OAK - MSN

$214 Find Cheap Flights from Oakland to Madison

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 Madison departing on 5/5. 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 Madison

 
These are the airlines KAYAK users have selected most often from within our search results in flight searches from Oakland to Madison, 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 Madison, as well as popular online travel agencies
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Everything you should know

Cheapest round-trip
$533
Delta
Wed 4/1Tue 4/7
OAK - MSN • 2 stops
Cheapest one-way
$214
Delta
Tue 5/5
OAK - MSN • 2 stops
Nonstop flights
Not available
There are currently no direct flights between Oakland and Madison. You'll need at least 2 connections.
Insights
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Insights
Top layover airports
Denver (DEN)
Cheapest • Avg $350 (round-trip)
Denver (DEN)
Shortest trip • 6h 18m (one-way)
Insights
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We hope you love your trip to Madison!
Flight Deals
Booking Insights
Flight Deals

Cheap Flights from Oakland to Madison (OAK-MSN)

 
Here are some of the best deals found on KAYAK recently from the most popular airlines for round-trip flights from Oakland to Madison 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 Madison

Wed, Apr 1 - Tue, Apr 7
Delta Logo
5:55 am - 5:47 pm
OAK
-
MSN
9h 52m
2 stops
Delta Logo
6:00 am - 4:00 pm
MSN
-
OAK
12h 00m
2 stops
$533Delta
Tue, Mar 31 - Tue, Apr 7
Delta Logo
4:49 pm - 12:41 pm
OAK
-
MSN
17h 52m
2 stops
Delta Logo
6:04 pm - 11:46 pm
MSN
-
OAK
7h 42m
2 stops
$582Delta
Tue, Mar 31 - Mon, Apr 6
Delta Logo
5:55 am - 5:47 pm
OAK
-
MSN
9h 52m
2 stops
Delta Logo
2:45 pm - 11:46 pm
MSN
-
OAK
11h 01m
2 stops
$604Delta
Thu, Jun 11 - Tue, Jun 16
Delta Logo
5:05 pm - 9:57 pm
OAK
-
MSN
26h 52m
2 stops
Delta Logo
1:45 pm - 11:49 pm
MSN
-
OAK
12h 04m
2 stops
$631Delta
Fri, Jun 12 - Tue, Jun 16
Delta Logo
5:05 pm - 11:13 am
OAK
-
MSN
16h 08m
2 stops
Delta Logo
1:45 pm - 11:49 pm
MSN
-
OAK
12h 04m
2 stops
$636Delta
Tue, Mar 31 - Sat, Apr 4
Delta Logo
5:55 am - 5:47 pm
OAK
-
MSN
9h 52m
2 stops
Delta Logo
7:00 am - 4:00 pm
MSN
-
OAK
11h 00m
2 stops
$639Delta
Tue, Mar 31 - Wed, Apr 8
Delta Logo
4:49 pm - 5:47 pm
OAK
-
MSN
22h 58m
2 stops
Delta Logo
6:04 pm - 11:46 pm
MSN
-
OAK
7h 42m
2 stops
$644Delta
Wed, May 20 - Mon, May 25
Delta Logo
12:28 pm - 9:27 pm
OAK
-
MSN
30h 59m
2 stops
Delta Logo
7:00 am - 11:57 pm
MSN
-
OAK
18h 57m
2 stops
$656Delta
Fri, Jun 12 - Tue, Jun 16
Delta Logo
5:05 pm - 11:13 am
OAK
-
MSN
16h 08m
2 stops
Delta Logo
1:45 pm - 11:49 pm
MSN
-
OAK
12h 04m
2 stops
$658Delta
Wed, Apr 1 - Wed, Apr 8
Delta Logo
5:55 am - 10:05 am
OAK
-
MSN
26h 10m
2 stops
Delta Logo
6:04 pm - 11:46 pm
MSN
-
OAK
7h 42m
2 stops
$684Delta
Booking Insights

KAYAK's insights & trends for Oakland to Madison flights

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

What is the most popular layover airport when flying from Oakland to Madison?

Percentage of 1-stop round-trip flights from Oakland to Madison chosen by KAYAK users via each layover airport in the last 12 months (only includes trips with the same layover airport on both legs).

Minneapolis (MSP) is the top choice – 83% of KAYAK users who clicked on 1-stop flights from Oakland to Madison picked an itinerary connecting there.

What is the cheapest layover airport when flying from Oakland to Madison?

Average round-trip price for 1-stop flights from Oakland to Madison clicked by KAYAK users in the last 12 months (only includes trips with the same layover airport on both legs).

Flights via Denver (DEN) offer the most affordable fares, with an average round-trip price of $350.

Which layover airport offers the shortest total travel time from Oakland to Madison?

Shortest average total travel time for 1-stop one-way flights from Oakland to Madison via different layover airports, based on KAYAK user data from the last 12 months.

Consider flying via Denver (DEN) for the shortest journey. The average one-way travel time for flights connecting there is 6h 18m.

Which layover airport has the quickest connection when flying from Oakland to Madison?

Average layover duration at different layover airports for 1-stop one-way flights from Oakland to Madison, based on KAYAK user data from the last 12 months.

If you prefer a quick connection, Denver (DEN) often has the shortest layovers from Oakland to Madison, with an average of 1h 29m.

Find deals

Good to know

Cheapest flight$214
Flight from Oakland to Madison

When to book flights from Oakland to Madison

Are your dates flexible? Find out the best times to travel from Oakland to Madison based on our flight data from the last year. Discover the cheapest month and even day to fly.
Estimated round-trip price
KAYAK looks at all historical flight data for each date to provide a predicted price for one-way trips or round-trips with a duration up to 40 days. While we try to provide actual minimum prices for each date, some prices are predictions and actual prices may differ.

FAQs for booking flights from Oakland to Madison

  • What is the cheapest flight from Oakland to Madison?

    In the last 3 days, the lowest price for a flight from Oakland to Madison was $214 for a one-way ticket and $533 for a round-trip.

  • Do I need a passport to fly between Oakland and Madison?

    A passport is not required to fly from Oakland to Madison.

  • Which airports will I be using when flying from Oakland to Madison?

    Oakland airport is called Oakland and the only airport in Madison is Madison Truax Field.

  • Which aircraft models fly most regularly from Oakland to Madison?

    We unfortunately don’t have that data for this specific route.

  • Which airline alliances offer flights from Oakland to Madison?

    SkyTeam is the only airline alliance operating flights between Oakland and Madison.

  • How does KAYAK find such low prices on flights from Oakland to Madison?

    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 Madison.

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

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

    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 to Madison with an airline and back to Oakland with another airline. Booking your flights between Oakland and MSN can sometimes prove cheaper using this method.

  • What is KAYAK's "flexible dates" feature and why should I care when looking for a flight from Oakland to Madison?

    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 to Madison from Oakland up to 3 days before/after your preferred dates. You can then pick the flights that suit you best.

Reviews of the top airline flying from Oakland to Madison

 
See real verified KAYAK customer reviews for airlines flying from Oakland to Madison. 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 Madison? 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.
7.9
DeltaOverall score based on 8303 reviews
8.5Crew
7.2Food
7.9Comfort
8.1Boarding
7.8Entertainment
Airline reviews

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

6.0 GoodCarl, Mar 2026
ATL - ATW
Read more Delta reviews

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.

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.

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

Information on your arrival and departure airports

Oakland (OAK)
Madison (MSN)