$339+ 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 1/18. Fares are subject to change and may not be available on all flights or dates of travel.
SJO — MKE
Nov 29 — Dec 61
Round-trip
1 adult, Economy
We work with more than 300 partners to bring you better travel deals
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 October 30, 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 October 30, 2026.
This American Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/46:07 am -
2 stops17h 52m
Tue 12/84:54 pm -
2 stops20h 06m
Deal found 10/29![American Airlines logo]()
$561
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:37 pm -
1 stop9h 17m
Thu 11/265:20 am -
1 stop16h 55m
Deal found 10/26![Delta logo]()
$583
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/121:55 pm -
1 stop20h 28m
Tue 11/178:00 am -
1 stop12h 39m
Deal found 10/27![United Airlines logo]()
$617
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/111:28 pm -
2 stops21h 27m
Fri 12/47:17 pm -
2 stops17h 43m
Deal found 10/29![United Airlines logo]()
$625
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:52 pm -
2 stops18h 12m
Thu 11/268:48 am -
2 stops28h 58m
Deal found 10/26![American Airlines logo]()
$658
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 10/301:25 pm -
1 stop8h 21m
Wed 11/115:30 pm -
1 stop17h 55m
Deal found 10/27![United Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 12/101:42 pm -
1 stop10h 13m
Thu 12/176:49 pm -
2 stops18h 13m
Deal found 10/26![American Airlines logo]()
$679
This United Airlines deal was found by Cheapflights users on 10/29. 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.
Fri 12/411:28 pm -
1 stop10h 46m
Tue 12/88:00 am -
1 stop12h 39m
Deal found 10/29![United Airlines logo]()
$682
This Copa Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:58 am -
2 stops15h 52m
Wed 11/119:17 am -
2 stops23h 50m
Deal found 10/28![Copa Airlines logo]()
$683
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 October 30, 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 October 30, 2026.
This United Airlines deal was found by Cheapflights users on 10/29. 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 2/28:45 am -
2 stops13h 46m
Tue 2/95:00 am -
2 stops13h 16m
Deal found 10/29![United Airlines logo]()
$514
This American Airlines deal was found by Cheapflights users on 10/28. 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 1/146:00 am -
2 stops15h 55m
Wed 1/276:40 am -
1 stop13h 14m
Deal found 10/28![American Airlines logo]()
$547
This Southwest deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Southwest is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 4/199:00 am -
2 stops13h 00m
Mon 4/268:40 am -
2 stops11h 20m
Deal found 10/26![Southwest logo]()
$618
This United Airlines deal was found by Cheapflights users on 10/29. 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 2/251:25 pm -
1 stop18h 37m
Mon 3/16:42 pm -
1 stop16h 48m
Deal found 10/29![United Airlines logo]()
$523
This United Airlines deal was found by Cheapflights users on 10/29. 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 12/111:28 pm -
2 stops21h 27m
Fri 12/47:10 pm -
1 stop17h 32m
Deal found 10/29![United Airlines logo]()
$625
Last-minute flights from San José to MilwaukeeDiscover last-minute flight deals from San José to Milwaukee. Data last updated October 30, 2026 and is based on user searches.
Discover last-minute flight deals from San José to Milwaukee. Data last updated October 30, 2026 and is based on user searches.
This Copa Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 10/293:58 am -
2 stops15h 52m
Wed 11/119:17 am -
2 stops23h 50m
Deal found 10/28![Copa Airlines logo]()
$683
This United Airlines deal was found by Cheapflights users on 10/27. 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.
Fri 10/301:25 pm -
1 stop8h 21m
Wed 11/115:30 pm -
1 stop17h 55m
Deal found 10/27![United Airlines logo]()
$675
This American Airlines deal was found by Cheapflights users on 10/28. 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 10/301:00 pm -
1 stop26h 57m
Wed 11/115:10 am -
2 stops15h 40m
Deal found 10/28![American Airlines logo]()
$704
This Copa Airlines deal was found by Cheapflights users on 10/27. 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 Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 10/302:48 pm -
2 stops29h 02m
Mon 11/28:35 am -
2 stops24h 32m
Deal found 10/27![Copa Airlines logo]()
$709
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/52:25 pm -
1 stop9h 28m
Mon 11/910:20 am -
1 stop11h 55m
Deal found 10/28![Delta logo]()
$719
This United Airlines deal was found by Cheapflights users on 10/27. 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 11/128:45 am -
2 stops25h 28m
Tue 11/178:00 am -
1 stop12h 39m
Deal found 10/27![United Airlines logo]()
$617
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/182:07 pm -
1 stop19h 57m
Mon 11/307:00 am -
1 stop15h 49m
Deal found 10/26![American Airlines logo]()
$693
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/192:37 pm -
1 stop9h 17m
Thu 11/265:20 am -
1 stop16h 55m
Deal found 10/26![Delta logo]()
$583
This American Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Thu 11/193:52 pm -
2 stops18h 12m
Thu 11/268:48 am -
2 stops28h 58m
Deal found 10/26![American Airlines logo]()
$658
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 October 30, 2026.
