$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 5/7. 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

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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$480
Green Bay
Green Bay2 stops$654
Wausau
Wausau2 stops$581
Minneapolis
Minneapolis2 stops$471
Duluth
Duluth2 stops$677
Chicago
Chicago1 stop$316
Milwaukee
Milwaukee2 stops$480
Green Bay
Green Bay2 stops$654
Wausau
Wausau2 stops$581
Minneapolis
Minneapolis2 stops$471
Duluth
Duluth2 stops$677
Chicago
Chicago1 stop$316

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

jue., may. 14 - mié., jun. 10
Multiple Airlines Logo
1:00 pm - 11:38 pm
SJO
-
ORD
9h 38m
1 stop
Multiple Airlines Logo
7:55 am - 11:45 am
ORD
-
SJO
28h 50m
1 stop
$316Multiple Airlines
jue., may. 7 - jue., may. 14
Multiple Airlines Logo
1:00 pm - 11:38 pm
SJO
-
ORD
9h 38m
1 stop
Multiple Airlines Logo
3:44 pm - 11:45 am
ORD
-
SJO
21h 01m
1 stop
$321Multiple Airlines
vie., abr. 24 - mié., abr. 29
Spirit Airlines Logo
12:38 pm - 12:24 am
SJO
-
ORD
10h 46m
1 stop
Spirit Airlines Logo
7:15 pm - 11:33 am
ORD
-
SJO
17h 18m
1 stop
$325Spirit Airlines
jue., abr. 30 - lun., may. 4
Spirit Airlines Logo
12:38 pm - 1:05 pm
SJO
-
ORD
23h 27m
1 stop
Spirit Airlines Logo
5:05 am - 11:45 am
ORD
-
SJO
7h 40m
1 stop
$339Spirit Airlines
mar., may. 5 - mar., may. 12
United Airlines Logo
7:55 am - 1:11 pm
SJO
-
MKE
28h 16m
2 stops
United Airlines Logo
5:10 am - 7:37 pm
MKE
-
SJO
15h 27m
2 stops
$480United Airlines
dom., ago. 16 - dom., ago. 30
Southwest Logo
9:00 am - 10:25 pm
SJO
-
MKE
12h 25m
1 stop
Southwest Logo
6:20 am - 6:40 pm
MKE
-
SJO
13h 20m
2 stops
$525Southwest
dom., ago. 16 - dom., ago. 30
Southwest Logo
9:00 am - 10:25 pm
SJO
-
MKE
12h 25m
1 stop
Southwest Logo
5:55 am - 6:40 pm
MKE
-
SJO
13h 45m
1 stop
$533Southwest
mié., may. 13 - mié., may. 20
United Airlines Logo
7:55 am - 7:49 am
SJO
-
MKE
22h 54m
2 stops
United Airlines Logo
8:45 pm - 10:11 am
MKE
-
SJO
14h 26m
2 stops
$542United Airlines
jue., abr. 30 - dom., jun. 7
American Airlines Logo
2:08 pm - 1:43 pm
SJO
-
CWA
22h 35m
2 stops
American Airlines Logo
6:30 pm - 12:59 pm
CWA
-
SJO
19h 29m
2 stops
$664American Airlines
jue., abr. 30 - dom., jun. 7
American Airlines Logo
2:08 pm - 1:43 pm
SJO
-
CWA
22h 35m
2 stops
American Airlines Logo
6:30 pm - 12:59 pm
CWA
-
SJO
19h 29m
2 stops
$668American 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 May.

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 $480 (return) on average. On the other hand, the most expensive months are July and October, when the average cost of round-trip tickets is $655 and $652 respectively.

Good to know

Low seasonFebruary
Cheapest flight$152
Best time to beat the crowds with an average 3% drop in price.
Most popular time to fly and prices are also 15% 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 9551 reviews
8.1Crew
7.1Entertainment
6.6Food
7.7Boarding
7.3Comfort
Airline reviews

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

10.0 ExcellentGeorge, Apr 2026
FRA - ORD
Read more United Airlines reviews

The crew was generally professional. Though one of the crew members seemed to be easily annoyed, the others were fine and helpful. The green olives and almonds snack was really good. A great idea, and nice balance of tastes.

It as confusing with the connections and I almost missed my next flight because of the first delay with the first flight. United could have helped passengers go through immigration quicker rather than waiting with everyone else. The flight attendants were super friendly and lovely. The vegetarian food was awful- I did not finish. I would suggest they just do pasta next time

Flights were on time actually early service was good and crew cheerful

Every staff member was professional, friendly and courteous. The pizza twist was ok. It was warm but too much dough.

