$101 Find Cheap Flights from Oakland 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 Oakland to Wisconsin departing on 5/9. 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 Oakland 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 Oakland to Wisconsin, as well as popular online travel agencies
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Cheap Flights from Oakland to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee1 stop$339
Madison
Madison2 stops$439
Appleton
Appleton2 stops$585
Green Bay
Green Bay2 stops$1,054
Wausau
Wausau2 stops$622
Rhinelander
Rhinelander2 stops$1,139
Minneapolis
Minneapolis1 stop$339
Duluth
Duluth2 stops$654
Chicago
Chicago1 stop$201
Milwaukee
Milwaukee1 stop$339
Madison
Madison2 stops$439
Appleton
Appleton2 stops$585
Green Bay
Green Bay2 stops$1,054
Wausau
Wausau2 stops$622
Rhinelander
Rhinelander2 stops$1,139
Minneapolis
Minneapolis1 stop$339
Duluth
Duluth2 stops$654
Chicago
Chicago1 stop$201

Book Cheap Oakland 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 Oakland 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 Oakland to Wisconsin

Mon, Jun 1 - Thu, Jun 4
Delta Logo
12:28 pm - 9:50 pm
OAK
-
ORD
7h 22m
1 stop
Delta Logo
7:45 pm - 11:57 pm
ORD
-
OAK
6h 12m
1 stop
$201Delta
Mon, Jun 1 - Thu, Jun 4
Delta Logo
12:28 pm - 9:50 pm
OAK
-
ORD
7h 22m
1 stop
Delta Logo
7:45 pm - 11:57 pm
ORD
-
OAK
6h 12m
1 stop
$211Delta
Thu, May 28 - Wed, Jun 3
Delta Logo
6:00 am - 4:29 pm
OAK
-
ORD
8h 29m
2 stops
Delta Logo
7:45 pm - 11:57 pm
ORD
-
OAK
6h 12m
1 stop
$216Delta
Tue, May 5 - Tue, May 12
Alaska Airlines Logo
10:57 am - 1:13 pm
OAK
-
ORD
24h 16m
1 stop
Alaska Airlines Logo
3:52 pm - 10:23 pm
ORD
-
OAK
8h 31m
1 stop
$257Alaska Airlines
Tue, May 5 - Tue, May 12
Southwest Logo
6:10 am - 6:50 pm
OAK
-
ORD
10h 40m
2 stops
Southwest Logo
7:45 am - 3:30 pm
ORD
-
OAK
9h 45m
2 stops
$267Southwest
Sat, May 2 - Tue, May 5
Southwest Logo
12:55 pm - 10:20 pm
OAK
-
ORD
7h 25m
1 stop
Southwest Logo
7:45 am - 1:30 pm
ORD
-
OAK
7h 45m
1 stop
$271Southwest
Thu, Sep 17 - Mon, Sep 21
Alaska Airlines Logo
2:14 pm - 11:59 pm
OAK
-
MSP
7h 45m
1 stop
Alaska Airlines Logo
5:18 pm - 10:54 pm
MSP
-
OAK
7h 36m
1 stop
$339Alaska Airlines
Tue, May 5 - Tue, May 12
Alaska Airlines Logo
2:09 pm - 2:13 pm
OAK
-
MKE
22h 04m
1 stop
Alaska Airlines Logo
7:00 am - 1:15 pm
MKE
-
OAK
8h 15m
1 stop
$339Alaska Airlines
Wed, Jun 10 - Tue, Jun 16
Southwest Logo
10:30 am - 12:55 am
OAK
-
MKE
12h 25m
2 stops
Southwest Logo
2:45 pm - 10:30 pm
MKE
-
OAK
9h 45m
1 stop
$340Southwest
Thu, May 28 - Mon, Jun 1
Southwest Logo
12:50 pm - 10:05 pm
OAK
-
MSP
7h 15m
2 stops
Southwest Logo
4:25 pm - 12:25 am
MSP
-
OAK
10h 00m
1 stop
$344Southwest
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?

This analysis is based on the cheapest round-trip price found on KAYAK in the last 12 months by searching for a flight from Oakland, California to Wisconsin departing in May.

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

To calculate monthly average prices, KAYAK takes all prices for each month over the last year for round-trip flights from Oakland 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 Oakland to Wisconsin is August, when tickets cost $334 (return) on average. On the other hand, the most expensive months are January and December, when the average cost of round-trip tickets is $809 and $666 respectively.

Good to know

Low seasonJanuary
Cheapest flight$101
Best time to beat the crowds but there is an average 60% increase in price.
Most popular time to fly with an average 10% 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

 
See real verified KAYAK customer reviews for airlines flying from Oakland 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 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 4337 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.0Food
7.5Entertainment
Airline reviews

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

2.0 MediocreJames, Apr 2026
LAX - MCO
Read more Southwest reviews

Terrible. Even though there’s assigned seating now, they are still the slowest boarding airline of anyone.

It was good from LAX to Phoenix, But the connection in Phoenix to Tulsa was not that great. The staff on both flights were great. The choice of free entertainment was ok nothing to brag about. The 45 min delay because of some electrical issue wasn't great from Phoenix to Tulsa. We sat there with hardly any air, The seat I had was between windows so the side of the plane pushed in on you. My being a bigger man it then made the seating area uncomfortable. The seats on the plane had no power to connect to recharge your phone or anything. I would recommend that they should look into a slot or clamp to hold your phone to enjoy while watching the entertainment choices hands-free. Also make it possible to raise the inner seat by the window be able to raise the arm rest up to make more room for larger people to set more comfortably. I would also say other then that stop price gouging the airfare or nickel and diming everything. Not fair for people having to fly for emergencies and be paying for higher prices due to the season or holidays. Your making your money either way and the cost of flying is still going to be the same regardless if there's 100 people or 200 people.

Southwest was greaat! The most expensive but the least upsetting for those we were flying to see.

Boarding was easy. The seats are small and fairly uncomfortable

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.

Generally on time departures and arrivals, clean planes, sky miles membership provides great benefits (complimentary upgrades, etc).

N Everything was perfect from boarding to assistance to baggage in Tampa

Loved the crew! Sucks that we went from 1 hour and 8 minute layover to a 3 hour layover. But weather sucks like that.

Fast, lovely scenery, great info on the Delta flight screen about landmarks we were flying over. Great landing!

Long flight but comfortable and not freezing as I have experienced on Hawaiian flights to the islands. They gave us blankets just in case. Nice touch.

I took seat 15A in anticipation of window seat, there is no window.

Flight late, the waited for a long time for “personal” to arrive at gate to dock the plane in Rochester. So annoying. This flight was expected, why aren’t personel available for the jet bridge?

My recent experience was excellent on Delta! I flew with Delta Comfort and I was really comfortable in my seat. I enjoyed the in-flight service. The flight attendants were so friendly and hospitable. I love the snack on the flight as well. This was my first time flying on Delta and I will definitely consider flying with them again.

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

My flight was canceled on Sunday. Rebooking took three hours. Had to pay for accommodations another night. New flight was delayed for 5 hours, all that was sent was a 12 dollar food voucher, which doesn’t tell you how to use it. Then when we landed we had to sit on the plane for an hour before we could get off.

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

Information on your arrival and departure airports