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/127:55 am -
2 stops34h 15m
Wed 11/2510:48 am -
2 stops24h 37m
Deal found 9/16![United Airlines logo]()
$603
This United Airlines deal was found by Cheapflights users on 9/19. 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 12/211:28 pm -
1 stop10h 46m
Fri 12/412:15 pm -
2 stops24h 45m
Deal found 9/19![United Airlines logo]()
$604
This Copa Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:30 am -
2 stops21h 37m
Sun 11/18:50 am -
2 stops24h 17m
Deal found 9/16![Copa Airlines logo]()
$610
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 September 19, 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 September 19, 2026.
This Delta deal was found by Cheapflights users on 9/19. 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 10/301:25 pm -
1 stop9h 28m
Wed 11/1112:42 pm -
1 stop9h 33m
Deal found 9/19![Delta logo]()
$497
This United Airlines deal was found by Cheapflights users on 9/18. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/2411:28 pm -
2 stops12h 47m
Sun 1/316:00 am -
2 stops12h 16m
Deal found 9/18![United Airlines logo]()
$533
This United Airlines deal was found by Cheapflights users on 9/18. 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 2/258:45 am -
2 stops23h 21m
Mon 3/17:20 pm -
2 stops22h 56m
Deal found 9/18![United Airlines logo]()
$535
Last-minute flights from San José to MilwaukeeDiscover last-minute flight deals from San José to Milwaukee. Data last updated September 19, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Milwaukee. Data last updated September 19, 2026 and is based on user searches.
This American Airlines deal was found by Cheapflights users on 9/17. 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 9/232:57 pm -
2 stops20h 51m
Tue 10/65:10 pm -
2 stops19h 50m
Deal found 9/17![American Airlines logo]()
$637
This United Airlines deal was found by Cheapflights users on 9/16. 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 10/127:55 am -
2 stops34h 15m
Wed 11/2510:48 am -
2 stops24h 37m
Deal found 9/16![United Airlines logo]()
$603
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/166:00 am -
2 stops16h 57m
Mon 10/197:19 pm -
2 stops19h 41m
Deal found 9/16![American Airlines logo]()
$633
This American Airlines deal was found by Cheapflights users on 9/18. 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 -
2 stops21h 12m
Sun 11/17:29 pm -
2 stops17h 38m
Deal found 9/18![American Airlines logo]()
$522
This Copa Airlines deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/228:30 am -
2 stops21h 37m
Sun 11/18:50 am -
2 stops24h 17m
Deal found 9/16![Copa Airlines logo]()
$610
This Delta deal was found by Cheapflights users on 9/18. 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 10/301:25 pm -
1 stop9h 28m
Wed 11/113:19 pm -
1 stop6h 56m
Deal found 9/18![Delta logo]()
$497
This American Airlines deal was found by Cheapflights users on 9/19. 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 10/303:01 pm -
2 stops21h 26m
Wed 11/115:10 am -
2 stops15h 40m
Deal found 9/19![American Airlines logo]()
$531
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 September 19, 2026.
Search for one-way flight options from San José to Milwaukee. Find affordable one-way fares based on user searches. Data last updated September 19, 2026.
This United Airlines deal was found by Cheapflights users on 9/14. 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 12/238:45 am -
2 stops14h 26m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![United Airlines logo]()
$323
This United Airlines deal was found by Cheapflights users on 9/16. 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 2/1611:28 pm -
2 stops17h 45m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![United Airlines logo]()
$328
This Copa Airlines deal was found by Cheapflights users on 9/17. 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 10/1211:58 am -
2 stops18h 09m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/17![Copa Airlines logo]()
$335
This American Airlines deal was found by Cheapflights users on 9/16. 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 10/83:01 pm -
2 stops19h 11m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![American Airlines logo]()
$376
This American Airlines deal was found by Cheapflights users on 9/14. 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 10/126:00 am -
2 stops16h 34m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![American Airlines logo]()
$386
This Southwest deal was found by Cheapflights users on 9/14. 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 10/129:00 am -
1 stop7h 50m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/14![Southwest logo]()
$391
This Copa Airlines deal was found by Cheapflights users on 9/19. 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 10/45:45 am -
2 stops24h 22m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Copa Airlines logo]()
$392
This Delta deal was found by Cheapflights users on 9/16. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/81:25 pm -
1 stop9h 28m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/16![Delta logo]()
$393
This Delta deal was found by Cheapflights users on 9/19. 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 10/31:19 pm -
1 stop9h 29m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Delta logo]()
$406
This Southwest deal was found by Cheapflights users on 9/19. 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.
Sun 10/49:00 am -
1 stop13h 55m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 9/19![Southwest logo]()
$410
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 September 19, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $497 (Delta) |
One-way from | $323 (United Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $626 |
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 7,457,451 searches. Data last updated September 19, 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
Wed 12/23
8:45 am-11:11 pm
2 stops14h 26m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Wed 12/23
2:10 pm-11:59 pm
1 stop9h 49m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Tue 2/16
11:28 pm-11:27 pm
1 stop23h 59m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$323
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Mon 10/12
11:58 am-7:07 am
2 stops18h 09m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$335
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 10/4
5:45 am-7:07 am
2 stops24h 22m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$392
Quickest round-trip
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 10/8
1:25 pm-11:53 pm
1 stop9h 28m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$393
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Sun 10/4
9:00 am-11:55 pm
1 stop13h 55m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$410
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Fri 10/30
1:25 pm-11:53 pm
1 stop9h 28m
Milwaukee-Mitchell
Wed 11/11
12:42 pm-10:15 pm
1 stop9h 33m
$497
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 12/24
11:28 pm-12:15 pm
2 stops12h 47m
Milwaukee-Mitchell
Sun 1/31
6:00 am-6:16 pm
2 stops12h 16m
$533
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 2/25
8:45 am-8:06 am
2 stops23h 21m
Milwaukee-Mitchell
Mon 3/1
7:20 pm-6:16 pm
2 stops22h 56m
$535
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 September.
| 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 $562 and $699 in October.The cheapest round-trip price found within the last 5 days was $497 on Delta (Oct 30-Nov 11).
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 September 19, 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.
Overall
7.0
Entertainment
6.8
Boarding
7.4
Food
6.4
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Overall
7.0
Entertainment
6.8
Boarding
7.4
Food
6.4
Comfort
7.2
Crew
7.9
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
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 locationsPort Washington
Sheboygan
New Berlin
Oak Creek
Wauwatosa
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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 September 19, 2026.
San José and Milwaukee flights
Browse other San José and Milwaukee flight options. Last updated on September 19, 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 September 19, 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 7,457,451 searches. Data last updated September 19, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$557 | FlexibilityNo cancel fee | On-time71% |