Search for one-way flight options from San José to Milwaukee. Find affordable one-way fares based on user searches. Data last updated October 30, 2026.
This Copa Airlines deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Copa Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/186:02 pm -
2 stops22h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Copa Airlines logo]()
$339
This United Airlines deal was found by Cheapflights users on 10/28. 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 3/127:30 am -
1 stop13h 53m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![United Airlines logo]()
$344
This Delta deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/187:00 am -
1 stop10h 44m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Delta logo]()
$356
This Kiwi.com deal was found by Cheapflights users on 10/26. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 1/1811:55 pm -
3 stops55h 21m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/26![Multiple Airlines logo]()
$551
This Kiwi.com deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Kiwi.com is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Fri 3/121:16 pm -
3 stops41h 00m
Wed 12/3112:00 am -
Nonstop0h 00m
Deal found 10/28![Multiple Airlines logo]()
$644
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 October 30, 2026.
Most accurate provider | FlightHub 3 stars |
|---|---|
Most trusted provider | FlightHub 3 stars |
Round-trip from | $514 (United Airlines) |
One-way from | $339 (Copa Airlines) |
Popular in | June |
Cheapest in | February |
Average price | $589 |
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 October 30, 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
Mon 1/18
6:02 pm-4:46 pm
2 stops22h 44m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$339
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Fri 3/12
7:30 am-9:23 pm
1 stop13h 53m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$344
Quickest round-trip
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Mon 1/18
7:00 am-5:44 pm
1 stop10h 44m
Milwaukee-Mitchell
Wed 12/31
12:00 am-12:00 am
Nonstop0h 00m
$356
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Tue 2/2
8:45 am-10:31 pm
2 stops13h 46m
Milwaukee-Mitchell
Tue 2/9
5:00 am-6:16 pm
2 stops13h 16m
$514
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 2/25
1:25 pm-8:02 am
1 stop18h 37m
Milwaukee-Mitchell
Mon 3/1
6:42 pm-11:30 am
1 stop16h 48m
$523
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Thu 1/14
6:00 am-9:55 pm
2 stops15h 55m
Milwaukee-Mitchell
Wed 1/27
6:40 am-7:54 pm
1 stop13h 14m
$547
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Mon 4/19
9:00 am-11:00 pm
2 stops13h 00m
Milwaukee-Mitchell
Mon 4/26
8:40 am-7:00 pm
2 stops11h 20m
$618
San JoséMilwaukee
SJO San José Juan Santamaria Intl - MKE Milwaukee-Mitchell
SJOMKE
San José Juan Santamaria Intl
Tue 12/1
11:28 pm-8:55 pm
2 stops21h 27m
Milwaukee-Mitchell
Fri 12/4
7:10 pm-12:42 pm
1 stop17h 32m
$625
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 October.
| 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 $493). 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 $568 and $618 in February.The cheapest round-trip price found within the last 5 days was $514 on United Airlines (Feb 2-Feb 9).
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 October 30, 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.
Comfort
7.1
Food
6.4
Entertainment
6.8
Overall
7.0
Boarding
7.4
Crew
7.9
Reviews
1 / 20
2.0
MediocreSherif,Aug 2026
YYZ - ORD
Comfort
7.1
Food
6.4
Entertainment
6.8
Overall
7.0
Boarding
7.4
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
Browse thousands of different options on Cheapflights for your next trip
Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.
Alternative routes
Complete your trip
Flights by cabin class
Milwaukee flight routes
Other flight options
Other flights from San José
Popular flights
Alternative routes for San José to Milwaukee
See prices for flight routes from nearby airports that may be better suited for you.
Complete your trip
Complete your trip to Milwaukee by adding a car rental and/or hotel reservation to your travel itinerary.
Search flights from San José to Milwaukee by cabin class
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 October 30, 2026.
San José and Milwaukee flights
Browse other San José and Milwaukee flight options. Last updated on October 30, 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 October 30, 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 October 30, 2026.
| Airline | Cheapest | Average | Flexibility | On-time |
|---|---|---|---|---|
| Cheapest$488 | Average$563 | FlexibilityNo cancel fee | On-time71% |