SJO - MKE

$258 Find Cheap Flights from San José to Milwaukee

This is the cheapest one-way flight price found by a KAYAK user in the last 72 hours by searching for a flight from San José to Milwaukee departing on 6/5. Fares are subject to change and may not be available on all flights or dates of travel. Click the price to replicate the search for this deal.
1 adult
1 adult, Economy, 0 bags

KAYAK searches hundreds of travel sites at once for deals on flights to Milwaukee

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Milwaukee, as well as popular online travel agencies
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Milwaukee, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$457
Typical prices: $616-$486
United Airlines
水 5/20日 8/16
SJO - MKE • 2 stops
Cheapest one-way
$258
Typical prices: $253-$328
United Airlines
金 6/5
SJO - MKE • 2 stops
Top airlines
United Airlines
Cheapest • from $457 (round-trip)
United Airlines
Best reviews • 7.4 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
Nonstop flights
Not available
There are currently no direct flights between San José and Milwaukee. You'll need at least 1 connection.
Insights
Insights
Insights
Insights
Top layover airports
Chicago (ORD)
Cheapest • Avg $537 (round-trip)
Dallas (DFW)
Shortest trip • 8h 13m (one-way)
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 10% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
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KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from San José to Milwaukee (SJO-MKE)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Milwaukee that are departing in the next months. While these flights were available on KAYAK in the last 72 hours, prices and availability are subject to change and deals may expire.
Discover the best prices for you by selecting your travel dates on KAYAK.

Recent round-trip flight deals from San José to Milwaukee

水, 5月 20 - 日, 8月 16
United Airlines Logo
1:25 pm - 3:46 pm
SJO
-
MKE
25h 21m
2 stops
United Airlines Logo
8:45 pm - 12:21 pm
MKE
-
SJO
16h 36m
2 stops
$457United Airlines
木, 10月 22 - 月, 11月 2
United Airlines Logo
1:25 pm - 9:49 am
SJO
-
MKE
19h 24m
2 stops
United Airlines Logo
8:45 pm - 1:15 pm
MKE
-
SJO
16h 30m
2 stops
$471United Airlines
水, 5月 27 - 月, 6月 1
United Airlines Logo
12:30 am - 10:24 pm
SJO
-
MKE
20h 54m
2 stops
United Airlines Logo
6:05 am - 10:11 am
MKE
-
SJO
29h 06m
2 stops
$476United Airlines
水, 5月 27 - 木, 6月 4
United Airlines Logo
12:30 am - 8:56 pm
SJO
-
MKE
19h 26m
2 stops
United Airlines Logo
12:15 pm - 10:11 am
MKE
-
SJO
22h 56m
2 stops
$489United Airlines
木, 5月 28 - 月, 6月 1
United Airlines Logo
7:55 am - 10:45 pm
SJO
-
MKE
13h 50m
1 stop
United Airlines Logo
5:56 pm - 10:11 am
MKE
-
SJO
17h 15m
1 stop
$498United Airlines
水, 5月 27 - 月, 6月 1
United Airlines Logo
12:30 am - 6:51 pm
SJO
-
MKE
17h 21m
2 stops
United Airlines Logo
2:50 pm - 10:11 am
MKE
-
SJO
20h 21m
2 stops
$502United Airlines
水, 7月 15 - 日, 8月 2
Southwest Logo
8:45 am - 8:50 pm
SJO
-
MKE
11h 05m
1 stop
Southwest Logo
5:00 am - 11:00 am
MKE
-
SJO
7h 00m
1 stop
$518Southwest
土, 5月 23 - 木, 8月 27
Delta Logo
1:20 pm - 11:59 pm
SJO
-
MKE
9h 39m
1 stop
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
$520Delta
水, 7月 15 - 日, 8月 2
Southwest Logo
8:45 am - 10:00 pm
SJO
-
MKE
12h 15m
2 stops
Southwest Logo
5:00 am - 11:00 am
MKE
-
SJO
7h 00m
1 stop
$522Southwest
金, 5月 29 - 土, 6月 6
United Airlines Logo
12:30 am - 10:05 am
SJO
-
MKE
8h 35m
1 stop
United Airlines Logo
10:46 am - 10:39 pm
MKE
-
SJO
12h 53m
1 stop
$529United Airlines
Booking Insights

KAYAK's insights & trends for San José to Milwaukee flights

Get data-powered insights and trends into flights from San José to Milwaukee to help you find the cheapest flights, the best time to fly and much more.

How much is a round-trip flight from San José to Milwaukee?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from San José to Milwaukee departing in May.

What is the cheapest month to fly from San José to Milwaukee?

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Milwaukee, removes the top 0.1% to account for outliers, and then takes the median of all values for each month.

