SJO - MKE

$167 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 8/23. 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
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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

Fri, Aug 22 - Fri, Sep 5
Spirit Airlines Logo
11:27 am - 11:06 pmSJO-MKE
10h 39m1 stop
Spirit Airlines Logo
3:07 pm - 10:27 amMKE-SJO
20h 20m2 stops
$375Spirit Airlines
Find Deal
Sun, Aug 24 - Sun, Sep 7
Spirit Airlines Logo
11:27 am - 11:06 pmSJO-MKE
10h 39m1 stop
Spirit Airlines Logo
12:53 pm - 10:27 amMKE-SJO
22h 34m1 stop
$376Spirit Airlines
Find Deal
Wed, Dec 10 - Wed, Jan 7
American Airlines Logo
7:00 am - 10:56 pmSJO-MKE
15h 56m2 stops
American Airlines Logo
6:19 am - 8:02 pmMKE-SJO
13h 43m1 stop
$388American Airlines
Find Deal
Mon, Oct 6 - Sun, Oct 12
Delta Logo
1:21 pm - 11:55 pmSJO-MKE
9h 34m1 stop
Delta Logo
5:17 am - 11:56 amMKE-SJO
7h 39m1 stop
$438Delta
Find Deal
Mon, Dec 22 - Fri, Jan 2
American Airlines Logo
12:30 am - 10:31 amSJO-MKE
10h 01m1 stop
American Airlines Logo
6:24 am - 8:02 pmMKE-SJO
13h 38m1 stop
$458American Airlines
Find Deal
Wed, Dec 10 - Wed, Jan 7
United Airlines Logo
8:45 am - 10:30 pmSJO-MKE
13h 45m2 stops
United Airlines Logo
10:45 am - 8:39 pmMKE-SJO
9h 54m2 stops
$472United Airlines
Find Deal
Tue, Sep 23 - Fri, Oct 3
Delta Logo
1:35 pm - 11:48 pmSJO-MKE
9h 13m1 stop
Delta Logo
5:40 am - 12:08 pmMKE-SJO
7h 28m1 stop
$480Delta
Find Deal
Fri, Aug 15 - Wed, Aug 20
United Airlines Logo
11:13 am - 11:35 amSJO-MKE
23h 22m2 stops
United Airlines Logo
5:00 am - 7:37 pmMKE-SJO
15h 37m2 stops
$488United Airlines
Find Deal
Mon, Aug 11 - Tue, Aug 12
Southwest Logo
8:50 am - 9:35 pmSJO-MKE
11h 45m2 stops
Southwest Logo
6:15 am - 6:55 pmMKE-SJO
13h 40m2 stops
$587Southwest
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Mon, Aug 11 - Wed, Aug 13
Southwest Logo
8:50 am - 9:35 pmSJO-MKE
11h 45m2 stops
Southwest Logo
6:15 am - 6:55 pmMKE-SJO
13h 40m2 stops
$607Southwest
Find Deal
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 $413 (return) on average. On the other hand, the most expensive months are February and July, where the average cost of round-trip tickets is $691 and $653 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 4 weeks before departure, which saves you about 18% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonNovember
Cheapest flight$167
Best time to beat the crowds with an average 5% 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 $167 for a one-way ticket and $375 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, oneworld, and SkyTeam are the airline alliances operating flights between San José and Milwaukee, with SkyTeam 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 4241 reviews
8.0Comfort
8.1Boarding
7.0Food
8.6Crew
7.5Entertainment
Airline reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

2.0 MediocreAnonymous, Jul 2025AUS - RDU
Read more Southwest reviews

southwest just starting charging for luggage. hadnt realized it until it was too late. now out $70 when i couldve bought a carry on if i wouldve known. free bags was one of the only reasons i chose southwest over another airline (the other being no assigned seats, which is apparently also being changed). stupid business decision. wont be flying southwest anymore.

The quality of Southwest Airlines continues to degrade each time I fly with them. If it were not for the free luggage, I would probably choose another airline. Their prices are a little bit competitive, but way too high for the quality of the service. Southwest is not unique in this way. Domestic flight in the United States of America has continued to be a lower and lower quality product. Very sad when you compare the quality of domestic airlines to that of many international airlines around the world.

Very smooth checking in our luggage with a super pleasant SW agent. I enjoyed a fun entertaining movie.

WiFi did not work. For as outrageous as these flights cost, when they’re advertised with certain services/ features they should be in working order

Worst experience I had on Southwest. Still better than most, but the seating was barely tolerable.

The Southwest employees (all two of them) were very nice and cheerful despite the fact the line to self-check a bag (simply drop it off) was hundreds of people long. Thank God I arrived early to the airport because I stood in this line for at least an hour. Once on the flight that had been delayed by an hour, we had no Wi-Fi and thus no entertainment. Finally, I hope the investor strong arm tactics against Southwest pay off in a short-term windfall to your C-Suite because the rest of you are screwed. I have been a faithful Southwest customer for 15 years due to everything you just got rid of. I'm flying to Idaho and Washington in October, both places I used to simply book with Southwest without a second thought now with Frontier (Washington) and United (Idaho) because they offer everything the "new" Southwest does but cheaper and at better times, destinations, etc. This really makes me sad...

It was okay. The plane was delayed from earlier in the day, but they kept updating the departure time, sometimes later, sometimes earlier. That was stressful. Once we finally got on and took off, it was fine. I was supposed to have a connection in Chicago to Los Angeles, and the time for so late I was rebooked to arrive in LA 3 hours late. The departure time to Chicago later became early enough to have taken my original connection and arrive earlier but that wasn't an option.

