$80 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 2/25. 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
Milwaukee1 stop$287
Madison
Madison2 stops$615
Appleton
Appleton2 stops$691
Green Bay
Green Bay2 stops$580
Duluth
Duluth2 stops$599
Chicago
Chicago1 stop$159
Milwaukee
Milwaukee1 stop$287
Madison
Madison2 stops$615
Appleton
Appleton2 stops$691
Green Bay
Green Bay2 stops$580
Duluth
Duluth2 stops$599
Chicago
Chicago1 stop$159

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

Tue, Jan 27 - Thu, Jan 29
Alaska Airlines Logo
8:10 am - 11:50 pm
OAK
-
ORD
13h 40m1 stop
Alaska Airlines Logo
8:00 am - 8:40 pm
ORD
-
OAK
14h 40m1 stop
$159Alaska Airlines
Tue, Jan 27 - Thu, Jan 29
Alaska Airlines Logo
10:30 am - 11:50 pm
OAK
-
ORD
11h 20m2 stops
Alaska Airlines Logo
6:06 pm - 4:23 pm
ORD
-
OAK
24h 17m1 stop
$178Alaska Airlines
Mon, Jan 26 - Tue, Jan 27
Alaska Airlines Logo
8:10 am - 11:50 pm
OAK
-
ORD
13h 40m1 stop
Alaska Airlines Logo
3:35 pm - 4:23 pm
ORD
-
OAK
26h 48m1 stop
$187Alaska Airlines
Mon, Jan 26 - Tue, Jan 27
Alaska Airlines Logo
10:30 am - 11:50 pm
OAK
-
ORD
11h 20m2 stops
Alaska Airlines Logo
3:35 pm - 4:23 pm
ORD
-
OAK
26h 48m1 stop
$192Alaska Airlines
Wed, Apr 15 - Fri, Apr 17
Alaska Airlines Logo
9:43 am - 11:59 pm
OAK
-
ORD
12h 16m2 stops
Alaska Airlines Logo
7:24 pm - 5:46 pm
ORD
-
OAK
24h 22m1 stop
$196Alaska Airlines
Wed, Feb 11 - Tue, Feb 17
Southwest Logo
5:40 am - 3:25 pm
OAK
-
ORD
7h 45m1 stop
Southwest Logo
2:15 pm - 9:25 pm
ORD
-
OAK
9h 10m1 stop
$208Southwest
Mon, Jan 26 - Wed, Jan 28
Delta Logo
4:54 pm - 1:22 pm
OAK
-
ORD
18h 28m2 stops
Delta Logo
2:20 pm - 11:53 pm
ORD
-
OAK
11h 33m2 stops
$210Delta
Sat, Feb 21 - Sat, Feb 28
Hawaiian Airlines Logo
6:15 am - 11:55 pm
OAK
-
MSP
15h 40m1 stop
Hawaiian Airlines Logo
6:29 am - 4:37 pm
MSP
-
OAK
12h 08m1 stop
$226Hawaiian Airlines
Tue, Feb 3 - Tue, Feb 10
Delta Logo
12:33 pm - 10:06 pm
OAK
-
MSP
7h 33m1 stop
Delta Logo
6:58 pm - 11:53 pm
MSP
-
OAK
6h 55m1 stop
$277Delta
Fri, Feb 20 - Mon, Feb 23
Southwest Logo
8:25 am - 5:25 pm
OAK
-
MKE
7h 00m1 stop
Southwest Logo
5:45 pm - 10:45 pm
MKE
-
OAK
7h 00m1 stop
$295Southwest
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 December and January, when the average cost of round-trip tickets is $666 and $652 respectively.

Good to know

Low seasonOctober
Cheapest flight$80
Best time to beat the crowds but there is an average 16% increase in price.
Most popular time to fly and prices are also 18% lower on average.
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 4250 reviews
8.0Comfort
8.6Crew
8.1Boarding
7.5Entertainment
7.0Food
Airline reviews

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.

8.0 ExcellentRussell, Dec 2025
SAN - OAK
Read more Southwest reviews

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.

Crew could have been friendlier, maybe I'm spoiled by SW crews. In flight wifi was good. Would be nice to have more food offerings on a 4 plus hour flight

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.

Sacrament staff are always polite and helpful. Airport is easy to maneuver and boarding is straightforward.

As always, the entire Southwest experience was wonderful, from online booking to flight to baggage retrieval. Very grateful.

The weather could have been better. There was a 40 minute ATC delay in SFO because of marine fog and a micro cell storm delayed landing and take-off at Nashville. The gate was changed 5 minutes from boarding from gate B3 to gate C23 at Nashville airport.

The cabin was quiet for the redeye flight. The area was clean. The staff was great. The 787 Max was in good condition. Drawbacks were that the seat widths were tight for some passengers. The seat padding was at best average and for a long flight uncomfortable.

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.

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.

No lunch on a x-country flight scheduled for 10:50 am departure, arrived 5+ hrs later. That requires a black box label before you pay for the tickets. Worst, when I checked in online, it's specifically said that lunch was served on his flight for economy Plus passengers.

Our flight from SFO to MSP was right on time on 11/15/2025. No delays. As we approached MSP at about 8 pm, we circled in the air until 8:40 pm so I don't call that efficient for MSP. I think the captain should announce the delay and why. (as if we all don't know that we are just circling around the area, slowing down, speeding up, slowing down.) Thank you. Marilyn Fischer

Staff were friendly and happy. Delta could make sure passengers that don't have the app know of changes. Without Kayak I would not have known about the change of gate or the delay. Kayak was faster to notify me.

The flight used a B767 with a very old interior from before 2014. The entertainment system did not work at all during the flight despite attempts to reset the system. It was like they flew this route just to be competitive.

Delayed flight (1hour) plus a long layover after an overnight flight with no backup plane available.

Flight delayed for two and half hours and then canceled altogether due to mechanical issues. No mechanic onsite to fix so had to send one from LAX.

My husband upgraded our seats and I don't know if it was due to the type of planet was or if they didn't upgrade our seats. We were supposed to be in I believe comfort seats and they were just as tight as any other seat- no leg room and we are very tall people but at least it wasn't extremely cold. My husband did put in a complaint about our seating because he paid extra and if we would have known that the space and the tightness would have been the same, we just would have gotten the emergency row emergency row seats that we normally get. We love Delta but both our flights coming home we're not good. Oh I forgot to mention that on our flight to Hawaii our luggage wheels got broke and we had to purse new luggage on vacation then we never had this problem so we didn't know protocol and reported it after we got home only for them to tell is we only had 24hrs to report the damage. Not sure what was going on with Delta this vacation trip.

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

Information on your arrival and departure airports