SJO - MKE

$211 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 11/18. 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

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

Save 22% or moreCompare multiple travel sites with one search.

Track pricesNot ready to book? Create a price alert for when prices drop.

Bundle and saveSave money when you bundle your flight + hotel.

Filter your dealsChoose cabin class, free Wi-Fi and more.

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

Thu, Dec 4 - Mon, Dec 8
Spirit Airlines Logo
12:22 pm - 12:51 pmSJO-MKE
24h 29m1 stop
Spirit Airlines Logo
1:56 pm - 11:27 amMKE-SJO
21h 31m1 stop
$416Spirit Airlines
Find Deal
Tue, Nov 18 - Wed, Nov 26
United Airlines Logo
8:45 am - 10:45 pmSJO-MKE
14h 00m1 stop
United Airlines Logo
3:49 pm - 11:25 amMKE-SJO
19h 36m2 stops
$417United Airlines
Find Deal
Wed, Dec 3 - Wed, Dec 10
American Airlines Logo
2:56 pm - 10:46 amSJO-MKE
19h 50m2 stops
American Airlines Logo
5:00 am - 8:49 pmMKE-SJO
15h 49m2 stops
$430American Airlines
Find Deal
Sat, Nov 22 - Tue, Nov 25
Delta Logo
2:31 pm - 11:41 pmSJO-MKE
9h 10m1 stop
Delta Logo
7:00 am - 10:07 pmMKE-SJO
15h 07m1 stop
$438Delta
Find Deal
Wed, Feb 18 - Sun, Feb 22
Spirit Airlines Logo
1:19 pm - 7:29 pmSJO-MKE
30h 10m1 stop
Spirit Airlines Logo
8:24 pm - 12:14 pmMKE-SJO
15h 50m1 stop
$439Spirit Airlines
Find Deal
Tue, Nov 18 - Mon, Nov 24
Spirit Airlines Logo
12:22 pm - 11:02 amSJO-MKE
22h 40m1 stop
Spirit Airlines Logo
1:56 pm - 11:27 amMKE-SJO
21h 31m1 stop
$443Spirit Airlines
Find Deal
Sat, Nov 1 - Sat, Nov 8
American Airlines Logo
6:44 am - 4:46 pmSJO-MKE
9h 02m1 stop
American Airlines Logo
6:44 pm - 12:22 pmMKE-SJO
17h 38m1 stop
$447American Airlines
Find Deal
Thu, Nov 20 - Tue, Nov 25
Delta Logo
2:31 pm - 11:56 pmSJO-MKE
9h 25m1 stop
Delta Logo
7:00 am - 10:07 pmMKE-SJO
15h 07m1 stop
$449Delta
Find Deal
Sun, Nov 16 - Thu, Nov 27
United Airlines Logo
2:20 pm - 10:18 amSJO-MKE
19h 58m2 stops
United Airlines Logo
5:00 am - 11:25 amMKE-SJO
30h 25m2 stops
$459United Airlines
Find Deal
Wed, Nov 19 - Tue, Nov 25
Southwest Logo
9:00 am - 9:45 pmSJO-MKE
12h 45m2 stops
Southwest Logo
5:30 am - 1:15 pmMKE-SJO
7h 45m1 stop
$462Southwest
Find Deal

Everything you should know

Top airlines
Spirit Airlines
Cheapest • from $416 (round-trip)
Southwest
Best reviews • 8.0 score
Airline reviews
Airline reviews
+1
+1
Airline reviews
Airline reviews
+1
When to book
3 weeks
in advance
Our data shows that travelers who book at least 3 weeks in advance save around 2% compared to booking last minute.
Insights
Insights
Insights
Insights
When to travel
January
Cheapest • 34% price drop
December
Most popular
Good to know
Good to know
+1
+1
Good to know
Good to know
+1
Cheapest round-trip
$416
Typical prices: $451-618
Spirit Airlines
Thu 12/4Mon 12/8
SJO - MKE • 1 stop
Cheapest one-way
$211
Typical prices: $268-377
Spirit Airlines
Tue 11/18
SJO - MKE • 1 stop
Start a new search
KAYAK searches 100s of sites at once to find you the best travel deals.
We hope you love your trip to Milwaukee!
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, San José Province to Milwaukee?

What’s the cheapest day of the week to fly from San José to Milwaukee?

The average price of all round-trip flights from San José to Milwaukee clicked on KAYAK for each day over the last 12 months.

When flying from San José to Milwaukee, you should consider leaving on a Tuesday and avoid Fridays if you are looking for the best rates. For your return to San José, you’ll find the best rates on Tuesdays and the most expensive ones on Saturdays.

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 $356 (return) on average. On the other hand, the most expensive months are September and February, where the average cost of round-trip tickets is $710 and $691 respectively.

How far in advance should I book a flight from San José to Milwaukee?

To calculate weekly average prices, KAYAK takes all prices for each week before departure 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 average of all the values for each week.

To get a below average price on the flight from San José to Milwaukee, you should book around 3 weeks before departure, which saves you about 2% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 4 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$211
Best time to beat the crowds with an average 11% drop in price.
Most popular time to fly and prices are also 5% 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 $211 for a one-way ticket and $416 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?

    SkyTeam, 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, Southwest or United Airlines?

    The two airlines most popular with KAYAK users for flights from San José to Milwaukee are Southwest and United Airlines. With an average price for the route of $597 and an overall rating of 8.0, Southwest is the most popular choice. United Airlines is also a great choice for the route, with an average price of $537 and an overall rating of 7.4.

