$99 Find Cheap Flights from Oakland to Wisconsin - Compare and Save

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1 adult, Economy, 0 bags

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Cheap Flights from Oakland to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 5 days
Milwaukee
Milwaukee2 stops$311
Madison
Madison2 stops$566
Appleton
Appleton1 stop$418
Green Bay
Green Bay2 stops$1,259
Minneapolis
Minneapolis1 stop$254
Chicago
Chicago1 stop$198
Milwaukee
Milwaukee2 stops$311
Madison
Madison2 stops$566
Appleton
Appleton1 stop$418
Green Bay
Green Bay2 stops$1,259
Minneapolis
Minneapolis1 stop$254
Chicago
Chicago1 stop$198
Booking Insights

KAYAK's insights & trends for Oakland to Wisconsin flights

Get data-powered insights and trends into flights from Oakland 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 Oakland, California to Wisconsin?

Flight prices are below average for this route right now.

Flights to Wisconsin from Oakland, California usually cost between $516 and $918 in November.
The lowest price found in the past 5 days was $311 on Alaska Airlines (Nov 3-Nov 5).

What is the cheapest month to fly from Oakland to Wisconsin?

The cheapest month for flights from Oakland to Wisconsin is April, when tickets cost $397 (return) on average. On the other hand, the most expensive months are January and March, when the average cost of round-trip tickets is $809 and $742 respectively.

Good to know

Low season

January

Cheapest flight

$99
Best time to beat the crowds but there is an average 42% increase in price.
Most popular time to fly with an average 14% increase in price.
Flight from Oakland to Chicago O'Hare Airport

FAQs - booking Wisconsin flights

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

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

    KAYAK’s flight Price Forecast tool uses historical data to determine whether the price for a flight from Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland 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 Oakland to Wisconsin

 
Need help choosing which airline to fly with from Oakland 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 4199 reviews
8.0Comfort
7.0Food
8.1Boarding
7.5Entertainment
8.6Crew
Airline reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

8.0 ExcellentGreg, Oct 2025
Read more Southwest reviews

Ever since Southwest starting charging for bags, passengers don't want to pay to check their bags, so the gate agents have to beg people to check their roller bags now because there's "not enough space". This was a terrible business move by Southwest.

Delayed flight. Nicest crew member was a SW pilot flying seated next to me who kindly move to seat the final passenger. Flight extra delayed. My cup of refreshment of ginger ale was so packed with ice it was literally 2 sips.

We had a nice flight. Boarding was easy, our seats were comfortable and the on board service was pleasant.

Service was great, boarding and exiting went smoothly, and the flight was very pleasant.

Southwest Airlines is behind the times with a woefully inefficient service animal policy that leads to major inconsistency and stress for passengers and crew alike. Despite so many attempts to share feedback and request better support, they bungled it once again and provoked a panic attack in the process, with no apologies or acknowledgment that their crew was failing to adhere to their own inadequate policies. WiFi didn’t work, flight was delayed by an hour, it was about what I’ve come to expect from Southwest these days.

Flights were full but SWA still managed to get everyone loaded and depart on time. No snack or beverage service on the first leg due to turbulance. Seats were clean but very little cushioning. Reasonable amount of leg room.

Our flight to Oakland was great bc the plane was new but it was delayed by 15min not bad at all. Over all it was an 8/10

Our flight to Vegas was delayed by almost two hours - I appreciated the updates but it was a bummer of a start to a celebratory trip. The delays meant we missed our dinner reservations we made a month ago so that was disappointing. Once we got to the gate, though, the crew did all they could to make up for the lost time and to keep it efficient and enjoyable, so I appreciate their efforts!!

There was a problem that delayed boarding for more than 20 min. and once everyone was on board, the plane did not take off for another 30 min. which then made our arrival in Phoenix 1 hour late.

Our two flights from GRR to MDW and MDW to OAK were both delayed due to weather. Be sure to build in a sufficient buffer in the transfer time to account for this type of problem. SW recommends connections as short as 40 min. Don't do this. We had to change concourses in MDW, a pretty long walk, to make our connection. Rule of thumb I use when traveling on flights with multiple legs is for connections of 80 min or more, unless there is no plane change, in which case it doesn't matter.

The internet on these planes stinks. Need to get starlink

Very bad multiple confusion and miscommunication which i ended up missing my flight.

Even though we arrived early and checked in, for some unexplained reason, our bags were removed from the plane and put on the next flight. It took over 12 hours after arriving to get our bags.

Mechanical Delay of over an hour with multiple gate changes. Entertainment system down for rejuvenation.

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

My flight was cancelled with no explanation after I had already cleared security. I was given 4 options to rebook, only one being non-stop like I had paid for. I grabbed it. It was 4 plus hours later and then took off even later. Biggest complaint is that I booked early and had an aisle seat. They gave me a "window" seat in front of the exit row, so the seat did not decline. I weigh all of 103 #s and it was tight for me! For what I paid, I feel I was kind of ripped off. I think they should have given me the empty comfort seat for the inconvenience. There was no apology nor any explanation as to why the flight was cancelled. My guess is it benefitted Delta in some way.

The dear was very limited in space. I could put my water bottle in seat basket. Also, there was no inflight entertainment in the delta app?

Wifi did not work and they only served water, coffee, or tea.

Checking in at the airport the agent only booked the first keg of my trip and had my checked luggage going to the airport with a layover! Never was issued a boarding pass for the second leg or received sticker fir my checked bag. All was well in the end! Delta agents helped to resolve the situation!!!

Had assistance at airport getting from arrivals gate to departure gate; I couldn't have managed without that extra help. Thank you Delta.

Everything you need to know for your flight from Oakland to Wisconsin

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