$117 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 3/4. 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
Milwaukee1 stop$378
Chicago
Chicago1 stop$302
Milwaukee
Milwaukee1 stop$378
Chicago
Chicago1 stop$302

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

Wed, Feb 18 - Sun, Feb 22
Copa Airlines Logo
5:51 pm - 12:31 pm
SJO
-
ORD
18h 40m
1 stop
Copa Airlines Logo
2:22 pm - 4:46 pm
ORD
-
SJO
26h 24m
3 stops
$302Copa Airlines
Tue, Mar 17 - Tue, Mar 24
Multiple Airlines Logo
7:05 am - 11:17 am
SJO
-
ORD
27h 12m
2 stops
Multiple Airlines Logo
6:01 pm - 3:06 pm
ORD
-
SJO
22h 05m
2 stops
$305Multiple Airlines
Sat, Feb 14 - Sat, Feb 21
Spirit Airlines Logo
12:35 pm - 11:47 pm
SJO
-
ORD
11h 12m
2 stops
Spirit Airlines Logo
4:43 pm - 11:40 am
ORD
-
SJO
18h 57m
2 stops
$307Spirit Airlines
Tue, Mar 17 - Tue, Mar 31
Spirit Airlines Logo
12:19 pm - 11:17 pm
SJO
-
ORD
9h 58m
1 stop
Spirit Airlines Logo
4:36 pm - 10:42 am
ORD
-
SJO
19h 06m
2 stops
$308Spirit Airlines
Thu, Feb 12 - Tue, Feb 24
Spirit Airlines Logo
12:35 pm - 11:47 pm
SJO
-
ORD
11h 12m
2 stops
Spirit Airlines Logo
4:43 pm - 11:40 am
ORD
-
SJO
18h 57m
2 stops
$310Spirit Airlines
Wed, Apr 15 - Wed, Apr 22
Spirit Airlines Logo
12:31 pm - 11:41 pm
SJO
-
ORD
10h 10m
1 stop
Spirit Airlines Logo
5:15 am - 11:22 am
ORD
-
SJO
7h 07m
1 stop
$311Spirit Airlines
Thu, May 14 - Thu, Aug 13
Southwest Logo
9:00 am - 10:50 pm
SJO
-
MKE
12h 50m
1 stop
Southwest Logo
8:00 am - 6:40 pm
MKE
-
SJO
11h 40m
2 stops
$478Southwest
Thu, May 14 - Thu, Aug 13
Southwest Logo
9:00 am - 10:50 pm
SJO
-
MKE
12h 50m
1 stop
Southwest Logo
5:35 am - 12:45 pm
MKE
-
SJO
8h 10m
1 stop
$487Southwest
Wed, Jun 3 - Mon, Jun 8
United Airlines Logo
12:30 am - 6:51 pm
SJO
-
MKE
17h 21m
2 stops
United Airlines Logo
5:51 pm - 10:11 am
MKE
-
SJO
17h 20m
1 stop
$514United Airlines
Fri, Mar 13 - Tue, Mar 17
United Airlines Logo
1:05 pm - 10:13 pm
SJO
-
MKE
8h 08m
1 stop
United Airlines Logo
8:00 am - 9:32 pm
MKE
-
SJO
14h 32m
1 stop
$515United 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 March.

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 January, when tickets cost $373 (return) on average. On the other hand, the most expensive months are February and July, when the average cost of round-trip tickets is $675 and $635 respectively.

Good to know

Low seasonOctober
Cheapest flight$117
Best time to beat the crowds but there is an average 5% increase in price.
Most popular time to fly and prices are also 8% 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.

