SJO - MKE

$221 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 4/16. 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
Travelers love KAYAK
41 299 237 searches in the past 7 days on KAYAK

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Everything you should know

Cheapest round-trip
$467
Typical prices: $407-$568
United Airlines
Tue 4/28Tue 5/5
SJO - MKE • 1 stop
Cheapest one-way
$221
Typical prices: $320-$408
United Airlines
Thu 4/16
SJO - MKE • 2 stops
Top airlines
Cheapest • from $467 (round-trip)
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
Cheapest • Avg $344 (round-trip)
Shortest trip • 8h 25m (one-way)
Insights
Insights
Insights
Insights
When to travel
Cheapest • 13% price drop
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

Tue, Apr 28 - Tue, May 5
United Airlines Logo
7:55 am - 10:59 pm
SJO
-
MKE
14h 04m
1 stop
United Airlines Logo
5:55 am - 12:21 pm
MKE
-
SJO
31h 26m
2 stops
$467United Airlines
Thu, Apr 16 - Sat, Apr 18
United Airlines Logo
7:55 am - 11:32 am
SJO
-
MKE
26h 37m
2 stops
United Airlines Logo
12:10 pm - 7:37 pm
MKE
-
SJO
8h 27m
1 stop
$480United Airlines
Fri, May 15 - Wed, May 20
United Airlines Logo
1:25 pm - 10:30 pm
SJO
-
MKE
32h 05m
2 stops
United Airlines Logo
3:25 pm - 7:37 pm
MKE
-
SJO
29h 12m
2 stops
$487United Airlines
Fri, May 15 - Thu, May 21
Multiple Airlines Logo
12:55 pm - 4:14 pm
SJO
-
MKE
26h 19m
2 stops
Multiple Airlines Logo
8:46 am - 8:19 am
MKE
-
SJO
24h 33m
1 stop
$497Multiple Airlines
Fri, May 15 - Wed, May 20
United Airlines Logo
1:25 pm - 10:38 am
SJO
-
MKE
20h 13m
1 stop
United Airlines Logo
8:45 pm - 7:37 pm
MKE
-
SJO
23h 52m
2 stops
$499United Airlines
Thu, May 14 - Tue, May 19
United Airlines Logo
1:25 pm - 9:45 am
SJO
-
MKE
19h 20m
2 stops
United Airlines Logo
2:20 pm - 12:21 pm
MKE
-
SJO
23h 01m
1 stop
$527United Airlines
Wed, May 13 - Tue, May 19
United Airlines Logo
7:55 am - 10:59 pm
SJO
-
MKE
14h 04m
1 stop
United Airlines Logo
5:10 am - 7:37 pm
MKE
-
SJO
15h 27m
2 stops
$540United Airlines
Fri, May 15 - Wed, May 20
United Airlines Logo
1:25 pm - 10:38 am
SJO
-
MKE
20h 13m
1 stop
United Airlines Logo
3:51 pm - 10:11 am
MKE
-
SJO
19h 20m
1 stop
$548United Airlines
Thu, Apr 16 - Sat, Apr 18
United Airlines Logo
7:55 am - 10:55 pm
SJO
-
MKE
14h 00m
1 stop
United Airlines Logo
8:15 am - 9:15 pm
MKE
-
SJO
14h 00m
1 stop
$557United Airlines
Thu, Apr 16 - Sat, Apr 18
United Airlines Logo
1:25 pm - 11:32 am
SJO
-
MKE
21h 07m
2 stops
United Airlines Logo
12:10 pm - 7:37 pm
MKE
-
SJO
8h 27m
1 stop
$561United 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 April.

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 April, where tickets cost $468 (return) on average. On the other hand, the most expensive months are October and September, where the average cost of round-trip tickets is $652 and $610 respectively.

Good to know

Low seasonFebruary
Cheapest flight$221
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 8% 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 $221 for a one-way ticket and $467 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?

    oneworld, and Star Alliance are the airline alliances operating flights between San José and Milwaukee, with oneworld 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 9431 reviews
7.7Boarding
6.6Food
8.1Crew
7.1Entertainment
7.3Comfort
Airline reviews

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

2.0 MediocreMary Ann, Mar 2026
EWR - MCO
Read more United Airlines reviews

Both our flights were delayed. Almost didn’t get in the second flight. Staff was rude to the bone.

Hopped on time for the flight only to get deplaned and delayed another 2.5 hours.

Terrible experience! delay 2 time and say i dont have ticket

Both my flight where delayed Had 25min to make it to my transfer flight

Would've been great if Lufthansa union cockpit pilots didn't strike for 2 days and caused a chaos to my returning plans to USA, and then after rebooking a flight 2 days later tge plane departed 35 min later. So I did not have a good experience.

Everything was on time and service on the flight was great!

The boarding in Buenos Aires (at the on ramp) was not great. They had to check every carry on. Not a United problem but was a Buenos Aires problem.

Staff and aircraft were good. However, weather in Houston lee to a ground stop. We were looking at circling behind three other planes until the stop was lifted. Pilot said we didn’t have enough fuel for that. So we flew on to New Orleans as the closest port with immigration and customs staff. Landed there and sat in the plane for two hours plus while staff was sorted. Turned away by ICE. Waited for pilots to be switched out, but after they were approved by ICE. Then had to wait to get a runway because so many planes were ahead of us. Finally took off and flew back to Houston. We all missed our connecting flights because it took too long. Hotel voucher from United was only a link to booking site. Total BS. Finally got a flight out the next day after a night without sleep because all the Houston hotels were booked by rodeo and spring break crowds.

Wifi Bluetooth features for watching in flight movie was horrible. Screen kept blacking out no connection of sound although it said connected. Other than that smooth trip .

I paid $7,000 to fly round trip to Porto. I thought it was for business class. But on the leg from Miami to Newark, and again from Newark to Miami, i was in coach. One time in the middle seat of coach. From Newark to Porto I was in business class as expected, and it was fine. I fly to Portugal once per month, often paying $5,000 for business class. Usually i fly American Airlines. I'd be happy to fly more with United Airlines. But my experience was disappointing because i was put in the coach for almost half the flights.

Delay after delay with little communication then AA lost my luggage and at airport would not assist just said scan this QR code to track your luggage and submit a claim. However QR code provided did not work so have to go back to airport

After changing the departure gate 5 times making us mo e from one side of the airport to the other and then back the flight was delayed nearly 2 hours. The male flight attendant had a bad attitude with the guest being condescending, disrespectful with people who were already on edge.

Easy boarding. Rows are smaller but that may be an older and bigger me now :)

It would have been nice if American tried to care.

American Airlines did everything they could with the high Spring Break crowd. I was frustrated to be changed from 1st class to a middle seat at the back of the plane. This has happened before, not sure booking 1st class and paying the extra actually works.

I booked 1st class, my flights were changed and I was sitting in the middle at the back of the plane. A far cry from the 1st class I purchased for my flights. I am grateful I arrived on time.

Movie selections were very limited. Meals were not f So good.

Older airplane with worn out seats. No entertainment system at all. Connecting to Wi-Fi was problematic and hit and miss.

AA is flying sub par aging 787's to Tokyo. I fly other 787's long haul and these are at the bottom. Seats don't work well, tray tables don't work well and were dirty. The flight was great, the plane was not.

There was no beverage service and the only time I saw a crew member walk through the cabin is when we were preparing to land.

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

Information on your arrival and departure airports