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$184+ Cheap flights from San Jose, CA to Madison (SJC - MSN)

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 12/16. Fares are subject to change and may not be available on all flights or dates of travel.
SJC — MSN
Nov 27 — Dec 41
Thu 11/27
Thu 12/4
1 adult, Economy
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Cheap flight deals from San Jose to Madison

Discover tips and strategies to find the most affordable flight options for your journey from San Jose (SJC) to Madison (MSN). Learn about various techniques such as flexible date searches, comparing prices across and setting up price alerts. Use these methods to find the cheapest flights available for your travel needs. Data last updated October 28, 2025.

Most accurate provider

eDreams
3 stars

Most trusted provider

eDreams
3 stars

Round-trip from

$289
(American Airlines)

One-way from

$184
(Delta)

Popular in

February

Cheapest in

September

Average price

$579
Provider with most accurate pricing for San Jose-Madison Truax Field flight deals.
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Provider most trusted by Cheapflights users for San Jose-Madison Truax Field flights.
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From San Jose to Madison Truax Field
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One-way flight from San Jose to Madison Truax Field
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Highest demand for flights based on searches. 4% potential increase in price ($26 potential increase over avg. RT price).
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Cheapest flight prices on average. 1% potential price decrease ($9 potential savings vs. average RT price).
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Average for round-trip flights in October 2025
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Find flight deals from San Jose to Madison

Cheapest flights from San Jose to Madison
Explore the most affordable flight options available from San Jose to Madison. Find the lowest fares from popular airlines and budget airlines, with prices last updated on October 28, 2025.

This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/66:20 amSJC - MSN
1 stop6h 00mDelta
Wed 12/1011:44 amMSN - SJC
1 stop10h 57mDelta
Deal found 10/28$289
This Delta deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Sat 12/612:55 pmSJC - MSN
1 stop7h 31mDelta
Fri 12/121:22 pmMSN - SJC
2 stops10h 50mDelta
Deal found 10/28$294
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/1210:25 pmSJC - MSN
1 stop10h 13mDelta
Mon 11/176:00 amMSN - SJC
1 stop8h 08mDelta
Deal found 10/27$314
This American Airlines deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure American Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:00 amSJC - MSN
1 stop8h 58mAmerican Airlines
Sat 11/156:00 amMSN - SJC
1 stop9h 39mAmerican Airlines
Deal found 10/27$339
This United Airlines deal was found by Cheapflights users on 10/28. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure United Airlines is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Wed 11/128:45 amSJC - MSN
1 stop6h 13mUnited Airlines
Sun 11/163:08 pmMSN - SJC
1 stop7h 45mUnited Airlines
Deal found 10/28$359
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Tue 11/116:59 pmSJC - MSN
2 stops13h 12mDelta
Sat 11/159:33 amMSN - SJC
2 stops11h 33mDelta
Deal found 10/27$369
This Delta deal was found by Cheapflights users on 10/27. Clicking the “Pick Dates” button in this card will allow you to select your dates and further customize your flight criteria. From there, click “Find deals”, make sure Delta is selected, and click “Compare selected” under the list of providers to see comparable flight deals.
Mon 11/246:15 amSJC - MSN
1 stop8h 35mDelta
Thu 11/276:00 amMSN - SJC
2 stops8h 25mDelta
Deal found 10/27$424

Cheapflights Fare Finder

 
Customize your flight search to find flights from San Jose to Madison that fit within your specific budget. Explore options based on user searches and filter the results based on your desired price range. Find flights that match your budget for a cost-effective journey. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
Use the filters below to find and compare flights from San Jose to Madison that are best for you.

Fly from

San Jose

Fly to

Madison

Route

Depart

Return

Price

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 12/6

6:10 am-2:24 pm

1 stop6h 14m

Madison Truax Field

Thu 12/11

3:12 pm-8:45 pm

1 stop7h 33m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 12/5

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Fri 12/12

11:44 am-8:41 pm

1 stop10h 57m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 12/6

6:20 am-2:20 pm

1 stop6h 00m

Madison Truax Field

Wed 12/10

11:44 am-8:41 pm

1 stop10h 57m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 12/6

6:10 am-2:24 pm

1 stop6h 14m

Madison Truax Field

Sun 12/14

3:12 pm-8:45 pm

1 stop7h 33m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 12/5

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Wed 12/10

11:44 am-8:41 pm

1 stop10h 57m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Fri 12/5

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Thu 12/11

1:22 pm-8:36 pm

1 stop9h 14m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 2/28

6:30 am-1:55 pm

1 stop5h 25m

Madison Truax Field

Tue 3/3

2:40 pm-9:06 pm

1 stop8h 26m

$289

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 12/6

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Thu 12/11

10:55 am-6:18 pm

2 stops9h 23m

$294

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Sat 12/6

12:55 pm-10:26 pm

1 stop7h 31m

Madison Truax Field

Sun 12/14

1:35 pm-11:53 pm

2 stops12h 18m

$294

San JoseMadison

SJC - MSN

SJCMSN

San Jose

Tue 12/16

7:45 pm-10:15 am

2 stops12h 30m

$184

Flights are sorted by cheapest round-trip flights first.

