$86 Find Cheap Flights from San Jose 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 Jose to Wisconsin departing on 4/21. 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 Jose 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 Jose to Wisconsin, as well as popular online travel agencies
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Flight Deals

Cheap Flights from San Jose to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$333
Madison
Madison1 stop$342
Appleton
Appleton2 stops$316
Green Bay
Green Bay1 stop$381
Wausau
Wausau1 stop$439
Rhinelander
Rhinelander1 stop$726
La Crosse
La Crosse1 stop$879
Minneapolis
Minneapolis2 stops$296
Duluth
Duluth1 stop$446
Chicago
Chicagononstop$277
Milwaukee
Milwaukee1 stop$333
Madison
Madison1 stop$342
Appleton
Appleton2 stops$316
Green Bay
Green Bay1 stop$381
Wausau
Wausau1 stop$439
Rhinelander
Rhinelander1 stop$726
La Crosse
La Crosse1 stop$879
Minneapolis
Minneapolis2 stops$296
Duluth
Duluth1 stop$446
Chicago
Chicagononstop$277

Book Cheap San Jose 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 Jose 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 Jose to Wisconsin

Tue, Mar 31 - Mon, Apr 6
Alaska Airlines Logo
6:15 am - 11:59 pm
SJC
-
ORD
15h 44m
1 stop
Alaska Airlines Logo
4:10 pm - 10:10 pm
ORD
-
SJC
8h 00m
1 stop
$277Alaska Airlines
Tue, Apr 7 - Thu, Apr 16
Alaska Airlines Logo
8:39 pm - 7:02 pm
SJC
-
ORD
20h 23m
1 stop
Alaska Airlines Logo
4:10 pm - 10:10 pm
ORD
-
SJC
8h 00m
1 stop
$278Alaska Airlines
Tue, May 12 - Sat, May 16
American Airlines Logo
11:00 am - 10:20 pm
SJC
-
ORD
9h 20m
1 stop
American Airlines Logo
5:00 am - 10:07 am
ORD
-
SJC
7h 07m
1 stop
$285American Airlines
Tue, Apr 14 - Thu, Apr 16
Southwest Logo
11:15 am - 10:55 pm
SJC
-
ORD
9h 40m
2 stops
Southwest Logo
3:45 pm - 11:30 pm
ORD
-
SJC
9h 45m
1 stop
$287Southwest
Tue, Apr 14 - Tue, Apr 21
Delta Logo
11:00 pm - 10:31 am
SJC
-
ATW
9h 31m
2 stops
Delta Logo
4:20 pm - 8:37 pm
ATW
-
SJC
6h 17m
1 stop
$316Delta
Tue, Apr 14 - Tue, Apr 21
Delta Logo
11:00 pm - 10:31 am
SJC
-
ATW
9h 31m
2 stops
Delta Logo
4:20 pm - 11:42 pm
ATW
-
SJC
9h 22m
2 stops
$321Delta
Mon, Jun 1 - Thu, Jun 4
Southwest Logo
3:25 pm - 1:05 am
SJC
-
MKE
7h 40m
1 stop
Southwest Logo
6:10 am - 11:30 am
MKE
-
SJC
7h 20m
1 stop
$333Southwest
Sat, Apr 18 - Wed, Apr 22
United Airlines Logo
9:40 am - 7:13 pm
SJC
-
GRB
7h 33m
1 stop
United Airlines Logo
3:47 pm - 10:41 pm
GRB
-
SJC
8h 54m
1 stop
$381United Airlines
Fri, Mar 27 - Tue, Mar 31
United Airlines Logo
10:55 pm - 9:59 am
SJC
-
GRB
9h 04m
1 stop
United Airlines Logo
5:35 pm - 10:36 pm
GRB
-
SJC
7h 01m
1 stop
$399United Airlines
Fri, Mar 27 - Tue, Mar 31
American Airlines Logo
11:06 am - 11:36 pm
SJC
-
LSE
10h 30m
2 stops
American Airlines Logo
9:48 am - 9:21 pm
LSE
-
SJC
13h 33m
2 stops
$909American Airlines
Booking Insights

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

Get data-powered insights and trends into flights from San Jose to Wisconsin to help you find the cheapest flights, the best time to fly and much more.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from San Jose 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 Jose to Wisconsin is September, when tickets cost $338 (return) on average. On the other hand, the most expensive months are March and December, when the average cost of round-trip tickets is $656 and $492 respectively.

How far in advance should I book a flight from San Jose to Wisconsin?

To calculate weekly average prices, KAYAK takes all prices for each week before departure over the last year for round-trip flights from San Jose to Wisconsin, removes the top 0.1% to account for outliers, and then takes the average of all the values for each week.

To get a below average price on the flight from San Jose to Wisconsin, you should book around 9 weeks before departure, which saves you about 54% compared to booking last minute. For the absolute cheapest price, our data suggests you should book 24 weeks before departure.

Good to know

Low seasonFebruary
Cheapest flight$86
Best time to beat the crowds but there is an average 27% increase in price.
Most popular time to fly and prices are also 2% lower on average.
Flight from San Jose to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

  • How does KAYAK find such low prices on flights from San Jose 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 Jose to Wisconsin.

