What is the cheapest airline to fly from Madison to Oakland, California round-trip?

Currently priced at $488, Delta will fly you from Madison to Oakland, California and back. In addition to Delta, many other airlines offer competitively priced options for your trip.

What is the cheapest day to fly from Madison to Oakland, California?

Travelers seeking maximum savings on their Madison to Oakland, California flight should consider departing on Saturday mornings when fares are most often at their lowest. Sunday mornings flights should be avoided if possible as fares are typically the most expensive at this time.

In terms of precipitation, rainfall in Oakland, California ranges from 0.0 - 4.8 inches per month. January is typically the wettest month, when rainfall can reach 4.8 in. July is typically the driest time to visit Oakland, California when rainfall is around 0.0 in.

If weather is an important factor for your trip to Oakland, California, use this chart to help with planning. For those seeking warmer temperatures, August is the ideal time of year to visit, when temperatures reach an average of 66.2 F. Travelers looking to avoid the cold should look outside of January, when temperatures are typically at their lowest (around 51.8 F).

What is the cheapest day to fly round-trip from Madison to Oakland, California?

Flying to your destination on a Tuesday can be more expensive, but this shouldn’t discourage you from finding affordable options to get to Oakland, California. Check prices with Cheapflights to find a great deal for your trip.

How far in advance should I book a flight from Madison to Oakland, California?

Find a great deal and save up to 57% by booking at least 23 days prior to your desired departure date, rather than waiting until the week of travel. According to our data, there are a number of flights available from Madison to Oakland, California within the next two weeks, with the cheapest ticket starting at $418.

What is the cheapest month to fly from Madison to Oakland, California?

The best pricing can be found in the month of August. Prices to Oakland, California from Madison average $440. You can even find prices in August for less than $440, as users have found deals to Oakland, California from as low as $170. The month of December appears to be one of the more expensive times to travel to Oakland, California from Madison. Flying in the targeted month can save you up to 37%.

What is the cheapest time of day to fly from MSN to OAK?

Unlike at noon, when flights are generally more expensive, you can save up to 17% on flights from Madison to Oakland, California by exploring options for tickets in the morning.

Can I find deals for flights from Madison to Oakland that include hotel bookings?

Yes. In addition to deals on Madison to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.

How can I find direct flights from Madison to Oakland?

After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Oakland.

Can I find deals for business class flights from Madison to Oakland?

Yes. Cheapflights offers flight deals from Madison to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.

$384+ Flights from Madison to Oakland, CA

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Cheap flight deals from Madison to Oakland

Round-trip from	$488 (Delta)
One-way from	$384 (Delta)
Popular in	December
Cheapest in	August
Average price	$419

From Madison Truax Field to Oakland

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One-way flight from Madison Truax Field to Oakland

Search Deals

Highest demand for flights based on searches. 9% potential increase in price ($43 potential increase over avg. RT price).

Search Deals

Cheapest flight prices on average. 3% potential price decrease ($16 potential savings vs. average RT price).

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Average for round-trip flights in July 2025

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Find flight deals from Madison to Oakland

Cheapest flights from Madison to Oakland
Explore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Sat 8/232:44 pmMSN - OAK

2 stops10h 02mDelta

Mon 8/254:58 pmOAK - MSN

2 stops14h 58mDelta

Deal found 7/30

$488

Wed 8/208:46 amMSN - OAK

2 stops24h 32mMultiple Airlines

Fri 8/226:00 amOAK - MSN

3 stops25h 39mMultiple Airlines

Deal found 7/30

$600

Best flights from Madison to Oakland
Discover carefully curated flight deals from Madison to Oakland that have cost, travel time, and layovers in mind to ensure you get the best travel experience. Data last updated July 30, 2025.

Sat 8/232:44 pmMSN - OAK

2 stops10h 02mDelta

Mon 8/254:58 pmOAK - MSN

2 stops14h 58mDelta

Deal found 7/30

$488

Wed 8/208:46 amMSN - OAK

2 stops24h 32mMultiple Airlines

Fri 8/226:00 amOAK - MSN

3 stops25h 39mMultiple Airlines

Deal found 7/30

$600

Last-minute flights from Madison to Oakland
Discover last-minute flight deals from Madison to Oakland. Data last updated July 30, 2025 and is based on user searches.

Wed 8/208:46 amMSN - OAK

2 stops24h 32mMultiple Airlines

Fri 8/226:00 amOAK - MSN

3 stops25h 39mMultiple Airlines

Deal found 7/30

$600

Sat 8/232:44 pmMSN - OAK

2 stops10h 02mDelta

Mon 8/254:58 pmOAK - MSN

2 stops14h 58mDelta

Deal found 7/30

$488

One-way flights from Madison to Oakland
Search for one-way flight options from Madison to Oakland. Find affordable one-way fares based on user searches. Data last updated July 30, 2025.