  • 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 4 airlines serving 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.
8.0
SouthwestOverall score based on 4242 reviews
8.6Crew
8.1Boarding
7.5Entertainment
8.0Comfort
7.0Food
Airline reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

10.0 ExcellentG, Sep 2025LAS - ATL
Read more Southwest reviews

I wish they had movie screens in the headrests. The seats are much improved, more legroom and recently renovated. Bathroom was clean. Staff was outstanding!!

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

Was good. I miss the free 2 checked bags. That was part of what made Southwest special

After being assaulted by a flight attendant I was then brushed off as oh well because he long braids didn’t mean to whip me in the eye. I have filed complaints and will see. But like any other issue I’ve had with kayak involved it’s been trash. Last time I’ll be using your app

AC sub par. WiFi not working correctly. Ac sucked. Seats very narrow.

Near 4 hour flight with only 1 service. Had to use call button to request water. Internet and power not working until into flight. Internet would stop working during flight.

Southwest's seats are the least comfortable I have ever sat in.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

Southwest like most American domestic airlines, is a mediocre airline. But it is among the cheapest. Oh well.

The newer screen was super cool and had the option to watch many different shows or movies. Crew was polite and helpful. However again, many children screaming bloody murder and kicking my seat, and parents doing nothing about it as usual.

Flight was good and crew was super polite. However, there were around 5 kids screaming the WHOLE 2 hours. I understand kids have to come but parents need to do something to control their children. They make the experience terrible, especially after finishing 16 hour shifts at the hospital I needed some sleep, which I did not get.

IAD with the archaic people movers is just a place to be avoided.

Overall, it was good. I was seating next to a wonderful lady and did not notice how time flew. Thanks

All of the United employees I interacted with were professional and courteous. The aircraft was clean, the food on the flight was good. No complaints here.

Armrest controller on my seat 35D and nextbooennseat 35E did not work right. Hard to press buttons to recognize and 35D had constantnpressure either upmost down somit was nearly impossible to make selections. .

I flew with my dog and had already purchased my dog’s ticket. Even that morning I had called costumer service to insure that my husband and I had seats together since the website was giving me an error when choosing our seats and the representative mentioned our dog. I showed up early to the airport and when I got to the gate and we started boarding I was help back and told that I was supposed to have a yellow tag and that I should have checked in at the counter for them to give me that tag. I was not aware of this, the representative on the phone did not say anything. Nor did I see it anywhere in the checking process online, so if you travel with a pet and are not checking in luggage, just know that you still have to go to the check in counter when arriving at the airport unless you want to be the last one to board and not have room for your carry on in the overhead bins. Other than that, I had a great experience.

Once we got in the air the pilot made up some of the time of the delay. So that was really nice.

My flight was delayed about 1 1/2 hours in Chicago, but other then that it was a good flight.

This is the best united airlines flight that I took. The crew was very friendly and the food was tasty!

Given it’s a red-eye into Charolotte, we didn’t get any food. The survey does not include “N/A” so the rating will be skewed.

The delayed flight was awful and moving the departure gate twice was annoying

Great. Quick and quiet and east. The breakfast choices were a welcome surprise!

The flight was on time and crew were nice, seats were tight and there was entertainment available

American airlines suck they delay the flights all the time made me sleep in an airport because my flight was delayed and I miss my connecting flight

There's nothing I liked about it. For first off I scheduled this trip two weeks in advance then they delayed my flight which messed up my whole trip. So I scheduled it for the following weekend thinking there won't be a delay and guess what as soon as I got to the airport we said in the airplane on the tarmac for an hour and a half. Not only was it delayed I missed my connecting flight meaning I had to stay the night at Dallas-Fort Worth airport sleeping on the floor. I will tell you this I will never fly American airlines ever again I have had nothing but horrible experience with them and I just throw money at them

The stewardess hit me with the food kart twice on the head and didn't say I'm sorry once. The same stewardess gave me a warm Apple Juice with No ice. The Flight was delayed for Departure 6 times, starting from 2:36pm, finally taking off 7:50pm. I was late picking up my child from the sitter by 3 hours.

Having to reschedule flights a day later, they loaded by luggage on the wrong plane from Little rock now I have to HOPE they deliver it to where im staying like they said would. International flight crew was very disgruntled and not very friendly.

We will be writing a long, detailed letter to corporate about our awful experience with American airlines.

It took way too long to diagnose and solve the problem of a broken crew member cabin seat. Though compensation for the volunteer who left the flight was very kind.

Everything was fine. I'm average height and I pack light. I'm ready for my Spirit flight.

Changing the flight time to 6:15 am on the return flight is extremely inconvenient. The flight was okay. It was on time. The crew was friendly. The seats were uncomfortable. All the upsells are annoying, and I would prefer paying a single higher fee and not have to purchase so much extra.

Spirit Airlines was ok but TRAVELHELPDESK, the 3rd party travel agent IS A JOKE! VERY RUDE CUSTOMER AGENTS ont he phone. NO HELP AT ALL. But the airlines was ok.

Cancelled my flight last minute and did not help me rebook. It was a horrible experience.

No frills - because you get what you pay for. The crew was amazing!! I had plenty of room to spread out because the flight was half full. Which made it easy to sleep.

The terminal crew is so rude cabin crew is extremely rude flight is very good

The flight was canceled leaving us scrambling to find another airline. I should have known not to trust Spirit

Spirit is low fare air line. Food also cost you. No free food.

The flight was delayed twice with minimal explanation. The terminal and airplane were filthy. The food voucher didn’t even cover a tiny pizza from a kiosk in the terminal. All in all, a pretty miserable experience for a flight to attend a funeral

I will use spirit more New clean aircraft Excellent crew ! Quick boarding process !

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

Information on your arrival and departure airports

Not what you’re looking for? Find thousands of other hotels, flights, car rentals and package deals with KAYAK.