$152 Find Cheap Flights from San José to Wisconsin

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 Wisconsin departing on 6/11. 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 Wisconsin

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from San José to Wisconsin, 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 Wisconsin, as well as popular online travel agencies
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Cheap Flights from San José to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee2 stops$467
Wausau
Wausau2 stops$642
Minneapolis
Minneapolis2 stops$477
Chicago
Chicago1 stop$315
Milwaukee
Milwaukee2 stops$467
Wausau
Wausau2 stops$642
Minneapolis
Minneapolis2 stops$477
Chicago
Chicago1 stop$315

Book Cheap San José to Wisconsin Plane Tickets

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from San José to Wisconsin 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 Wisconsin

Tue, Aug 25 - Tue, Sep 1
Multiple Airlines Logo
4:18 pm - 12:09 pm
SJO
-
ORD
18h 51m
1 stop
Multiple Airlines Logo
1:49 pm - 11:59 pm
ORD
-
SJO
11h 10m
1 stop
$315Multiple Airlines
Thu, May 14 - Tue, May 19
Volaris Logo
4:18 pm - 12:09 pm
SJO
-
ORD
18h 51m
1 stop
Volaris Logo
1:49 pm - 11:59 pm
ORD
-
SJO
11h 10m
1 stop
$318Volaris
Fri, May 1 - Thu, May 7
Spirit Airlines Logo
12:38 pm - 5:11 pm
SJO
-
ORD
27h 33m
2 stops
Spirit Airlines Logo
6:16 pm - 11:33 am
ORD
-
SJO
18h 17m
2 stops
$338Spirit Airlines
Fri, May 1 - Sat, May 9
Spirit Airlines Logo
12:38 pm - 5:11 pm
SJO
-
ORD
27h 33m
2 stops
Spirit Airlines Logo
6:32 pm - 11:33 am
ORD
-
SJO
18h 01m
2 stops
$339Spirit Airlines
Tue, Apr 28 - Tue, May 5
United Airlines Logo
11:13 am - 10:00 am
SJO
-
MKE
21h 47m
2 stops
United Airlines Logo
3:25 pm - 12:21 pm
MKE
-
SJO
21h 56m
2 stops
$467United Airlines
Tue, May 12 - Mon, May 18
Southwest Logo
9:00 am - 11:05 pm
SJO
-
MSP
13h 05m
2 stops
Southwest Logo
8:05 am - 7:00 pm
MSP
-
SJO
11h 55m
2 stops
$477Southwest
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
Wed, May 13 - Mon, May 18
Southwest Logo
9:00 am - 10:30 pm
SJO
-
MSP
12h 30m
2 stops
Southwest Logo
8:05 am - 7:00 pm
MSP
-
SJO
11h 55m
2 stops
$533Southwest
Thu, Apr 30 - Sun, Jun 7
American Airlines Logo
2:08 pm - 1:43 pm
SJO
-
CWA
22h 35m
2 stops
American Airlines Logo
6:00 am - 7:24 pm
CWA
-
SJO
14h 24m
2 stops
$642American Airlines
Thu, Apr 30 - Sun, Jun 7
American Airlines Logo
2:08 pm - 1:43 pm
SJO
-
CWA
22h 35m
2 stops
American Airlines Logo
6:00 am - 7:24 pm
CWA
-
SJO
14h 24m
2 stops
$644American Airlines
Booking Insights

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

Get data-powered insights and trends into flights from San José to Wisconsin 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 Wisconsin?

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 Wisconsin departing in April.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San José to Wisconsin, 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 Wisconsin is April, when tickets cost $468 (return) on average. On the other hand, the most expensive months are October and September, when the average cost of round-trip tickets is $652 and $610 respectively.

Good to know

Low seasonFebruary
Cheapest flight$152
Best time to beat the crowds with an average 2% drop in price.
Most popular time to fly and prices are also 14% lower on average.
Flight from San José to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

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

    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 Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San José to Wisconsin 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 Wisconsin?

    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 from San José to Wisconsin with an airline and back with another airline.

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

    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 from San José to Wisconsin 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 Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from San José to Wisconsin. 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 Wisconsin? 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 9423 reviews
8.1Crew
7.3Comfort
6.6Food
7.1Entertainment
7.7Boarding
Airline reviews

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.

2.0 MediocreAnonymous, Mar 2026
GUA - IAH
Read more United Airlines reviews

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.

The travel company that you have on your site did me so wrong. I don’t know how it happened, but they put my son‘s name on my plane ticket flying to Vietnam. Along with his birthday. They would not have let me fly from Fort Myers to Ho Chi Minh City. I don’t think that I can ever use your service again. I typed my information into the browser along with my passport number and four days before I’m leaving I have to quickly search another ticket to fly out here.

Seats are uncomfortable. This has been a trend in the industry for decades. Trying to fit more seats on each plane to increase profits at the expense of the passenger.

The flight was delayed so we were dead tired, and after that the turbulence was horrible. I was very scared.

It was okay, the food was good, but after the landing there was not enough time for luggage and security to catch a connection. It was crowded on board.

It’s always a great time flying with united airlines.

Good flight. Efficient boarding and competent flight crew. No problems until we arrived at our destination gate. We were early so there was an aircraft at the gate that had to move before we could pull in. Then, due to the type of aircraft we flew, the cabin door could not be opened until some luggage from the cargo bay was offloaded to preserve center of gravity characteristics. So, that further delayed deplaning. Despite being 20 minutes early on landing, we ended up being 5 to 10 minutes late after all the delays.

It was amazing. I had several upgraded seats on my flight out. Everything went smooth with no delays.

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.

Our flight was delayed 3 times and this is why I am giving such low reviews. Everything else was okay but being in the airport at 4:30pm for my initial flight at 7pm to not leave until after 9:30pm is insane,

Flights were constantly delayed. CRW took 50 minutes to get bags

Flight has been delayed every time I've ever taken it. Seats uncomfortable. Children behind me yelling the entire flight. Some of this is out of their control but overall just consistently not a great experience.

Check in was rough because the check in crew did not know how to manage my international visa documents. Required a long process and 4 people to finally be able to proceed to security. They told us incorrect information several times before acknowledging we did indeed have everything we needed from the start.

Where do I start!! I was delayed with my flight from Dallas to Tampa. On the way back from Tampa to Dallas the flight was delayed over 4 hours+. I was put on another flight that was also delayed but not as long. Traveling on American Airlines is becoming exhausing.

There was no inflight service. Once we landed we were delayed to find a gate for an hour and a half which was 1/2 the total time in the air.

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

Information on your arrival and departure airports