I had a terrible experience. My flight got delayed from Atlanta to Chicago on Monday April 6, 2026, and that led to me missing my next flight to Brussels. United Airlines didn’t provide me with any accommodation for shelter. I had to sleep at the airport in Chicago. The next flight I was put on didn’t leave until the evening hours of Tuesday 4/7/2026.

Boarding was again a "free for all". We were boarding group 4, and almost the entire plane was able to board before us. It's a shame that someone who follows the rules, gets the short end of the stick. Not fair.

Food and drink service was very low quality. The flight attendants in business class must have been short some staff. Service was sluggish and not much English was spoken

Flight left on time, arrived early, pleasant staff provided water, coffee, etc. access to bathrooms was reasonable and were well maintained. blankets were available, lots of entertainment options. LUGGAGE SERVICE WAS GREAT. I got my one checked bag quickly and was able to make a bus connection for a 2 hour bus ride saving me from waiting another 1.5 hours.

The boarding process was straightforward. One pertinent observation regarding all boarding procedures is that if an individual requires assistance or possesses a special status and is part of preboarding, it is advisable to limit the number of passengers who can preboard with them, rather than the entire, sometimes large, companion groups. The seats are uncomfortable, and the entertainment options are significantly inferior compared to other airlines. During the snack service, I requested an additional bag of snacks, but my request was denied. Initially, the flight attendant agreed to my request.becoming a strange accurate moment. The flight duration was four hours.

The flight was officially delayed 3 times, and was actually later than that. Combined, it was a 3 hour delay, but there was no recognition (miles, voucher, etc). The crew seemed stressed. The captain sounded nervous in his announcements. The flight itself was smooth and uneventful.

I'm not sure American is capable of on-time arrivals and departures. When you land at ORD, you almost always get held on the tarmac because your gate is still occupied. I may have missed my connection, but that ended up up being significantly delayed as well. Once again, I finally got home well after midnight.

Same plane as RDU to LGA — internet not working. Pilot issue of some sort at end of prior flight - I was on same plane for my connection. Late/delayed —

Good flight, seated and had a water within 5 minutes. Crew was hospitable.

Didn't make it back on American Airlines due to a maintenance issue. The communication and updates were terrible. I ended up returning on Aero Mexico which had a much nicer aircraft with a large entertainment screen with movies and shows AND they had a nice inflight meal. That was a treat after being delayed 26 hours! I think some additional flight miles, or something should be offered for that long of a delay ---it was not pleasant at all---very physical and emotional experience.

Message about flight cancelation was received late due to being in the air. No explanation, just canceled and booked on morning flight. We had to stay in the airport overnight because there was no transportation offered to get to the hotel that AA had available. Actual inflight was fine.

Buying ticket from kayak instant booking was a huge mistake, never to be repeated again! The Kayak didn’t book the tickets directly, it handed it off to a third party Underpricer, that booked a code shared American Airlines flight operated by Cathay Pacific!! When managing the booking American Airlines would recognize the itinerary but wouldn’t let me do anything stating, the flight is operated by Cathay Pacific so go to their website. Cathay Pacific would recognize the itinerary, neither by reservation ID or ticket number…asking to reach out to the third party Underpricer….calling Underpricer resulted in no help like seat requests, mileage number or upgrade request, 15hr layover accommodation voucher guidance…so net in net avoid booking through three layers of intermediaries

I didn't go from Reno to Phoenix I ended up going from Reno to Dallas to Tucson because my flight rebooked because my Amtrak was late I tried notifying you guys I also don't know what you ask me about my flight because you guys didn't book my flight

A chaotic and uncomfortable experience from start to finish. The boarding process was a disaster; despite group numbers, it was a free-for-all that the staff failed to manage (especially after group 5). Once on board, the "entertainment" was non-existent. There are no seatback screens, and the mobile app selection is incredibly thin. The hardware is severely dated. My seat had zero cushioning left—it felt like sitting on a hard board for the entire flight—and the legroom was cramped. To make matters worse, the bathroom was repulsive, with toilet paper, soiled paper towels and liquid/pee all over the floor. When I did interact with the crew, they provided the absolute bare minimum and made me feel like an inconvenience for asking for anything. Avoid this flight if you can.

Delays experienced in boarding/take off due to incoming plane delayed. However, the boarding time/depart time in the app was significantly delayed in providing these updates. Usually not updated until an hour after we should have already boarded. Poorly managed.

Bag drop was very disorganized in Miami. All main cabin passengers were shunted to just a few lanes and they had an equal number of lanes for first class passengers but there was nobody on those lines. They did nothing to bring the main cab and passengers over to the open lines and they just had employees standing there and doing nothing

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

Information on your arrival and departure airports