OAK - MSN

$275 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 7/14. 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
$488
Delta
Fri 6/19Tue 6/23
OAK - MSN • 2 stops
Cheapest one-way
$275
Delta
Tue 7/14
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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Top layover airports
Denver (DEN)
Cheapest • Avg $350 (round-trip)
Denver (DEN)
Shortest trip • 6h 18m (one-way)
Insights
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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

Fri, Jun 19 - Tue, Jun 23
Delta Logo
5:03 pm - 8:50 am
OAK
-
MSN
13h 47m
2 stops
Delta Logo
1:31 pm - 11:54 pm
MSN
-
OAK
12h 23m
2 stops
$488Delta
Fri, Aug 7 - Mon, Aug 10
Delta Logo
6:00 am - 5:48 pm
OAK
-
MSN
9h 48m
2 stops
Delta Logo
6:16 pm - 11:51 pm
MSN
-
OAK
7h 35m
2 stops
$537Delta
Fri, Jun 12 - Tue, Aug 11
Delta Logo
6:00 am - 5:09 pm
OAK
-
MSN
33h 09m
2 stops
Delta Logo
6:05 am - 4:14 pm
MSN
-
OAK
12h 09m
2 stops
$549Delta
Fri, Jun 12 - Mon, Aug 10
Delta Logo
6:00 am - 5:09 pm
OAK
-
MSN
33h 09m
2 stops
Delta Logo
6:16 pm - 11:51 pm
MSN
-
OAK
7h 35m
2 stops
$553Delta
Wed, Jun 17 - Tue, Jun 23
Delta Logo
12:33 pm - 12:43 pm
OAK
-
MSN
22h 10m
2 stops
Delta Logo
6:19 pm - 11:54 pm
MSN
-
OAK
7h 35m
2 stops
$563Delta
Thu, Jun 11 - Mon, Aug 10
Delta Logo
5:03 pm - 8:22 am
OAK
-
MSN
13h 19m
2 stops
Delta Logo
6:16 pm - 11:51 pm
MSN
-
OAK
7h 35m
2 stops
$577Delta
Thu, Jun 11 - Tue, Aug 11
Delta Logo
5:03 pm - 8:22 am
OAK
-
MSN
13h 19m
2 stops
Delta Logo
6:05 am - 11:52 am
MSN
-
OAK
7h 47m
2 stops
$593Delta
Fri, May 29 - Fri, Jun 5
Delta Logo
6:00 am - 5:26 pm
OAK
-
MSN
9h 26m
2 stops
Delta Logo
6:29 pm - 11:57 pm
MSN
-
OAK
7h 28m
2 stops
$623Delta
Mon, Jul 27 - Fri, Jul 31
Delta Logo
6:00 am - 5:31 pm
OAK
-
MSN
9h 31m
2 stops
Delta Logo
6:00 am - 11:46 am
MSN
-
OAK
7h 46m
2 stops
$640Delta
Mon, Jun 15 - Mon, Aug 10
Delta Logo
5:03 pm - 11:02 pm
OAK
-
MSN
27h 59m
2 stops
Delta Logo
6:16 pm - 11:51 pm
MSN
-
OAK
7h 35m
2 stops
$646Delta
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$275
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 $275 for a one-way ticket and $488 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 8460 reviews
7.8Entertainment
8.1Boarding
7.2Food
8.5Crew
7.9Comfort
Airline reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

10.0 ExcellentTeresa, Apr 2026
SMF - LAX
Read more Delta reviews

While they turned off most cabin lights to allow people to sleep, I was bothered by how bright the side lights still were. It was still quite bright for me in a window seat, when I wish I could have slept!

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.

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

Information on your arrival and departure airports

Oakland (OAK)
Madison (MSN)