Top tips for finding cheap flights to Wisconsin

  • Looking for a cheap flight? 25% of our users found tickets from San José to the following destinations at these prices or less: Chicago $172 one-way - $302 round-trip

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 9222 reviews
6.6Food
7.7Boarding
7.1Entertainment
8.1Crew
7.3Comfort
Airline reviews

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

2.0 MediocreAnonymous, Feb 2026
YYZ - SFO
Read more United Airlines reviews

Very poor. The flight was delayed from Toronto because some forget to do there job . I got to my connecting gate in San Francisco 10 minutes before the departure.but this didn’t let me board even though the flight was still there for an other 30 minutes. The the gentleman at the unite airline desk told me that they usually wait for passengers but air Canada called and told them not to we I been rerouted to Manila instead of Hong Kong . In San Francisco they mad me check in my carryon bag . I was told the it will directly go yo ho chi minn cuyt but I was told that by the Vietnams airline desk that’s not there I’m 10 hours behind my scheduled flight and looks like I I’m going without baggage. I don’t have a chance of catching ..

Great other than a couple very drunk guys that for a while kept bumping my seat from behind. The staff did their best to control them. Even refused serving them alcohol and allowed the gal sitting next to them to move.

The attendant on board was amazing. She should be doing business/first international long haul.

The boarding was cumbersome. The staff was not aligned. They called group 1 but then the agent said no. Then they called group 1 again but still would not board us. Then they called group 2 and they all came up and still hadn’t started boarding. Then someone came from the plane and said why is no one coming? And the agent said bc i thought not yet and she said I said over the walkie talkie to send the passengers down? What was not clear about that? Also, onboard, the crew gave announcements very ironic/authoritative, and in first class they gave us a cheesebox. My expectations based on competition airlines, is a warm meal. A little underwhelming.

I was fully checked in the prior night and i was unchecked and then didn’t have a seat when I boarded. Instead of an aisle seat, I was out in the middle seat of the very last row of the plane.

In overall it was a good experience, the only down point was that the entertainment screen was working properly.

This Japanese airline provides great service and very helpful in assisting their passengers.

Good crew. Boarding delays. Almost two hours wait for the bags in DC.

HORRIBLE, my initial flight was cancelled, they made me pay $200 extra dollars and that got cancelled as well! After 6 cancellations I decided to get a refund because I needed to get home to my babies. Out of $1000+ dollars they offered me only $40 in refund! Totally unacceptable! The flight that they cancelled I was able to fly it on another airline. I had to spend $400 on one way tickets just to get home! I’m still getting the runaround.

First class ticket gets you a choice of chips or nuts. . Just like economy Southwest. Also no screen in the seats. This is first class???!

Flight from CHI to PVD was delayed by over 20 hours.

Update to handle the delay was very bad, crews no smiles or welcome or thanks. Don’t care attitude

It would be nice to have some low carb options in the snacks.

I was trying to take 2 one and a half hour one way trips and I experienced almost 20 delays over the course of those two trips. Only a few of them were due to weather the rest was disorganization

Crew was clearly not loving their jobs at any point of the entire trip. Flight back from Mexico, I asked if they had food for sale for the 2.5+hr flight and they did not have any. The business class trip to Mexico also had noted that the catering company forgot to load food. The last leg of trip back had a similarly unhappy crew, a broken toilet, and my seat was broken (reclining would not lock which made landing a crossfit like event). This was a bad week for AA.

No gates avail at DFW so our incoming had to wait 30 mins for a plane to push back because they Had mechanical. We boarded 90 mins delayed and then we had a mechanical. Come on American…do better. Also at my seat the tray table had not been cleaned. Floor had not been cleaned. But captain and flight Att were very picture and apologetic.

Crew was helpful and cheerful especially when they had no refreshments to work with. The plane was never serviced and had nothing but limited water and coffee onboard. For the price point, a concern of services.

Flight was smooth, quick and felt safe. The 2 delays not happening would have been better but I guess that happens in the airline industry

Flight was canceled. I asked to be rerouted to OKC and then took an Uber.

AA did not allow to board a flight because my connecting flight from DFW had been canceled. I got on another flight to another city. No service on the plane and I did not use their entertainment system.

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

Information on your arrival and departure airports