The cheapest month for flights from San José to Milwaukee is January, where tickets cost $480 (return) on average. On the other hand, the most expensive months are July and October, where the average cost of round-trip tickets is $655 and $625 respectively.

Find deals

Good to know

Low seasonFebruary
Cheapest flight$258
Best time to beat the crowds with an average 9% drop in price.
Most popular time to fly and prices are also 6% lower on average.
Flight from San José to Milwaukee

When to book flights from San José to Milwaukee

Are your dates flexible? Find out the best times to travel from San José to Milwaukee based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from San José to Milwaukee

  • What is the cheapest flight from San José to Milwaukee?

    In the last 3 days, the lowest price for a flight from San José to Milwaukee was $258 for a one-way ticket and $457 for a round-trip.

  • Do I need a passport to fly between San José and Milwaukee?

    Yes, you'll most likely have to show a valid passport before boarding the plane in San José and on arrival in Milwaukee.

  • Which airports will I be using when flying from San José to Milwaukee?

    San José and Milwaukee are both served by 1 main airport. You will leave San José from San José Juan Santamaria Intl and will be arriving at Milwaukee-Mitchell.

  • Which aircraft models fly most regularly from San José to Milwaukee?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from San José to Milwaukee?

    Star Alliance, and oneworld are the airline alliances operating flights between San José and Milwaukee, with Star Alliance being the most commonly used for this route.

  • Which is the best airline for flights from San José to Milwaukee, United Airlines or American Airlines?

    The two airlines most popular with KAYAK users for flights from San José to Milwaukee are United Airlines and American Airlines. With an average price for the route of $537 and an overall rating of 7.4, United Airlines is the most popular choice. American Airlines is also a great choice for the route, with an average price of $554 and an overall rating of 7.1.

  • How does KAYAK find such low prices on flights from San José to Milwaukee?

    KAYAK is a travel search engine. That means we look across the web to find the best prices we can find for our users. With over 2 billion flight queries processed yearly, we are able to display a variety of prices and options on flights from San José to Milwaukee.

  • How does KAYAK's flight Price Forecast tool help me choose the right time to buy my flight ticket from San José to Milwaukee?

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight to Milwaukee from San José is likely to change within 7 days, so travelers know whether to wait or book now.

  • What is the Hacker Fare option on flights from San José to Milwaukee?

    Hacker Fares allow you to combine one-way tickets in order to save you money over a traditional round-trip ticket. You could then fly to Milwaukee with an airline and back to San José with another airline. Booking your flights between San José and MKE can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from San José to Milwaukee?

    Sometimes travel dates aren't set in stone. If your preferred travel dates have some wiggle room, flexible dates will show you all the options when flying to Milwaukee from San José up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airlines flying from San José to Milwaukee

 
See real verified KAYAK customer reviews for airlines flying from San José to Milwaukee. Airline scores are aggregated from all reviews left by passengers on KAYAK after flying with an airline. KAYAK doesn’t show reviews that are older than 5 years. Learn how KAYAK collects reviews.
Need help choosing which airline to fly with from San José to Milwaukee? KAYAK airline reviews give an overall score for each airline based on loads of factors, including comfort, boarding, in-flight entertainment and more, to make your decision easier. See airline scores according to verified KAYAK customer reviews.
7.4
United AirlinesOverall score based on 9682 reviews
7.1Entertainment
6.6Food
8.1Crew
7.7Boarding
7.3Comfort
Airline reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

10.0 ExcellentEirene, May 2026
YYZ - EWR
Read more United Airlines reviews

Seats very comfortable; service efficient and pleasant; flight was on-time; boarding organized.

Seats were not super comfortable and food was not good at all. If I had a chance I would definitely fly a different airline. Of course they are better than any budget airline, but not by much.

Overall a good experience, but no wifi available for free or for purchase and we got wet from condensation or other water source during descent.

Very friendly and helpful staff on board and United was excellent when I missed my onward flight due to the delay in London. Very well organised meant much less stress

Flew steerage class. Short on leg room unless you pay more. No window unless you pay more. Etc. United is trying to squeeze every cent from you. It doesn’t make for any loyalty.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

They lost my bag. ... And I asked them 3 times to 3 different people if my checked bag will maKe it all the way - they all confirmed and at the end it was left at the connection... Bravo

Cancelled BOYH legs of our flight home 30 min before initial boarding

Cancelled the flight half hour before boarding. Then cancelled the connecting flight too.

Delayed due to weather in Dallas (arriving flight arrived late), then boarded the plane only to deboard immediately afterwards, tire needed to be replaced. Flight supposed to depart at 6:15pm but departed at 9:35pm.

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Everything you need to know for your flight from San José to Milwaukee

Information on your arrival and departure airports

San José (SJO)
Milwaukee (MKE)