$151 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 3/7. 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

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$438
Chicago
Chicago1 stop$285
Milwaukee
Milwaukee2 stops$438
Chicago
Chicago1 stop$285

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, Mar 6 - Tue, Mar 10
Spirit Airlines Logo
1:31 pm - 9:13 pm
SJO
-
ORD
7h 42m
1 stop
Spirit Airlines Logo
5:15 am - 11:22 am
ORD
-
SJO
7h 07m
1 stop
$285Spirit Airlines
Wed, Apr 15 - Tue, Apr 21
Multiple Airlines Logo
12:20 pm - 12:14 am
SJO
-
ORD
10h 54m
1 stop
Multiple Airlines Logo
8:25 am - 11:15 am
ORD
-
SJO
27h 50m
2 stops
$286Multiple Airlines
Wed, May 13 - Tue, May 19
Multiple Airlines Logo
12:20 pm - 12:14 am
SJO
-
ORD
10h 54m
1 stop
Multiple Airlines Logo
8:25 am - 11:15 am
ORD
-
SJO
27h 50m
2 stops
$289Multiple Airlines
Fri, May 1 - Sun, May 10
United Airlines Logo
1:25 pm - 7:49 am
SJO
-
MKE
17h 24m
2 stops
United Airlines Logo
8:30 pm - 12:21 pm
MKE
-
SJO
16h 51m
2 stops
$438United Airlines
Thu, May 14 - Thu, Aug 13
Delta Logo
1:25 pm - 11:56 pm
SJO
-
MKE
9h 31m
1 stop
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
$443Delta
Wed, Apr 15 - Sun, Apr 19
United Airlines Logo
1:25 pm - 10:10 am
SJO
-
MKE
19h 45m
1 stop
United Airlines Logo
8:00 am - 10:11 am
MKE
-
SJO
27h 11m
1 stop
$459United Airlines
Sat, May 23 - Thu, Aug 27
Delta Logo
1:25 pm - 11:59 pm
SJO
-
MKE
9h 34m
1 stop
Delta Logo
5:55 am - 11:56 am
MKE
-
SJO
7h 01m
1 stop
$496Delta
Fri, May 15 - Tue, Jun 30
Southwest Logo
9:00 am - 10:50 pm
SJO
-
MKE
12h 50m
1 stop
Southwest Logo
5:10 am - 12:45 pm
MKE
-
SJO
8h 35m
1 stop
$500Southwest
Thu, Apr 9 - Tue, Apr 14
Southwest Logo
9:00 am - 11:20 pm
SJO
-
MSP
13h 20m
2 stops
Southwest Logo
7:10 am - 7:00 pm
MSP
-
SJO
12h 50m
2 stops
$515Southwest
Fri, May 8 - Mon, May 11
JetBlue Logo
1:25 pm - 11:56 pm
SJO
-
MKE
9h 31m
1 stop
JetBlue Logo
5:30 am - 12:04 pm
MKE
-
SJO
7h 34m
1 stop
$540JetBlue
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 April, when tickets cost $468 (return) on average. On the other hand, the most expensive months are October and July, when the average cost of round-trip tickets is $652 and $635 respectively.

Good to know

Low seasonFebruary
Cheapest flight$151
Best time to beat the crowds with an average 8% drop in price.
Most popular time to fly and prices are also 9% 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 $200 one-way - $368 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 9308 reviews
6.6Food
7.7Boarding
7.3Comfort
7.1Entertainment
8.1Crew
Airline reviews

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

8.0 ExcellentLeslie, Feb 2026
BNE - SFO
Read more United Airlines reviews

Good flight. However, when booked flight with United, assumed the layover included by United in San Francisco of 1 hr and 40 minutes was sufficient . Not so and would recommend at least 2 hours or more. Needed to go through US immigration (very long lineups), then pick up bags, take all the way to another terminal, running because we did not have sufficient time. We made the flight because they held the door for us but luggage didn’t follow.

Very old flight - time to retire it for newer airplanes

2+ hours delayed Outlet in row 12 did not work Tv monitors did not work Lights kept off the entire flight for at 5pm-7pm flight

No real complaints. The in flight food was much better than I expected. The in flight entertainment was excellent.

From pre boarding to flight attendant, crew and baggage handler, excellent. Didn’t lost my luggage like West jet.

Very disappointing given gate agent behavior. Filed a formal complaint with United.

Do not like the size of the overhead bin. I think staff should monitor the size of suitcases that are being carried on by passengers to ensure they meet the size requirement.

Crew was great (professional, attentive, prompt). Snacks for 4 hrs flight is deplorable.

Flight delayed. WiFi connectivity very poor if not existant. Last minute arrival forced me to run to catch my connection.

Both of my flights arrived early and check in process was smooth

The flight was fine. It's the satellite terminal that supports American eagle flights is what sucks. There is only one food option and everything there is way overpriced. I mean I know it's airport pricing, but it's even crazier than that. I bought a sandwich in a plastic container for $18.

Overall it was a good flight. Because we traveled on a Saturday we were upgraded to FC since my wife and I are both Executive Platinum. The only areas for improvement we noted are better snack assortment and perhaps a little nicer plane as American is flying some older planes now. Everything else on this flight was excellent, which is frankly not the norm for American since we have had multiple issues on prior AA flights.

The smell from the bathroom kept wafting through the cabin. It made people sick.

The flight was really crowded. Flight attendants were just ok.

Boarding delayed 20 minutes for no reason, no wifi, in flight entertainment, or snacks / waters?

Didn't get a seat assignment until the last minute even though i picked a seat.

American has been able to implement an algorithm that makes it possible for nearly every one of my evening flights to be late. Congratulations!

I was on a small regional flight from Detroit to Philadelphia. When we landed the outside cruise needed to turn something off with the engine, which took quite a long time. Then, when they allowed us to get off the plane it was outside. They took their time, unloading all the luggage and waited till they unloaded all the luggage before they brought it over to us. It was 9 o’clock at night freezing cold out, and there was no proactive hustle to try to get people their luggage. It was really one of the worst experiences I think I’ve ever had with American until a manager came over. I don’t think they were going to even consider pulling the luggage over to the people that had been waiting outside for at least 10 minutes in the freezing cold.

The flight was fine, once we got underway. It was more than hour delayed

Beverage service was not good. Also just one service in 5 hr 30 min flight. No ask fir water ir anything beside one time beverage service.

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

Information on your arrival and departure airports