Deals found on 10/26

Showing 1-10 of 19 results
1
2

Compare providers for flights from San Jose to Madison

Provider information is updated monthly. Please note that these providers often have deals for this flight, but the availability may vary on a day-by-day basis on Cheapflights.
Use the table below to compare price accuracy, trust ratings, and cancellation policies for each provider offering flight deals from San Jose to Madison in October.
ProviderPrice AccuracyTrust Score*
ExpediaPrice Accuracy2 starsTrust Score*3 stars
FlightHubPrice Accuracy3 starsTrust Score*1 star
eDreamsPrice Accuracy3 starsTrust Score*3 stars

*The Trust Score is based on feedback from users after their booking experience. It measures overall satisfaction, helping us identify issues like hidden fees, problems during the ticketing process, and the quality of customer service. This score is our best indicator of the provider's quality and reliability.

  • Most accurate provider: When it comes to deals on San Jose, California-Madison flights, users find the pricing of eDreams to be most consistent on Cheapflights vs. eDreams Users can find the same prices on San Jose, California-Madison flight deals on Cheapflights vs. eDreams >95% of the time. Price accuracy is based on data collected from San Jose, California-Madison flight searches over the past month and is updated monthly.
  • Most trusted provider: When it comes to deals on San Jose, California-Madison flights, Cheapflights users trust eDreams the most. eDreams has received a user feedback score of 3 out of 3 stars (3 being the best), meaning they have been trusted the most by Cheapflights users looking for San Jose, California-Madison flight deals. Provider user feedback score is based on Cheapflights searches over the past month and is updated monthly.

Best time to book a flight from San Jose to Madison

Have a flexible travel schedule? Discover the best time to fly to Madison from San Jose 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 San Jose to Madison

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

Currently, November is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $156). Flying from San Jose, California to Madison in December is currently the most expensive (average of $280). 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.

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

Find hourly flight availability from San Jose to Madison. Discover flight options and departure times throughout the day, allowing you to choose a departure time that suits your schedule. Data last updated October 28, 2025.

One of the essential ways to save on airfare from San Jose, California to Madison is to remain as flexible as possible. Flights that are at noon tend to be the most expensive. A flight in the evening could potentially save you up to 18% on airfare.

Reviews of airlines servicing Madison

Get insights into the airlines that provide service to Madison. Read reviews, discover amenities, and learn about the overall travel experience offered by airlines. Use this information to make informed decisions when choosing an airline for your flight to Madison. Reviews last updated October 28, 2025.
Read through reviews of airlines operating flights from San Jose to Madison, such as Delta, United Airlines, and American Airlines. Reviews also offer insight into each airline's entertainment options, comfort, food, crew/service, and boarding process.
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
Delta
7.9
Good
7,994 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
United Airlines
7.4
Good
9,001 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin
American Airlines
7.2
Good
11,032 reviews
Delta
7.9
Good
7,994 reviews

Overall

7.9

Food

7.3

Boarding

8.2

Entertainment

7.9

Comfort

7.9

Crew

8.5

Reviews

1 / 20
10.0
Excellent

Michael,Sep 2023

SMF - ATL

Not sufficient leg room and three seats are very tigh.t on 737 in economy main cabin

Related info for your journey

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

  • How long is the flight from San Jose, California to Madison?

    American Airlines and Delta can get you from San Jose, California to Madison in just under 6h 14m. Your travel time can differ by up to 1h 17m. The distance from San Jose, California to Madison is about 1752 mi. When browsing for deals, the options you’ll see will be for both nonstop flights and flights with stops.

  • What are the cheapest airlines flying from San Jose, California to Madison round-trip?

    American Airlines, at $288, was found to be the cheapest airline from San Jose, California to Madison.Alternate airlines to your destination round-trip include Delta and United Airlines. Users have found that American Airlines is 42% cheaper than the other options available to this destination.

  • Can I find deals for flights from San Jose to Madison that include hotel bookings?

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

  • How can I find direct flights from San Jose to Madison?

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

  • Can I find deals for business class flights from San Jose to Madison?

    Yes. Cheapflights offers flight deals from San Jose to Madison 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 San Jose, California to Madison?

    Currently, November is the cheapest month in which you can book a flight from San Jose, California to Madison (average of $156). Flying from San Jose, California to Madison in December is currently the most expensive (average of $280). 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

Traveling to a place near Madison?

Book flights to Madison if you plan to visit one of these locations
Portage
Middleton
Baraboo
Fitchburg

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Top 3 airlines flying from San Jose to Madison

Discover the top 3 airlines that operate flights from San Jose to Madison. Compare their services, reliability, and customer satisfaction ratings to choose the airline that best suits your travel preferences and needs. Over the last 7 days, Cheapflights users made 2,558,603 searches. Data last updated October 28, 2025.
AirlineCheapestAverageFlexibilityOn-time
American AirlinesCheapest$288Average$518FlexibilityNo cancel feeOn-time71%
DeltaCheapest$288Average$418FlexibilityNo cancel feeOn-timeN/A
United AirlinesCheapest$338Average$590FlexibilityNo cancel feeOn-time69%

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