$176 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 5/24. 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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Flight Deals

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$457
Green Bay
Green Bay2 stops$689
Wausau
Wausau2 stops$764
Minneapolis
Minneapolis2 stops$388
Chicago
Chicago1 stop$357
Milwaukee
Milwaukee2 stops$457
Green Bay
Green Bay2 stops$689
Wausau
Wausau2 stops$764
Minneapolis
Minneapolis2 stops$388
Chicago
Chicago1 stop$357

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

Fri, Jul 17 - Fri, Jul 31
Multiple Airlines Logo
1:21 pm - 12:25 pm
SJO
-
ORD
22h 04m
1 stop
Multiple Airlines Logo
5:10 am - 12:15 pm
ORD
-
SJO
8h 05m
1 stop
$357Multiple Airlines
Thu, Aug 27 - Sun, Aug 30
Multiple Airlines Logo
9:35 am - 11:14 pm
SJO
-
ORD
12h 39m
1 stop
Multiple Airlines Logo
5:10 am - 12:15 pm
ORD
-
SJO
8h 05m
1 stop
$360Multiple Airlines
Sat, Aug 15 - Wed, Aug 19
Frontier Logo
9:35 am - 11:05 pm
SJO
-
ORD
12h 30m
1 stop
Frontier Logo
5:30 pm - 8:20 am
ORD
-
SJO
15h 50m
1 stop
$366Frontier
Thu, May 21 - Thu, May 28
Spirit Airlines Logo
1:00 pm - 11:15 pm
SJO
-
ORD
9h 15m
1 stop
Spirit Airlines Logo
5:05 am - 11:45 am
ORD
-
SJO
7h 40m
1 stop
$367Spirit Airlines
Thu, Jul 16 - Wed, Jul 22
Frontier Logo
9:35 am - 9:11 am
SJO
-
ORD
22h 36m
1 stop
Frontier Logo
5:13 pm - 8:20 am
ORD
-
SJO
16h 07m
1 stop
$370Frontier
Fri, Sep 11 - Tue, Sep 15
United Airlines Logo
12:44 pm - 11:03 am
SJO
-
ORD
21h 19m
1 stop
United Airlines Logo
7:45 pm - 11:38 am
ORD
-
SJO
16h 53m
1 stop
$371United Airlines
Thu, May 21 - Sun, May 24
Spirit Airlines Logo
1:00 pm - 8:22 am
SJO
-
ORD
18h 22m
1 stop
Spirit Airlines Logo
5:05 am - 11:45 am
ORD
-
SJO
7h 40m
1 stop
$377Spirit Airlines
Wed, May 20 - Sun, Aug 16
United Airlines Logo
1:25 pm - 3:46 pm
SJO
-
MKE
25h 21m
2 stops
United Airlines Logo
8:45 pm - 12:21 pm
MKE
-
SJO
16h 36m
2 stops
$457United Airlines
Wed, Jul 15 - Thu, Jul 16
American Airlines Logo
7:00 am - 12:19 am
SJO
-
CWA
16h 19m
3 stops
American Airlines Logo
10:03 am - 10:38 pm
CWA
-
SJO
13h 35m
3 stops
$2,580American Airlines
Wed, Jul 15 - Thu, Jul 16
American Airlines Logo
7:00 am - 12:19 am
SJO
-
CWA
16h 19m
2 stops
American Airlines Logo
10:03 am - 10:38 pm
CWA
-
SJO
13h 35m
3 stops
$2,693American 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 May, when tickets cost $256 (return) on average. On the other hand, the most expensive months are October and March, when the average cost of round-trip tickets is $520 and $492 respectively.

Good to know

Low seasonFebruary
Cheapest flight$176
Best time to beat the crowds with an average 4% drop in price.
Most popular time to fly and prices are also 16% 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 9677 reviews
6.6Food
7.7Boarding
7.3Comfort
8.1Crew
7.1Entertainment
Airline reviews

Flew steerage class. Short on leg room unless you pay more. No window unless you pay more. Etc. United is trying to squeeze every cent from you. It doesn’t make for any loyalty.

6.0 GoodAnonymous, Apr 2026
HND - SFO
Read more United Airlines reviews

Flew steerage class. Short on leg room unless you pay more. No window unless you pay more. Etc. United is trying to squeeze every cent from you. It doesn’t make for any loyalty.

Booked through Kayak Business, had a seat in middle and towards back due to booking rate, not comfortable.

Was great in general, try to respect time and excuses when slight changes have been made, appreciated!

A long delay. Don't travel late in the day.

Super friendly with lots of drink options an entertainment. Friendly crew.

Flight crew was super friendly and helpful. Food was frequent and honestly pretty good. Plenty of on-board entertainment. Economy seats are super cramped for such a long flight, but the crew allowed people to get up and stretch, and kids could wander with their parents, so we all made it work. Overall a very good experience.

Standard flight with a drinks and a snack- overall very quick flight. The flight attendants were very strict, bordered on rude.

Outstanding service, efficient & friendly crew, flight was safe, comfortable & on time

Outstanding service, great food, friendly & efficient crew, safe & comfortable flight

Staff were not attentive, wifi did not work, cut my head in the bathroom due to the position of the soap on the sink, had blood running down my face, told staff, they had no expression no sympathy, didn't even say "sorry", they said "oh we will have a look at that" about 10 mins later the purser brought me a bandaid, still no sorry.... Shocking

Left early arrived early..right amount of talking from pilots..of course had to love the biscuit and water!

I would like a refund for the extra cost the seat I paid for. An oversized person sat next to me and I couldn’t fit on my seat and had to move to another seat.

Boarding gate at LAX was too crowded—two gates next to one another

The flight was delayed about an hour for a maintenance specialist to approve the maintenance repair

This flight was delayed but it worked in my favor because my Atlanta to Dallas flight was delayed.

This was a hard flight. 3 delays out of OKC (1 on the Tarmac). Delay in Atlanta coming to Dallas. total travel time was the equivalent of driving from OKC to Atlanta.

Like: flights are on time, good boarding process Can improve: planes are old, improve entertainment and make space more comfortable

Had to wait for a gate for a long time, then waited on the run way for a long time before leaving. The actual flights part was good.

Poor... food was horrible, boarding very slow, service on board mediocre

The airplane was an old model, the overhead didn’t have enough room for people’s items and made boarding and boarding disappointing and stressful. Crew allowed passengers to bring more than the permitted baggage sizes.

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

Information on your arrival and departure airports