$112 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 5/11. 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 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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Flight Deals

Cheap Flights from Oakland to Wisconsin

Cheapest round-trip prices found by our users on KAYAK in the last 72 hours
Milwaukee
Milwaukee2 stops$317
Madison
Madison2 stops$473
Appleton
Appleton2 stops$1,320
Green Bay
Green Bay2 stops$563
Wausau
Wausau2 stops$567
Rhinelander
Rhinelander2 stops$586
Duluth
Duluth2 stops$655
Chicago
Chicagononstop$217
Minneapolis
Minneapolis1 stop$289
Milwaukee
Milwaukee2 stops$317
Madison
Madison2 stops$473
Appleton
Appleton2 stops$1,320
Green Bay
Green Bay2 stops$563
Wausau
Wausau2 stops$567
Rhinelander
Rhinelander2 stops$586
Duluth
Duluth2 stops$655
Chicago
Chicagononstop$217
Minneapolis
Minneapolis1 stop$289

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

Wed, Apr 22 - Mon, Apr 27
Alaska Airlines Logo
6:46 am - 7:03 pm
OAK
-
ORD
10h 17m
1 stop
Alaska Airlines Logo
7:59 pm - 10:17 am
ORD
-
OAK
16h 18m
1 stop
$223Alaska Airlines
Tue, Apr 28 - Tue, May 5
Alaska Airlines Logo
2:09 pm - 11:59 pm
OAK
-
ORD
7h 50m
1 stop
Alaska Airlines Logo
3:52 pm - 10:23 pm
ORD
-
OAK
8h 31m
1 stop
$230Alaska Airlines
Sat, Apr 18 - Tue, Apr 21
Delta Logo
12:34 pm - 9:18 pm
OAK
-
ORD
6h 44m
1 stop
Delta Logo
7:35 am - 11:53 am
ORD
-
OAK
6h 18m
1 stop
$237Delta
Wed, Mar 11 - Tue, Mar 17
Delta Logo
5:55 am - 6:34 pm
OAK
-
ORD
10h 39m
2 stops
Delta Logo
7:10 pm - 11:46 pm
ORD
-
OAK
6h 36m
1 stop
$242Delta
Tue, Apr 21 - Thu, Apr 23
Alaska Airlines Logo
6:40 pm - 6:40 am
OAK
-
ORD
10h 00m
1 stop
Alaska Airlines Logo
8:50 am - 2:38 pm
ORD
-
OAK
7h 48m
1 stop
$248Alaska Airlines
Tue, Mar 17 - Tue, Mar 24
Delta Logo
4:49 pm - 11:59 pm
OAK
-
MSP
5h 10m
1 stop
Delta Logo
3:30 pm - 11:46 pm
MSP
-
OAK
10h 16m
2 stops
$294Delta
Wed, Mar 18 - Thu, Mar 19
Southwest Logo
11:55 pm - 9:10 am
OAK
-
MSP
7h 15m
1 stop
Southwest Logo
12:50 pm - 7:20 pm
MSP
-
OAK
8h 30m
1 stop
$314Southwest
Tue, Mar 24 - Mon, Mar 30
Southwest Logo
11:55 pm - 11:45 am
OAK
-
MKE
9h 50m
1 stop
Southwest Logo
7:30 pm - 12:10 am
MKE
-
OAK
6h 40m
1 stop
$318Southwest
Mon, Apr 13 - Wed, Apr 15
Southwest Logo
11:55 pm - 9:25 am
OAK
-
MSP
7h 30m
1 stop
Southwest Logo
1:00 pm - 6:15 pm
MSP
-
OAK
7h 15m
2 stops
$319Southwest
Wed, Mar 11 - Tue, Mar 17
Southwest Logo
11:55 pm - 9:10 am
OAK
-
MSP
7h 15m
1 stop
Southwest Logo
6:00 pm - 11:40 pm
MSP
-
OAK
7h 40m
1 stop
$324Southwest
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.

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 $314 (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$112
Best time to beat the crowds but there is an average 66% 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 4299 reviews
7.5Entertainment
8.1Boarding
7.0Food
8.0Comfort
8.6Crew
Airline reviews

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.

4.0 OkayDaniel, Feb 2026
LGB - PHX
Read more Southwest reviews

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

The boarding and seat assignment system no longer works for me, but I know it is being replaced. Otherwise, I am good with the overall experience.

The lead steward kept singing about "San Francisco" and hotel California---more annoying than humorous....needs work. Flight was smooth and on time.

San Diego airport is brand new, spacious, airy and very smooth checkin at SW baggage drop.

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.

I am extremely disappointed that delta internal pilot manuals now refer to the Gulf of Mexico as the “gulf of America”. You can bow down to the Orange turd on your own. I will never fly delta again

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.

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

Information on your arrival and departure airports