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from San Jose 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 Jose 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 Jose 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 Jose 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 Jose 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 Jose to the following destinations at these prices or less: Chicago $193 one-way - $377 round-trip

Reviews of the top 4 airlines serving from San Jose to Wisconsin

 
See real verified KAYAK customer reviews for airlines flying from San Jose 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 Jose 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.
8.0
SouthwestOverall score based on 4318 reviews
7.5Entertainment
8.0Comfort
7.0Food
8.6Crew
8.1Boarding
Airline reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

8.0 ExcellentTobin, Mar 2026
SJC - BUR
Read more Southwest reviews

The problem with the seat assignments is that there were a lot of rows in the front that were empty but my row at the back was full. Just not so pleasant.

Good but I prefer choose your own seat. With the new assigned seats they should board from the back I see no advantage to this new boarding. Just like every other airline

Flight boarded late after announcing on time boarding. Flight arrived only a little late despite late departure. Had trouble connecting to WiFi

The Southwest experience has definitely taken a dive from its early days. You can no longer deferentiate from other airlines. Air travel is too expensive. Southwest is no longer budget friendly. They have lost me as a loyal customer.

The charges were ridiculous for an hour flight and the turbulence was very scary.

The seats are now more narrow. I paid for front row the seats in the front are even more narrow than before.

The wifi on the plane is great. The only issue that I have is that I prefer an aisle seat and on my trips this week, I was either in the middle or window. If we can work to secure aisle seating, I will be thrilled. Nice trip.

Great flight but super high price. Glad it was a business trip and not personal

3 hour delay. Had to change plans and was still delayed.

We got exit row seats both flights. Everything was running on time

I was in first class and literally the men behind me were so aggressively loud I moved myself to economy. This has become so common on Delta - people using audio without headphones, and men on 12am / late night flights drinking and yelling to talk to each other which prevents anyone around them from resting. Pretty crazy to have to move from first to economy (poorer service, less comfort...). Wild wild. Looking into other airlines.

Love delta smaller commuter plane so no entertainment and paid wifi on MKE-LGA leg was extremely unreliable and slow

Flight was delayed by 3-hours and their fix was… complimentary pretzels.

The crew, and fellow passengers, were super gracious and kind. There seemed to be plenty of bin space even though the plane was full. It’s nice to get a glass of wine with dinner in Premiere seating, and there was a lot of food.

Everything I mentioned earlier - the airbus was more comfortable indeed and the experience was further enhanced.

The plane was an older model, so it wasn’t as comfortable as others. The flight attendants were not helpful during onboarding. It was a full flight so there was chaos finding space for baggage.

Awesome! On time flight, early arrival, and a complimentary upgrade!

Delta One is extraordinary. I fly business when somebody hires me. I just wonder why there is such a chasm between business class and the insanely inhumane and nonsensical coach. The seats are not large enough to fit even my tiny wife. We fly 10% of what we did because we don’t want to pay 5-10 k but for $400 it’s unbearable. It seems like the accountants took over and made stupid decisions. Screw in 20 extra seats and make it so unbearable that people fly 90% less. Just put the damn price up and put some proper chairs in. But business, yay.

Delta’s staff is unmatched. From the gate agents, to the pilots, to the flight attendants… all top of the industry.

The flight was delayed for about 2 hrs. Other than it, it was good.

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.

Staff were good. My seat was in need of repair, but for a short flight was not problematic. Usual basic snack and drink setup that you'll find on any US carrier. Over, a decent, basic flight.

Complimentary light meal would be appreciated. But great flight crew service on all legs

Flight delayed for more than 16 hrs and no effort was spent to provide an alternate

Women boarding passengers at the gate was absolutely rude and disrespectful of passengers. The flight attendant was absolutely delightful! Smiling and connected with the passengers. So happy. The seats are cramped and uncomfortable but I guess that’s just the way it is Communication regarding flight was excellent

it was a very short flight so my expectations were low.

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

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.

Terrible. No customer service, no food, no drinks on a 6 hour premier economy booking.

Dloght delayed by 2.5 hrs . Common theme in my last four american floghts

They are rarely on time! Very hard to plan your travels when flights or connections keep getting delayed.

My seat was assigned last row behind restrooms No legroom’s I’m very Pettit Still was not comfortable Food choice was excellent

The chicken wrap was tiny ($13 for what looked like a 1/3 of a normal wrap?) and disgusting.

Mediocre would be best description. Food bland. Seat biz class uncomfortable to sleep. Crew never dimmed lights completely in an overnight flight to Europe. Would avoid AA if possible.

Small plane, poor meal choices for first class, bad terminal and boarding experience at LAX

Massimo, flight attendant was very authentic, attentive - wonderful. Food/wrap was just okay.

Never ontime and always delays. Long waits for customer service and often app doesn’t work

Experience was great. The best part is the free Wi-Fi connection which helps me to work on the flight

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.

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

Information on your arrival and departure airports