It was one and half hour late... Not sure if any other experience matters.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

For my birthday trip this was my second time ever flying, this trip was the best.

Was on time until within 1 hour of flight-how does that happen? Staff very friendly.

Had one staff that was not pleasant. Seems they are stressed with too many people to care for.

Weather delay in Chicago?. No sense of urgency to make connection in Chicago for our connecting flight that wasn't delayed. Connection was missed.

Ok. Get a different kosher caterer. The food was odd.

Food was terrible. Crew was kind but skipped over my row for providing sandwiches and beverages.

Our flight was understandably diverted to a small regional airport in Laramie, Wyoming due to weather conditions, which I fully recognize and appreciate. However, the low rating stems from the experience that followed: passengers remained on board for over an hour without the option to deplane and stretch, despite the aircraft being stationary. Although the pilot opened the cabin door, only he was permitted to exit. Meanwhile, passengers grew increasingly uncomfortable as warm summer air entered the cabin through the open door, and being in the second row meant we were impacted immediately. While the flight attendants made efforts to keep everyone at ease, I believe allowing passengers to deplane briefly, given the extended delay, would have significantly improved the overall experience.

I never flew. Flight was canceled. DIA worst airport in the country. Avoid at all costs.

Lost luggage, they need a baggage service representative available all times in Atlanta

Our experience on United Airlines was extremely poor. The plane was extremely cold throughout our entire flight- which multiple people complained about- and we had to wait 2 hours to get a blanket which was too thin and barely helped warm us up. As well as this, none of the entertainment features were working so we had to sit through a roughly 10 hour flight with nothing to keep our attention, including the actual flight path screen. It was an extremely disappointing experience and I would hope that this gets fixed if we ever choose United Airlines again.

I really enjoyed flying with United airlines amazing experience , good customer service and great food

Very poor delay in dfw was really bad n long

Our flight was 1.5 hours delayed. There was no weather for the inbound flight, so I don't understand why. This meant a VERY late arrival and only a quick nap before my morning flight.

Because of rescheduling, they had to put me on a flight that didn't go through Dallas

It was very difficult to stretch my knee out and I am very short. I also had a torn tendon in my knee which made it extra uncomfortable anyways. My husband is 6'2" and I can't imagine him flying in that plane.

3 hour weather delay followed by 1 hour (and counting) maintenance delay. UGH!

Couldn’t get the door on the plane to close leading to a nearly 2 hour delay. But, hey at least they didn’t cancel the flight.

Very clean and comfortable cabin. Amazing Mediterranean salad for lunch before landing. Great range of films to watch. Really quiet and easy to sleep on the flight also. The initial food was a bit weird: odd fried chicken pieces in some weird white gloop, but that would be my lack of cultural knowledge on the grub. Salad more than made up for it at the other end. Staff were super attentive and helpful. Great and easy flight

International baggage recheck process in Philadelphia was a disaster. Waited 1 hour and 45 minutes to receive our bags. Waited 15 minutes to recheck bags, flight notification boards were blank so we asked an AA representative for our connecting gate and we were directed to the wrong terminal and gate. Our connection window was over 3 hours and we made our flight by 5 minutes. We pulled away from the gate and sat on the runway for 1 1/2 hours. 1 of our 4 bags didn’t make it to Phoenix. The mobile app for lost baggage didn’t work, the AA rep had to manually fix.

I miss my flight and they could not rebook me that day because the other flight was full, and for the next day I had to pay a whole new fee again which I think is unprofessional

Flight was cancelled 3 hrs AFTER etd. Thetefore Missed connection from JFK to New Zealand . No accommodation provided… This cost ne aporox 1000 USD in extra expenses and turned whst should have been a 24 hr trip ftom Boston - New Zealand into a VERY expensive , late 70+ hr nightmare … Complete nonsense!!!

The staff was excellent and I appreciated the zero tolerance for noise making electronics and the only bad part was It took forever for the luggage to get to the baggage claim. It took over 40 minutes. And Norfolk is a small airport so it was probably airport. Staff’s fault.

The flight was 3.5 hrs delayed. I was not notified prior to arriving to the airport via spirit app. or via boarding pass that I already had loaded on my phone. The agent that i saw at the counter didn’t mention anything about the delay either. I only saw the update after logging in to my email account.

The flight and boarding process was smooth. Wifi was unavailable and I prepaid for it. Have requested a refund

Offer snacks for free. You are charging for the flight for the carry on for the seat and for a snack??? Lord

Had a issue with catching flight due to airline, was unable to board flight

Spirit is a very uncomfortable travel experience. It’s cheap but you are squeezed into the seats like canned meat.

Not great. Seats uncomfortable. Crew a little rude. Amenities like wifi and drinks way too expensive.

Late departure by 1:45min. No explanation why. During boarding inconsistent policing of their baggage rules. Before takeoff and lamdimg strange obsession with window shade and armrest positions. Don't know why they care. 15 min tarmac delay on arrival, they blamed airport congestion but we were the o lh flight waiting, it was clear it was due to poor staff planning (only one ground crew to receive airplanes and multiple arrivals) Got there but was rrally lame the whole trip.

The seat belt was lengthy enough that I did not need an extender. Courteous and helpful flight attendants.

We sat on the tarmac for an hour waiting for a gate to deplane.

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

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