Tue 9/26:05 amMSN - OAK

2 stops7h 50mDelta

Deal found 7/30

$384

Fly from

Fly to

Route

Depart

Return

Price

MadisonOakland

MSN - OAK

MSNOAK

Madison Truax Field

Sat 8/23

2:44 pm-10:46 pm

2 stops10h 02m

Oakland

Mon 8/25

4:58 pm-9:56 am

2 stops14h 58m

$488

MadisonOakland

MSN - OAK

MSNOAK

Madison Truax Field

Wed 8/20

8:46 am-7:18 am

2 stops24h 32m

Oakland

Fri 8/22

6:00 am-9:39 am

3 stops25h 39m

$600

MadisonOakland

MSN - OAK

MSNOAK

Madison Truax Field

Tue 9/2

6:05 am-11:55 am

2 stops7h 50m

$384

Flights are sorted by cheapest round-trip flights first.

Deals found on 7/30

Best time to book a flight from Madison to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Madison with our price prediction graph.

Estimated round-trip price

Rates are based on past data. Find the cheapest month and day to book your flight based on your travel requirements, then search for cheap deals.

Cheapflights Insights

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

What is the cheapest month to book a flight from Madison to Oakland, California?

Currently, April is the cheapest month in which you can book a flight from Madison to Oakland, California (average of $183). Flying from Madison to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

Reviews of airlines servicing Oakland

Get a feel of what it's like to fly with Delta from Madison to Oakland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Delta

8.0

Very good

7,980 reviews

Delta

8.0

Very good

7,980 reviews

Reviews

1 / 20

10.0

Excellent

Aaron,Oct 2024

TUS - LAX

Delta has consistently been the best U.S. airline for my travels and this flight was no exception

Related info for your journey

What is the cheapest airline to fly from Madison to Oakland, California round-trip?
Currently priced at $488, Delta will fly you from Madison to Oakland, California and back. In addition to Delta, many other airlines offer competitively priced options for your trip.
Can I find deals for flights from Madison to Oakland that include hotel bookings?
Yes. In addition to deals on Madison to Oakland flights, Cheapflights offers vacation packages that include both flights and hotel.
How can I find direct flights from Madison to Oakland?
After entering your origin and destination, apply the non-stop filter on the search result page to find direct flights from Madison to Oakland.
Can I find deals for business class flights from Madison to Oakland?
Yes. Cheapflights offers flight deals from Madison to Oakland by cabin class. In addition to browsing deals, you can also filter by cabin class on the search results page after making a search.
What is the cheapest month to book a flight from Madison to Oakland, California?
Currently, April is the cheapest month in which you can book a flight from Madison to Oakland, California (average of $183). Flying from Madison to Oakland, California in November is currently the most expensive (average of $259). There are several factors that can impact the price of a flight, so comparing airlines, departure airports and flight times can provide users with more options.

See more FAQs

Browse thousands of different options on Cheapflights for your next trip

Top airline flying from Madison to Oakland

Airline	Cheapest	Average	Flexibility	On-time
Delta	Cheapest$497	Average$755	FlexibilityNo cancel fee	On-timeN/A

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$384+ Cheap flights from Madison to Oakland, CA (MSN - OAK)

This is the cheapest one-way flight price found by a Cheapflights user in the last 72 hours by searching for a flight departing on 9/2. Fares are subject to change and may not be available on all flights or dates of travel.

Find cheap flights from Madison to Oakland with Cheapflights

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2. Select your favorite providers

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Cheap flight deals from Madison to Oakland

Round-trip from

One-way from

Popular in

Cheapest in

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Find flight deals from Madison to Oakland

Cheapest flights from Madison to OaklandExplore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Explore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.

Cheapflights Fare Finder

Use the filters below to find and compare flights from Madison to Oakland that are best for you.

Best time to book a flight from Madison to Oakland

Have a flexible travel schedule? Discover the best time to fly to Oakland from Madison with our price prediction graph.

Cheapflights Insights

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

What is the cheapest month to book a flight from Madison to Oakland, California?

Reviews of airlines servicing Oakland

Get a feel of what it's like to fly with Delta from Madison to Oakland by reading reviews from past customers. Users have also rated airlines in terms of entertainment options, comfort, food, crew/service, and boarding process.

Related info for your journey

Find useful and relevant information for your journey from Madison to Oakland. Access travel guides, tips, and recommendations to enhance your travel experience. Get information about local attractions, weather, transportation options, and more.

What is the cheapest airline to fly from Madison to Oakland, California round-trip?

Can I find deals for flights from Madison to Oakland that include hotel bookings?

How can I find direct flights from Madison to Oakland?

Can I find deals for business class flights from Madison to Oakland?

What is the cheapest month to book a flight from Madison to Oakland, California?

Browse thousands of different options on Cheapflights for your next trip

Toggle through the tabs below to find thousands of options on Cheapflights for your next trip.

Alternative routes for Madison to Oakland

See prices for flight routes from nearby airports that may be better suited for you.

Top airline flying from Madison to Oakland

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Cheapest flights from Madison to Oakland
Explore the most affordable flight options available from Madison to Oakland. Find the lowest fares from popular airlines and budget airlines, with prices last updated on July 30, 2025.